FLORIDAÂ KEYS VACATIONS MARATHON
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 PARTNERS...
VACATION RENTALS OF THE FLORIDA KEYS
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 in the Upper, Middle and Lower Keys. We offer weekly vacation rentals, monthly vacation rentals and seasonal rental properties.
FLORIDA KEYS VACATION HOUSES
An Extraordinary Florida Keys Vacation Experience that brings you a wide variety of vacation homes and condo’s in the Florida Middle Keys including Marathon and Key Colony Beach. Escape for a romantic couples getaway or grab your family and friends for a fun and exciting Florida Keys Vacation!
MARATHON PROPERTIES...
Fantastic Oceanfront Home
8 Guests | 3 Bedrooms | 3 Bathrooms | Waterfront Family Home
CLICK HERE for Rates & Availability – Mention PROMO CODE: FLV for Best Deals
Heated Pool, Rooftop Patio, Private Hot Tub & Dock! Welcome to our waterfront family home located in a quiet, yet friendly gated community in Marathon, Florida! If you’re looking for a relaxing and low-energy getaway for your family, you’ve found the perfect place…
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Tropical Waterfront Home
8 Guests | 3 Bedrooms | 3 Bathrooms | Hot Tub, Heated Pool, Ocean Views
CLICK HERE for Rates & Availability – Mention PROMO CODE: FLV for Best Deals
Tropical Oceanfront Home Heated Pool, Elevator, Hot Tub, Rooftop Patio & Dock! Welcome to our private stand-alone oceanfront home in a quiet, yet friendly gated community in Marathon, Florida! If you’re looking for a relaxing and low-energy getaway for your family, you’ve found the perfect place…
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Two Ocean Front Homes, Heated Pool, Dock, Incredible Views
16 Guests | 6 Bedrooms | 6 Bathrooms | Heated Pool, Dock, Ocean Views
CLICK HERE for Rates & Availability – Mention PROMO CODE: FLV for Best Deals
Heated Pool, Elevators, 2 Docks, & Hot Tubs! Three levels with spectacular, unobstructed open water views from the master bedroom deck and the living & dining room deck. The roof top deck also offers space for sunbathing, star gazing, and a great place to enjoy the sunset…
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Tropical Seahorse at Coral Lagoon
8 Guests | 3 Bedrooms | 2.5 Bathrooms | Waterfront Luxury Villa
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Tropical Seahorse at Coral Lagoon Escape to your own slice of paradise at the Tropical Seahorse, a stunning home designed for those who crave serenity, comfort, and natural beauty. Private 6 acre resort offers the perfect blend of modern living and island-inspired charm…
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“COCO PLUM VACATION RENTALS “
Flip Flop Inn
8 Guests | 3 Bedrooms | 3 Bathrooms | Waterfront Townhome
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Welcome to Flip Flop Inn, nestled in the heart of the picturesque Bonefish Yacht Club right down the road from the beautiful Coco Plum Beach. This stunning, spacious 3BR, 3BA home is filled with natural light and offers breathtaking ocean views and coastal charm…
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Paradise Found
12 Guests | 5 Bedrooms | 3 Bathrooms | Ultimate Retreat for Large Families
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Welcome to Paradise Found, the ultimate retreat for large families! This spacious 5-bedroom, split-level home offers privacy and comfort, making it perfect for your next getaway. Relax by the large custom pool with ample seating…
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“COCO PLUM VACATION RENTALS “
Grassy Flats Wreckers House - King Room
2 Guests | King Room | 1 Bathrooms | Private Balcony | Ocean View
Starting at $329 per Night
Call for Best Rates & Availability:Â 305-998-4590
Grassy Key -This bright and airy guest room offers ample space for solo and couple travelers alike. Enjoy the breeze from the private balcony overlooking the adults pool and ocean. Plush bedding and modern amenities will provide everything you need for a tropical escape…
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“GRASSY FLATS RESORT & BEACH CLUB “
Grassy Flats Wreckers House - Double Queen Room
4 Guests | Double Queen Room | 1 Bathrooms | Private Balcony | Ocean View
Starting at $269 per Night
Call for Best Rates & Availability:Â 305-998-4590
Grassy Key– Two queen-sized beds make this spacious and sun-soaked room the perfect option for groups of up to four people. With a pool and ocean view from the private balcony, it will be your own private slice of paradise…
