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FLORIDA KEYS VACATIONS

Florida Keys Vacations – Finest Luxury Vacations offers you a variety of hand selected Florida Keys Vacation Rentals. Our Featured Provider: Vacation Rentals of the Florida Keys.

Our properties are complete with a variety of amenities and features such as: boat dockage, fully stocked kitchens, all linens and towels, private heated pools, wireless internet and Cabana Club privileges. Whether you come to fish, bask on the beach, dive or just relax island style, Vacation Rentals of the Florida Keys has the perfect Florida Keys vacation rental for you and your group!

Locally owned and operated, Vacation Rentals of the Florida Keys’s team will assist you in finding the perfect vacation rental home, villa or condo. Regardless of the size or makeup of your group, we have a rental property to meet all your needs and desires in every price range. We offer weekly vacation rentals, monthly vacation rentals and seasonal rental properties. Planning to bring your dog along? We have gorgeous pet friendly homes in the Florida Keys for you and your family to enjoy with your furry friend!

Book Direct and Save Money with Vacation Rentals of the Florida Keys. Booking your Florida Keys Vacation through our website eliminates the fees from 3rd party travel agents.

BOOK YOUR FLORIDA KEYS VACATION RENTALS DIRECT & SAVE!

Introducing
“ULTRA LUXE COLLECTION”
by Vacation Rentals of the Florida Keys

UPPER & LOWER KEYS.- ISLAMORADA, KEY LARGO, LONG KEY, SUMMERLAND KEY, TAVERNIER...

Beach Haven - Ramrod Key

8 Guests | 4 Bedrooms | 2 Bathrooms
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An exquisite and contemporary single-family residence nestled on the picturesque Ramrod Key. This property boasts an expansive open-concept design. Enjoy a relaxing backyard.

Pirate's Great Escape - Islamorada

6 Guests | 2 Bedrooms | 2 Bathrooms
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Oceanfront Penthouse Condo with a Private Boat slip. Small Gated Community on the southern tip of Islamorada…

Gulf front Rendezvous Retreat - Long Key

6 Guests | 2 Bedrooms | 2 Bathrooms
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Pet Friendly – Gulf Front Rendezvous Retreat – 2BR/2BA home w/ Open Water View, Putting Green & Resort Amenities…

Frigate's Nest - Little Torch Key

16 Guests | 8 Bedrooms | 8 Bathrooms
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This extraordinary waterfront retreat promises a perfect blend of luxury, comfort, and stunning water views…

Mariners Club- Key Largo

6 Guests | 3 Bedrooms | 2.5 Bathrooms
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Every one will love this luxurious and spacious 3 bedroom and 2.5 bathroom condo in the exclusive Mariner’s Club gated community. Private oceanfront balcony…

Turtle Crawl - Long Key

12 Guests | 5 Bedrooms | 5 Bathrooms
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A breathtaking oceanfront estate where upscale design meets barefoot luxury island living. This private luxury retreat sits on nearly one acre of pristine tropical paradise…

Summerland Serenity - Summerland Key

12 Guests | 5 Bedrooms | 5.5 Bathrooms
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Brand New Waterfront Luxury. Be the first to experience Summerland Serenity, a stunning newly constructed waterfront retreat…

La Palma Verde - Long Key

4 Guests | 2 Bedrooms | 1 Bathrooms
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Located in the highly desirable Outdoor Resorts on Long Key, this charming retreat offers the perfect blend of comfort, convenience, and resort-style living…

DUCK KEY...

Duck Key Come Back Shack

6 Guests | 3 Bedrooms | 3 Bathrooms
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Your Coastal Sheek Duck Key Getaway! Beautifully appointed home! The house has a huge yard for privacy, and a swimming pool and Tiki Hut, plus a putting green…

Duck Key Bimini Retreat

7 Guests | 3 Bedrooms | 2 Bathrooms
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A beautiful home in the exclusive community of Duck Key. A great walking and biking neighborhood, with an ocean view location on a corner lot…

Reel Sunset

8 Guests | 3 Bedrooms | 2.5 Bathrooms
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Beautiful 3 bedroom 2.5 bath canal front home with private pool. Seaside decor and casual elegance define this comfortable home on Duck Key. Only a few steps to the pool area…

