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“A beach vacation can help get you through those long winters.” EXPLORE, EXPERIENCE, ENJOY THE BEST OF BONITA SPRINGS

FLORIDA LUXURY VACATION RENTALS

Finest Luxury Vacations offers you a variety of hand selected Florida luxury vacation rentals. Choose wonderful vacation rentals in Orlando, Anna Maria Island, Naples, Pensacola Beach, St. Augustine and more. Florida Luxury Vacation Rentals offers you the opportunity to explore this beautiful state, a tropical beach paradise from coast to coast.

BOOK YOUR FLORIDA LUXURY VACATION RENTALS DIRECT & SAVE!

Direct information is provided to you as a directory. Enjoy browsing through all our wonderful luxury vacation rentals for tropical villas, beach condos, secluded cabins. Don’t forget about our exciting All Inclusive PackagesWedding DestinationsResort Vacation PackagesFamily Vacations and so much more!  You have the opportunity to see all we have to offer, so you can contact the provider directly for information, availability, reservations, special deals.

FLORIDA VACATIONS

SANIBEL ISLAND PROPERTIES...

White Caps #7

4 Guests | 1 Bedrooms | 1 Bathrooms | Pet Friendly Duplex Cottage on the Beach
Starting at $2565 per Week

The cottage has been completely remodeled inside with new ceramic tile throughout, and new kitchen. Be among the first to enjoy this pet friendly, remodeled, gulf front cottage with miles of white sandy beach…

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Casa Ybel Resort

Luxurious All Suite Beachfront Vacation Resort | 1 & 2 Bedroom Suites
Starting at $389 per Night

Casa Ybel Resort welcomes guests to a historic retreat that perfectly complements the tranquil beauty of Florida's Gulf Coast. Our Sanibel Island hotel features 114 elegantly-appointed suites with modern kitchens and magnificent views of the Gulf of Mexico…

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Sandpiper West 2

6 Guests | 3 Bedrooms | 3 Bathrooms | Luxury Beach Front Vacation Condo
Starting at $4952 per Week

**Newly renovated, top notch Beach Front Condo** Enjoy Sanibel Island in style! This luxury condo offers all the comforts of home featuring 3 bedrooms, 3 bathrooms and beautiful views of the Gulf of Mexico…

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DW #3 Sea Grape

6 Guests | 2 Bedrooms | 2 Bathrooms | Pet Friendly Boutique Inn
Starting at $289 per Night

Get in touch with your island roots at The Driftwood Inn. This low-density boutique inn is perfect for a quick secluded tropical getaway with its close proximity to all of the restaurants, shopping, and bike trails Sanibel Island has to offer…

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Breaking Away

10 Guests | 4 Bedrooms | 3 Bathrooms | Steps from Beach
Starting at $8550 per Month

Sweet seclusion is found at Breaking Away! Only steps to one of Sanibel Island’s most beautiful beaches, this home is perfect for those seeking solitude of the island persuasion. With the main house featuring three bedrooms and two baths…

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Honu Dream

6 Guests | 3 Bedrooms | 2 Bathrooms | Special Beach Retreat
Starting at $7000 per Month

Lovingly maintained and thoughtfully renovated, this special beach retreat evokes feelings of long, loungy beach days and swimming in the Gulf. A short and beautiful walk to the west end beaches and you have arrived in paradise!…

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Dolphin Home

6 Guests | 3 Bedrooms | 2 Bathrooms | Dog Friendly Pool Home | Walk to Beach
Starting at $6410 per Month

The Dolphin Home with its spacious open floor plan design and private heated swimming pool is the perfect home for your family vacation. Located on the west end of Sanibel Island in the East Rocks…

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Sanddollar #A202

8 Guests | 3 Bedrooms | 2 Bathrooms | Luxury Gulf Front Vacation Condo
Starting at $3708 per Week

Sanddollar #A202 is a treasure to behold… This newly remodeled, beachfront condo offers 3 bedrooms, 2 bathrooms, breathtaking beach views, well equipped and well appointed…

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Loggerhead Cay #403

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Top Floor Corner Unit Condo
Starting at $1520 per Week

Check out this newly updated and freshly furnished 2 bedroom beauty, located within just a few steps to the sandy beaches and the Gulf of Mexico! One step through the door you'll be in beachside heaven! Unique top floor, corner end unit…

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Castaway Cottage

6 Guests | 3 Bedrooms | 3 Bathrooms | Delightful Cottage | Walk to Beach
Starting at $4772 per Month

Castaway Cottage has 3 bedrooms 3 baths with washer/dryer, fully equipped kitchen, and just a short walk to the beach. Totally updated and wonderfully decorated it's a great home for your vacation…

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Pyrula's Palace

6 Guests | 3 Bedrooms | 2 Bathrooms | Beautifully Decorated Luxury Pool Home
Starting at $2800 per Week – 28 Day Min.

Truly island living at its finest! This stunning 3 bedroom, 3 bathroom pool home grants you a luxury vacation experience in a warm and inviting climate only Sanibel has to offer…

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Tanglewood 1A

6 Guests | 3 Bedrooms | 2 Bathrooms | Luxury Ocean View Condo Rental
Starting at $5821 per Month

A beautiful & inviting 3 bedroom condo with expansive views directly to the Gulf of Mexico. Conveniently located on the east end of the island on a quiet dead end street, this condo has all you could ever want or need in your next Sanibel rental!…

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Three Suns

8 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly Beach House
Starting at $7000 per Month

This professionally designed beach home has everything one could possibly want while vacationing in style! Through the front door you are met with an open concept living, kitchen, dining area that is light, bright and spacious!…

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Sanibel Dreaming 411

6 Guests | 2 Bedrooms | 2 Bathrooms | Pet Friendly Luxury Condo
Starting at $1715 per Week

Vacation in tranquil elegance at Loggerhead Cay. This open layout, family-friendly condo will transport you to your own personal oasis with its soft hues of luxe greys, ocean blues and sea glass greens…

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PN 6 Parakeet

2 Guests | 1 Bedrooms | 1 Bathrooms | Romantic Cottage
Starting at $149 per Night

The Parrot Nest is one of the Old-Sanibel cottages located on the quiet East End of the island. Since 1955, our charming cottages have been welcoming visitors and until the early 1960's they were brought to our shores from the mainland by ferryboat…

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White Sands #23

6 Guests | 2 Bedrooms | 2 Bathrooms | Beachfront Condo
Starting at $2920 per Week

White Sands 23 on Sanibel Island is a beach-lovers dream come true! This direct beachfront condominium perfectly captures the textures and warmth of soft driftwood, warm sand, and blue gulf water…

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Casa Del Sol (Butterknife)

8 Guests | 3 Bedrooms | 4 Bathrooms | Luxury Estate with Private Pool
Starting at $9282 per Month

Just a short walk to the beach, this magnificent estate home is located on West Gulf Drive in a private gated community with tennis and pool. Elegance, grace, and beauty described one of the finest properties available on the island…

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Sand Pointe #233

4 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Gulf Front Vacation Condo
Starting at $1795 per Week

Welcome to your new Gulf Front slice of paradise with enchanting views and a location in the desired West Gulf Drive area that can not be beat! This top floor condo features expansive and direct views out over the Sand Pointe…

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Blind Pass A202

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Vacation Condo by the Beach
Starting at $1344 per Week

Relax and unwind in this spacious and bright two bedroom, two bath, well appointed condo decorated in a tropical Sanibel style. Call us today for more information for the best rates on the island!…

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Island Breeze

6 Guests | 2 Bedrooms | 2 Bathrooms | Dog Friendly Luxury Pool Home
Starting at $4755 per Month

“Island Breeze” is located in the East Rocks Community just off West Gulf Road in a nice, quiet neighborhood. This charming and spacious 2 bedroom home has an open living space floor plan great for entertaining and enjoying time with family…

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Island Dreams

6 Guests | 3 Bedrooms | 2 Bathrooms | Dog Friendly Luxury Pool Home
Starting at $4400 per Month

This tropical beach inspired 3 bedroom remodeled gem located on West Gulf Drive is not to be missed! “Island Dreams” recently underwent an amazing remodel including an incredible all-new chefs kitchen and master bathroom…

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Island Getaway

5 Guests | 3 Bedrooms | 2 Bathrooms | Dog Friendly Luxury Vacation Home
Starting at $4345 per Month

Island Getaway is an A-frame near-beach cottage located on the desirable east end of Sanibel and is certainly one of a kind. Huge soaring cathedral ceilings and a full wall of windows brings the tropical beauty of Sanibel right into your living room…

