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!
MIDDLE KEYS - MARATHON, GRASSY KEY, SOMBRERO BEACH...
Marathon Key Beach Club
6 Guests | 2 Bedrooms | 2 Bathrooms
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Hidden in the heart of the middle Key, Marathon Key Beach Club has long been touted as the best kept secret of the Keys. A small, quaint resort overlooking the Gulf…
Coastal Key- Sombrero Beach
6 Guests | 3 Bedrooms | 2 Bathrooms
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Beautifully decorated brand new home, located down the street from Sombrero Beach. This home has a private pool, private dock..
Come Sail Away - Sombrero Beach
6 Guests | 2 Bedrooms | 2 Bathrooms
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When you come to the Keys, you come for the water – and this lovely home delivers with an unobstructed ocean view…
Bikinis & Martinis - Marathon
6 Guests | 3 Bedrooms | 2 Bathrooms
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Bikinis & Martinis is a serene townhouse. Enjoy partial water vistas from both the living room and master bedroom. The main level boasts an open-concept design…
Harbor House- Marathon
4 Guests | 2 Bedrooms | 2 Bathrooms
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Quaint little 2 bedroom 2 bath single family right on Boot Key Harbor! The porch overlooks the harbor where you can sit out and enjoy beautiful sunset skies…
Fishermen's Retreat- Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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*Fisherman’s Retreat*—a stunning waterfront home designed for relaxation, adventure, and unforgettable memories…
Casa De Tiki - Marathon
8 Guests | 4 Bedrooms | 3 Bathrooms
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Casa De Tiki is a spacious 4-bedroom, 3-bathroom half duplex located just minutes from the stunning Sombrero Beach. Relax by the private heated pool…
Isabella On Paradise Place- Grassy Key
8 Guests | 3 Bedrooms | 2 Bathrooms
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Isabella on Paradise place is a Picture-perfect location in Paradise!!! The resort Pool is Amazing. Located on Grassy Key…
Pelican Perch - Marathon
6 Guests | 2 Bedrooms | 2 Bathrooms
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This meticulously crafted 2-bedroom, 2-bathroom condo offers an unparalleled blend of luxury and comfort. Step outside onto the private balcony…
Beachy Keen - Sombrero Beach
8 Guests | 3 Bedrooms | 2 Bathrooms
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This home is just one house up from the white sands of Sombrero Beach. A gorgeous kitchen, and open concept dining, and living room…
Vista Marquesa - Marathon
10 Guests | 4 Bedrooms | 3 Bathrooms
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Boasting nearly 180 degrees of expansive open ocean views, Vista Marquesa is the ultimate getaway for families, friends, and water enthusiasts…
Morton Manor- Marathon
12 Guests | 5 Bedrooms | 4.5 Bathrooms
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Experience the perfect blend of luxury, comfort, and privacy at this stunning estate. Ideal for large groups or families, featuring a spacious main house, two charming bungalows…
The Good Life- Marathon
12 Guests | 5 Bedrooms | 4 Bathrooms
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This is a fabulous home and a completely renovated 5-bedroom home, perfect for couples who want to get away. relax in the backyard with your own private pool, bar…
Blue Lagoon- Marathon
6 Guests | 2 Bedrooms | 2 Bathrooms
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Welcome to Blue Lagoon, your perfect Florida Keys escape! This inviting 2-bedroom single-family home offers a relaxing retreat with a touch of island charm…
Bluewater Bungalow - Marathon
6 Guests | 2 Bedrooms | 1.5 Bathrooms
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A charming half duplex offering breathtaking open water views. Perfectly suited for a peaceful escape, with its own private pool…
Boot Key Harbor Oasis- Marathon
6 Guests | 2 Bedrooms | 2 Bathrooms
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Your perfect waterfront escape! This beautifully appointed half duplex offers stunning open water views and 45 feet of dockage…
5 Seas Retreat - Marathon
10 Guests | 4 Bedrooms | 2 Bathrooms
