FLORIDAÂ KEYS VACATION RENTALS
Finest Luxury Vacations offers you a variety of hand selected Florida Keys vacation rentals. Choose beach houses, condos and cottages in Key Largo, Key West, Marathon, Islamorada, and more. Florida Luxury Vacation Rentals offers you the opportunity to explore the wonderful keys, a tropical beach paradise from coast to coast.
BOOK YOUR FLORIDA KEYS VACATION RENTALS DIRECT & SAVE!
Direct information is provided to you as a directory. Enjoy browsing through all our wonderful destinations for tropical villas, beach condos, secluded cabins. Don't forget about our exciting All Inclusive Packages, Wedding Destinations, Adult Only Getaways, Dude Ranches 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.
EXCLUSIVE SHOWCASE COLLECTION:
FUN IN THE FLORIDA KEYS and KEY WEST...
Above & BELOW ADVENTURES - Florida Keys Fishing Charters
WHERE ADVENTURE STARTS – FISH FLORIDA'S BEST!
Reel in an Unforgettable Fishing Adventure with Capt. Jose at Above & Below Adventures – Your Go-To for Florida Key’s Best Outdoor Adventures!  Discover the best fishing charter in Florida with Above & Below Adventures: Get ready to experience the trip of a lifetime – from family-friendly outings to thrilling trophy catches, we have the perfect fishing adventure for you!
HISTORIC KEY WEST VACATION RENTALS - EXPLORE KEY WEST
Explore the vibrant charm of Key West with our comprehensive area guide. From sun-soaked beaches and water adventures to iconic festivals and historic landmarks, this island paradise offers something for everyone. Discover the best places to eat, drink, and explore, and stay up-to-date with local events and insider tips. Dive into curated recommendations, expert blogs, and must-see attractions to make your trip unforgettable.
FLORIDA KEYS SHOWCASE PROVIDER...
MARATHON PROPERTIES...
Emerald Tides
12 Guests | 5 Bedrooms | 4.5 Bathrooms | Private Pool | Premium Dockage
CLICK HERE for Rates & Availability
Welcome to Emerald Tides – a brand-new luxury vacation rental in Marathon. This oceanfront escape offers breathtaking open water views of the Gulf, a private pool, premium dockage, and upscale interiors that reflect the tropical elegance of the Florida Keys…
brought to you by
“COCO PLUM VACATION RENTALS”
Seaside Villa at Coco Plum Beach
6 Guests | 2 Bedrooms | 2 Bathrooms | Ocean Front Condo
CLICK HERE for Rates & Availability
Welcome to Seaside Villa ~ Located in the Heart of the Florida Keys! As you enter Coco Plum Island, a quiet and peaceful island community, you are immediately immersed in a tropical atmosphere supported by azure water views…
brought to you by
“COCO PLUM VACATION RENTALS”
Angler & Ale
10 Guests | 4 Bedrooms | 3 Bathrooms | Pet Friendly Upscale Pool Home
CLICK HERE for Rates & Availability
A 4 bedroom, 3 bathroom, single family, private pool home by Sombrero Beach. Are you dreaming of a Luxury Florida Keys vacation rental for your next vacation? Angler and Ale is the perfect Marathon vacation home with a heated pool, spa, dock, commercial ice maker and wet bar…
brought to you by
“COCO PLUM VACATION RENTALS”
Indigo Bliss (36)
6 Guests | 3 Bedrooms | 2.5 Bathrooms | Dog Friendly Oceanfront Resort Condo
CLICK HERE for Best Rates & Availability
This property is a rare end unit offering extra windows, more natural sunlight and double the views. You will be greeted by an open concept kitchen, dining and family room for a spacious layout that keeps everyone comfortably together…
brought to you by
“STAR PROPERTIES DESTINATIONS”
Cape Dorado
10 Guests | 5 Bedrooms | 5 Bathrooms | Luxury Pool Home
CLICK HERE for Best Rates & Availability
This stunning 5-bedroom, 4.5-bathroom oasis offers the ideal blend of luxury, comfort, and outdoor fun. The main house features three spacious bedrooms, each with its own private bathroom, along with an additional half-bathroom for guests…
brought to you by
“STAR PROPERTIES DESTINATIONS”
Duck Key Waterfront Retreat
8 Guests | 3 Bedrooms | 3 Bathrooms | Luxury Waterfront Pool Home
CLICK HERE for Best Rates & Availability
Experience the ultimate Keys getaway in this spacious 3-bedroom, 3-bathroom home with a bonus room, perfect for families or groups. The downstairs features two comfortable rooms, a full bathroom, and a cozy living area…
brought to you by
“STAR PROPERTIES DESTINATIONS”
Mangrove Manor at Seaglass Cove
12 Guests | 5 Bedrooms | 4.5 Bathrooms | Luxury Beachfront Home
CLICK HERE for Best Rates & Availability
Mangrove Manor at SeaGlass Cove is the epitome of Oceanfront Tranquility in the Heart of the Keys. This oceanfront retreat offers uninterrupted panoramic views of turquoise waters and a picturesque mangrove island, setting the scene for the ultimate escape…