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Island Paradise

6 Guests | 3 Bedrooms | 3 Bathrooms | Beachside Cottage with Private Pool
Starting at $6902 per Month

A secluded ground level home with great location and easy access to the Gulf of Mexico! This private, beachside cottage is tucked back in the upscale Gulf Shores neighborhood off a dead-end street with a short walk to your own secluded beach…

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PN 1 Rosella

3 Guests | 1 Bedrooms | 1 Bathrooms | Cozy Cottage
Starting at $169 per Night

The Parrot Nest is one of the Old-Sanibel cottages located on the quiet East End of the island. Since 1955, our charming cottages have been welcoming visitors and until the early 1960's they were brought to our shores from the mainland by ferryboat…

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Captivating

12 Guests | 6 Bedrooms | 6.5 Bathrooms | Waterfront Pool Home
Starting at $9800 per Week

‘Captivating’ is sure to enchant you from the second you cross its threshold. This sprawling Captiva home is steeped in natural light, from walls of glass to cathedral ceilings with stunning water vistas that are perfect for viewing the abundant local wildlife…

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Royal Poinciana

8 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly Pool Home
Starting at $8000 per Month

Absolutely stunning ground level home near San Carlos Bay in Sanibel. This open concept light bright and airy home will leave you breathless. Become enchanted with the long canal views where you will find dolphins and manatees at play…

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Atrium #201

8 Guests | 3 Bedrooms | 3 Bathrooms | Luxury Beachfront Condo
Starting at $4898 per 14 Nights

Enjoy dazzling sunsets, world-class shelling, and plenty of peace and quiet at Atrium 201 on Sanibel's prestigious west end! Because This unit is perfect for those who want the best, and have the time to enjoy it! …

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Island Beach Club #330E

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Ocean View Condo
Starting at $3552 per Week

Island Beach Club #330E is a beautifully decorated, meticulously maintained 2 bedrooms, 2 bathrooms, beach view condominium. Located directly on the Gulf of Mexico on Sanibel Island Florida…

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Lake Murex Home

6 Guests | 3 Bedrooms | 2 Bathrooms | Luxury Vacation Pool Home
Starting at $7882 per Month

Introducing a newly renovated home for vacation rental. This 3 bedroom 2 bath ground-level pool home is a perfect spot to enjoy the quiet beauty of island life. Sit by the pool under a screened house and your stay will be enhanced by a heated pool on this private secluded lot…

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Coastal Serenity

8 Guests | 3 Bedrooms | 2 Bathrooms | Dog Friendly Waterfront Pool Home
Starting at $5645 per Month

“Coastal Serenity” is a magical island getaway with direct canal access and is only a short walk to Blind Pass Beach. Enjoy kayaking along canals lined with mangroves, manatee, dolphin and exotic birds, with privacy and a unique island feel…

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Blind Pass A205

4 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Vacation Condo Island Getaway
Starting at $1344 per Week

Welcome to our Blind Pass Condominium #A205! This newly purchased and fully renovated 2 bedroom, 2 bath condo is the perfect welcomed retreat for your upcoming island getaway…

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Spanish Cay D5

6 Guests | 2 Bedrooms | 2 Bathrooms | Vacation Condo on the River
Starting at $1945 per 14 Nights

Spanish Cay D5 is one of Sanibel's best kept island secrets that offers incredible views of the Sanibel River and the Sanibel Golf Club from the screened lanai. This bright and beautiful condo is situated on the 3rd (top level) floor …

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4 ~ Honeymoon Suite ~ Jensen's "On the Gulf"

2 Guests | 1 Bedrooms | 1 Bathrooms | Romantic Honeymoon Suite
Starting at $369 per Night

Make the Honeymoon Suite #4 your home away from home. Watch the dramatic Island sunsets ignite romance on fire from the intimacy of your private lanai while you sip a cold glass of wine and watch dolphin cruise along the horizon…

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Sandpiper Serenity 105

4 Guests | 2 Bedrooms | 2 Bathrooms | Top Floor Luxury Condo
Starting at $1500 per Week

Get the birds-eye view when you vacation on the top floor of a nature lover's paradise! With expansive views of the Gulf of Mexico and surrounding sanctuary greenery, you’ll feel as if you’re one with the abundant wildlife you’ll see from the screened-in private lanai…

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Beach Paradise

8 Guests | 3 Bedrooms | 2.5 Bathrooms | Beachside Pool Home
Starting at $8000 per Month

Beach Paradise is fully renovated three bedroom two bath home with a heated pool – just 60 SECONDS TO THE BEACH, right out your front door! Ideally located and steps from the turquoise gulf waters that make this home exceptionally unique and coveted!…

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Charming Chert

6 Guests | 3 Bedrooms | 2 Bathrooms | Dog Friendly Pool Home
Starting at $5370 per Month

Charming Chert” is the perfect island home to call your own! Located in the desirable East Rocks community, toward the end of West Gulf Drive, you'll find this secluded and peaceful paradise to be exactly what the doctor ordered…

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Cottontail Cottage

6 Guests | 3 Bedrooms | 2 Bathrooms | Dog Friendly Pool Home
Starting at $4870 per Month

This beachside bungalow has all the island charms you could hope for in your next Sanibel vacation home. This adorable home features an open floor plan, a large screened in-ground pool, and the near beach convenience…

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Loggerhead Cay #314

6 Guests | 2 Bedrooms | 2 Bathrooms | Family Fun Vacation Condo
Starting at $1320 per Week

Welcome to your new seaside escape at Loggerhead Cay #314! Located toward the east end of Sanibel, this well appointed 2 bedroom 2 bath condo features a spacious floor plan and versatile bed configuration great for families…

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Island Beach Club #330E

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Vacation Condo on the Gulf
Starting at $3685 per Week

Enjoy Island Beach Club at its finest! Island Beach Club #330E is a beautifully decorated, meticulously maintained 2 bedroom, 2 bathroom, beach view condominium. Located directly on the Gulf…

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Pine Cove #101

6 Guests | 3 Bedrooms | 2 Bathrooms | Luxury Estate Pool Home
Starting at $3168 per Week

Enjoy Sanibel Island in style! Pine Cove #101 offers a specious layout which includes 3 bedroom 2 bathrooms, fully equipped kitchen, washer/dryer and is nicely decorated…

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Pointe Santo #C24

4 Guests | 1 Bedrooms | 1 Bathrooms | Beautiful Ocean View Vacation Condo
Starting at $2670 per Week

Pointe Santo #C24 is located on West Gulf Drive on Sanibel Island. This condo offers 1 bedroom, 1 bathroom, fully equipped kitchen, private lanai, convenient location to elevator and beautiful décor…

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Junonia 301

8 Guests | 3 Bedrooms | 2 Bathrooms | Gulf Front Vacation Condo
Starting at $7406 per 14 Nights

Welcome to a stunning Gulf Front expansive condo that lives like a single family. The decor is utterly beach chic and drenched in sunlight. The coastal colors will have you smiling ear to ear as you listen to the surf roll onto the shore…

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Sandcastle

8 Guests | 4 Bedrooms | 4 Bathrooms | Luxury Vacation Home
Starting at $9000 per Month

Enter through the mahagony double doors and into a formal landing, from there you are taken to a sitting area with a gas fireplace for cozy nights. Off to the right is a large formal dining room with seating for eight, perfect for entertaining large familes or guests…

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Compass Point 222

6 Guests | 2 Bedrooms | 2 Bathrooms | Secluded Luxury Condo
Starting at $2625 per Week

A perfect unit for discriminating guests looking to decompress in seclusion in a low density setting. Compass Point 222 is a pristine, recently renovated and well-appointed unit – great for adults or families traveling together…

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Sanddollar #C302

6 Guests | 3 Bedrooms | 2 Bathrooms | Gorgeous Gulf View Vacation Condo
Starting at $3218 per Week

Sanddollar C302 is a beautifully decorated 3 bedroom condo with a breathtaking view of the Gulf of Mexico. The owner has made sure that the unit is well equipped and has many “extras”…

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Sanddollar #C104

6 Guests | 2 Bedrooms | 2 Bathrooms | Beautiful Beachfront Vacation Condo
Starting at $3065 per Week

This comfortable Beach Front condo offers all the comforts of home with a touch of paradise! Enjoy Beach Front views. Explore the beaches, watch for dolphins ,shell or just relax on your own screened corner lanai…

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Surfside 12 Unit B1

6 Guests | 3 Bedrooms | 2 Bathrooms | Beachfront Vacation Condo
Starting at $5610 per 14 Night Stay

Surfisde 12 #B1 offers all the comforts of home with a stunning Beach Front view. This gorgeous property offers 3 bedroom, (1 King, 1 Queen and 2 Full, sleeps 6, 2 bathroom. Call now to secure your time in Surfside 12 #B1!…

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Sandals D

8 Guests | 4 Bedrooms | 4 Bathrooms | Luxury Beachfront Town Home
Starting at $15,493 per Month

Family Friendly Beach front town home. Relax and enjoy the serenity Sandals #D offers! The tropical setting provides an ambiance that washes away stress and replenishes the soul…

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PN 3 Macaw

3 Guests | 1 Bedrooms | 1 Bathrooms | Cozy Beach Cottage
Starting at $224 per Night

Our cottages are newly renovated in a coastal decor offering you epic comfort, relaxation in a beautiful room. We are within walking distance to the historic Sanibel Lighthouse and fishing pier, beautiful shelling beaches, shopping and restaurants…

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Faodail ('A lucky find!')