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Sandy Beach a Rarety for the Keys. Gorgeous open water sunset views await you at this fully furnished tropical waterfront vacation home. Located right on Vaca Cut…
Sailor's Delight- Marathon
4 Guests | 2 Bedrooms | 1 Bathrooms
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This condominium at The Reef in Marathon, Middle Keys is a true resort setting with a “home away from home” feel. This unit is cozy and comfortable…
Million Dollar View - Marathon
4 Guests | 2 Bedrooms | 2 Bathrooms
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Why go to the Caribbean when you can find Paradise right here in the Heart of the Keys. Spectacular, direct, unobstructed views…
Reel Paradise 1- Marathon
6 Guests | 2 Bedrooms | 2 Bathrooms
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Dog Friendly! This two bedroom two bath half duplex is recently remodeled and updated with brand new everything! Both water and electric at the dock…
Reef Retreat- Marathon
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 beautiful home has been meticulously maintained and newly furnished…
Blue Serenity- Marathon
3 Guests | 1 Bedrooms | 1 Bathrooms
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Located in the heart of the Florida Keys, it is the perfect spot for a week getaway or an extended stay. With its own dockage you can bring your own boat or rent one nearby…
Coral Garden House- Grassy Key
8 Guests | 3 Bedrooms | 2 Bathrooms
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Private retreat in the heart of the Florida Keys. Beautifully appointed home offers a peaceful blend of tropical charm, modern comfort…
Marathon Sunrise Dream
10 Guests | 4 Bedrooms | 3 Bathrooms
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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…
Bob's Harbor View- Marathon
6 Guests | 2 Bedrooms | 2 Bathrooms
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Bob’s Harbor View is a charming retreat nestled near the picturesque Seven Mile Bridge. Featuring a sprawling back porch…
Sea Forever- Marathon
10 Guests | 4 Bedrooms | 3 Bathrooms
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Discover Sea Forever, a stunning luxury waterfront retreat in Marathon, Florida Keys. It is located at the West end of Marathon, overlooking the Atlantic Ocean…
The Lazy Lime- Marathon
10 Guests | 5 Bedrooms | 3 Bathrooms
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Looking for the perfect vacation retreat? Look no further! The Lazy Lime is a stunning gulf front newly updated 5 bedroom 3 bathroom single family home…
Snorkel Shack- Marathon
10 Guests | 4 Bedrooms | 4 Bathrooms
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This home has two floors of spacious living. Spacious outdoor living, Nice Size Pool, 100 ft of usable Dock. This home is located landside of Sombrero Light…
Sandy Shores- Marathon
10 Guests | 4 Bedrooms | 3 Bathrooms
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This home features a sandy beach backyard, gas grill, private swimming pool, and 100 foot dock. This choice location is centrally located in the heart of the Florida Keys…
Seaside Escape- Marathon
8 Guests | 3 Bedrooms | 3 Bathrooms
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Seaside Escape is a 3-bedroom, 3-bath ground-level home with a private pool, dock, and tiki hut, located in the heart of the Florida Keys. Seaside Escape has everything you need…
Casa Bella- Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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A modern oceanfront retreat in the heart of the Florida Keys, featuring a private pool, oversized tiki hut, and an observation dock/fishing pier with endless Atlantic Ocean views…
Sun of a Beach- Marathon
16 Guests | 7 Bedrooms | 5 Bathrooms
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Indulge in the charm of this splendid split-level residence nestled in the heart of the captivating Florida Keys. Inviting outdoor living room with alfresco entertainment…
Salty Dog- Marathon
6 Guests | 2 Bedrooms | 1.5 Bathrooms
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This condominium at The Reef in Marathon, Middle Keys is a true resort setting with a “home away from home” feel. This updated unit is fresh, and comfortable…
Seas the Day- Marathon
8 Guests | 3 Bedrooms | 2.5 Bathrooms
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Welcome to Seas the Day, a beautifully designed 3-bedroom, 2.5-bath townhouse-style home in the heart of Marathon. Perfectly blending comfort and style…