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Grassy Flats Wreckers House - Galleon Suite
2 Guests | King Suite | 1 Bathrooms | Luxurious Amenities
Starting at $499 per Night
Call for Best Rates & Availability:Â 305-998-4590
Grassy Key – This room is adorned with gold accents as a tribute to the Spanish treasure galleon ships that once transported gold across the waters. A wraparound corner window offers a sprawling view so you can catch the sunrise and the sunset from the comfort of your room…
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“GRASSY FLATS RESORT & BEACH CLUB “
Grassy Flats Humidor House - King Suite
2 Guests | King Suite | 1 Bathrooms | Private Balcony & Ocean View
Starting at $399 per Night
Call for Best Rates & Availability:Â 305-998-4590
Grassy Key – The Humidor House has a cozy, sophisticated feel. With a private oceanfront balcony that's just steps away from the water, it’s the perfect getaway for solo travelers and couples alike. This suite features one king sized bed, one bathroom, and our best ocean views…
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“GRASSY FLATS RESORT & BEACH CLUB “
Grassy Flats Conch House - 2 Bedroom Queen Suite
4 Guests | 2 Bedroom | 1 Bathrooms | 2 Balconies, Pool, Ocean View
Call for Best Rates & Availability: 305-998-4590
Grassy Key – Two separate bedrooms with one queen bed in each room provides the perfect understated accommodation for families and couples alike. Your full kitchen will allow you to cook your own fresh catch and family meals overlooking the flats…
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Grassy Flats Conch House - 2 Bedroom King Suite ADA
4 Guests | 2 Bedroom | 2.5 Bathrooms | 2 Balconies | Pool View
Call for Best Rates & Availability: 305-998-4590
Grassy Key – A step up from the 2 bedroom suite, this room offers two private bedrooms each with one king sized bed, 2.5 bathrooms with one ADA accessible, a full kitchen, living area, and 2 private balconies. Pool and garden view with the ocean and tiki bar steps away…
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“GRASSY FLATS RESORT & BEACH CLUB “
Grassy Flats Conch House - 3 Bedroom Suite
6 Guests | 3 Bedroom | 2 Bathrooms | 3 Balconies | Pool & Oceanview
Call for Best Rates & Availability: 305-998-4590
Grassy Key – Our 3 bedroom suite sleeps up to 6 guests with 2 king beds and one queen bed. With 2 full bathrooms, a full kitchen, a living area, and 3 private balconies with a pool and ocean view, this is our roomiest accommodation for friends and families…
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SEASIDE POOL HOME ON VACA CUT
6 Guests | 3 Bedrooms | 2 Bathrooms | Waterfront Vacation Pool Home
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Sitting on the edge of Vaca Cut as it opens to the Gulf of Mexico this home has fabulous views of the Gulf of Mexico and immediate boating access to the Gulf or through the Cut to the Ocean. Enjoy the freshwater pool or relax on the beach area rimming the salt water tidal pool…
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Kitty Whalton ofÂ
“FLORIDA KEYS VACATION RENTALS “
CHARMING HOME IN KEY COLONY
8 Guests | 3 Bedrooms | 2 Bathrooms | Waterfront Vacation Home
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Located on 11th Street in Key Colony Beach this 3 bedroom home has just been extensively remodeled with new tile floors throughout, all new kitchen appliances and granite counters, new hall bath and the living area has been opened up to the outdoors with window walls of patio French doors opening on to a new patio…
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Kitty Whalton ofÂ
“FLORIDA KEYS VACATION RENTALS “
THE DREAM HOUSE POOL HOME
12 Guests | 5 Bedrooms | 3 Bathrooms | Luxury Gulf House with Private Pool
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Fabulous Views of the Gulf of Mexico, 40′ pool waterside with built in spa, great dockage for boating or fishing and lovely tropical grounds! A gracious beachside style home with casual elegance, and all the amenities for a great family vacation…
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Kitty Whalton of
“FLORIDA KEYS VACATION RENTALS”
Vista Del Mar
8 Guests | 3 Bedrooms | 3 Bathrooms | Pet Friendly Waterfront Pool Home
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Located on a serene private canal, this property offers the ultimate combination of tranquility and adventure. Prepare to be captivated by the stunning open ocean views that will greet you each morning and provide the perfect backdrop for unforgettable sunsets in the evenings…
