Florida Keys, Florida


Properties Available 373 properties available
At this lovely, canal front home, its all about fun on and in the water as well as indoors on rainy days! Head out from the private dock in your own boat or in one of the provided kayaks including a double kayak with raised seats and builtin rod holders in minutes, you can be exploring the nearby mangroves or fishing in the Gulf or the ocean. And
Parrot Veranda (248130)
Marathon, FL
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Get used to that incomparable life on the water when you stay at this oceanfront getaway on the canal! This beautiful Big Pine stilt house is ideal for families or snowbirds looking to make the most of the Sunshine States signature weather. Breathe in the fresh sea air while you admire the stunning water view from the comfortable shade of the pri
The Treasure Trove (293005)
Big Pine Key, FL
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Set up in a prime location on Duval Street, this colorfully decorated home and guest house! is spacious enough for an entire group to enjoy a retreat near the southernmost point of the United States. The shared pool is definitely something everyone can partake in. Relax on the deck or the patio with a refreshing beverage. The guest house provides e
Point Break (254009)
Key West, FL
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Experience the best of Key Wests historic district from the comfort of this condo! An upstairs balcony gives you a birds eye view of the town, and youll be steps away from shopping, dining, and the beach. Guests staying at this suite will experience historic Duval Street up close, from fine dining like Martins a few blocks up to sweet treats from
Kingfish Keep On Duval (245725)
Key West, FL
House Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
** 7-NIGHT MINIMUM STAY PER THE CITY OF MARATHON ** THE RESORT Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched property featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing
Marlin Bay Resort & Marina - Residence #3827 (240832)
Marathon, FL
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Located on the quieter end of iconic Duval Street, this twobedroom hideaway leaves you just steps from all the best of Key West, from bars and dining to beaches and historical sites. This breezy splitlevel condo comes fully updated and equipped for modern coastal comfort with onsite features including a sparkling outdoor pool and picnic pavilion. G
Duval Square Dreamin R12 (290991)
Key West, FL
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Find tropical ease and comfort at this twobedroom Key West condo, where youll enjoy a private garden patio, a community pool and terrace, and a perfectly walkable location in one of the most desirable downtown neighborhoods. Youll find this condo in the Truman Annex neighborhood, where families, groups of friends, and beachgoers of all ages can fe
Salty Air Retreat (284280)
Key West, FL
House
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Perched across the lane from a white sand beach and abutting the canal, this doublewaterside home is a tropical paradise. Your renovated retreat features coastalchic interiors and large picture windows that face the ocean. With lovely views and direct canal access, your home has all the bells and whistles for a dream vacation. Highlights include a
Sun-kissed Bliss (259368)
Islamorada, FL
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Experience the Florida Keys like never before with this welcoming Marathon condo. This condo for four puts you a quick drive from Marathons most exciting sights, including the Air Museum, the Florida Keys Aquarium Encounters, and fishing and kayaking at Oceanfront Park. Closer to home, youll find the courts of Wonderlin Tennis, the soft sands of S
Sombrero Siesta (245052)
Marathon, FL
House
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Get away from the stress of the daily grind with a trip to this contemporary Key West home. Offering street parking, access to a shared pool, room for up to four guests, and a charming islandthemed ambiance, this home will make it easy to slip into vacation mode. The family dog is also welcome to join you here for an additional nightly fee. Set in
Tropical Village Retreat (243539)
Key West, FL
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Sunshine comes easy in Key West, and you can enjoy it all here. Built in 1945, this beautiful home has been restored to perfection with amenities galore for modern guests to enjoy. Central air conditioning pairs perfectly with the homes high ceilings, creating a sunny atmosphere that perfectly encapsulates Key West. Ceiling fans keep each bedroom a
Casa Eloise (267353)
Key West, FL
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Nautical decor and a sunsoaked deck set this home apart as a lovely spot to relax. Take in a partial ocean view with a drink in your hand, or recline inside in central air conditioning. If youre just returning from the beach, feel free to set your swimsuits in the private washerdryer. The semiopen kitchen features a breakfast that seats two guests
Grey Sailboat (267256)
Marathon, FL
House
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests

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