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“STAR PROPERTIES DESTINATIONS”
THE GULF HOUSE POOL HOME
12 Guests | 5 Bedrooms | 3 Bathrooms | Beachside Family Pool Home
Starting at $4500 per Week
The Gulf House offers everything you could want … to have the perfect family vacation! Fabulous Views of the Gulf of Mexico, 40′ pool waterside with built in spa, great dockage for boating or fishing and lovely tropical grounds!…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
VIEWS OF YACHT BASIN
6 Guests | 3 Bedrooms | 3 Bathrooms | 2 Story Spacious Town Home
Starting at $1400 per Week
Bonefish Yacht Club Townhome. A 3 bedroom 3 bath townhouse with lovely views of the yacht basin. Open porch off of the living room and another one off the master bedroom. Lovely views of the yacht basin…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
SOMBRERO BEACH POOL HOME
6 Guests | 3 Bedrooms | 3 Bathrooms | 2 Story Vacation Pool Home
Starting at $2000 per Week
A lovely breath of color fills the interior of this home for a cheerful happy backdrop to a great vacation. Three bedroom and three baths on a canal with pool and freestanding Jacuzzi spa out your back door!…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
735 50th St Gulf
5 Bedrooms | 4.5 Bathrooms | Serene Luxury Pool Home
CLICK HERE for Rates & Availability
Escape to the tranquil waterways of Serene Sunset Paradise. Nestled amongst breathtaking direct Gulf sunsets, this vacation rental offers an idyllic retreat for those seeking an adventurous family getaway or a relaxing week in basking in coastal elegance…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
11750 5th Ave Ocean
1 Bedrooms | 1 Bathrooms | Cute Waterfront Half Duplex
CLICK HERE for Rates & Availability
Adorable 1 bedroom half duplex in fabulous Little Venice! This cute little stunner has everything you could want for a Keys Getaway. Seconds from Vaca Cut. The boat lift is for guest use MAX 6,000 lb – will allow the quickest access to the open Gulf…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
GULFSIDE POOL HOME IN MARATHON
1 Bedrooms |Â 1 Bathrooms | Cute Corner Unit
CLICK HERE for Rates & Availability
Adorable Coco Plum Terrace unit 211! Beautifully updated and furnished, a perfectly appointed corner unit with peek-a-boo open Atlantic views! Light, bright, and breezy! Just a perfect Keys getaway spot! Boat slips 8 & 9…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
204 Oceanview Casa
4 Guests | 2 Bedrooms | 2 Bathrooms | Corner Unit Vacation Condo
CLICK HERE for Rates & Availability (14 Night Minimum)
Each unit is fully furnished and has two bedrooms, two bathrooms, dining area, full kitchen, washer/dryer, central heat/air conditioning and a private patio or balcony. This unit has a great corner view of the ocean…
brought to you by
“FLORIDA KEYS VACATIONS”
1758 Palm Point
6 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Gulf View Vacation Rental
CLICK HERE for Rates & AvailabilityÂ
Beautiful two bedroom, two bath home in Marathon has a fantastic Gulf view and quick, easy access to open water! Very spacious, concrete dock, sundeck on top of home makes for spectacular sunrise and sunset scenes…
brought to you by
“FLORIDA KEYS VACATIONS”
Tropical Sunrise Dream
10 Guests | 4 Bedrooms | 3 Bathrooms | Spacious Waterfront Duplex Home
CLICK HERE for Rates & AvailabilityÂ
Welcome to Tropical Sunrise Dream – Picture yourself on a tropical island, half-asleep in a poolside lounge chair of your own private home, with sun-kissed skies and the sparkling blue Atlantic Ocean nearby. Villa Tropical Dreams IS a tropical delight…
brought to you by
“FLORIDA KEYS VACATIONS”
The Vaca House
10 Guests | 5 Bedrooms | 6.5 Bathrooms | Luxury Waterfront Pool Home
Starting at $9605 per WeekÂ
As you step outside of Vaca House, you'll be greeted by an outdoor living space featuring an outdoor kitchen, complete with a cabana and grill. You can savor ample outdoor lounge space by the heated pool…
brought to you by
“KEYS OCEAN VACATION RENTALS”
Anchor Bend
4 Guests | 2 Bedrooms | 2 Bathrooms | Ocean View Duplex
Starting at $2175 per WeekÂ
Step into this freshly remodeled duplex with two bedrooms and two baths, and you'll immediately feel the urge to drop anchor and savor an extended stay. With unbeatable ocean views and a prime location, you're just a stroll away from the beach…
brought to you by
“KEYS OCEAN VACATION RENTALS”
Casa de Coco
4 Guests | 2 Bedrooms | 1 Bathrooms | Romantic Oceanfront Residence
Starting at $3415 per WeekÂ