6 Guests | 3 Bedrooms | 3 Bathrooms | Old Florida Style Beach Cottage
Starting at $5000 per Month

Faodail is the perfect mix of Old-Florida cottage style and modern beach utility. Set back on an original Florida shell road, and less than a 6 minute walk to the beach, this tranquil stilted home is surrounded by lush professionally landscaping…

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The GetAway

6 Guests | 3 Bedrooms | 3 Bathrooms | Historic Beach Cottage
Starting at $2500 per Week

Enjoy the spacious living and dining areas that spill out through the french doors to the private pool and spa. The impressive screened-in lanai boasts enough outdoor expanse to serve as additional living space with options for alfresco dining, poolside sunbathing, and lounging…

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Shell Island Beach Club #5D

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Top Floor Beach View Condo
Starting at $3396 per Week

Shell Island Beach Club #5D offers Breathtaking Beach Front views throughout the 2 bedroom condo. The complex offers heated swimming pool, spa, bikes on site, tennis, shuffle board, grilling area and outdoor showers…

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Island Beach Club #P3A

5 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Garden View Condo
Starting at $2266 per Week

This 2 bedroom, 2 bath unit is steps away from the Gulf of Mexico. The living and dining area features floor to ceiling windows and a wrap around screen lanai where you can enjoy dining in the warm air of the Gulf of Mexico…

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Shell Island Beach Club #7B

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Beach Front Condo with Lanai
Starting at $3323 per Week

A wonderful spot to enjoy your stay in this great beach condo surrounded by lush tropical landscape that offers a breathtaking beach front view of the Gulf of Mexico…

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Sundial R204

6 Guests | 3 Bedrooms | 2 Bathrooms | Luxury Beach Front Condo
Starting at $4626 per Week

New Kitchen and tile throughout! This spacious condo is located at the popular Sundial Resort. Sit on the large lanai and enjoy the view of the tropical grounds, fountain, pool and beach…

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Loggerhead Cay #331

6 Guests | 2 Bedrooms | 2 Bathrooms | Dog Friendly Beachside Condo
Starting at $1420 per Week

This beachside beauty boasts all the conveniences of home for your next island vacation! Unit #331 is a 2 bedroom, 2 bath ground level, pet-friendly (25 lb. max) condo and is located just steps to the beach!…

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Beach Retreat

6 Guests | 2 Bedrooms | 2 Bathrooms | Dog Friendly Beach Cottage
Starting at $4845 per Month

A charming 2 bedroom, 2 bathroom beach cottage with Gulf access directly across the street! Take a short walk out the front door and find yourself on the beautiful shell-strewn beaches of Sanibel in minutes…

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Endless Summer

6 Guests | 3 Bedrooms | 2 Bathrooms | Dog Friendly Luxury Pool Home
Starting at $5370 per Month

“Endless Summer” is a beautiful 3 bedroom, 2 bath, ranch style home located in the highly sought after Lake Murex community just off West Gulf Drive. This great island residence has all the comfort and convenience of home…

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Sanibel Surfside #231

6 Guests | 3 Bedrooms | 3.5 Bathrooms | Luxury Gulf View Corner Unit condo
Starting at $2670 per Week

Sanibel Surfside “Sunset” #231 is the most unique and spectacular vacation condominium!! Truly the only one of its kind, this magnificent 3,000 square foot condo has some seriously incredible gulf views!…

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Tarpon Beach 109

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Beach Condo
Starting at $2100 per Week

Experience the comforts of home in the thoughtfully curated and sophisticated yet relaxed atmosphere of Tarpon Beach, 109. The touches of subdued luxury are adorned in every corner of this condo…

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Beach Haven

10 Guests | 4 Bedrooms | 4.5 Bathrooms | Luxury Pool Home
Starting at $8000 per Month

This resort-style luxury home is perfect for travelers who expect the most in their vacation accommodations. The Florida lifestyle is at your fingertips at Beach Haven with its oversized heated pool water views and walking access to the beaches of Sanibel Island…

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DW #4 Royal Palm

6 Guests | 2 Bedrooms | 2 Bathrooms | Boutique Inn
Starting at $255 per Night

Get in touch with your island roots at The Driftwood Inn. This low-density boutique inn is perfect for a quick secluded tropical getaway with its close proximity to all of the restaurants, shopping, and bike trails Sanibel Island has to offer…

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Loggerhead Cay #112

4 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Gulf View Vacation Condo
Starting at $2673 per Week

Loggerhead Cay is a well maintained beachfront complex located on Sanibel Island. Loggerhead Cay offers a large heated swimming pool, tennis courts, shuffle board and gas barbecue grills…

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Sundial P401

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Beach View Vacation Condo
Starting at $2930 per Week

Relax and enjoy the serenity of Sundial P-401! The tropical setting provides an ambiance that washes away stress and replenishes the soul. Sundial P-401 is a newly renovated condo offering 2 bedrooms, den that offers privacy…

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Sundial O203

8 Guests | 3 Bedrooms | 2 Bathrooms | Spacious Luxury Vacation Condo
Starting at $1864 per Week

This unit is located at the Sundial Beach Resort and is a spacious 3 bedroom, 2 bathroom condo that sits on the Gulf of Mexico with water views from the lanai. This condo offers over 1500 square feet of comfortable living space …

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Pelican's Perch

10 Guests | 3 Bedrooms | 3 Bathrooms | Dog Friendly Luxury Pool Home
Starting at $6395 per Month

Vacations are meant to be this good! Come stay and play at this beautiful 3 bedroom, 3 bathroom pool home located in the fabulous Sea Oats subdivision just steps away from the West Gulf Drive Beach Access #1…

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Sandcastle Shores

8 Guests | 3 Bedrooms | 2 Bathrooms | Lake & Golf Course View Duplex
Starting at $3870 per Month

Check out “Sandcastle Shores”, an incredible 3 bedroom, 2 bath duplex home in the heart of The Dunes golf community featuring lake & fairway views and tranquil beach-style upgrades and decor!…

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Turtle Tracks

6 Guests | 3 Bedrooms | 2 Bathrooms | Dog Friendly Luxury Pool Home
Starting at $5395 per Month

This near-beach 3 bedroom, 2 bathroom pool home offers tremendous privacy and comfort on a large, tropical lot in a quiet neighborhood with a short stroll to the beach…

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Sundial P301

6 Guests | 2 Bedrooms | 2 Bathrooms | Gulf View Luxury Vacation Condo
Starting at $3268 per Week

Relax and enjoy the serenity Sundial P301 offers… It's easy to relax and enjoy life in the spacious beach view condo. The tropical setting provides an ambiance that washes away stress and replenishes the soul…

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Tarpon Beach 301

6 Guests | 2 Bedrooms | 2 Bathrooms | Beach Front Luxury Vacation Condo
Starting at $2559 per Week

Tarpon Beach #301 is a treasure to behold… This well appointed beachfront condo offers 2 bedrooms, 2 bathrooms, breathtaking beach views, well equipped kitchen and lots of beach items…

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Island Beach Club #360D

4 Guests | 2 Bedrooms | 2 Bathrooms | Gulf View Luxury Vacation Condo
Starting at $4248 per Week

Island Beach Club #360D offers breathtaking views of the Gulf of Mexico from almost every room. Enjoy waking up to the sound of the surf or relax on your private lanai watching the pelicans pass by…

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5136 Bayside Villa

4 Guests | 1 Bedrooms | 2 Bathrooms | Bayside Luxury Vacation Condo
Starting at $185 per Night

Enter through the doors of this stunning newly renovated and thoughtfully curated Bayside Villa Unit. The designer decor and impeccable style reflect a beach chic style leaving you in a blissful state of mind…