Luxurious Fantasea

14 Guests | 6 Bedrooms | 5.5 Bathrooms
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Welcome to Luxurious Fanta-Sea, a breathtaking tropical retreat that redefines sophistication and charm. Unparalleled Interior Elegance- This estate boasts a two story entry…

Duck Key Tarpon House

12 Guests | 5 Bedrooms | 3 Bathrooms
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Duck Key Tarpon House…Exquisite Home on Duck Key with 5 bedrooms and 3 baths with Cabrera Marble Countertops and brand new baths. Pet Friendly Home!…

Blue Haven

4 Guests | 1 Bedrooms | 1 Bathrooms
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Experience the best of the Florida Keys from this elegant 1-bedroom, 1-bath condo in the prestigious Duck Key community. Designed for comfort and style…

Ocean Deja Blue

10 Guests | 4 Bedrooms | 3 Bathrooms
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Welcome to Ocean Déjà Blue, your dream getaway in the heart of the Florida Keys! This waterfront retreat offers the perfect blend of relaxation, adventure, and island charm…

The Katch

13 Guests | 4 Bedrooms | 4+2 Half Baths
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The Katch- Welcomes you home to Duck Key, in the heart of the Florida Keys, with this stunning open water view! Relax and have fun under the tiki hut while embracing the tranquil garden…

Coconut Cottage

6 Guests | 2 Bedrooms | 2.5 Bathrooms
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Duck Key Oceanfront Townhouse with Furnished Decks & Stunning Sunset Views. Step outside to enjoy two inviting outdoor spaces. This retreat places you just minutes from everything…

Duck Key Charmer

6 Guests | 2 Bedrooms | 2 Bathrooms
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This inviting island escape offers the perfect blend of comfort, convenience, and classic Florida Keys charm. Enjoy your private outdoor space with laid-back island vibe…

KEY COLONY BEACH...

Lazy Tortuga

4 Guests | 2 Bedrooms | 2 Bathrooms
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Lazy Tortuga is a ground level luxurious half duplex! This property features 2 bedrooms and 2 bathrooms. This property comes with access to the exclusive Cabana Club…

Sip Slidin' Hideaway

8 Guests | 3 Bedrooms | 2 Bathrooms
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Waterfront Paradise with Pool, Grotto Slide & Direct Ocean Access! Perfectly located with direct access to both the Atlantic Ocean and Gulf…

Keys Please

5 Guests | 2 Bedrooms | 2 Bathrooms
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Keys Please is a 2bed/2bath condo located in desirable Key Colony Beach. The complex is right on the water with its own pool, pier and beach. This unit has open water views…

Keys Breeze

6 Guests | 2 Bedrooms | 2 Bathrooms
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A charming half duplex located in the heart of Key Colony Beach. This comfortable vacation home includes dockage for your boat and membership to the Cabana Club…

Ocean State of Mind

6 Guests | 2 Bedrooms | 2 Bathrooms
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Experience the ultimate seaside escape at Ocean State of Mind, a beautifully updated 2-bedroom, 2-bathroom condo in the heart of Key Colony Beach, the gem of the Florida Keys…

Blue Serenity

3 Guests | 1 Bedrooms | 1 Bathrooms
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If you are looking to get away from it all and experience the beauty and relaxation of the Florida Keys look no further than this one bedroom vacation rental…

A Cut Above

7 Guests | 3 Bedrooms | 2 Bathrooms
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A Cut Above is an updated beautifully decorated half duplex in desirable Key Colony Beach. Enjoy the tropical setting by the heated/chilled waterfall pool with a Tiki hut …

Clara's Ocean Gem

4 Guests | 2 Bedrooms | 2 Bathrooms
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This Spacious, Comfortable Condo is fully furnished and has two bedrooms, two bathrooms, a dining area, a full kitchen and a private balcony. Resort Amenities included…

Rose All Day

6 Guests | 2 Bedrooms | 2 Bathrooms
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Rose All Day is a stunning updated half duplex in Key Colony Beach. The property features dockage, cabana club access, outdoor living space with outdoor TV and bar area…