This rental encompasses the ground-level 2-bedroom section of the residence, ensuring your exclusive occupancy of the property. AÂ serene backyard adorned with lush landscaping, a refreshing pool, and a charming tiki hut, where you can bask in the captivating ocean views…
brought to you by
“KEYS OCEAN VACATION RENTALS”
Mockingbird Manor
8 Guests | 3 Bedrooms | 2 Bathrooms | Luxury Waterfront Pool Home
Starting at $3191 per WeekÂ
Mockingbird Manor is a spacious waterfront residence, offering an exceptional location, a generous pool, and scenic water vistas. This remodeled home is ideal for the entire family. it nestles within a tranquil, secluded neighborhood…
brought to you by
“KEYS OCEAN VACATION RENTALS”
The Sunset House at Indigo Reef
6 Guests | 3 Bedrooms | 2.5 Bathrooms | Beautiful Resort Villa
CLICK HERE for Rates & Availability
Spacious and like new 3 BR 2.5 BA at one of Marathon, Florida Keys most prestigious resorts, “Indigo Reef Marina Resort the Florida Keys” ~ Magnificent views from this home. This fabulous Marathon Florida Keys Vacation Rental Resort Home at Indigo Reef is absolutely spectacular…
brought to you by
“COCO PLUM VACATION RENTALS”
Waterfront Hideaway
6 Guests | 2 Bedrooms | 1 Bathrooms | Serene Canal-Front Home
CLICK HERE for Rates & Availability
Experience tranquil serenity in the heart of Marathon, Florida with this stunning canalfront half duplex. This enchanting home boasts 2 cozy bedrooms and 1 bathroom, perfect for a romantic getaway or a small family retreat…
brought to you by
“COCO PLUM VACATION RENTALS”
Sombrero Beach Beauty
12 Guests | 5 Bedrooms | 3 Bathrooms | Waterfront Family Pool Home
CLICK HERE for Rates & Availability
Sombrero Beach Beauty is single family Florida Keys Vacation Rental Home with a private pool and 50 ft of dockage! This home was built with luxury and comfort in mind! From the oversized outdoor living spaces to the high-end finishes…
brought to you by
“COCO PLUM VACATION RENTALS”
Paradise Palms
8 Guests | 3 Bedrooms | 3.5 Bathrooms | Waterfront Pool Home with Dock
CLICK HERE for Rates & Availability
Discover your coastal paradise in this brand-new luxury home with stunning open water views, a private deep water dock with 40′ of dockage, and a heated pool. Double Andersen sliding glass doors lead to a top-floor deck ideal for sunsets. This elegant home combines luxury with relaxation…
brought to you by
“COCO PLUM VACATION RENTALS”
Paradise Point
8 Guests | 3 Bedrooms | 3.5 Bathrooms | Oceanfront Pool Home with Beach
CLICK HERE for Rates & Availability
Paradise Point is the ultimate in luxury waterfront living in the heart of Marathon, Florida Keys. Perfect for families and travelers seeking space, privacy, and top-tier amenities, this stunning oceanfront vacation rental sits on an oversized, lushly landscaped lot…
brought to you by
“COCO PLUM VACATION RENTALS”
GULFSIDE CHARM
8 Guests | 3 Bedrooms | 2 Bathrooms | Charming Canal front Home
Starting at $1200 per WeekÂ
This 3 Bedroom, 2 Bath home is the perfect blend of ease and comfortable living style.  Ground level with a floor plan that flows from the roomy kitchen, dining and living areas to the 3 bedrooms on the waterside…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
GULF FRONT REFUGE
6 Guests | 3 Bedrooms | 2 Bathrooms | Luxury Waterfront Pool Home
Starting at $2900 per WeekÂ
Just yards from the edge of the Gulf this home is the perfect location for a memorable vacation! The first living level of the home is elevated and offers spectacular views of the Gulf of Mexico…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
THE GULF FRONT HAVEN
10 Guests | 4 Bedrooms | 2 Bathrooms | Luxury Waterfront Pool Home
Starting at $2800 per WeekÂ
This 4 bedroom, 2 bath residence is located on a half acre of Gulf Front property with a waterside pool and a spa on the pool deck. Steps away is a pier dock, great for fishing and observation of the sea life…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
410 122nd St Ocean
2 Bedrooms | 2 Bathrooms | Waterfront Home in Yacht Harbor Island
CLICK HERE for Rates & Availability
Adorable ground level 2 bedroom home on highly sought after Yacht Harbor Island – a quiet enclave of single family homes. Beautifully renovated with a nice open floor plan, well-stocked kitchen, nice furnishings and plenty of space for parking…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
1300 W 75th St Ocean
4 Bedrooms | 3 Bathrooms | Stilted Oceanfront Home
CLICK HERE for Rates & Availability
This 4-bedroom stilt home is situated on the Atlantic Ocean. Peer down from the balcony. From indoors, the open living area feels like being in a tree house. Outdoors, on the upper level is a dining table, at ground level is a covered living and dining area..
