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About this property
Escape to paradise in the fabulous Florida Keys at Futura Yacht Club. This property is a private gated community with a 65 slip deep water marina. This tropical waterfront community offers world class fishing and diving, 2 lighted tennis courts, pickleball, heated pool, private beach, and dockage for ...
Property Type
Islamorada Condo
Featured review
Excellent stay. Owner is super nice and helpful. Great location, beautiful sunsets. Easy access to both the bay and the ocean. Place was very clean when we arrived. Would stay again.
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About this property
Sea Glass Dreams Welcome to Sea Glass Dreams, 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, Sea Glass ...
Property Type
Marathon House
Key Amenities
About this property
Tea Table Key Private Island Estate and Wedding Venue An extremely rare and stunning private island, accessible by car, Tea Table Key is a gated Caribbean Island located at Mile Marker 79.7 in Islamorada. Jutting into the blue-green waters of the Atlantic Ocean, Tea Table Key features a 2,000′ ...
Property Type
Islamorada House
Key Amenities
About this property
***We are taking the recommended steps as presented by the Center for Disease Control and Prevention (CDC) for cleaning, disinfecting, and preparing this home for your arrival. We are following the protocols laid out by the CDC and using the EPA-approved disinfectants for Hard (non-porous) Surfaces, Soft ...
Property Type
Cudjoe Key House
Key Amenities
About this property
Elegant Florida Keys direct ocean access and some open water views from the dock and balcony. This property is single family elevated home. All rooms and bathrooms are upstairs. 40 foot dock with 4 cleats. Large driveway, parking for at least 6 cars, trailer and RV. 75' of waterfront with wood dock. ...
Property Type
Marathon House
Featured review
Can’t say enough about Maria and Daniel the owners. They catered to us from first contact. The place was spotless and the home is even nicer than the pictures. It was a short visit for my wife and I, ...
Distance to beach: 0.5 miles to ANNE'S BEACH
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About this property
Located in the desirable Islamorada which is know as the “Sportfishing Capital of the World” and where you will find the most beautiful crystal clear waters. The house is just minutes from Channel 5 and Channel 2 which give you quick access to the best ocean and backcountry fishing. You are ...
Property Type
Islamorada House
Key Amenities
About this property
Quiet, secluded townhouse that has amazing views of the tropical surroundings. The unit has two levels, so that no one is living above or below you. The two spacious wrap around decks reveal the Canal feeding in from the Gulf of Mexico and the heated swimming pool. There is a large 10 slip Gulfpointe ...
Property Type
Marathon Townhome
Key Amenities
About this property
Escape to paradise and experience the ultimate vacation getaway at our stunning 4-bedroom, 3-bathroom canal home in the heart of Islamorada. Nestled along the crystal-clear waters of the Florida Keys, this exceptional rental offers a perfect blend of comfort, convenience, and natural beauty. Key Features: Spacious ...
Property Type
Islamorada House
Key Amenities
About this property
Picture spending your vacation in this gorgeous, custom-built modern pool home, this is the place where you will make memories that will last a lifetime! Only an hours’ drive south of the continental United States you will find Marathon, in the Florida Keys, an island a world apart from the ...
Property Type
Marathon House
Key Amenities
About this property
House - 2 Bedrooms, 2 Bathrooms, Sleeps 4. Come enjoy our hidden retreat in upscale Cudjoe Gardens. This home is conveniently located only blocks away from Cudjoe Gardens Marina. This single level home is situated on a crystal clear flow through deep water canal. The home features an in ground private ...
Property Type
Cudjoe Key House
Featured review
We absolutely loved this home! We've been traveling to the Keys for 15 years and this is one of our favorites. A quiet neighborhood which is fantastic. Fred is excellent with communication.
Key Amenities
About this property
This vacation home has a spectacular view over Cudjoe Bay to the Atlantic from the upper deck, and from the seats in the heated private pool. Kayaks included in the rental. Home has 4 bedrooms and 2 bathrooms. Property has water access/dock for a small boat, and options to dock a larger or multiple boats ...
