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Florida Keys House Rentals

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    1 / 33
    5 of 5 bubbles (20) Excellent
    Key Colony Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 22
    4.5 of 5 bubbles (3) Very good
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 8
    Big Pine Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 11
    Key Largo
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    About this property
    This luxurious home away from home has everything you will need to feel comfort and luxury. From the large flat screen TVs in every room, to the Tempur-Pedic mattresses; to the gourmet kitchen featuring all Thermador appliances, to the large outdoor screened-in patio. Every amenity has been truly... View all property information
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    Key Largo, Florida Keys 33037
    1 / 7
    Marathon Shores
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Beautiful 6 bdrm 5 bath custom home. too many amenity's to list-- 45 ft of dockage, in-ground swimming pool, 9' fish table, bikes, kayaks, 4 tvs, 2 vhs/dvd players and video library, widows walk ,and private large yard with plenty of secured trailer parking . This home is in a Great area and at... View all property information
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    Marathon Shores, Marathon 33050
    1 / 25
    3 of 5 bubbles (2) Average
    Islamorada
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Beautiful four bedroom, Ocean Front home with private beach in sunny Islamorada (near Key Largo, on mile marker 74). Welcome to our little slice of paradise in the Florida Keys! Come and relax at our beautiful ocean front home with breathtaking, panoramic views of the Atlantic ocean. This spit... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 12
    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This is a spacious, open floor plan, Three bedrooms, Two Bathrooms, 6 people accomodation, brightly painted colors, beautifully furnished. Relax in the upper covered porch or down below to the open and spacious patio leading to the pool. Outdoor Tiki shower hut. The grounds are landscaped with an... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    1 / 18
    4.5 of 5 bubbles (10) Very good
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Relax in paradise amongst all the comforts of home in the Sailor House. Just a half a block off the world famous Duval Street, the Sailor House offers the ultimate in privacy and luxurious island living. Families and couples traveling together rave about their tropical “home away from home.” Its... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 19
    Tavernier
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Water front Boat slip for 20-22 foot Jacuzzi Tiki hut Pool table inside Close to pennecamp park , winndixie , restaurants , all water sport activities and rentals . Good weather year round . Enjoy beaches , fishing access to ocean and bayside . Restaurants accessible via bay and Oceanside .... View all property information
    Location Information
    Tavernier, Key Largo 33037
    1 / 5
    Marathon Shores
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Tarpon House is a spacious, stylish, colorful, beachy, updated home an almost an acre of land in the heart of Marathon, Florida Keys. It features 4 bedrooms with king size beds and 32" flat screen TVs. The living room has a 60" flat screen with cable. There is WiFi at the home as well. A... View all property information
    Location Information
    Marathon Shores, Marathon 33050
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    1 / 26
    Key West
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    28 DAY MINIMUM RENTAL This stately home, located in the center of historic downtown Key West, offers up a perfect combination of location, charm, space and privacy. The entrance hallway and staircase are bright and airy, decorated in cool blue tones and exposed Dade county pine. The downstairs... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 28
    5 of 5 bubbles (1) Excellent
    Marathon
    3 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    • x
    About this property
    Get your friends and family together and retreat to the beautiful island community of Marathon, Florida! What better way to discover the Florida Keys than a stay at this inviting Marathon vacation rental home, ideally situated in a quiet neighborhood along the waterfront. With 3 bedrooms, 2... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 26
    Tavernier
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This lovely 1 Bedroom 1 Bath Condo is only about an hour and fifteen minute drive from Miami International Airport and about 90 minutes from Ft. Lauderdale in the Village of Islamorada, the 'Fishing Capital of the World.' The unit offers sea breezes and ocean views. Seagulls condo offers a... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 13
    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Casa Turquesa is the jewel of Summerland Key. Located directly on the beautiful crystal blue keys waters with deep water boat access for the avid angler and plenty of dockage for all the water toys. This stylish home is outfitted in Florida tropical style with cool and comfortable leather in the... View all property information
    Location Information
    Summerland Key, Lower Keys 33042
    1 / 20
    Ramrod Key