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“COCO PLUM VACATION RENTALS “
Aqua Vista
6 Guests | 2 Bedrooms | 2 Bathrooms | Pool Home with Tiki Hut
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Aqua Vista – A 2 bedroom, 2 bathroom, single family, private pool home in Marathon. This home is a stilt style home accessible by stairs located at the front and back of the house. Inside you'll find tasteful decor and comfortable furnishings…
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Paradise Cove
8 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly Waterfront Pool Home
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Luxurious Waterfront Retreat with Private Pool and Dockage. Welcome to our exquisite 3-bedroom, 2-bathroom vacation home nestled in the heart of paradise! This upscale waterfront retreat offers an unforgettable blend of comfort, style, and convenience…
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Indigo Reef #17 ~ Plane Fun
8 Guests | 3 Bedrooms | 2.5 Bathrooms | Gorgeous Gulf Views
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Plane Fun is a beautiful vacation rental in the prestigious Indigo Reef community, offering stunning Gulf views from both upper and lower decks. The home features a spacious first level with a large porch overlooking the Gulf, while the second level includes a master suite with a private balcony…
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Casa Playa
10 Guests | 4 Bedrooms | 3.5 Bathrooms | Elite Luxury Pool Home
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Casa Playa – A 4 bedroom, 4 bathroom, single family, private pool home in Marathon. With technology throughout, stunning views, and a carefully designed outdoor recreation area, Casa Playa is a Luxury Marathon Vacation Rental you must see for yourself…
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Indigo Reef #23 ~ Lionfish Lodge
8 Guests | 3 Bedrooms | 2.5 Bathrooms | Stunning Views of Gulf
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Experience the serenity of Lionfish Lodge, a stunning Florida Keys vacation rental where you can listen to the waves from your back porch and enjoy breathtaking views of the Gulf from both upper and lower level decks. ndigo Reef offers a plethora of activities for a memorable vacation…
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Paraiso Del Mar
12 Guests | 5 Bedrooms | 4 Bathrooms | Epitome of Luxury!
CLICK HERE for Rates & Availability
Introducing our newest luxury vacation rental nestled in the prestigious community of Marathon. This brand-new build epitomizes elegance and sophistication, offering an unparalleled experience for those seeking the epitome of luxury in the Florida Keys…
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Reel Relaxin'
12 Guests | 5 Bedrooms | 4 Bathrooms | Pet Friendly Luxury Pool Home
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This professionally decorated, 3430 square foot home, is located in prestigious Sombrero Isles and close to famed Sombrero Beach. The upscale, coastal chic decor will leave you feeling pampered and relaxed on your Florida Keys Vacation…
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Dolphin Cove
6 Guests | 2 Bedrooms | 2.5 Bathrooms | Pet Friendly Townhome
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Beautiful townhome in Bonefish Yacht Club by Coco Plum Vacation Rentals Marathon Florida Keys. Whether you're seeking a romantic escape or a family adventure, this 2-bedroom, 2-bathroom, 3-level townhome promises an unforgettable experience…
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Tiki Time
8 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly Waterfront Pool Home
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This newly updated 3-bedroom canal-front home offers the perfect combination of luxury, comfort, and boating convenience. With 65 feet of step-down dockage for easy kayak or paddleboard launch, and easy access to the Atlantic, it's an ideal retreat for water lovers…
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Tranquil Tides
8 Guests | 4 Bedrooms | 4.5 Bathrooms | Waterfront Pool Home
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Welcome to this stunning new home that captures the irresistible charm of the Keys with a modern and cozy flair. An inviting private, heated pool, a charming poolside cabana with half-bathroom, tons of dockage, and mesmerizing water views, it’s the perfect retreat for your vacation!..