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Cyprina Beach #1

8 Guests | 3 Bedrooms | 3 Bathrooms | Gulf Front Town Home
Starting at $2500 per Week

Gulf Front two story townhouse with a coastal flair! An incredible place for family gatherings in this two story townhouse!  Soaring cathedral ceilings leave you feeling like you are in a tropical wonderland with its wall of windows overlooking the Gulf of Mexico…

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On Dune Time

12 Guests | 4 Bedrooms | 3.5 Bathrooms | Family Pool Home on Golf Course
Starting at $10,000 per Month

“On Dune Time” is the embodiment of coastal cool and a flawless reflection of luxury Florida living. This 3-bedroom 2.5 bath home will leave you feeling like you’ve landed in the pages of Southern Living Magazine with tasteful tropical elegance abound…

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Atrium #304

6 Guests | 2 Bedrooms | 2 Bathrooms | Beach Front Luxury Vacation Condo
Starting at $6100 per 14 Nights

Atrium #304 managed by Select Vacation Properties~ If sunsets, beachcombing and quiet are part of your vacation dream and you are fortunate enough to stay two weeks, Atrium 304 may just be that dream come true!…

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Sandpiper Beach #405

4 Guests | 2 Bedrooms | 2 Bathrooms | Oceanfront Luxury Vacation Condo
Starting at $2421 per Week

Come to Sandpiper Beach, a secluded 27-unit oceanfront complex situated on 13 acres on beautiful Sanibel Island. Located on a dead-end street, directly on the Gulf of Mexico. Sandpiper Beach is the best-kept secret on the island!…

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Junonia 303

6 Guests | 3 Bedrooms | 2 Bathrooms | Gulf View Luxury Penthouse Vacation
Starting at $6380 per 14 Nights

This lovely three-bedroom top floor condominium overlooks the Gulf of Mexico. #303 is the West side penthouse unit. It features views of the water from both the living area and master bedroom with doors to a wide balcony from both rooms…

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Sunset Hideaway

6 Guests | 2 Bedrooms | 2 Bathrooms | Dog Friendly Luxury Pool Home
Starting at $4845 per Month

“Sunset Hideaway” is a charming 2 bedroom near beach home located within the Beachview Country Club Estates neighborhood. This home features a split floor plan and is light and bright and newly & tastefully decorated…

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Woodring Bayhouse

6 Guests | 3 Bedrooms | 3.5 Bathrooms | Luxurious Bay Front Pool Home
Starting at $7645 per Month

Dogs Allowed! Indoor Pool! VIEWS! WOW!! The expansive views from this home will keep you speechless and in awe of the true beauty that this spectacular home have to offer…

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Loggerhead Cay #483

6 Guests | 2 Bedrooms | 2 Bathrooms | Ocean View Luxury Vacation Condo
Starting at $1520 per Week

Welcome to Loggerhead Cay, where island life is just a matter of steps from the beach! This stunning 2 bedroom, 2 bath top floor corner end unit has been recently updated and decorated to match it's relaxing beach side setting…

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Mariner Pointe #1022

4 Guests | 2 Bedrooms | 2 Bathrooms | Bayside Luxury Vacation Condo
Starting at $1345 per Week

Mariner Pointe #1022 is the perfect bay-side retreat with an ideal location and is fully equipped with everything you'll need including a view! This updated 2 bedroom, 2 bath, 2nd story condo is your new home away from home…

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CASA DEL SOL

8 Guests | 4 Bedrooms | 4 Bathrooms | Family Pool Home
Starting at $12,000 per Month

Casa Del Soul, an elegant retreat nestled in the picturesque Sanibel Sun, is within walking distance of the beach. This sophisticated home captivates you the moment you step inside. Casa Del Soul creates a unique atmosphere of comfort and luxury, perfect for your vacation…

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1 ~ On the Beach ~ Jensen's "On the Gulf"

2 Guests | 1 Bedrooms | 1 Bathrooms | Luxury Suite on the Beach
Starting at $450 per Night

Coastal comfort is found in our On the Beach suite. This idyllic petite suite is the definition of toes in the sand. The ground floor access of On The Beach allows guests to be just steps from the glittering emerald waters of Famous Captiva Island…

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PN 5 Lovebirds

3 Guests | 1 Bedrooms | 1 Bathrooms | Charming Cottage
Starting at $169 per Night

The Parrot Nest is one of the Old-Sanibel cottages located on the quiet East End of the island. Since 1955, our charming cottages have been welcoming visitors and until the early 1960's they were brought to our shores from the mainland by ferryboat…

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Mariner Pointe #1042

4 Guests | 2 Bedrooms | 2 Bathrooms | Bayside Luxury Vacation Condo
Starting at $1345 per Week

Welcome to Mariner Pointe #1042 where every day is just another day in paradise! This stunning 2 bedroom 2 bath, bay-front beauty is the perfect island getaway…

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Pointe Santo C42

6 Guests | 2 Bedrooms | 2 Bathrooms | Oceanside Luxury Vacation Condo
Starting at $1595 per Week

ESCAPE TO SANIBEL! Pointe Santo C42 is a stunning top floor, penthouse condo that boasts 2 bedrooms, 2 bathrooms, a screened lanai and a private rooftop deck great for daytime sun bathing and evening sunsets!…

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Spanish Cay E6

4 Guests | 2 Bedrooms | 2 Bathrooms | Top Floor Corner Unit Vacation Condo
Starting at $1945 per 14 Nights

Welcome to your new home away from home in this near beach island oasis situated at the corner of Sunrise and Sunset, this light filled end unit is nonstop SUN-sational!…

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Shorewood C2

6 Guests | 3 Bedrooms | 2 Bathrooms | Gulfside Luxury Vacation Condo
Starting at $2360 per Week

There is no better way to spend your next Sanibel vacation than in the luxurious accommodations at Shorewood C2! This phenomenal 3 bedroom gulf side condo has been totally remodeled, appointed, and furnished to the highest standards…

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Castle By The Sea

8 Guests | 4 Bedrooms | 4 Bathrooms | Lake View Luxury Pool Home
Starting at $6395 per Month

Don't miss out on “Castle By The Sea” for your ideal Sanibel Island getaway! This stunning 4 bedroom, 4 bathroom, Mediterranean style home with brand new furnishings throughout is perfect for the whole family!…

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7 ~ PO Box Suite ~ Jensen's "On the Gulf"

2 Guests | 1 Bedrooms | 1 Bathrooms | Luxury Beach Suite
Starting at $330 per Night

Dwelling on the past is only a positive when you book your stay in PO Box #7. The enchanting bungalow was once a major hub of Captiva Island as the local Post Office, and now it is yours to lodge in for your next vacation…

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Sea-rendipity

8 Guests | 3 Bedrooms | 3 Bathrooms | Luxury Beach Pool Home
Starting at $12,000 per Month

Spend your holiday in grandeur when you lodge in the intricately detailed Beachview custom 4 bedroom, 4 bath en-suite home. Surrounded by serene mature plantings, you will feel immersed in tropical seclusion while you relax from your choice of multiple living spaces within the lanai…

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SHANGRI - LA

6 Guests | 4 Bedrooms | 3 Bathrooms | Pet Friendly Island Home
Starting at $6000 per Month

Get your tropical fix at this classic Island home. When you turn down Southwinds Dr you’ll instantly be transported to Island time by lavish mature landscaping that backs up to conservation land for privacy and a true escape…

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Island Style

6 Guests | 3 Bedrooms | 3 Bathrooms | Pet Friendly Island Home
Starting at $8000 per Month

Relax in Island Style and tropical gardens, enjoy an exceptionally designed property with a short walk to turner beach and Blind Pass beach! This exceptional upscale custom designed/built villa is a wonderful oasis set in a tropical private garden on beautiful Sanibel island…

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After Dune Delight

6 Guests | 3 Bedrooms | 3 Bathrooms | Pet Friendly Pool Home
Starting at $7000 per Month

After dune delight exudes island living with it’s outdoor amenities. The two-story lanai hosts numerous outdoor living Spaces overlooking the large private pool that is waiting for guests to dip their toes…

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Mariner Pointe #733

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Beach Vacation Condo
Starting at $1395 per Week 

Welcome to your new piece of paradise on sunny Sanibel Island! Offers luxurious coastal decor throughout and all the comforts of home! This beautiful 2 bedroom condo is perfectly appointed and is an amazing vacation spot for couples and families alike to enjoy!…

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Sundial C208

4 Guests | 1 Bedrooms | 1 Bathrooms | Cozy Luxury Ocean View Condo
Starting at $1341 per Week

Located in the Sundial Beach Resort, C-208 is a clean, comfortable and calming one bedroom/studio. The unit has been completely remodeled and updated with lovely finishes…