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Jamaica Point is your perfect paradise get a way in the Keys. Very private location with water on 3 sides. Spectacular open water views of Sugarloaf Sound. Gated entry adds to the privacy with a large heated pool area and Tiki hut. The main house has 3 bedrooms and 2 bath upstairs with additional... View all property information
    Location Information
    Ramrod Key, Florida Keys 33042
    1 / 29
    5 of 5 bubbles (24) Excellent
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    House, 2 Bedrooms + Convertible Bed(s), 2.5 Baths (Sleeps 5) Islamorada home set in OceanFront gated community with swimming pool and private boat dock This charming home has 2 Bedrooms, 2.5 Bathrooms, A/C, Granite work tops, modern stainless steel appliances. Open porches and balconies, rich... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 34
    Marathon Shores
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Charming two bedroom Keys Cottage. This single family, 2 bedroom 2 bath home is the perfect retreat to spend your vacation! This home has been completely updated and offers a beautiful eat in kitchen with open floor plan. The master bedroom offers a King size bed with private bathroom. The guest... View all property information
    Location Information
    Marathon Shores, Marathon 33050
    1 / 18
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This property can only be rented by the month. This estate has it all waterfront, luxury,pool,jacuzzi and dockage for your boat with over 3,800 sf of living space and 13,600 square feet of lush landscaped grounds. This private residence gives you the space and comfort one needs to relax and... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 16
    Big Pine Key
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    A get away to "Our Island Thing" will be unforgettable vacation for everyone. Huge 1,900 square-foot house with lots of room for the whole family and kids. Four bedrooms and two bathrooms, this two level concrete home is roomy and airy. The second floor has a huge kitchen, living and dining area,... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    1 / 29
    5 of 5 bubbles (3) Excellent
    Islamorada
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    ***7 day minimum rental - notwithstanding anything in the rates page the MINIMUM rental is 7 days ****This custom built 5 bedroom house has been immaculately taken care of and has a proper size elevator and is fully wheel chair accessible. Enjoy your stay in Sereni-key looking out to an endless... View all property information
    Location Information
    Islamorada, Florida Keys 33036
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    1 / 27
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    Beautifully Decorated, Fully Furnish and Equipped Vacation Pool Home, Located in a Quiet and Safe Residential Area in Islamorada, Florida Keys. It consists of Two Levels, Each Separate Level Has 3 Bedrooms/2 Bathrooms. Offering Modern Granite Counter Tops and Stainless Steel Appliances. Plush... View all property information
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    Islamorada, Florida Keys 33070
    1 / 29
    Marathon
    7 Bedrooms, 9 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Brand New House in the Heart of the Florida Keys. Enjoy Paradise in this modern house that has every ones need in mind. 7 Room with 8.5 Bathrooms, fully equipped kitchen, Jacuzzi, pool, dockage for boats and more more much! The space Total of 7 Room with: 3 King beds 2 Queen beds 1 Full bed 2... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 27
    4.5 of 5 bubbles (14) Very good
    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Enjoy your Own Private Secluded Retreat, Lookout Point....One Bedroom, 40ft. Park Trailer, W/ Three Pull-Outs, One Full Bath W/Additional Convertible Beds. Ocean Wide-Open Views, Key Largo, Florida LOOKOUT POINT is a One (1) Bedroom Convertible to two (2) Bedrooms, 40 FT. Park... View all property information
    Location Information
    Key Largo, Florida Keys 33037
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    Key Largo
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Our property, private deep water canal dockage. This beautifully decorated home also offer two Association parks with beaches, pavilions and two private boat ramps. Shopping and fine dining nearby. Easy ocean and back country fishing from our back yard. Key west is a short scenic hour and half... View all property information
    Location Information
    Key Largo, Florida Keys 33037
    1 / 23
    4 of 5 bubbles (3) Very good
    Key West
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    OVERVIEW The Main House is a (2) story 100+ year old, recently completely renovated Conch house. The design of this property lends itself perfectly to small gatherings of families and friends. The house can comfortably accommodate a maximum of ten (10) guests - (1) queen bed, (1) full bed, (1)... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 24
    5 of 5 bubbles (1) Excellent
    Key West
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Beginning June 1st until October 1st, the cost to stay in the Turtle House for any period of time from 1-30 nights, is $5,500. The nightly rate posted on on this site assumes a thirty night rental term, in accordance with the Key West Rental Ordinance. OVERVIEW The Turtle House is a 100+ year... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 13
    Marathon Shores