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Sea Haven
8 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly Pool Home
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A 3 bedroom, 2 bathroom, single-family, updated, private pool home. Sea Haven is the perfect Marathon vacation home with a private pool, updated kitchen, dock, and expansive outdoor living space with beach volleyball, outdoor games, and kayaks included!…
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Pier Pressure
10 Guests | 4 Bedrooms | 4 Bathrooms | Luxury Pool Home
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Located on the water and not far from the beach, Pier Pressure embraces the waterfront vacation lifestyle, with plenty of room for the entire family or a group of friends traveling together. Pier Pressure is the ideal base for your Luxury Florida Keys Vacation Rental retreat…
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Villa Franchella
8 Guests | 4 Bedrooms | 3 Bathrooms | Luxury Waterfront Pool Home
CLICK HERE for Rates & Availability
Escape to paradise and experience the epitome of luxury living in this new breathtaking waterfront home. Located just minutes from the Gulf with easy access from the 45′ of available dockage, this sanctuary offers the perfect blend of coastal chic design and open layout…
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Adventures in Paradise
10 Guests | 4 Bedrooms | 3 Bathrooms | Pet Friendly Luxury Pool Home
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Discover ‘Adventures in Paradise,' a charming two-story duplex home on stilts in Sombrero Beach, Florida. This spacious retreat is just a short walk or drive from the renowned Sombrero Beach. It offers easy access to all the essentials for an unforgettable Florida Keys getaway…
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Reel Deal
10 Guests | 4 Bedrooms | 3 Bathrooms | Private Retreat with Private Pool
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Experience the perfect Keys getaway at Reel Deal, a beautifully remodeled 4-bedroom, 3-bathroom vacation home. Located in the serene Little Venice neighborhood, this private retreat offers quick access to the Atlantic and dockage for up to two boats…
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Indigo Reef Pirates Cove
8 Guests | 3 Bedrooms | 2.5 Bathrooms | Waterfront Town Home
CLICK HERE for Rates & Availability
Welcome to Pirates Cove, a cozy and inviting getaway designed for relaxation and comfort. This spacious 3-bedroom, 2-bathroom home offers the perfect setting for families or groups looking to escape into nature without sacrificing modern conveniences…
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Indigo Reef #31 ~ Captain`s Cure
8 Guests | 3 Bedrooms | 2.5 Bathrooms | Pet Friendly Oceanview Home
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Captain's Cure is a spacious pet-friendly vacation rental in the prestigious Indigo Reef community, offering stunning Gulf views from both upper and lower decks. Guests can enjoy a range of activities, including lounging by the saltwater pool, fishing, boating, and water sports…
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Sanctuary Bay
6 Guests | 2 Bedrooms | 2 Bathrooms | A Waterfront Haven
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Escape to tranquility in this 2-bedroom, 2-bathroom vacation home, with bonus loft, nestled along the picturesque shores of Boot Key Harbor in Marathon, FL. Boasting panoramic views of the harbor from its Florida room-styled dining area and backyard…
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Indigo Reef #5 ~ Tarpon Terrace
8 Guests | 3 Bedrooms | 2.5 Bathrooms | Stunning Gulf Views
CLICK HERE for Rates & Availability
Enjoy this beautiful vacation rental in the prestigious Indigo Reef community, offering stunning Gulf of Mexico views from both upper and lower decks. Guests can enjoy a range of activities, including lounging by the saltwater pool, fishing, boating, and water sports…
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Indigo Reef #57 ~ Turtle Cove
8 Guests | 3 Bedrooms | 2.5 Bathrooms | Pet Friendly Gulf View Home
CLICK HERE for Rates & Availability
Turtle Cove is a beautiful pet friendly vacation rental in the prestigious Indigo Reef community, offering stunning Gulf of Mexico views from both upper and lower decks. This tropical retreat offers both relaxation and adventure for a memorable Florida Keys getaway…
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Reel Knotty
10 Guests | 4 Bedrooms | 4 Bathrooms | Pet Friendly Pool Home
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A 4 bedroom, 4 bathroom, single family, private pool home in the heart of Coco Plum. With gorgeous coastal decor, stunning views, and a carefully designed outdoor recreation area, Reel Knotty is a Luxury Marathon Vacation Rental you must see for yourself…
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One Particular Harbor
8 Guests | 3 Bedrooms | 3 Bathrooms | Pet Friendly Pool Home