Oceanview Condo

5 Guests | 2 Bedrooms | 2 Bathrooms
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Oceanview Condo is fully furnished and features two bedrooms, two bathrooms, a dining area, full kitchen, central heating and air conditioning, and a private patio or balcony…

Tropical Oasis

5 Guests | 3 Bedrooms | 2 Bathrooms
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Perfect Family Vacation Home in the Florida Keys! This upgraded and fully furnished, ground-level home is the ideal getaway for families. Large, fenced-in backyard…

Sea La Vie

4 Guests | 2 Bedrooms | 2 Bathrooms
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Sea La Vie, Let the ocean take you away from all your troubles and live care free in Key Colony Beach Sunrises and Open water clean and comfy Sea Side Bungalow…

Sunshine Getaway on KCB

8 Guests | 3 Bedrooms | 3 Bathrooms
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Welcome to Sunshine Getaway, This spacious and stylish 3-bedroom, 3-bath luxury home has everything you need for the perfect Keys vacation…

Salty Breezes

4 Guests | 2 Bedrooms | 2 Bathrooms
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Escape to Oceanfront Paradise at Casa Clara Condominiums! This spacious condo offers everything you need for a relaxing getaway in beautiful Key Colony Beach…

Doc's Holiday

4 Guests | 2 Bedrooms | 2 Bathrooms
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This half dupex in Key Colony Beach is situated on the East side of the island, just a short stroll away from the Cabana Club! Your rental includes access to this fantastic amenity…

Reef Retreat

6 Guests | 2 Bedrooms | 2 Bathrooms
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Reef Retreat, is a beautifully appointed Coastal Modern home perfect for your vacation needs. This 2 bedroom home has been meticulously maintained and newly furnished…

Sunsets in Paradise

6 Guests | 2 Bedrooms | 2 Bathrooms
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Stunning Conch Cottage called Sunsets in Paradise, is best described as a quintessinal beach side bungalow. with 40 foot of dockage. Instant Access to the Atlantic Ocean by boat…

Mermaid Magic

8 Guests | 3 Bedrooms | 3 Bathrooms
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Beautiful ground level spacious 3 bedroom 3 bathroom duplex. Updated kitchen with gorgeous wood cabinets and stainless appliances. 37.5ft of dockage…

Lazy Dayz

10 Guests | 5 Bedrooms | 4 Bathrooms
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Welcome to your perfect Florida Keys escape! This wonderful 5-bedroom, 4-bathroom home in the prestigious Key Colony Beach has just been beautifully remodeled…

Lou & Mary's Getaway

5 Guests | 2 Bedrooms | 2 Bathrooms
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Relax, fish, and enjoy the laid-back island lifestyle in this charming 2-bedroom, 2-bath half-duplex. Located in a prime spot with easy access to both the bay and the ocean…

The Sandcastle

4 Guests | 2 Bedrooms | 1 Bathrooms
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Welcome to your tropical retreat! The Sandcastle is a brand new vacation rental in Key Colony Beach! Come enjoy your next Keys getaway in this great 2bedroom half duplex!…

A Taste of Vitamin Sea

10 Guests | 4 Bedrooms | 3 Bathrooms
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Discover the best of the Florida Keys at this spacious 4-bedroom, 3-bathroom canal-front retreat designed for relaxation and adventure. With 60 feet of concrete dockage…

The Mellow Mango

6 Guests | 2 Bedrooms | 2 Bathrooms
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Welcome to your dream getaway in Key Colony Beach! This beautifully designed 2-bedroom, 2-bath half duplex has everything you need for a relaxing and unforgettable stay…

Tropical Breezes

7 Guests | 3 Bedrooms | 2 Bathrooms
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Tropical Breezes is a spacious beautifully decorated half duplex in desirable Key Colony Beach. There is a brand-new tiki hut & paver patio waterside with comfortable seating…

Splash Into Me

8 Guests | 3 Bedrooms | 2 Bathrooms
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Welcome to this beautifully upgraded canal-front home, perfectly located in the heart of Key Colony Beach! This coastal retreat features an open-concept layout…

Sea View

8 Guests | 3 Bedrooms | 3 Bathrooms
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This waterfront home offers the perfect blend of relaxation and adventure. Featuring a sparkling heated pool, a private 50-foot dock, and an outdoor living oasis…

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