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    AMAZING VIEWS Luxurious Duplex This upper level duplex is the perfect home for a vacation getaway. As you walk into this home you will notice the living area that contains a large sleeper sofa and flat screen T.V. As you veer left, you will have entered the fully equipped and updated kitchen... View all property information
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    Marathon Shores, Marathon 33050
    1 / 27
    Long Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Slip into the beach lifestyle and leave the daily grind behind when you book your stay at this oceanfront Layton cottage. With a dock, expansive deck, and a stunning beach location, you may never want to leave. With historic roots as the home to the 1900's author, Zane Grey, and easy access to a... View all property information
    Location Information
    Long Key, Florida Keys 33001
    1 / 42
    4.5 of 5 bubbles (3) Very good
    Marathon
    8 Bedrooms, 6 Bathrooms, Sleeps 20 | Quick View
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    WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This rental offers a great option for multi-family vacationing by providing two 4-bedroom homes side-by-side. This gives you 2 kitchens, 2 pools, 2 deep water docks, 2 gas grills, parking for 6 vehicles and 6 kayaks! These properties are non-smoking... View all property information
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    Marathon, Florida Keys 33050
    1 / 23
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Minimum Rental: 28 Days "Beba's Reef House" will capture your imagination the moment you enter the home and rise to the main living level through the reef painted on the walls of the stair well and the photos of fish captured by the owner during numerous dives here in the Keys. This is a... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 26
    5 of 5 bubbles (12) Excellent
    Marathon
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Relax and enjoy your vacation with a specatacular waterfront view - look out over a crystal clear lagoon out onto the Gulf of Mexico. This full duplex Waterfront Home with 75' of deepwater dockage, 4 Bedrooms and 4 Baths is great for large groups looking for a quiet place to relax, fish, kayak and... View all property information
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    Marathon, Florida Keys 33050
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    Islamorada
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Beautiful 3 bedroom 2.5 bath luxury condo at MM 74.5 Complex comes complete with two tennis courts, weight room, pool, dockage, fish cleaning station, and free Wi-Fi at community clubhouse (this unit does not have Wi-Fi inside the condo) . The condo boasts some amazing views of the Clear Blue... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 17
    Islamorada
    5 Bedrooms, 6 Bathrooms, Sleeps 18 | Quick View
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    Located just off US-1 behind a gated fence awaits a Fantastic Keys Getaway. Little Bay is a private compound situated on a beautiful 1-acre piece of paradise on the Florida Bay. The property has a total of three separate rental units, accommodating a total of 18 people. The Upper Duplex & The... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 23
    5 of 5 bubbles (6) Excellent
    Key Colony Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    PLEASE DISREGARD INFO REGARDING DEPOSITS AND BOOKING AND "POLICIES" OTHER THAN IN THE RATE AREA OF THIS WEBSITE. Our home is located in Key Colony Beach which is a small community near Marathon with protected walking paths, a 9 hole golf course, tennis & pickleball courts and it's own beach park... View all property information
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    Key Colony Beach, Florida Keys 33051
    1 / 19
    Cudjoe Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Lafitte Landing is the perfect destination for your Florida Keys vacation. Very nicely appointed 2 bedroom, 2 bathroom canal front home is very comfortable and spacious. This home offers a living-dining-kitchen great room floor plan with comfortable seating and a flat screen TV. Double sliding... View all property information
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    Cudjoe Key, Florida Keys
    1 / 15
    Marathon
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Magnificent Gulf Front Pool Home Offers the Perfect Location for beautiful sunsets! Amenities include 3 Bedrooms, 2.5 Bathrooms, Sparkling Fresh Water Pool, Panoramic views of the Gulf of Mexico, Deep Water Dockage and Carport for Parking. Home is situated right on the Vaca Cut offering ideal... View all property information
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    Marathon, Florida Keys 33050
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    Little Torch Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Set sail for a glorious Florida Keys vacation at the Blue Marlin. Spacious and comfortable for 6 people in this 3 bedroom, 2 bath, Little Torch Key home. Located down a private lane and overlooking the crystal blue waters of Pine Channel, gulf side. All the rooms are spacious and decorated in... View all property information
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    Little Torch Key, Florida Keys
    1 / 12
    Summerland Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Just imagine...Balmy southeast winds are blowing with a perfect Florida Keys sunset right in front of you, while relaxing in your comfy lawn chair with a frozen margarita. This could be you if you choose Ocean Breeze for your next Florida Keys adventure. Located on Summerland Key directly on the... View all property information