Property Type
Cudjoe Key House
$230
avg/night
Key Amenities
About this property
Overlooking the Historic Key West Bight Seaport, this large 1/1 with King sized bed features a fully equipped kitchen, renovated bathroom, front loading washer/dryer, 4K smart TV, new split unit AC, high speed internet, right in the middle of it all! Steps from the water, just 3 blocks from Duval street, ...
Property Type
Key West Apartment
Featured review
We have stayed with this host numerous times and can not say enough about them as well as this particular space and location. If you are looking for a true taste of Key West look no further. This building ...
Key Amenities
About this property
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. Through the entry, you will find the ...
Property Type
Marathon House
Key Amenities
About this property
Location Location Location! Welcome to our very special community Summerland Key. Summerland Key is one of the best fishing locations as well as being 25 minutes to the heart of Key West and 20 minutes to Marathon. Summerland is a quaint community of walkers, bicyclists and water enthusiasts… With ...
Property Type
Summerland Key House
Key Amenities
About this property
This charming, island style beach house on Lower Matecumbe Key is the perfect spot for your next Florida Keys vacation. This home can sleep up to 11 guests, with 4 bedrooms and 2 1/2 baths. The main living space features a fully equipped kitchen and an open floor plan with vaulted ceilings, tons of natural ...
Property Type
Islamorada House
Featured review
We loved Harbor Hideaway for our month long getaway to Islamorada. The home is beautiful with gorgeous sunset views and huge private balconies. The newly renovated bathrooms are fantastic! The outdoor ...
Key Amenities
About this property
Lower Matecumbe waterfront home, pet friendly for 1 dog. New concrete saltwater pool (heated/cooled) in 2022. New 20,000 Lb boat lift in 2022. New paint inside and out 2022. New furnishings in 2022. White Marlin Beach access and quick boat ride to Channel 2 or 5 bridge or to Robbies Marina. Plenty of ...
Property Type
Islamorada House
Featured review
We stayed here in the “Honu Hale” house in August 2024 during the Florida Lobster Season. The property is ideally laid out & set up for boaters, divers & fisherman. There’s plenty of dockage and a ...
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About this property
Amazing 3 bedroom, 2 bathroom single family home on 10th Street is Key Colony Beach! Stunning upgrades, open concept living with a split bedroom floor plan! Beautiful covered outdoor space with dining table and chairs, outdoor TV , outdoor shower and pool! Well-equipped kitchen with large island. Separate ...
Property Type
Key Colony Beach House
Key Amenities
About this property
Islamorada waterfront gem located on Sandy Cove Basin with total renovations completed in 2024. New pool and spa, new deep water dock. Three en suite king bedrooms. Nicely appointed kitchen. Private gated and fenced yard with ample parking.
Property Type
Islamorada House
Key Amenities
About this property
Forget your worries in this spacious and serene space. Enjoy all that Marathon has to offer in this perfect location within walking distance to Cocoplum beach. This spacious completely renovated 2 bedroom condo offers everything that you will need for your vacation rental. Offering a boat slip right outside ...
Property Type
Marathon Condo
Featured review
Fantastic condo in Marathon. Great location with its own community boat ramp, a dock right next to the condo, a pool, and a nice sandy beach a very short walk away. The best part was Katie Carillo the realtor ...
Key Amenities
About this property
Overlooking the Historic Key West Bight, this bright and clean studio features a fully equipped kitchen, renovated bathroom, front loading washer/dryer, 4K smart TV, and one of the best people watching front porches in Key West. Steps from the water, just 3 blocks from Duval street, and surrounded by ...
Property Type
Key West Studio
Featured review
We stayed at this property for 6 weeks. The location is awesome! It is steps away from the marina, a short walk to a small beach, and just several blocks from Duval Street. The location is also set in close ...
Key Amenities
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Paraíso Del Mar 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. Set amidst lush tropical ...