Serenity- Marathon
12 Guests | 5 Bedrooms | 4 Bathrooms
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Enjoy life at Serenity with unobstructed views of the Vaca Cut from this amazing home! Located on the ocean side, it’s the perfect place to create memories on your vacation…
Big Kahuna- Marathon
12 Guests | 5 Bedrooms | 4 Bathrooms
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Welcome to the Big Kahuna – an expansive and inviting 5-bedroom, 4-bathroom single-family haven that encapsulates the essence of Florida Keys living…
Paradise Palms- Marathon
4 Guests | 2 Bedrooms | 2 Bathrooms
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Welcome to your perfect Florida Keys getaway! This 2-bedroom, 2.5-bath townhouse-style condo offers comfort, convenience, and a taste of paradise…
Shore Thang at Vaca Cove- Marathon
8 Guests | 4 Bedrooms | 3 Bathrooms
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Welcome to Shore Thang, a stunning vacation retreat in Marathon, Florida, where luxury, adventure, and natural beauty meet…
Coco Cay House- Marathon
10 Guests | 4 Bedrooms | 3 Bathrooms
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Spacious and modern home that has Fantastic open water views down the channel and direct oceanfront access by boat. The pool area has sun and shade…
Sunset Pointe at Vaca Cove- Marathon
8 Guests | 4 Bedrooms | 3 Bathrooms
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Welcome to Vaca Cove, a serene retreat located in Marathon, Florida, where luxury meets nature in perfect harmony…
Conch Nation- Marathon
10 Guests | 4 Bedrooms | 3 Bathrooms
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A comfortable single-family home on the Gulfside of Marathon. This property offers convenient water access and a private dock, perfect for boating, fishing, or simply relaxing by the canal.
Dolfan Oceanfront Cottage- Marathon
8 Guests | 4 Bedrooms | 2 Bathrooms
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This beautiful and spacious home has Direct Oceanfront Living. Ocean views and deep water dockage with boating access to the Ocean…
Vaca Cut Sunsets- Marathon
12 Guests | 5 Bedrooms | 4 Bathrooms
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Located on the Vaca Cut Channel in Marathon, with immediate boating access to the Atlantic Ocean and the Gulf. A Gated home with plenty of parking for 4 vehicles and two trailers…
Sun Daze at Sombrero- Marathon
6 Guests | 3 Bedrooms | 2 Bathrooms
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Steps from Sombrero Beach, this tropical retreat offers the feel of a private resort. Backyard features a large pool with a waterfall spa…
Gulfside Gem- Marathon
6 Guests | 2 Bedrooms | 2 Bathrooms
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A charming single-family home offering beautiful open water views. This inviting waterfront retreat has private dockage for boats up to 30 feet, perfect for boating enthusiasts…
Almost Paradise- Marathon
6 Guests | 3 Bedrooms | 2 Bathrooms
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A tropical home tucked away on Flamingo Island. This tiny ocean side island is off the beaten path yet minutes from charter boats, grocery stores, Crane Point Nature Center, and more…
Salty Sunsets- Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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Welcome to Salty Sunsets, a spacious ground-level home with a private pool and everything you need for a relaxing getaway. This home features two screened porches…
Happy Tingler- Marathon
10 Guests | 4 Bedrooms | 2 Bathrooms
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Dreaming of the beach? Look no further…located in the small subdivision just a couple of blocks from Sombrero beach, the only dog friendly beach in the Middle Keys…
Paradise Cove on the Gulf- Marathon
12 Guests | 5 Bedrooms | 3 Bathrooms
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Paradise Cove- This is a modern design home with sleek lines, spacious decks, and the Crystal waters of the Gulf…
Manatee Oasis- Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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This exceptional home has everything you need for a perfect Florida Keys getaway. .Step outside and you’ll find fantastic outdoor amenities with heated pool..