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
100 N Anglers Dr
5 Bedrooms | 3 Bathrooms | Luxury Waterfront Pool Estate
CLICK HERE for Rates & Availability
Experience a taste of early Keys grandeur at Anglers End. This ground level home surrounds the enclosed pool area and offers a great family experience for the young and the old. Situated at the very end of a point overlooking a beautiful protected lagoon…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
CORAL LAGOON ESCAPE
4 Bedrooms | 3 Bathrooms | Canal Front Town Home with Pool
CLICK HERE for Rates & Availability
Check out Anglers at Sombrero Canal Front Townhome with a private pool and 40 ft of dockage! Just minutes to the stunning Sombrero Beach, this Villa-style home is perfectly located in the heart of the Florida Keys…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
215 Coastal Feel Condo
4 Guests | 1 Bedrooms | 1 Bathrooms | Charming Canal front Condo
CLICK HERE for Rates & Availability
Welcome to 215 Coastal Feel Condo – One of the best unit in the complex, across the street from golf course. Unit is fully furnished. Short distance from the beach and attractions. Wonderful view on canal and sunsets. Tile flooring throughout…
brought to you by
“FLORIDA KEYS VACATIONS”
Sandbox
8 Guests | 3 Bedrooms | 3 Bathrooms | Luxury Waterfront Pool Home
Starting at $4321 per WeekÂ
Discover the allure of the “Sandbox,” a coastal haven on Logan's Island. This newly renovated ground-level home boasts breathtaking views of Boot Key Harbor. The private pool with a sun deck, outdoor dining area, and fire pit…
brought to you by
“KEYS OCEAN VACATION RENTALS”
Bonefish Bungalow
8 Guests | 3 Bedrooms | 3 Bathrooms | Multi-Level Waterfront Home
Starting at $2280 per WeekÂ
Bonefish Bungalow offers an idyllic vacation experience in the captivating Florida Keys, overlooking the picturesque Key Colony Channel. Situated in the Bonefish Yacht Club, a charming marina community…
brought to you by
“KEYS OCEAN VACATION RENTALS”
Coral Club Condo
4 Guests | 2 Bedrooms | 2 Bathrooms | Luxury Waterfront Condo
Starting at $1710 per WeekÂ
Coral Club Condo is your tropical haven in the serene Sombrero Beach Neighborhood, just a brief 10-minute walk from the iconic Sombrero Beach. This charming condo offers convenience with a spacious open living area…
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“KEYS OCEAN VACATION RENTALS”
Bumpa's Big House
22 Guests | 10 Bedrooms | 12 Bathrooms | Luxurious Waterfront Retreat
Starting at $13,579 per WeekÂ
Escape to the epitome of luxury at Bumpa's Big House. With its impressive 10 bedrooms, each featuring it's own en-suite, every guest is treated to unrivaled comfort, convenience, and privacy. This home is PET FRIENDLY…
brought to you by
“KEYS OCEAN VACATION RENTALS”
The Palms at Indigo Reef
6 Guests | 3 Bedrooms | 2.5 Bathrooms | Waterfront Resort Villa
CLICK HERE for Rates & Availability
Spacious and like new 3 BR 2.5 BA at one of Marathon, Florida Keys most prestigious resorts, “Indigo Reef Marina Resort the Florida Keys” ~ Magnificent views from this home. This fabulous Marathon Florida Keys Vacation Rental Resort Home at Indigo Reef is absolutely spectacular…
brought to you by
“COCO PLUM VACATION RENTALS”
Adventures in Sombrero
10 Guests | 4 Bedrooms | 3 Bathrooms | Ultimate in Luxury Living
CLICK HERE for Rates & Availability
This breathtaking 4-bedroom duplex offers the ultimate in luxury living, with expansive views of a serene canal. Located in an exclusive waterfront community, the home combines modern elegance and comfort, perfect for both family living and entertaining…
brought to you by
“COCO PLUM VACATION RENTALS”
Off the Hook
8 Guests | 3 Bedrooms | 3 Bathrooms | Modern Exclusive Luxury Pool Home
CLICK HERE for Rates & Availability
Imagine your vacation in this stunning custom-built modern pool home, “Off the Hook,” on the edge of Marathon. This newly built Florida Keys retreat welcomes you with a striking foyer and floor-to-ceiling windows that blend indoor luxury with outdoor beauty…
brought to you by
“COCO PLUM VACATION RENTALS”
Refuge on the Reef
14 Guests | 6 Bedrooms | 5 Bathrooms | Luxury Waterfront Pool Home
CLICK HERE for Rates & Availability
Relax your cares away at Refuge on the Reef! Read a book in the shady outdoor hammock, take a lazy day to float in the pool or enjoy your margarita poolside under the tiki hut. With water views, tropical landscaping, and 75′ of deep water dockage, Refuge on the Reef truly is an island paradise…
brought to you by
“COCO PLUM VACATION RENTALS”
Seaside Serenity
10 Guests | 4 Bedrooms | 4.5 Bathrooms | Luxury Waterfront Pool Home
CLICK HERE for Rates & Availability
Welcome to your exclusive luxury retreat in Marathon, Florida. Seaside Serenity is a brand-new, 4-bedroom private pool home where paradise meets perfection. With 35′ of dockage and nestled in close proximity to the Atlantic Ocean, Gulf of Mexico, and Coco Plum Beach…
brought to you by
“COCO PLUM VACATION RENTALS”
Booty Key Harbor Canal Comfy Condo
4 Guests | 1 Bedrooms | 1 Bathrooms | Third Floor Comfy Vacation Condo
CLICK HERE for Rates & AvailabilityÂ
This one bedroom updated condo is centrally located in the beautiful Florida Keys, Marathon, midway between Key Largo and Key West. near historical Crane Point, Seven Mile Bridge and Pigeon Key…
brought to you by
“FLORIDA KEYS VACATIONS”
12690 Overseas Hwy
2 Bedrooms | 2 Bathrooms | Wonderful Waterfront Condo
CLICK HERE for Rates & Availability
The condo unit is a 1,400 square-foot townhouse that offers 59 lineal feet of parking at ground-level. The main living, dining, kitchen and a half-bath are located on the second level. 180-degree views of the Gulf of Mexico and Vaca Cut…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