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Sundial H209

4 Guests | 1 Bedrooms | 1 Bathrooms | Luxury Gulf View Vacation Condo
Starting at $1439 per Week

This wonderful one bedroom condo with gulf views is an excellent choice for a couple's getaway or a small family vacation. You'll treasure the memories of your wonderful Sanibel vacation!…

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Gone Coastal

6 Guests | 3 Bedrooms | 2 Bathrooms | Luxury 2 Story Family Vacation Home
Starting at $4870 per Month

Don't miss out on this lovely two-story island oasis with an ideal location conveniently & centrally located off West Gulf Drive within walking distance to the beach!! You'll feel right at home in this 3 bedroom, 2 bath classic style home…

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Loggerhead Cay #252

5 Guests | 2 Bedrooms | 2 Bathrooms | Gulfside Luxury Vacation Condo
Starting at $1320 per Week

Loggerhead Cay #252 is a beautiful and comfortably decorated 2 bedroom gulf-side condo is located only minutes away from the causeway for easy on and off island access!…

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Pointe Santo B23

6 Guests | 2 Bedrooms | 2 Bathrooms | Boutique Inn
Starting at $200 per Night

Get in touch with your island roots at The Driftwood Inn. This low-density boutique inn is perfect for a quick secluded tropical getaway with its close proximity to all of the restaurants, shopping, and bike trails Sanibel Island has to offer…

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Seagrape Waterway

6 Guests | 3 Bedrooms | 2 Bathrooms | Waterfront Masterpiece
Starting at $14,750 per Month

Prepare to be swept away by this stunning waterfront masterpiece! Canal views from almost every room in the home with friendly and playful dolphin and manatee visitors! This home has been designed with comfort, style and coastal furnishings throughout…

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BV3Sea Oats

6 Guests | 2 Bedrooms | 1.5 Bathrooms | Waterfront Townhome Villa
Starting at $185 per Night

Welcome to a beach and boaters' paradise! This townhome villa will have you living the life of island luxury that you’ve been craving for your next sojourn. Beach lovers, you’ll find your own sugar sand and emerald water paradise just steps away from these villas…

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Isabel on the Bay

6 Guests | 3 Bedrooms | 2.5 Bathrooms | Beachfront Pet Friendly Pool Villa
Starting at $12,000 per Month

A Vacationers Dream come to life! This exquisite and thoughtfully curated executive home overlooking San Carols Bay is one of the islands most prized properties! With designer touches throughout, this home exudes luxury hardly found in a vacation rental…

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Pointe Santo B23

6 Guests | 2 Bedrooms | 2 Bathrooms | Oceanside Luxury Vacation Condo
Starting at $1595 per Week

Pointe Santo B23 is the perfect getaway with an ideal island location and is fully equipped with everything you'll need including a view! This condo greets you with a large, bright kitchen and cheerful island decor…

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Pointe Santo B25

6 Guests | 2 Bedrooms | 2 Bathrooms | Oceanside Luxury Vacation Condo
Starting at $1595 per Week

Pointe Santo B25 also known as “Coastal Dream” is your perfect place to be on Sanibel Island. Imagine waking up every morning in the master bedroom with gorgeous views of the Gulf of Mexico! The views from the lanai are even better…

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Sandpebble 2E

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Vacation Condo on Sanibel River
Starting at $1170 per Week

Sandpebble 2E is a beautiful and spacious 2 bedroom, 2 bath condo located right on the Sanibel River! This updated condo features an open floor plan, river front views, and a short stroll to the beach just across the street…

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Sanibel Surfside #114

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Ocean Front Vacation Condo
Starting at $1970 per Week

Welcome home to your very own island oasis with all the luxuries of Gulfside living!! This beautifully appointed 2 bedroom, 2 bath condo is a beach-goers dream come true!…

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Sanibel Surfside #122

4 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Ocean Front Vacation Condo
Starting at $1970 per Week

Sanibel Surfside “Seaside” #122 is a beautiful  gulf front condo with a large lanai and truly spectacular views sure to please! If you are looking for luxurious, relaxing, serene, and tranquil accommodations – this is the perfect place for you…

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BV4Lighthouse

6 Guests | 2 Bedrooms | 1.5 Bathrooms | Townhome Villa
Starting at $185 per Night

Welcome to a beach and boaters' paradise! This townhome villa will have you living the life of island luxury that you’ve been craving for your next sojourn. Beach lovers, you’ll find your own sugar sand and emerald water paradise just steps away from these villas…

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DW #1 Sabal Palm

6 Guests | 2 Bedrooms | 2 Bathrooms | Boutique Inn
Starting at $200 per Night

Get in touch with your island roots at The Driftwood Inn. This low-density boutique inn is perfect for a quick secluded tropical getaway with its close proximity to all of the restaurants, shopping, and bike trails Sanibel Island has to offer…

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OH Sole Mio

8 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly Pool Home
Starting at $275 per Night

Prepare to be welcomely surprised by the large size of this updated open layout single-family home! The location couldn’t be better-nestled far enough off of the main road to experience tropical seclusion, while still being close enough to bike to restaurants and antique shops…

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Casa Del Mar

10 Guests | 4 Bedrooms | 2 Bathrooms | Pet Friendly Pool Home
Please Call for Rates- 800.247.0448

Staying at 1170 Buttonwood means living your best beach life. A short 400 yards down the quiet East End road, you’ll find private resident-only beach access to the sparkling waters of the Gulf of Mexico…

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Sea La Vie

8 Guests | 5 Bedrooms | 3.5 Bathrooms | Pet Friendly Pool Home
Starting at $7000 per Month

Vacation like a local at Sea La Vie! This single-family home has room to spare, with 5 generously sized bedrooms and 3.5 bathrooms, all updated to today's standards. Prepare for ultimate relaxation in the master bathroom…

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Compass Point 183

6 Guests | 3 Bedrooms | 2 Bathrooms | Ocean View Penthouse
Starting at $2000 per Week

Watch the sunset from your private penthouse deck! This penthouse condo at Compass point 183 is just waiting for you to watch Dolphin jump, Tarpon breach and fish school all in serene privacy from your private rooftop sun deck…

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Sanibel Surfside #216

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Ocean View Vacation Condo
Starting at $1645 per Week

Sanibel Surfside “Splendor” #216 is a comfortable and clean condo and is fully equipped with all the luxuries of home. The recent remodel showcases updates to both bathrooms as well as a complete kitchen facelift…

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Pine Cove #102

6 Guests | 3 Bedrooms | 2 Bathrooms | Luxury Ocean Front Vacation Condo
Starting at $3893 per Week

Our condo is Gulf Front with a heated pool and Jacuzzi, 4 HDTV’s with a 50” Plasma and upgraded HD programming, unlimited long distance calling in the USA, High speed wireless internet, New pillow top mattresses, wet bar and outdoor grills…

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Sand Pointe #117

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Gulf Front Vacation Condo
Starting at $2962 per Week

On the west end of Sanibel you will find the well kept secret of Sand Pointe. With only 45 units in this Gulffront complex Sand Pointe 117 is a real jewel. With spectacular views of the Gulf Of Mexico…

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Compass Pointe #133

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Vacation Condo
Starting at $3946 per Week

A spectacular beachfront vacation rental condominium on Sanibel Island! This direct beachfront penthouse features an exclusive rooftop deck for sunning, celebrating or taking in the 360 degree views of Sanibel Island and the Gulf of Mexico…

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Shell Island Beach Club #5B

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Corner Beach View Condo
Starting at $3219 per Week

Wonderful sweeping Gulf Front views from this raised first floor beach front corner unit. Tranquil setting yet only a short walk from shops and restaurants and near the historic Sanibel Lighthouse and fishing pier…

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Spanish Cay A3

4 Guests | 1 Bedrooms | 1 Bathrooms | Luxury Ocean View Vacation Condo
Starting at $1405 per Week

Spanish Cay A3 has everything you could want or need in your next Sanibel rental property. This stunning 1 bedroom, 1 bath ground level condo has all the luxuries of home and just a short walk to the private beach access!…

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Anchors Away

6 Guests | 3 Bedrooms | 2 Bathrooms | Secluded Vacation Home Near Beach
Please Call for Monthly Rates 239-579-0348

Home amenities include: 3 bedrooms/2 bathrooms — 2 King beds & 2 twin beds, (sleeps 6), Smart TVs, free WIFI & cable, private heated pool and hot tub in an enclosed lanai, washer & dryer, fully equipped kitchen, BBQ gas grill…