Peach Paradise- Marathon
8 Guests | 4 Bedrooms | 4.5 Bathrooms
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Ultimate Florida Keys Getaway!- A stunning blend of luxury, family-friendly comfort, and water sports adventure, perfect for making lasting memories in the Florida Keys…
Ocean View Gem- Marathon
8 Guests | 3 Bedrooms | 2.5 Bathrooms
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Oceanside home on the Atlantic Ocean, just one house in from open water, with easy deep water access by boat. Beautifully appointed with a Coastal Theme…
El Tesoro II- Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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This home is the perfect Florida Keys get-away; it truly lives up to its name EL Tesoro! A 3 Bedroom, 2 Bath, Waterfront Home with in-ground heated pool…
Elegance by the Sea- Marathon
8 Guests | 3 Bedrooms | 3.5 Bathrooms
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This modern home is designed to provide an exceptional coastal living experience, featuring open water views, a luxurious heated pool…
Dockside Paradise- Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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Weekly vacation retreat in the heart of Marathon! Completely renovated with modern tropical finishes, this stunning home is designed for relaxation and unforgettable memories…
Shangri La- Marathon
8 Guests | 3 Bedrooms | 3 Bathrooms
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Nestled in the quiet neighborhood of Marathon, Shangri-La is an upscale, beautifully designed home offering the perfect blend of relaxation, luxury, and adventure…
Sombrero Beach Luxury Retreat
10 Guests | 4 Bedrooms | 4 Bathrooms
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Are you looking for an upscale, top-of-the-line, out-of-this-world property? Then look no further than Sombrero Beach Retreat…
Blue Buoy- Marathon
4 Guests | 1 Bedrooms | 1 Bathrooms
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Super cute condo, building is right on the canal. Completely renovated with new kitchen, bathroom, new furniture. Ground level unit with screened patio…
Reel Paradise 2- Marathon
6 Guests | 2 Bedrooms | 2 Bathrooms
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This beautifully remodeled two-bedroom, two-bath half-duplex offers brand new everything—including a sparkling new pool! Designed for comfort and style…
The Beach House- Sombrero Beach
6 Guests | 2 Bedrooms | 2 Bathrooms
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The Beach House is a stunning home with private pool & steps to Sombrero Beach! Out back is a private pool, tiki hut & dockage…
Sweet Retreat- Marathon
10 Guests | 4 Bedrooms | 2.5 Bathrooms
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This Sweet Retreat embraces the waterfront vacation lifestyle, with plenty of room for the entire family or a group of friends traveling together. A quiet peaceful neighborhood…
Waves of the Sea- Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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Waves of the Sea is a true treasure. This beautiful 3-bedroom, 2-bath home offers breathtaking water views from nearly every room, making it a perfect retreat…
The Peninsular House- Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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A truly rare Florida Keys escape set on its own private peninsula with water wrapping around three sides of the property with ocean views…
Lets Get Stoked- Marathon
6 Guests | 3 Bedrooms | 3 Bathrooms
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*Welcome to *Let’s Get Stoked* – Your Perfect Florida Keys Retreat!* The ultimate home for those seeking both relaxation and adventure. Plenty of inside & outside space…
The Conch House- Marathon
6 Guests | 3 Bedrooms | 2 Bathrooms
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A beautifully renovated home. Nestled on a canal in protected Boot Key Harbor. Quick ocean access, offering the perfect blend of comfort, and waterfront living…
Sandpiper Cove- Marathon
6 Guests | 2 Bedrooms | 2 Bathrooms
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Your exclusive beachfront sanctuary! This impeccably designed 2-bedroom, 2-bathroom condo invites you to indulge in unparalleled luxury and comfort…
Aqua Vista- Marathon
8 Guests | 3 Bedrooms | 4 Bathrooms
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Indulge in the ultimate Florida Keys getaway with a stay at Aqua Vista. This brand-new vacation home promises a perfect blend of luxury, modern amenities, & water views…
Conch Key Cottage- Marathon
4 Guests | 2 Bedrooms | 1 Bathrooms
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The Quintessinal Conch Cottage on Conch key, Circa 1953, this home has the Key West Vibe but in the MIddle keys…
Salty Air Retreat- Marathon
4 Guests | 1 Bedrooms | 2 Bathrooms
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Salty Air Retreat is a brand new 1bed/2bath townhouse condo in the newly finished Ocean Isles Fishing Village…
Casa Mare- Marathon
12 Guests | 5 Bedrooms | 6.5 Bathrooms
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A luxury, top-design beach-front 5-star resort-style home. The property has 120 feet of sandy ocean beachfront on a 1.1-acre lot. The beach is totally private…
Island Adventure I - Marathon
8 Guests | 4 Bedrooms | 4.5 Bathrooms
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*Island Adventure* is the perfect home for families, fun-seekers, luxury lovers, and water sports enthusiasts….