6401 Gulf of Mexico Blvd
2 Bedrooms | 2 Bathrooms | Lovely Pool Home
CLICK HERE for Rates & Availability
Ultimate location for unmatched perfection of grounds, pool, tennis courts, dockage, and immediate access to the Gulf of Mexico and the open Atlantic via Vaca Cut! This condo boasts expansive views of the blue hues of the Gulf, the boat activity of Vaca Cut…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
58069 Morton St
2 Bedrooms | 2 Bathrooms | Oceanfront Coastal Cottage
CLICK HERE for Rates & Availability
Welcome to Morton Street Charmer! This coastal cottage, nestled on the open Gulf of Mexico, offers 2 bedrooms and 2 bathrooms, with recently updated furniture for a fresh feel. Enjoy stunning water views and unforgettable sunsets from the spacious dock…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
SOMBRERO BEACH BEAUTY
12 Guests | 5 Bedrooms | 3 Bathrooms | Fabulous Pool Home by the Beach
Starting at $3800 per WeekÂ
A perfect blend of all the amenities that make a great vacation home for families and friends to enjoy a stay in the Florida Keys! Three stories of living area provide space for everyone to gather…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
SHORT WALK TO THE BEACH
4 Guests | 2 Bedrooms | 2 Bathrooms | First Level Condo Rental by the Beach
Starting at $2650 per MonthÂ
This is a lovely 2 bedroom, 2 bath condominium unit. Just a few minutes by car or a nice bike ride to the beach. A small, quiet complex of only six units. This unit is on the first level and steps out to the back patio…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
THIS ONE HAS IT ALL
8 Guests | 4 Bedrooms | 3 Bathrooms | Family Pool Home with Ocean Views
Starting at $3500 per WeekÂ
On the inlet at Sister’s Creek, this 4 bedroom home has magnificent ocean views and beach! One of the few locations in the Middle Keys where you can have the best of all features. A natural sandy beach at your back door, brand new dock…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
PAPA’S HOUSE ON VACA CUT
10 Guests | 4 Bedrooms | 4 Bathrooms | Single Family Home w/ Views of the Cut
Starting at $4100 per WeekÂ
This single-family home is located just in from Vaca Cut with unobstructed views of the Cut and the Ocean beyond. Protected dockage and a 30′ freshwater pool and poolside Spa…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
Changes In Latitude
6 Guests | 2 Bedrooms | 2.5 Bathrooms | Gulf View Townhome
Starting at $2059 per WeekÂ
Changes in Latitude is a serene townhouse that boasts captivating views of the Gulf of Mexico from its deck, located within the Gulf Pointe II Association. Dockage is available on a first-come, first-serve basis and is conveniently situated near the unit…
brought to you by
“KEYS OCEAN VACATION RENTALS”
Conch Cottage
10 Guests | 4 Bedrooms | 3 Bathrooms | Pet Friendly Pool Home
Starting at $4050 per WeekÂ
Welcome to the Conch Cottage! Nestled in the welcoming Sombrero Beach neighborhood just moments away from the pristine shoreline, Conch Cottage offers a perfect blend of luxury and comfort…
brought to you by
“KEYS OCEAN VACATION RENTALS”
Gulf Pointe Paradise II
6 Guests | 2 Bedrooms | 2.5 Bathrooms | Ocean View Townhome
Starting at $1950 per WeekÂ
Gulf Pointe Paradise is a serene townhouse that boasts a deck offering breathtaking views of the Gulf of Mexico. Parking is a breeze, with ample space to accommodate either two cars or one car and a boat trailer beneath the home…
brought to you by
“KEYS OCEAN VACATION RENTALS”
Casa Tranquilo
8 Guests | 3 Bedrooms | 3 Bathrooms | Waterfront Luxury Pool Home
CLICK HERE for Rates & Availability
Beautiful and unique 6 sided house located in a wonderful neighborhood off of Sombrero Beach Road. This is a large house with so many outside areas for the whole family to enjoy! This house has two upper screened-in porches which provide almost 360* views…
brought to you by
“COCO PLUM VACATION RENTALS”
Beachside Bliss
10 Guests | 4 Bedrooms | 4 Bathrooms | A Coastal Sanctuary in Grassy Key
CLICK HERE for Rates & Availability
Welcome to Beachside Bliss – Step into your coastal sanctuary! Immerse yourself in the Southeast Exposure, letting the sun's rays embrace you as your feet meet the soft sands of your exclusive beach—a hidden treasure within the Keys…
brought to you by
“COCO PLUM VACATION RENTALS”
Casa Feliz
10 Guests | 4 Bedrooms | 4 Bathrooms | Waterfront Tri-Plex in Grassy Key
CLICK HERE for Rates & Availability
Casa Feliz isn't just a vacation rental; it's your own private oasis. Visualize yourself driving through the grand entrance, lush foliage cascading around you, transporting you to the heart of the American Caribbean. Exquisite design and high-end appointments meet your every need…
brought to you by
“COCO PLUM VACATION RENTALS”
Sombrero Shores
8 Guests | 3 Bedrooms | 3.5 Bathrooms | Pet Friendly Waterfront Pool Home
CLICK HERE for Rates & Availability
Experience ultimate waterfront luxury at Sombrero Shores, Florida Keys vacation rental in Marathon. This stunning property features a heated screened pool, hot tub, 125’ private dock, outdoor kitchen, lush tropical landscaping, and all the modern comforts for a perfect getaway…
brought to you by
“COCO PLUM VACATION RENTALS”
Sunset Tides
12 Guests | 5 Bedrooms | 4 Bathrooms | Pet Friendly Waterfront Pool Home
CLICK HERE for Rates & Availability
Experience the ultimate Florida Keys getaway at our luxury waterfront vacation rental. This spacious home offers breathtaking open water views of the Gulf and Atlantic Ocean, a private heated pool and hot tub, 30-foot dock with power and water, and upscale coastal décor throughout…
brought to you by