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Crow's Nest

6 Guests | 3 Bedrooms | 2 Bathrooms | Dog Friendly Pool Home
Starting at $6372 per Month

“Crow's Nest” is a stunning Sanibel gem that is tucked back in the desirable Sanibel Bayous neighborhood featuring the Gulf of Mexico in your backyard! Free WIFI & cable, heated pool, large enclosed lanai patio…

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BV2Sandpiper

6 Guests | 2 Bedrooms | 1.5 Bathrooms | Beach & Boaters Paradise
Starting at $185 per Night

Welcome to a beach and boaters' paradise! This townhome villa will have you living the life of island luxury that you’ve been craving for your next sojourn. Beach lovers, you’ll find your own sugar sand and emerald water paradise just steps away from these villas!…

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3 ~ South Beach Suite ~ Jensen's On the Gulf

4 Guests | 2 Bedrooms | 1 Bathrooms | Gulf Front views
Starting at $479 per Night

With views perfectly juxtaposed between lush tropical greenery and captivating Gulf-front views of softly rolling waves, South Beach Suite #3 delivers it all for its treasured guests. Island life is personified with a view from your private screened-in lanai…

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Golden Beach #2

8 Guests | 3 Bedrooms | 2.5 Bathrooms | Private Beachfront Property
Starting at $3493 per Week

Nestled at the end of a shell lined street sits gorgeous Golden Beach! This remote and private beach front property consists of only (4) four townhome residences. There is a heated swimming pool facing out to the Gulf of Mexico capturing the warm breezes and spectacular views…

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Downtime

6 Guests | 3 Bedrooms | 2 Bathrooms | Beach Cottage with Pool
Starting at $5370 per Month

Welcome to “Down Time”, a true classic beach cottage that's been newly renovated to be the fresh, clean & comfortable modern escape that you have been searching for in your next Sanibel rental home!…

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Fantasea

8 Guests | 4 Bedrooms | 4 Bathrooms | Dog Friendly Pool Home
Starting at $6395 per Month

“Fantasea” is a stunning 4 BR, 4 BA pet-friendly pool home situated on Middle Gulf Drive and is located directly across the street from the Gulf of Mexico! This home offers casual Sanibel Island living…

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Ibis Flight

6 Guests | 3 Bedrooms | 2 Bathrooms | Charming Dog Friendly Vacation Home
Starting at $4120 per Month

Welcome to Ibis Flight, where tranquility and calmness await you! This charming homes offers views over the canal and two different lanais to enjoy your outdoor space. Relax on the hammock in the enclosed lanai or sit by the water with friends!…

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Sea Glass Serenity

8 Guests | 3 Bedrooms | 3 Bathrooms | Dog Friendly Pool Home
Starting at $6395 per Month

The Dunes is a public 18-hole golf and tennis club with pool, restaurant, golf pro shop and tennis pro shop. All renters are able to purchase the use of The Dunes, Pool & Tennis membership & clubhouse for an ADDITIONAL $500 FEE paid to SBL…

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Tahiti Treasure

8 Guests | 4 Bedrooms | 3 Bathrooms | Dog Friendly Pool Home
Starting at $5645 per Month

Home amenities include: 4 bedrooms/3 bathrooms — 1 King bed, 2 Queen beds & 1 Full bed (sleeps 8), TV's, DVD player, free WIFI & cable, heated pool & spa, large enclosed 2 story lanai, golf cart use, beach parking permit…

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Loggerhead Cay #274

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Beach Condo
Starting at $1320 per Week

Condo amenities include: 2 bedrooms/2 bathrooms — 1 King bed, 1 Queen bed & 2 Twin bed (sleeps 6), 3 TVs & DVD player, free WIFI & cable, fully equipped kitchen, computer & printer, heated shared pool, in-suite washer & dryer…

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Mariner Pointe #1013

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Bayfront Condo
Starting at $1345 per Week

Looking for a simple getaway to the beautiful Island of Sanibel? Well, look no further! This beautiful, bay-front condo with stunning views is just a click-away! Mariner Pointe 1013 is in the perfect location with easy access on and off the Island…

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Shell Island Beach Club #5B

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Corner Beach View Condo
Starting at $3219 per Week

Wonderful sweeping Gulf Front views from this raised first floor beach front corner unit. Tranquil setting yet only a short walk from shops and restaurants and near the historic Sanibel Lighthouse and fishing pier…

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Coquina Beach 3D

4 Guests | 2 Bedrooms | 2 Bathrooms | Ground Level Beachside Condo
Starting at $2002 per Week

Coquina Beach #3D combines convenient location with easy access to the Gulf of Mexico! This adorable, Sanibel Island vacation rental is located on the ground floor and has all the comforts of home with a tropical, soothing ambiance…

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Kimball Lodge #244

4 Guests | 1 Bedrooms | 1.5 Bathrooms | Beachside Condo
Starting at $2395 per Week

Nestled on the West End of Sanibel Island is Kimball Lodge #244. This stunning, angled beach view condo, offers 1 bedroom, 1 ½ bathrooms and all the comforts of home. Kimball Lodge is located in the historical beach front resort, Island Inn…

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Loggerhead Cay #114

6 Guests | 2 Bedrooms | 2 Bathrooms | Beachfront Vacation Condo
Starting at $3144 per Week

Loggerhead Cay 114 is a Sanibel Island beachfront vacation rental condominium located directly on the Gulf of Mexico. This direct beachfront condominium is a dream for anyone who wants to really put the “beach” in their beach vacation!…

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Mariner Pointe #1061

4 Guests | 2 Bedrooms | 2 Bathrooms | Waterfront Vacation Condo
Starting at $2168 per Week

Extraordinary Sanibel Island vacation rental located directly on San Carlos Bay. This direct waterfront condominium is perfect for any Florida vacation traveler wanting to be immersed in the sights and sounds of the wildlife, water and tropical scenery…

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Pine Cove #201

6 Guests | 3 Bedrooms | 2 Bathrooms | Beachfront Vacation Condo
Starting at $3172 per Week

This Sanibel vacation rental condo consists of 3 bedrooms and 2 baths located directly on the beaches of Sanibel Island. This exceptional condo is on the second floor, so you can enjoy the wide, sweeping views of the gulf beaches…

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Sand Pointe #218

6 Guests | 2 Bedrooms | 2 Bathrooms | Beachside Vacation Condo
Starting at $2359 per Week

Enjoy unusual privacy and a spectacular tropical view of the Gulf waters from a large lanai featuring additional storm glass sliders for relaxing in any weather. Located on the quieter, high-end west beaches of Sanibel…

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Sanddollar #B301

4 Guests | 2 Bedrooms | 2 Bathrooms | Beachfront Vacation Condo
Starting at $3199 per Week

This Sanibel Island vacation rental consists of two bedrooms and two baths located directly on Sanibel Island’s world-class beaches. This luxurious condo is on the exclusive top floor, with a panoramic corner view of the beaches…

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6 PO Sweet

4 Guests | 1 Bedrooms | 1 Bathrooms | Charming Cottage
Starting at $379 per Night

Spend your vacation in a piece of treasured Captiva Island history in Post Office Sweet #6. Tastefully remodeled while retaining its historical charm, the Post Office Sweet pays homage to a bygone era of Captiva Island…

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DW #2 Gumbo Limbo

6 Guests | 2 Bedrooms | 2 Bathrooms | Charming Boutique Inn
Starting at $170 per Night

Get in touch with your island roots at The Driftwood Inn. This low-density boutique inn is perfect for a quick secluded tropical getaway with its close proximity to all of the restaurants, shopping, and bike trails Sanibel Island has to offer…

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Pointe Santo C3

8 Guests | 3 Bedrooms | 2 Bathrooms | Ground Floor Oceanfront Condo
Starting at $1750 per Week

A wide-open beautiful beach, visits from dolphins and pelicans, and lush green grounds rolling into sparkling gulf water welcome you to your unlimited paradise. Feel your body relax as you walk out of your first-floor unit at Pointe Santo…

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BV1Driftwood

6 Guests | 2 Bedrooms | 1.5 Bathrooms | Beach & Boaters Paradise
Starting at $185 per Night

Welcome to a beach and boaters' paradise! This townhome villa will have you living the life of island luxury that you’ve been craving for your next sojourn. Beach lovers, you’ll find your own sugar sand and emerald water paradise just steps away from these villas!…

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PN 4 Toucan

2 Guests | 1 Bedrooms | 1 Bathrooms | Historic Cottage
Starting at $169 per Night

The Parrot Nest is one of the Old-Sanibel cottages located on the quiet East End of the island. Since 1955, our charming cottages have been welcoming visitors and until the early 1960's they were brought to our shores from the mainland by ferryboat…