El Tesoro - Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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Step into paradise at *El Tesoro*—a luxurious waterfront retreat designed for relaxation and adventure. This beautifully updated home offers everything you need…
Seaside Dream House - Marathon
6 Guests | 3 Bedrooms | 2 Bathrooms
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Hidden in the midst of wonderful trees, vegetation and beautiful, friendly wildlife, you will love the privacy of our home…
Angler's Retreat - Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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Enjoy the Florida Keys in this beautifully updated 3 bedroom home just minutes from Sombrero Beach! Located on a deep-water canal with direct ocean access…
Sea Green Paradise - Marathon
8 Guests | 4 Bedrooms | 4.5 Bathrooms
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Sea Green Paradise offers the perfect combination of family fun, luxury, and water sports for an unforgettable vacation…
Seashell Escape Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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Welcome to your perfect beach getaway! Just a 5-minute walk to beautiful Sombrero Beach. Relax in the above-ground pool. This property is Dog Friendly…
Sunrise Getaway - Marathon
12 Guests | 5 Bedrooms | 3.5 Bathrooms
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Direct oceanfront home with dockage, outdoor bar, outdoor kitchen under a huge tiki hut gives you the island vacation you dream of. Escape to paradise in this stunning oceanfront estate…
The Nautilus on the Ocean-Marathon
10 Guests | 4 Bedrooms | 2.5 Bathrooms
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Oceanfront living with your private pool. Doesn’t get much better than this, and at a reasonable price! Two kayaks included…
Ocean's Paradise- Sombrero Beach
10 Guests | 4 Bedrooms | 2.5 Bathrooms
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An exquisite retreat nestled within Sombrero Beach. This exceptional residence promises an unforgettable vacation experience…
Oceanside Oasis-Marathon
6 Guests | 2 Bedrooms | 2 Bathrooms
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This captivating 2-bedroom, 2-bathroom single-family pool home seamlessly combines luxury, coziness, and outdoor entertainment. Tucked away in a scenic locale…
Key Lime Time- Marathon
4 Guests | 2 Bedrooms | 1 Bathrooms
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Welcome to Key Lime Time, a little slice of paradise! This adorable conch house is located on a turquoise canal in beautiful Little Venice, this is a gem of the Florida Keys…
Fishermen's Retreat- Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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Experience the best of the Florida Keys at *Fisherman’s Retreat*—a stunning 3-bedroom, 2-bath waterfront home…
Lower Latitudes- Marathon
12 Guests | 5 Bedrooms | 3 Bathrooms
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Enjoy a private, resort-style vacation home ideal for a short-term escape! This beautiful property boasts a custom in-ground pool equipped with heating, cooling, lighting…
Blue Paradise- Marathon
12 Guests | 5 Bedrooms | 5 Bathrooms
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Escape to luxury and comfort in this stunning new construction that redefines vacation living. Perfect retreat for families or groups seeking relaxation and adventure…
Comfy Condo- Marathon
4 Guests | 1 Bedrooms | 1 Bathrooms
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This updated one-bedroom condo, centrally located in Marathon, offers convenient access to historical sites such as Crane Point, Sombrero Beach…
The Lazy Lime- Marathon
10 Guests | 5 Bedrooms | 3 Bathrooms
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The Lazy Lime is a stunning gulf front newly updated 5 bedroom single family home. Looking for the perfect vacation retreat? This stunning 5 bedroom home has it all!…
Hate To Leave It- Marathon
6 Guests | 3 Bedrooms | 3 Bathrooms
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Island Time Starts Now – Your Florida Keys Escape! Stay in a top-rated, sun-filled home in Marathon’s exclusive Bougainvillea Villas. Gated retreat offers comfort, privacy…
Angler's Dream- Sombrero Beach
6 Guests | 2 Bedrooms | 2 Bathrooms