“COCO PLUM VACATION RENTALS”
Bonefish Yacht Club
6 Guests | 3 Bedrooms | 3 Bathrooms | Waterfront Townhome
Starting at $2270 per WeekÂ
Our Bonefish Yacht Club townhouse boasts two spacious balconies offering breathtaking views of the Atlantic Ocean and the Bonefish Tower. This lovely townhouse is equipped with all the amenities for an unforgettable vacation…
brought to you by
“KEYS OCEAN VACATION RENTALS”
Gulf Pointe Paradise
4 Guests | 2 Bedrooms | 2.5 Bathrooms | Waterfront Townhome
Starting at $1798 per WeekÂ
Gulf Pointe Paradise is a tranquil townhouse featuring a balcony with sweeping Gulf of Mexico views. Dockage is available on a first-come, first-served basis and conveniently close to the unit, usually accessible. You can comfortably park two cars…
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“KEYS OCEAN VACATION RENTALS”
Gulf Breezes
6 Guests | 3 Bedrooms | 2.5 Bathrooms | Gulf Front Pool Home
Starting at $4689 per WeekÂ
Gulf Breezes, a beautifully remodeled ground-level home, is ideal for the whole family. Take advantage of the convenient kayak launch at the property to explore the crystal-clear Gulf waters and enjoy some fishing right from the water's edge…
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“KEYS OCEAN VACATION RENTALS”
PICTURE PERFECT IN SISTER’S CREEK
4 Guests | 2 Bedrooms | 2 Bathrooms | Ocean Views, Beach, Pool, Spa and Dock!
Starting at $8100 per MonthÂ
This beautiful 2 bedroom home has it all. The moment you walk through the front door you will know this is a special home and a great vacation spot. The living, dining and kitchen areas are all open to each other with high cathedral ceilings…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS “
PARADISE POINT SOUTH
8 Guests | 4 Bedrooms | 3 Bathrooms | Beautiful Waterfront Vacation Home
Starting at $1800 per WeekÂ
This four bedroom, 3 bath half duplex will appeal to all, from the fisherman to a winter refugee just looking for the perfect spot to watch the boats go by! Watch all the boating activity from the privacy of your living room, porch or back yard…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS “
PARADISE POINT NORTH
8 Guests | 4 Bedrooms | 3 Bathrooms | Beautiful Waterfront Vacation Home
Starting at $1800 per WeekÂ
This four bedroom, 3 bath half duplex will appeal to all, from the fisherman to a winter refugee just looking for the perfect spot to watch the boats go by! Watch all the boating activity from the privacy of your living room, porch or back yard…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS “
Loggerhead Lodge
10 Guests | 4 Bedrooms | 4 Bathrooms | Direct Oceanfront Vacation Home
CLICK HERE for Rates & Availability
Loggerhead Lodge is directly on large private sandy beach. Kids will enjoy playing in the sand, and the adults will enjoy watching the ocean. Events such as weddings can be considered and allowed at this wonderful setting…
brought to you by
“FLORIDA KEYS VACATIONSÂ “
Mystic Waters
10 Guests | 4 Bedrooms | 3 Bathrooms | Exclusive Retreat
CLICK HERE for Rates & Availability
Welcome to Mystic Waters, your exclusive retreat in Marathon, Florida, where luxury meets the serenity of oceanfront living. This stunning vacation home offers unparalleled views and exceptional comfort, making it the perfect choice for your next getaway…
brought to you by
“COCO PLUM VACATION RENTALS”
Sea Glass Cottage
8 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly Vacation Home
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A 3 bedroom, 2 bathroom, single family home, walking distance to the 7 Mile Bridge! This newly renovated Florida Keys vacation rental sits conveniently in a quiet residential community with close to Sunset Grille and the 7 Mile bridge!…
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“COCO PLUM VACATION RENTALS”
Marlin Manor
6 Guests | 2 Bedrooms | 2 Bathrooms | Pet Friendly Waterfront Rental
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Welcome to Marlin Manor. This charming Little Venice home sits on a canal with direct access to both the Gulf and the Atlantic, making it ideal for fishing, boating, and small family getaways. Complimentary kayaks, paddleboards, a pet-friendly enclosed backyard, and a spacious deck…
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“COCO PLUM VACATION RENTALS”
135 Ave D
3 Bedrooms | 2 Bathrooms | Waterfront Home in Coco Plum
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This 3 bedrooms 2 bathroom home is just what you've been looking for in a vacation home. Imagine having your boat at your 55 ft concrete dock enjoying the view of the 200 ft wide canal with open water views of Bonefish Bay!…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
11710 5th Ave Ocean
2 Bedrooms | 2 Bathrooms | Waterfront Corner Lot Paradise
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Brand new, beautifully updated two bedroom, two bathroom canal front home on a corner lot in the fishing paradise of Little Venice! One home in from the open water! This charming conch cottage has been upgraded with no detail spared…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
1040 81st St
3 Bedrooms | 2 Bathrooms | Oceanfront Pool Home with Dockage
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Modern home with beautiful open Atlantic Ocean views! 50 ‘ of dockage with instant ocean access to all your favorite dive and fishing spots! Modern pool with comfortable outdoor furniture on the pool decks overlooking the deep canal…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
58589 Morton St
3 Bedrooms | 2 Bathrooms | Oceanfront Pool Home