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Mariner Pointe #1041

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Bayfront Condo
Starting at $1295 per Week

Welcome to your new island beach retreat in Mariner Pointe 1041! There's no doubt you'll be in awe of the stunning direct bay front views that span as far as the eye can see. Charming updates surround you with new kitchen appliances and bright, costal beach-themed furniture…

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Mariner Pointe #321

6 Guests | 3 Bedrooms | 2 Bathrooms | Luxury Condo near the Beach
Starting at $2260 per Week

Mariner Pointe is a great community that offers an array of enjoyable amenities to it's guests and has the ideal location with easy on & off access to the Sanibel causeway and is close to nearby beaches, bike paths, shops & restaurants…

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Mariner Pointe #732

4 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Condo near the Beach
Starting at $1445 per Week

Looking for a place to truly relax on Sanibel with all the perks of home? Look no further, Mariner Pointe #732 is the perfect condo for your next Sanibel vacation! Treat yourself with this stunning 2 bedroom, 2 bathroom condo that features elegant upgrades…

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Pine Cove #104

6 Guests | 3 Bedrooms | 2 Bathrooms | Luxury Gulf View Condo
Starting at $2660 per Week

THE perfect condo for you and your family to relax and enjoy! This HUGE condo boasts a spacious floor plan with 3 bedrooms and 2 bathrooms and a wonderful view of the Gulf! With two screened lanai's and ample patio furniture you and your family…

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Pine Cove #204

6 Guests | 3 Bedrooms | 2 Bathrooms | Luxury Gulf View Condo
Starting at $2660 per Week

Get ready to unwind in style at Pine Cove 204. Plan your trip to stay in this newly re-furnished condo with stunning gulf front views. This condo offers a spacious floor plan with 3 bedrooms and 2 bathrooms and a touch of coastal, beachy decor throughout…

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Pine Cove C

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Oceanfront Condo
Starting at $2095 per Week

Sensational views are waiting for you at Pine Cove C! Relax and free yourself of stress while overlooking the beautiful waters of the Gulf of Mexico! Luxury is waiting for you with newly updated unit, upgraded appliances, flat screen TVs and views…

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Pointe Santo E22

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Oceanfront Condo
Starting at $1595 per Week

Pointe Santo E22 is located in one of Sanibel's most popular vacations rental destinations. This spacious 2 bedroom, 2 bath unit is situated on the 2nd floor and offers phenomenal gulf views and daily sunsets from your very own personal screened lanai patio! …

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Sanibel Arms F4

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Oceanfront Condo
Starting at $1495 per Week

Sanibel Arms F4 offers beach front living at it's finest! Come and enjoy this 2 bedroom, 2 bath, ground level condo located directly on the Gulf of Mexico!! Featuring bright beach decor and an open floor plan and a screened lanai that overlooks the water…

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South Seas Bayside Villas 5236- Captiva Island

4 Guests | 1 Bedrooms | 2 Bathrooms | Captiva Island Bayside Villa
Starting at $1645 per Week

This cozy & comfortable condo gets rave reviews from guests lucky enough to vacation in this unit while staying at the renowned South Seas Resort on beautiful Captiva Island. . Light, bright and tastefully decorated…

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South Seas Beach Villas 2216- Captiva Island

4 Guests | 1 Bedrooms | 2 Bathrooms | Captiva Island Beach Villa
Starting at $1750 per Week

Enjoy Captiva Island at its finest in South Seas Beach Villa #2216, a comfortable 1 bedroom, 1 bathroom with enchanting Gulf views and conveniently nestled within the gates of the South Seas Resort…

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Surfside 12 Unit B1

6 Guests | 3 Bedrooms | 2 Bathrooms | Beachfront Vacation Condo
Starting at $5610 per 14 Nights

This gorgeous property offers 3 bedroom- 1 King, 1 Queen and 2 Full, sleeps 6, 2 bathroom, fully equipped kitchen, washer, dryer, TV, Cable and WIFI. Surfisde 12 #B1 is a unique condo, one you will yearn to visit year after year…

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Surfside 12 Unit B3

6 Guests | 3 Bedrooms | 2 Bathrooms | Beachfront Vacation Condo
Starting at $4544 per 14 Nights

Surfside 12 #B3 is a stunning, beachfront condo offering 3 bedrooms and 2 bathrooms. It sits on the top floor with access to an elevator. This property offers a fully equipped kitchen, covered parking, and a full-size washer and dryer…

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Tarpon Beach 112

6 Guests | 2 Bedrooms | 2 Bathrooms | Top Floor Beachfront Condo
Starting at $3675 per Night

Tarpon Beach 112 is a first-class beachfront vacation rental on Sanibel Island! This beachfront condominium is arguably the best location at Tarpon Beach. Premium views will “wow” you from the moment you step inside…

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White Sands #23

6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Beachfront Condo
Starting at $2869 per Night

White Sands 23 on Sanibel Island is a beach-lovers dream come true! This direct beachfront condominium perfectly captures the textures and warmth of soft driftwood, warm sand, and blue gulf water…

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Blue Pelican

6 Guests | 3 Bedrooms | 3.5 Bathrooms | Pet Friendly Pool Home
Starting at $8000 per Month

Welcome to the Blue Pelican where epic memories are made and ultimate relaxation is achieved. This canal front west end beauty does not disappoint! This expansive ground level home is appointed in Spanish Coastal luxury…

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Golden Beach #3

8 Guests | 3 Bedrooms | 2.5 Bathrooms | Pet Friendly Townhome
Starting at $3493 per Week

Nestled at the end of a shell lined street sits gorgeous Golden Beach!  This remote and private beach front property consists of only (4) four townhome residences. Each townhome residence has approximately 2,000 sq. ft. of living space…

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PN 2 Cockatoo

3 Guests | 1 Bedrooms | 1 Bathrooms | Cozy Cottage
Starting at $169 per Night

Our cottages are newly renovated in a coastal decor offering you epic comfort, relaxation in a beautiful room. We are within walking distance to the historic Sanibel Lighthouse and fishing pier, beautiful shelling beaches, shopping and restaurants…

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Coastal Soul

4 Guests | 2 Bedrooms | 3 Bathrooms | Family Pool Home
Starting at $10,000 per Month

Welcome to Coastal Soul, where endless wildlife viewing, sunsets and lake views will fill your days and nights. Inside this beautifully designed and curated home you will enjoy the soaring ceilings and open space…

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South Seas Beach Villas 2426- Captiva Island

4 Guests | 1 Bedrooms | 1 Bathrooms | Captiva Island Beach Villa
Starting at $1750 per Week

Welcome to your very own Captiva Island oasis at South Seas Beach Villa #2426, a beach front paradise showcasing 1 bedroom, 1 bathroom and stunning Gulf of Mexico views! Beach Villa 2426 is sure to offer you that relaxing beach vacation you've been dreaming of!…

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Loggerhead Cay #443

6 Guests | 2 Bedrooms | 2 Bathrooms | Pet Friendly Condo
Starting at $1520 per Week

Look no further for your next home away from home on Sanibel! Loggerhead Cay #443 is a bright and cheerful top floor unit and offers excellent privacy and vaulted ceilings allowing for wonderful natural light to come in…

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Junonia Dreaming

7 Guests | 3 Bedrooms | 3 Bathrooms | Spacious Pool Home
Starting at $5370 per Month

Enjoy this comfortable and convenient 3 bedroom, 3 bath pool home in the heart of Sanibel close to beaches, shopping & bike paths! “Junonia Dreaming” is sure to please with it's natural island style and brand new decor throughout! …

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Oasis Inn the Dunes

8 Guests | 3 Bedrooms | 3 Bathrooms | Pet Friendly Home
Starting at $4120 per Month

This island home boasts fantastic vaulted ceilings with airy skylights to greet you upon entry bringing the Sanibel sunshine in. The entire home was just refurnished and decorated with brand new beach-style, nautical decor for that real island-living feel!…

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Once Upon A Tide

8 Guests | 3 Bedrooms | 3 Bathrooms | Luxury Pool Home
Starting at $8145 per Month

Welcome to “Once Upon A Tide”, your new Sanibel Island getaway!! Featuring brand new renovations completed in January 2020, this beautiful custom built home boasts brand new tile & carpet throughout along with all new bedding and furniture and inviting new wall paint to match!…

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Sanibel Charm

4 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Beach Home
Starting at $3845 per Month