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Escape to the Florida Keys in this charming 2-bedroom, 2-bath half duplex, just minutes from beautiful Sombrero Beach!…
Martin's Beach House- Marathon
10 Guests | 4 Bedrooms | 3 Bathrooms
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Discover the epitome of Florida Keys living with this stunning vacation rental. Perfectly designed for relaxation and adventure…
Little Venice Family Affair- Marathon
4 Guests | 2 Bedrooms | 1 Bathrooms
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Cute as a button adorable Conch Cottage in the heart of Marathon, and only a block from the ocean. An affordable accommodation…
Ocean Jewel - Marathon
4 Guests | 1 Bedrooms | 1 Bathrooms
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“Ocean Jewel” is a beautifully decorated one bedroom & one bath condo in a resort syle setting with some resort amenities. Pool & Tiki Bar access on property!…
Pozitively Bliss- Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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Welcome to Pozitively Bliss, your updated haven nestled in Sombrero Beach. Modern amenities seamlessly blend with laid-back style, promising an unforgettable escape…
Gulfside Oasis- Marathon
10 Guests | 5 Bedrooms | 6 Bathrooms
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Escape the ordinary and embrace a world of coastal elegance at Gulfside Oasis, an exquisite oceanfront haven that completely redefines coastal luxury in the heart of the Florida Keys…
Blue Marlin- Marathon
6 Guests | 2 Bedrooms | 2 Bathrooms
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Escape to Paradise at Blue Marlin! Step into this newly remodeled 2-bedroom, 2-bathroom retreat on the Atlantic side and discover your perfect getaway…
Kokomo at Coco Plum
6 Guests | 2 Bedrooms | 2.5 Bathrooms
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This highly sought-after Bonefish Yacht Club two-story end unit offers mesmerizing open water views. Enjoy ocean views from the balconies. Steps from the private pool…
The Garden Villa- Marathon
3 Guests | 1 Bedrooms | 1 Bathrooms
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The Garden Villa is a stunning 1bed/1bath unit with its own private pool. Fresh paint, all new furniture and landscaping! It is a tranquil getaway for a small family or a couple…
Yellowtail for Dinner- Marathon
8 Guests | 3 Bedrooms | 3 Bathrooms
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A stunning home that is it is only one house away from the mouth of a deep-water canal that leads directly to the Gulf…
Hidden Treasure- Marathon
6 Guests | 2 Bedrooms | 2 Bathrooms
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Welcome to your ideal vacation escape, just a short stroll from the iconic Seven Mile Bridge, one of the most breathtaking landmarks in the Florida Keys…
Blue Water is Calling- Marathon
12 Guests | 5 Bedrooms | 3 Bathrooms
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Blue Water is Calling! Your Perfect Getaway Awaits. Experience the beauty of the Caribbean right here in the Heart of Marathon!…
Castaway- Marathon
5 Guests | 2 Bedrooms | 2 Bathrooms
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Your Oceanfront Escape: Welcome to Castaway, a beautifully remodeled 2-bedroom, 2-bath waterfront retreat with stunning ocean views in the heart of Marathon…
Clocked Out- Marathon
6 Guests | 2 Bedrooms | 2.5 Bathrooms
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Experience the Keys with unparalleled sophistication! Introducing Clocked Out—a remarkable townhouse-style condo with breathtaking open water views…
La Pirata- Marathon
6 Guests | 3 Bedrooms | 2 Bathrooms
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A stunning canal-front getaway that was completely remodeled and featured on HGTV. Blending coastal charm with modern luxury with stylish furnishings…
Captain's Quarters- Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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This delightful home features an open-concept design encompassing the kitchen, living room, and dining area. Dockage 30ft boat…
Swept Away- Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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An exquisite and newly crafted luxury single-family residence boasting three bedrooms and two bathrooms. This captivating abode offers unparalleled vistas of open water…