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Amazing Sunset Views! Deep Water Dockage! Big Boats Welcome! Lovely home on the open clear aquamarine waters of the beautiful Gulf. There is a sandy area for the kids to play in. Fish cleaning table and bait freezer, saltwater hook up at the dock…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
280 100th St Ocean
3 Bedrooms | 2.5 Bathrooms | Newly Remodeled Waterfront Pool Home
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Everything is brand new and no detail has been spared. This home is the perfect Florida Keys escape with a newly renovated patio area to include an in-ground heated pool. Â Resort Style Relaxation in the privacy of your own backyard!…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
12399 Overseas Hwy #4
3 Bedrooms | 2.5 Bathrooms |Â Waterfront Pool Home with Boat Dock
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Step into the perfect vacation townhome in the heart of the Florida Keys. Spacious 3 bedroom 2.5 bathroom attached townhome is brightly decorated, well kept, and nicely appointed with the 40 ft dock slip (#19) directly out the back door…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
THE GULF BREEZE POOL HOME
8 Guests | 3 Bedrooms | 2 Bathrooms | Gulf Side Pool Home
Starting at $3200 per WeekÂ
This Gulf-side pool home will set the background for a great vacation! The best of both …Beautiful views of the open gulf yet protected dockage for the boater or fisherman can be had from this one location…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
VIEWS OF THE LAGOON
4 Guests | 2 Bedrooms | 1 Bathrooms | Adorable Waterfront Vacation Home
Starting at $950 per WeekÂ
This single family home is the perfect spot for a great vacation. Spacious lot with plenty of parking, 75′ of seawall with steps down into the water or easy boating access and just one in from the Lagoon for fishing fun off the dock…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
The Tropical Turtle
7 Guests | 3 Bedrooms | 2 Bathrooms | Waterfront Family Vacation Home
Starting at $1300 per WeekÂ
The Tropical Turtle, a 3 bedroom single family home. The back yard faces east providing shade in the afternoon to clean fish or relax after a day of fishing, a feature many of our summer guests request…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
ONE PARTICULAR HARBOR
8 Guests | 3 Bedrooms | 2 Bathrooms | Vacation Home on Boot Key Harbor
Starting at $1750 per WeekÂ
The perfect combination of views, comfort and boating access…This home has water on two sides with one fronting Boot Key Harbor, offering fabulous harbor views, and the other side has a seawall on a protected canal for great dockage…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
Dori’s Casa
4 Guests | 2 Bedrooms | 2 Bathrooms | Corner Unit Vacation Condo
CLICK HERE for Rates & AvailabilityÂ
Welcome to Dori's Casa! A 2 bedroom 2 bathroom second floor corner condo completely renovated with canal view! This cute condo has a serene beachy feel with canal view. Dockage, pool available with this small complex…
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“FLORIDA KEYS VACATIONS”
Gone Coastal
10 Guests | 4 Bedrooms | 4 Bathrooms | Pet Friendly Pool Home
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Take a break from the hustle and bustle of the daily grind while you spend your day relaxing on the beach, worryfree in the calm and serene atmosphere of this spotless Marathon vacation rental home. Gone Coastal offers every amenity you will need…
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“COCO PLUM VACATION RENTALS”
Island Time
8 Guests | 2 Bedrooms | 2 Bathrooms | Pet Friendly Waterfront Home
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Enjoy a private, luxurious space during your stay, and relax in style! The fully fenced in yard is perfect for your pets to enjoy paradise as much as you will. Fire up the grill – there's something to celebrate! “Island Time” will feel like your home away from home …
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“COCO PLUM VACATION RENTALS”
Kon Tiki
8 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly Pool Home
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Kon Tiki at Sombrero Beach is a charming 2-story on stilts A-frame vacation rental in Marathon, Florida, designed for family fun and relaxation. With its own private dock, fishing is a breeze right from your backyard. Enjoy easy access to the renowned Sombrero Beach…
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“COCO PLUM VACATION RENTALS”
VIEWS OF THE 7 MILE BRIDGE
6 Guests | 3 Bedrooms | 3 Bathrooms | Gulf View Duplex Town Home
Starting at $1800 per WeekÂ
This 3 bedroom half duplex townhouse offers all you need for a great vacation. Stunning openwater views of the Gulf of Mexico, beautiful sunsets, your own private pool and cut in boat slip with lift…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
SEA SPELL GULF FRONT POOL HOME
10 Guests | 4 Bedrooms | 4 Bathrooms | Fabulous Estate Home
Starting at $3700 per WeekÂ
Your stay at this 4 Bedrooms, 4 Bath residence will be a vacation to remember! Driving through the gates and up the winding driveway all you see is the lush tropical landscaping until you come to the house where the property opens up to the waterfront…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
DUCK KEY RETREAT
6 Guests | 3 Bedrooms | 3 Bathrooms | Family Pool Home
Starting at $4000 per 4 Weeks
This single family home is located on the outer rim of Duck Key and while it is not waterfront you have lovely views of the ocean from the living area. A private pool is tucked into the back yard and surrounded by tropical landscaping…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
Yellowtail for Dinner!