Property Type
Marathon House
Key Amenities
About this property
Escape to paradise at Anglers End Estate the ultimate vacation getaway with unobstructed open water views and an indoor heated pool. This stunning property boasts 5 bedrooms, 3 full bathrooms, and over 3600sq ft of living space, making it perfect for family and friend gatherings. Enjoy the amazing, landscaped ...
Property Type
Marathon Apartment
Distance to beach: 50 yards to One block from fantastic beach
Key Amenities
About this property
This one of a kind beautiful home was built in 1912 by one of the first cigar makers. It is listed on the National registry of historic homes and has been showcased in the Holiday Parade of Homes. The home was restored and expanded in 2002 Key West contractor Richard Manley with the highest level of ...
Property Type
Key West House
Key Amenities
About this property
Have a truly blissful vacation at this charming, Gulf Front home that sits on one acre of pristine property on exclusive Morton St. Enjoy the magnificent open Gulf views from nearly every room. This unique home is reminiscent of the way the Keys used to be…..charming! Perfect area for walking, ...
Property Type
Marathon House
Featured review
Had a great family week at this lovely home with pool, hot tub and tiki hut. The furniture was comfortable and the kitchen was great. We visited many of the local state parks and beaches, the restaurants ...
Key Amenities
About this property
Beautiful water-front home on a flow-through canal. Minutes by boat to the Atlantic or Gulf for world-class fishing, diving, and other water sports. Twenty-five minutes by car to Key West or Marathon. Beautiful beaches at nearby Bahia Honda State Park. This home features 2 large bedrooms, 2 bathrooms, ...
Property Type
Little Torch Key House
Featured review
This property is amazing. The house was very clean, well stocked with paper products and cleaning supplies. The owners checked in with me several times to make sure there were no issues which there was ...
Key Amenities
About this property
Enjoy Beachfront Island Life from our condo right on the Atlantic Ocean. We are literally only 10-20’ from the water depending on the tide. Totally remodeled in 2022. All new kitchen with high end appliances. Beautiful master bath with large walk in shower for two. Huge wrap around ...
Property Type
Long Key Condo
Featured review
Clean and fully renovated with wraparound balconies overlooking the sandy beach and palm trees. Amazing sunrises and sunsets over the ocean. South and west facing windows. Great beach and communal pool. ...
Distance to beach: 15 miles to Bahia Honda
Key Amenities
About this property
This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. We are 80 feet the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on ...
Property Type
Cudjoe Key House
Featured review
Great location, views were gorgeous from our waterfront decks, 30 mins. to airport! Rental was clean, comfortable & well equipped with everything you need & then some. Home owners thought of everything ...
Key Amenities
About this property
This lovely waterfront home has it all. This fantastic community is one of the most unique places in the world. In minutes you can explore the beautiful back country or Ocean by kayak or boat. Marine Life sightings and fishing is the best in this area. You can lay back and relax, away from it all and ...
Property Type
Big Pine Key House
Distance to beach: 0.9 miles to Founders Park
Key Amenities
About this property
Oceanfront gated community. Offers pool overlooking the ocean, pier which you can fish off of, clubhouse, sauna, exercise room, and very clean bathrooms by the pool. 2 Bed, 2 Bath. Master bedroom offers queen bed, sitting room, coffee, 50 inch smart tv, storage, master bath separate toilet. 2nd Bedroom ...
Property Type
Islamorada Condo
Featured review
Sharon’s condo was absolutely gorgeous! It was super clean upon arrival and had everything we could have needed for our 3 month stay (linens, dishes, pots & pans, cleaning supplies, etc). The interior ...
$240
avg/night
Key Amenities
About this property
SNOWBIRDS PARADISE - THIS FABULOUS VACATION RENTAL home in Tavernier Florida is now available to enjoy starting 2024 Available Dates: November 1st - November 30th, 2024 ...
Property Type
Tavernier House
Featured review
We stayed in a newly renovated unit at Executive Bay Club in Islamorada, Florida, and the entire rental was seamless start to finish. We thoroughly enjoyed the facility, our unit, as well as all that the ...