Hooked on the Blue- Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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The ultimate Florida Keys escape at *Hooked on the Blue*—a breathtaking waterfront retreat with views of the Atlantic Ocean…
Paradise Pointe- Marathon
6 Guests | 2 Bedrooms | 2.5 Bathrooms
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Introducing Paradise Pointe ~ a contemporary condo that combines modern comfort with a coastal feel. Step onto the balcony to enjoy the refreshing breeze…
Tipsy Turtle- Marathon
10 Guests | 4 Bedrooms | 3 Bathrooms
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Sombrero Beach is right down the road from this beautiful and well maintained home in the Heart of Marathon. Located on a canal, it has a private pool with a dock…
Loggerhead Lodge- Marathon
12 Guests | 5 Bedrooms | 5 Bathrooms
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This stunning retreat is a renovated 4-bedroom main house, complemented by an additional 1-bedroom guest house…
Mockingbird Cove- Marathon
12 Guests | 5 Bedrooms | 5 Bathrooms
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A stunning luxury waterfront retreat, where breathtaking sunsets and effortless island living await. An unforgettable vacation experience…
Dolphin Oasis- Marathon
12 Guests | 5 Bedrooms | 3 Bathrooms
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Dolphin Oasis is synonymous with your Tropical Oasis in the Florida Keys – Comfortably Sleeps 12 | Heated Pool | Hot Tub | Private Sandy areas off the 90’ Dock…
OI Fishing Village Getaway- Marathon
4 Guests | 1 Bedrooms | 1 Bathrooms
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Beautiful brand new condo in the heart of Marathon. Perfect accommodations for a couple with 1 sofa bed for guests…
Primiceria On Sombrero- Marathon
10 Guests | 4 Bedrooms | 3 Bathrooms
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This stunning 4-bedroom, 3-bath retreat combines luxury, relaxation, and adventure in the heart of the Florida Keys…
Rx: Paradise- Marathon
4 Guests | 2 Bedrooms | 2.5 Bathrooms
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Indulge in the mesmerizing beauty of colorful sunsets during your vacation in this recently renovated property! Unwind on the expansive deck with a refreshing tropical drink…
Sundance- Marathon
10 Guests | 4 Bedrooms | 3.5 Bathrooms
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Sundance is located just steps from Sombrero Beach and offers ocean views, a deep-water dock with Atlantic boating access, and two levels of living space…
Hidden Paradise- Marathon
8 Guests | 3 Bedrooms | 3 Bathrooms
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Discover comfort and ample space in this three-bedroom waterfront oasis, a perfect single family abode that boasts an expansive open water vista of the Gulf…
R&K's Marathon Paradise w/Cabana Club
5 Guests | 2 Bedrooms | 2 Bathrooms
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*R & K’s Marathon Paradise* The perfect home for your Florida Keys vacation! Nestled on the widest and deepest canal in Marathon…
Starfish Isle- Marathon
12 Guests | 5 Bedrooms | 5 Bathrooms
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Welcome to your dream vacation retreat! This three-level, 5-bedroom, 5-bathroom home is a luxurious haven designed to provide unforgettable experiences…
Fishing Till Sunset- Marathon
4 Guests | 1 Bedrooms | 1 Bathrooms
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Located on Coco Plum. Shared Pool and private dock. Adorable one bedroom condo is a great respit for the vacationing couple…
Vaca Vista 3- Marathon
8 Guests | 3 Bedrooms | 3 Bathrooms
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Vaca Vista 3 offers the perfect blend of luxury, comfort, and adventure. This stunning duplex rental home is a boater’s paradise, boasting direct ocean access through Vaca Cut…
Oceans 11.3- Marathon
10 Guests | 4 Bedrooms | 3 Bathrooms
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Oceanfront White Sand Beach Home with a dock for your boat and Ocean views from practically every room. Your Florida Keys Vacation Dreams are here!…
Sunrise Paradise- Marathon
10 Guests | 4 Bedrooms | 4 Bathrooms
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Upscale, top-of-the-line Paradise! This stunning property features elegant furnishings, a large outdoor entertaining space and more. This house has spared no expense!..