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Nestled in the peaceful Coco Plum Beach neighborhood, this 3BR, 3BA home features a private, heating optional pool with ample seating and a spacious screened patio for entertaining. Enjoy a pool table, a heated hot tub and a gas grill, all with beautiful water views throughout the backyard…
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Seas the Day
8 Guests | 3 Bedrooms | 2 Bathrooms | Pet Friendly Pool Home
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Seas the Day beckons you to embrace luxury in Marathon, Florida Keys. This exquisite vacation rental boasts 3 bedrooms and 2 full bathrooms, offering both privacy and captivating views. Outside, a private pool, surrounded by lush tropical landscaping, awaits your leisure…
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Sea Glass Dreams
12 Guests | 5 Bedrooms | 4 Bathrooms | An Unforgettable Escape
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A luxurious vacation rental in Marathon, FL, at the heart of the Florida Keys. Enjoy serene surroundings and endless adventures, from snorkeling and diving to fishing and kayaking. Whether you’re relaxing by the pool or exploring the coast…
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Blue Breeze
8 Guests | 3 Bedrooms | 2.5 Bathrooms | Private Family Pool Home
Starting at $2827 per Week
Nestled within the tranquil Grassy Key neighborhood, Blue Breeze offers an idyllic escape. This spacious 3-bedroom residence features a wrap-around deck, providing panoramic vistas of both the Gulf of Mexico and the Atlantic…
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“KEYS OCEAN VACATION RENTALS”
Little Venice Paradise
6 Guests | 2 Bedrooms | 2 Bathrooms | Wonderful Waterfront Retreat
CLICK HERE for Rates & Availability
This waterfront retreat is a boater’s dream, offering 55’ of private dockage with easy access to both the Gulf and Atlantic via Vaca Cut. Outside, enjoy a tropical oasis complete with a spacious deck and a fish-cleaning station, perfect for relaxing, entertaining…
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Ocean Isles #98~ Fishing Village
4 Guests | 1 Bedrooms | 1.5 Bathrooms | Cozy Keys Retreat
CLICK HERE for Rates & Availability
Escape to Ocean Isles Fishing Village Homes in Marathon, FL for the ultimate Florida Keys retreat. With accommodations boasting 1 bedroom, 1.5 bathrooms, and breathtaking views of the Atlantic, indulge in a slice of paradise and create unforgettable memories…
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Ocean Oasis
10 Guests | 4 Bedrooms | 3 Bathrooms | Stunning Waterfront Pool Home
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Escape to this newly built, stunning 4-bedroom, 3-bathroom vacation home on stilt nestled in the heart of Marathon, FL. Perfectly situated in Coco Plum and boasting a private pool and dock, this retreat offers everything you need for an unforgettable getaway in the Florida Keys…
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Casa Del Mar
10 Guests | 4 Bedrooms | 4.5 Bathrooms | Stunning Waterfront Pool Home
CLICK HERE for Rates & Availability
This stunning vacation rental features 4 spacious bedrooms, each with en-suite baths. The open great room boasts a chef's kitchen and expansive glass doors. Outside, enjoy a private oasis with a large swimming pool, fire pit, top-of-the-line grill, and an outdoor living. Includes 45′ Dock…
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Flipper's Lagoons
10 Guests | 4 Bedrooms | 3 Bathrooms | Unique Lagoon Experience
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Discover this exceptional waterfront property featuring a 4-bedroom, 3-bathroom home with a separate 1-bedroom, 1-bathroom cottage. Nestled on a serene Gulf setting, enjoy panoramic views from the living room, dining room, kitchen, and screened porch…
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“KEYS OCEAN VACATION RENTALS “
Keys Launchpad
12 Guests | 5 Bedrooms | 4 Bathrooms | On the Ocean * Private Pool
CLICK HERE for Rates & Availability
Welcome to Keys Launchpad, a stunning vacation home in Marathon, Florida. Purposefully designed for both relaxation and adventure, this spacious and stylish retreat offers expansive open Gulf views, a private beach area, protected marina dockage, and seamless access to the water—making it a perfect getaway…
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Waters Edge
4 Guests | 2 Bedrooms | 2.5 Bathrooms | A Coastal Charmer!
CLICK HERE for Rates & Availability
Welcome to Water’s Edge, a charming 2-bedroom, 2.5-bathroom coastal retreat nestled right on the Gulf . From the moment you step inside, you're greeted with stunning water views from every room, making it the perfect backdrop for a serene getaway…
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Sea Watch
4 Guests | 2 Bedrooms | 2.5 Bathrooms | Marina View * Private Pool
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Sea Watch at Emerald Flats – Modern luxury meets effortless coastal living at Sea Watch, a stylish home located in in Marathon. Overlooking the protected marina, this elegant retreat offers serene water views, upscale amenities, and everything you need for a relaxing stay. Pet Friendly!..
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