Key Amenities
About this property
3 bedroom 3 bathroom home on canal with room for a 25' boat This home is having a pool installed and will be completed in the Fall of 2021 Master Bedroom: King bed with TV, private bath Guest Bedroom: Queen Bed with TV 3rd Bedroom: Queen bed , sleeper sofa, Tv mini kitchen Hall ...
Property Type
Little Torch Key House
Key Amenities
About this property
THE MAD MAHI is a beautiful water-front 1 bedroom / 1 bathroom condo with a full kitchen, private balcony, pool, Tiki Bar, restaurant, boat ramp, trailer parking and boat slips on site! It is located in the heart of Marathon close to everything. Sombrero Beach, Docksides Bar & Grill, Publix, Walgreens ...
Property Type
Marathon Condo
Key Amenities
About this property
Beautiful Ocean Front Home with six bedroom/Four bath. New memory foam mattresses in King and Queen rooms. Enjoy the heated pool, dock and beach. Located on Cudjoe Bay with panoramic view of the Atlantic and deep water swimming. Kayaks are provided for your enjoyment. There is a huge screened in porch ...
Property Type
Summerland Key House
Distance to beach: 1 miles to Anne's Beach
Key Amenities
About this property
Secluded Waterfront Apartment with Tiki hut, dock, King bed, 1 Bath, Sleeps 2. Please contact us for all of our rates for different length of stays! For shorter stays, make sure you have a minimum of 28 days entered in your contact form! We do not use the rate feature or the calendar feature on this ...
Property Type
Islamorada Apartment
Featured review
We stayed two weeks in the beautiful apartment and it was the best vacation ever! Chris is a wonderful host, very friendly and a wealth of information about the area! We will be back next year!
Key Amenities
About this property
Private home located in New Town available for 28 day minimum rental. Beautifully landscaped yard with secure private back yard and pool. The home features a kitchen with all appliances and granite counter top. The master suite opens onto the pool deck and is furnished with a king size bed and walk-in ...
Property Type
Key West House
Featured review
We stayed a month in December(2022),had everything we needed,close to shopping,sightseeing, nightlife,beaches and airport. House is completely furnished and nothing is lacking.Pool was heated and had all ...
Key Amenities
About this property
Short Description Community amenities: heated pool, boat dock, BBQ Walk to shops, grocery store, parks, restaurants ️ All bedrooms feature ensuite bathroom Dog friendly 24/7 Guest support team Isla Acai (Villa #8) is part of Little Basin Villas upscale community of nine luxury vacation ...
Property Type
Islamorada Villa
Key Amenities
About this property
Villa Franchella NEW TO MARKET!! - Escape to paradise and experience the epitome of luxury living in this breathtaking 4-bedroom, 3-bathroom waterfront home in Marathon, FL. Located just minutes from the Gulf of Mexico with easy access from the 45' of available dockage, this newly renovated sanctuary ...
Property Type
Marathon House
Key Amenities
About this property
Welcome to Reel Therapy, a beautifully updated three-bedroom, three-bathroom ground-level half duplex located on the tranquil side of 9th Street. The spacious bedrooms include a master suite with a king-size bed, a queen bed in the second bedroom, and two doubles in the third bedroom. Entertainment is ...
Property Type
Key Colony Beach House
Key Amenities
About this property
Seaside Serenity Welcome to your exclusive luxury retreat in Marathon, Florida. Seaside Serenity is a brand-new, 4-bedroom 4.5-bathroom, 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, ...
Property Type
Marathon House
Distance to beach: 15 miles to Bahia Honda
Key Amenities
About this property
This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. We are 80 feet the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on ...
Property Type
Cudjoe Key House
Featured review
Susan & Jennifer are great to deal with, this was our 3rd trip to the property, and we can't wait to go back!!
Key Amenities
About this property
Our Cancellation policy is: Cancellation: If you cancel your reservation in writing 90 days or more before your arrival, you will receive a full refund, less a cancellation fee of $25.00 and Administrative fee. If you cancel less than 90 days before arrival, your payment and any prepaid rent will be ...