Palm Point- Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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A breathtaking single-family residence located in Marathon on the gulf side of town. Open water views, this property boasts a newly constructed concrete pool…
Morton Manor Estate- Marathon
24 Guests | 9 Bedrooms | 7.5 Bathrooms
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Experience the perfect blend of luxury, comfort, and privacy at this stunning estate. Featuring a main house, 2 bungalows, private pool…
Paradise House- Marathon
10 Guests | 4 Bedrooms | 2.5 Bathrooms
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Escape to paradise with this stunning waterfront rental property, where relaxation and adventure meet! Breathtaking views and easy access to the water…
Salt Life- Marathon
4 Guests | 2 Bedrooms | 2 Bathrooms
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A beautiful beachfront condo offering stunning ocean views and all the comforts of home. This retreat is perfect all looking to enjoy a relaxed Florida Keys lifestyle…
Sea Forever at Vaca Cove- Marathon
8 Guests | 4 Bedrooms | 3 Bathrooms
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This rental offers beautiful Bonefish Bay views and private boat access. This home features a spacious balcony with open water views…
Seven Palms- Marathon
10 Guests | 4 Bedrooms | 3 Bathrooms
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A newly built oceanfront retreat in the heart of the Floriday Keys- just 100 yards from open water. This getaway offers the perfect blend of luxury, relaxation, and adventure…
Sombrero Beach Sands
12 Guests | 5 Bedrooms | 4 Bathrooms
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Your ultimate slice of paradise in the heart of the Florida Keys. This beautifully appointed home offers 2,656 square feet of thoughtfully designed living space…
Little Key Lime- Marathon
4 Guests | 2 Bedrooms | 1 Bathrooms
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One of the original conch homes in the heart of The Florida Keys. Nestled in the iconic fishing village of Little Venice, this home sits on a wide and deep flow-through canal with 52’ dockage…
Sombrero Sunrise
12 Guests | 5 Bedrooms | 5 Bathrooms
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Recently renovated from top to bottom. Every detail of this home has been thoughtfully redesigned to offer modern comfort, coastal style, and effortless indoor-outdoor living…
Sunset Bliss- Marathon
6 Guests | 2 Bedrooms | 1 Bathrooms
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Stunning condo offering open-water views of Boot Key Harbor. This peaceful retreat is ideal for guests looking to unwind and soak in the beauty of the Florida Keys…
Sunset Point- Marathon
12 Guests | 5 Bedrooms | 4 Bathrooms
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A luxurious waterfront home located in the prestigious Coco Plum neighborhood. This stunning property offers 180-degree water views and 55 feet of dockage…
Sunset Reef- Marathon
6 Guests | 2 Bedrooms | 2 Bathrooms
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Welcome to your perfect Florida Keys escape! This bright and breezy home offers laid-back island living with the bonus of a private pool, game room, and dock…
Sunshine Hideaway- Marathon
8 Guests | 3 Bedrooms | 2 Bathrooms
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A serene atmosphere complimented by a private pool, spacious screened-in porch, and inviting indoor-outdoor living spaces…