8 Guests | 3 Bedrooms | 3 Bathrooms | Canal Front Vacation Home
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With quick, easy access to the Gulf and Atlantic Ocean, this home is perfect for fishing, snorkeling, boating and just laying by the pool! This three-bedroom, which sleeps eight, has a 60-foot dock with ample room for your boat…
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“FLORIDA KEYS VACATIONS”
240 Mahi Mahi
10 Guests | 4 Bedrooms | 4.5 Bathrooms | Custom Built Vacation Home
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This custom built, fully air conditioned, vacation home has all the amenities to make this the most memorable vacation you will ever experience. Very stylish, newly built, modern home of 2700 square feet, with 1000 of verandas, is located in the Coco Plum area…
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“FLORIDA KEYS VACATIONS”
Sombrero Beach Retreat
10 Guests | 4 Bedrooms | 4 Bathrooms | 3 Level Waterfront Pool Home
Starting at $2900 per WeekÂ
This home is a true delight, 4 bedrooms and 4 baths spread out on three levels with one bedroom on the ground level, two on the main and the top floor has a private suite with an open air porch overlooking the harbor and beautiful sunset color…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
GULF VISTA
8 Guests | 3 Bedrooms | 2 Bathrooms | Single Family Home on the Gulf
Starting at $1850 per WeekÂ
Offering beautiful views of the Gulf and protected dockage. Gulf Vista, A lovely 3 bedroom, 2 bath single family home on a protected cove looking out at the Gulf of Mexico for beautiful views and fabulous sunset color…
brought to you by
Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
1850 Manor Ln
 4 Bedrooms | 3 Bathrooms | 2 Story Ocean Front Pool Home
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Family Fun on Manor Lane! Conveniently located in the heart of Marathon, this family getaway is everything you've been looking for! Spacious single family canal home with private swimming pool, deepwater dockage, and an inviting layout awaits for your arrival…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
839 Copa D Oro
3 Bedrooms |Â 2 Bathrooms | Stilted Pool Home on Flamingo Island
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Beautiful stilted home on exclusive Flamingo Island in the high-demand Sombrero Beach area. Fantastically lush and meticulously landscaped yard by local famous design artist featuring a large, brand new heated/chilled pool with plenty of built in seating and a tanning shelf…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
1570 52nd St Gulf
 4 Bedrooms | 3 Bathrooms | 2 Story Waterfront Pool Home
CLICK HERE for Rates & AvailabilityÂ
Tucked away in the lush foliage of Crane Hammock, in the Heart of Marathon, you will find The Coral House. A Gulf-front oasis with endless views of the open Gulf, brand new pool, and space to enjoy your vacation. Expanding throughout 2 stories…
brought to you by
Jessica Borraccino of
“FLORIDA KEYS VACATION HOUSES”
Emerald Shores
12 Guests | 5 Bedrooms | 4 Bathrooms | Oceanfront Pool Home
CLICK HERE for Rates & Availability
Welcome to your dream getaway at this direct oceanfront vacation rental in Marathon, Florida Keys. This stunning 5-bedroom, 4-bathroom home offers panoramic Gulf and Ocean views, a private heated saltwater pool, an outdoor kitchen, and a private boat slip…
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“COCO PLUM VACATION RENTALS”
Blue Marlin House
8 Guests | 3 Bedrooms | 3.5 Bathrooms | Sombrero Beach Paradise
CLICK HERE for Rates & Availability
Escape to your own slice of paradise, just steps from the breathtaking Sombrero Beach. Enjoy the ease of walking to one of Marathon’s most beautiful and family-friendly shorelines, then return to a private retreat that blends relaxation, comfort, and fun…
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“COCO PLUM VACATION RENTALS”
Ocean Isles #123~ Sea Breeze
4 Guests | 1 Bedrooms | 2 Bathrooms | An Idyllic Getaway
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Welcome to Ocean Isles #123~ Sea Breeze. Indulge in serenity at this exquisite 1-bed, 2-bath condo boasting panoramic Atlantic Ocean vistas. Nestled in Ocean Isles Fishing Village, it's a haven of comfort and coastal allure, offering an idyllic getaway…
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“COCO PLUM VACATION RENTALS”
Indigo Reef #10 ~ Sunset Bay
8 Guests | 3 Bedrooms | 2.5 Bathrooms | Luxury Resort Home
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Experience the epitome of luxury at Sunset Bay, a spacious and pristine 3-bedroom, 2.5-bathroom residence located within the prestigious “Indigo Reef Marina Resort” in Marathon, Florida Keys. Revel in magnificent views from this stunning home…
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“COCO PLUM VACATION RENTALS”