Property Type
Cudjoe Key House
Featured review
This property was perfectly located on a quiet street! Great for large family vacation! Loved the views . Only wish is they had a large boat dock for a larger boat ! It’s a must see!
Key Amenities
About this property
Key Lime Sunrise Watch the sunrise & feel the tropical breezes while sipping your coffee from the comfort of the upstairs screened terrace of this lovely and neatly maintained two bedroom two & a half bath home situated on Sombrero Beach Road. This charming getaway is within walking/biking distance ...
Property Type
Marathon House
Featured review
171 10th St. The duplex was very neat. We loved the screened in back porch (had to keep the fans going because of the heat). The pool chairs lacked comfort but we had seen that in the pictures and brought ...
Key Amenities
About this property
Lovely and spacious 3 bedroom, 2.5 bath half duplex on Key Colony Beach. Very spacious townhouse style on the shady side of 9th St. All tile floors downstairs, with an open concept, large well equipped kitchen with a nice size bar that seats 5, along with a separate dining table. There is an adjacent ...
Property Type
Key Colony Beach House
Featured review
We have been staying in Key Colony for many vacations. Each time we have stayed in a different house, reason being that I usually wait too long to make reservations. This house definitely was by far the ...
Key Amenities
About this property
2/2.5 Condo Unit, Direct Gulffront views - Wrap-around balconies Osprey Point at Gulfpointe II is a wonderful vacation property that boasts 180-degree views of the Gulf of Mexico and Vaca Cut, an inlet that joins the Gulf of Mexico and the Atlantic Ocean as well as a view down the boat/fishing dock. ...
Property Type
Marathon Condo
$360
avg/night
Key Amenities
About this property
Hello@ theegrethouse DotCom Stay where the palm trees meet the ocean. The Egret House is a quaint and charming home nestled in the lower Florida Keys. This spectacular home is in the perfect location in the highly desirable side of the island. Cozy 2 bed, 1 bath property with open water access. ...
Property Type
Big Pine Key House
Key Amenities
About this property
This 4 bed 3 bath home with spectacular ocean views is the perfect spot for your vacation. 1 King and 3 queen beds. There are 2 kayaks provided for your enjoyment. You may bring up to a 25' boat and dock at the seawall. The kitchen is fully stocked with all the essentials. Linens, towels and ...
Property Type
Key West House
Key Amenities
About this property
A beautiful historic cottage, in the complex of Sirena Blue=Blue Mermaid, located in a great area of old town Key West, within walking distance of Duval St. and beaches, available to rent for short term. Recently fully remodeled May of 2023. High end furnishings. 2 bedrooms or an office and bedroom, ...
Property Type
Key West Cottage
Key Amenities
About this property
Lovely home with lots of glass windows looking towards the ocean. 50 ' of dockage with instant ocean access. 12 Therapy jets in the 14 X 30 pool that ranges from 3' to 5' in depth. The pool overlooks the canal and the ocean. Pool heat is add'l if paid in advance, $200 or $250 on arrival. Three ...
Property Type
Marathon House
Distance to beach: 3 miles to Sombrero Beach
Key Amenities
About this property
Start planning your perfect escape to the Florida Keys! Blue Ocean Bungalow is ideally located on a wide, deep-water canal with easy access to world-class fishing in the Atlantic and the Gulf. Enjoy all the amenities needed for a perfect island vacation: airy open living areas with canal views, cozy sunroom ...
Property Type
Marathon Bungalow
Featured review
Thank you . We had a great time..we fished, snorkeled and spent a wonderful time with family and friends.. we all highly recommend!!
Key Amenities
About this property
The Heart of Stone Is a canal and pool front elevated keys home with 2 bedroom and 3 bath with plenty living, lounging and entertaining areas. The home has been recently completely renovated and refinished. The home boulsters an open floor design with 2 balconies (canal/ocean/pool view) in both the ...
Property Type
Long Key Mobile Home
Featured review
Nicely appointed property within a gated mixed-use community- campers, trailers and single-family, one-flight-up homes like this one. This unit is right across from the pool and activity center so even ...