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    Summerland Key, Lower Keys 33042
    1 / 23
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This 2Bed/2Bath stilt home is located at mile marker 89 at the very end of Indian Waterways subdivision. Located on a canal with approximately 30' of dockage, you'll have almost immediate access to the Florida Bay and just a 7 minute boat ride to Tavernier Creek, which takes right over to the... View all property information
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    Tavernier, Key Largo 33036
    1 / 18
    Little Torch Key
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Let’s go Fishing!!! The Yellow Fin is the perfect starting point for a day of fun and sun in the beautiful Florida Keys. The large kitchen offers all the things needed for fun dinners and cocktail time. There is a separate dining room and a large, spacious bedrooms for everyone to enjoy. The... View all property information
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    Little Torch Key, Florida Keys
    1 / 26
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    For a fun-filled fishing getaway and other high seas adventures, this two-bedroom Marathon condo can't be beat! Drive a boat out from its dock, store your fresh catch in its bait freezer, and spend glorious days under the sun with your group of up to five guests and two dogs. Residing on a canal,... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 24
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    This magnificent home with direct ocean views from the master bedroom, living room and balconies is located in Islamorada at Mile Marker 85 in the exclusive gated community of Angler's Reef. Lie in bed and view the Ocean! Home also overlooks the community pool. Anglers Reef is a quiet oceanfront... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 24
    4 of 5 bubbles (1) Very good
    Key Largo
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Private, immaculately maintained 3 Bedroom 2 bath Waterfront Home. Enjoy the 14' x 20' Tiki Hut overlooking 2 canals, mature tropical landscaping, and nature. Enjoy a 42'' Flat Screen TV, Cable, DVD, Stereo/CD player, IPOD Docking, WIFI, and 2 ceiling fans. The ultimate family and couples vacation... View all property information
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    Key Largo, Florida Keys 33037
    1 / 13
    Key West
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Our beautiful Key West home is located in the quiet charming neighborhood called the Meadows. We are within walking distance to most of the activities offered in historic Key West. There are fabulous restaurants, beaches and water sports only minutes away. The famous Hemingway House and the Truman... View all property information
    Location Information
    Key West, Florida Keys 33040
    1 / 21
    Tavernier
    1 Bedroom, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    In the heart of it all, Plantation Key is the most convenient of all the Keys. We are near a supermarkets, a pharmacy, and a hospital. There are also plenty of restaurants and a movie theater. The neighborhood offers a boat ramp directly on the bay. Ocean access is a short ride through Snake or... View all property information
    Location Information
    Tavernier, Key Largo 33070
    1 / 33
    Key West
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2017 Historic Preservation Award Winner! This licensed vacation home was recently featured on Key West's historic home tour and is available to rent monthly. We recently completed a massive 6-month remodel, making this one of the more spectacular vacation homes you'll find for rent in Old Town. In... View all property information
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    Key West, Florida Keys 33040
    1 / 27
    Big Pine Key
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Truly remarkable Big Pine Key vacation home. Rare Duplex on over an acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys. Fully fenced for privacy and lots of yard space for everyone to enjoy... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 15
    Cudjoe Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Come enjoy the best the Florida Keys has to offer, with this lovely 3 bedroom and 2 bathroom canal front home on Cudjoe Key! This nautically decorated, comfortable home offers quick boating access to Cudjoe Bay from the 40’ dock and is fully equipped for the water enthusiast with provided kayaks... View all property information
    Location Information
    Cudjoe Key, Florida Keys 33042
    1 / 18
    4.5 of 5 bubbles (12) Very good
    Marathon
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Spend your Vacation right on the Ocean in this 2 bedroom 2 bath Ocean Cottage! We are ground level, located in Marathon in Little Venice, which has an authentic quaint fishing village feel. It's all about the Ocean over here! This home is a corner property with water on two sides, we have 180... View all property information
    Location Information
    Marathon, Florida Keys 33050
    1 / 15
    4.5 of 5 bubbles (40) Very good
    Key West
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Great, popular, quiet townhouse in the well-liked Duval Square complex in the heart of Old Town. One off-street parking space per unit. Easy walking distance to all downtown attractions. Bank, convenience store, health club, hair salon and fine restaurants in the complex. Families are... View all property information
    Location Information
    Key West, Florida Keys 33040