Welcome to “Sanibel Charm” a charming and beautifully remodeled Sanibel home offering a coastal modern feel! Open, airy and light, this turn key 2 bedroom & 1.5 bathroom island residence is ready and waiting or you!!…

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42 Oster Ct

6 Guests | 2 Bedrooms | 2.5 Bathrooms | Captiva Townhome
Starting at $1925 per Week

Sunset captiva 2 bedroom 2 bath, wonderful community with beach access, large community pool and nightly sunsets! Sunset Captiva offers docks with Bay access, a private boardwalk to the deeded beach access, tennis courts and a sparkling community pool…

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WIMSY

10 Guests | 5 Bedrooms | 4.5 Bathrooms | Pet Friendly Luxury Pool Home
Starting at $8000 per Month

Surround yourself in an oasis of serenity on your next vacation in Sanibel's quiet Gumbo Limbo. This expansive 5 bedroom, 4.5 bath is centrally located, featuring stunning landscaping on a double lot. Serenity Lane is a perfect home for large families or groups traveling together…

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Good Sunsations

6 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly Luxury Pool Home
Starting at $7500 per Month

Freshly renovated home with private pool and lanai located within a short walk to the beach, golf and tennis. Sliding glass doors along the back of the house provide a panoramic view of the Sanibel Golf Club’s golf course…

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2 ~ North Beach Suite ~ Jensen's "On the Gulf"

4 Guests | 2 Bedrooms | 1 Bathrooms | Ocean View Hideaway
Starting at $479 per Night

Views reminiscent of a lost heavenly hideaway await you at North Beach Suite #2. Two spacious bedrooms and an open layout living and dining room freshly dressed in designer beach cottage chic…

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5 ~ Penthouse Suite ~ Jensen's "On the Gulf"

2 Guests | 1 Bedrooms | 1 Bathrooms | Coastal Penthouse Suite
Starting at $479 per Night

The deluxe unit for two is designed for travelers that wish to live the Island life in style. Thoughtfully laid out without compromising Gulf views, The Penthouse is situated on the top floor with dramatic Gulf of Mexico views…

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Sanibel Escape

4 Guests | 2 Bedrooms | 2 Bathrooms | Pet Friendly Home
Starting at $4595 per Month

‘Sanibel Escape'……your island retreat with every amenity you'd want for a memorable family vacation, business trip, or romantic get-a-way! Enjoy some ‘down-time' on the front porch rockers, taking in the tropical view…

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Shimmering Shells

8 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly Home
Starting at $5895 per Month

Welcome to “Shimmering Shells”… your new island paradise nestled in the beautiful & secluded Sanibel Bayous neighborhood!  This gorgeous west-end home boasts 3 bedrooms plus a loft space & 2 bathrooms…

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Pelicans Roost #107

6 Guests | 2 Bedrooms | 2 Bathrooms | First Floor Condo
Starting at $1945 per Week

Welcome to the gorgeous Pelican's Roost #107! This first floor accommodation has two bedrooms & 2 bathrooms. The master bedroom has an attached full bath, where you will wake up to a bright view of the gulf coast each morning…

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Sanddollar C101

2 Guests | 2 Bedrooms | 2 Bathrooms | Gulf Front Condo
Starting at $2095 per Week

Welcome to Sanddollar C101! Totally updated throughout -steel appliances. Unobstructed Gulf views from the spacious living and dining room. Relax on the screened porch and enjoy the sights and sounds of the pristine beach and the Gulf of Mexico…

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Sanibel Surfside #115

6 Guests | 2 Bedrooms | 2 Bathrooms | Gulf Front Condo
Starting at $1970 per Week

Sanibel beach front living – now is your opportunity to wake up to waves breaking on the beach! This fantastic 2 bedroom & 2 bathroom condo has it all! Direct beach front with expansive views of the Gulf of Mexico from the extended lanai…

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Sanibel Surfside #124

6 Guests | 2 Bedrooms | 2 Bathrooms | Gulf Front Condo
Starting at $1970 per Week

Stunning direct gulf front views and the sounds of the crashing waves are calling to you from Sanibel Surfside #124! This beautiful 2 bedroom, 2 bathroom condo is the perfect slice of paradise!…

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Sanibel Surfside #213

4 Guests | 2 Bedrooms | 2 Bathrooms | Beachside Condo
Starting at $1645 per Week

Condo amenities include: 2 bedrooms/2 baths – 1 King bed & 2 Twin beds (sleeps 4) & 2 bathrooms, 3 flat screen TVs, free cable & WIFI, shared heated pool, in suite washer & dryer, screen enclosed lanai, public BBQ gas grills, shuffleboards…

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Sanibel Surfside #215

6 Guests | 2 Bedrooms | 2 Bathrooms | Beachside Condo
Starting at $1645 per Week

Sanibel Surfside #215 is a beach-lover's dream vacation rental. This condo is perfect for a couples' romantic getaway or even a family vacation to the beautiful beach! Beautifully furnished with a touch of coastal flair! This condo boasts a spacious screened-in lanai…

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Sanibel Surfside #224

6 Guests | 2 Bedrooms | 2 Bathrooms | Beachside Condo
Starting at $1645 per Week

This stunning 2 bedroom, 2 bath condo is the perfect place to spend your Sanibel vacation with its new furnishings and updates throughout! Step into an island oasis with this stylish, modern furniture before venturing to your private, enclosed lanai…

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Sanibel Surfside #231

6 Guests | 3 Bedrooms | 3.5 Bathrooms | Oceanfront Condo
Starting at $2760 per Week

Sanibel Surfside “Sunset” #231 is the most unique and spectacular vacation condominium! Truly the only one of its kind, this magnificent 3,000 square foot condo has some seriously incredible gulf views!…

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Tarpon Beach #206

4 Guests | 2 Bedrooms | 2 Bathrooms | Oceanfront Condo
Starting at $1945 per Week

Tarpon Beach #206 is a beautiful gulf front condo with outstanding views and is in great condition featuring recent renovations. Come and enjoy all the comforts and conveniences that Tarpon Beach #206 has to offer…

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Turtle Time

6 Guests | 3 Bedrooms | 2.5 Bathrooms | Family Vacation Pool Home
Starting at $7234 per Month

This single family vacation rental is a short distance to the beach, but feels like another world. Surrounded by lush natural vegetation, this is the perfect retreat for those who love peace, tranquility and nature…

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Sand Castle Home

6 Guests | 3 Bedrooms | 2 Bathrooms | Family Vacation Pool Home
Starting at $5033 per Month

Sand Castle Home located in the Dunes offers 3 bedrooms, plus loft, 2 bathrooms and exterior lift. Guest do have access to purchase a onetime 30 day pass to access the community pool and tennis…

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Yertle's Nest Home

8 Guests | 4 Bedrooms | 3 Bathrooms | Pet Friendly Vacation Home
Starting at $4572 per Month

Hurry to book this beach haven! This elevated home offers four bedroom and three bathrooms. Once outside outdoor dining table and seating afford a great view of the wildlife, water fowl, and turtles in a natural pond in the back yard…

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Villa 2424- (South Seas Beach Villas 3)

6 Guests | 2 Bedrooms | 2 Bathrooms | Gulf Front Beach Villa
Starting at $2548 per Week

If you love spectacular views, sunsets to match, and being within walking distance to the quaint village shops, restaurants, and fun of Captiva Island, the Beach Villa 2424 is perfect for you!…

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Sea Loft Village #106

6 Guests | 2 Bedrooms +Logy | 2 Bathrooms | Single Stilt Home
Starting at $5460 per Week

Sea loft Village is a single stilt home offering 2 bedrooms, 2 bathrooms, open loft, screened porch, dining for 6, and fully equipped kitchen. Down below is a storage area full of beach items and an outdoor shower….

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Set Point Home

6 Guests | 3 Bedrooms | 3 Bathrooms | One of a Kind Pool Home
Starting at $17,127 per Month

Relax and enjoy the serenity of “Set Pointe” where the extraordinary becomes the norm… View the beautiful sunset every evening from the large deck. Escape to the spa and enjoy some quiet time or swim in the privacy of your own heated pool…

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Nerita Home

4 Guests | 2 Bedrooms | 2 Bathrooms | Dog Friendly Pool Home
Starting at $5905 per Month

Beautiful elevated 2 bedroom, 2 bathroom home just 1/2 a block away from Nerita Beach. This home offers a screened in heated pool and spa, surrounded by lush foliage making this a private tropical paradise…

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SBL OUTFITTERS


Did you know there are 22 miles of paved bike paths that will take you almost anywhere you want to go on Sanibel? Luckily SBL Outfitters, our sister company, has got you covered!

Where would you like to go in FLORIDA?

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