Key West, Florida


Properties Available 151 properties available
Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. Enjoy this classic Key West cottage featuring a shared pool and a furnished patio, located within blocks of beaches, shops, restaurants, and museums! You can even bring the family dog. If youre here for
Conch Cottage (247026)
House Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Spend your vacation days snorkeling in the clear coastal waters and strolling the streets of downtown Key West when you stay at this threebedroom, twobathroom cottage, which also features a private hot tub and one reserved offstreet parking space. The family dog is also welcome to join you for an additional nightly fee. This cottages location is t
Amelia House (251524)
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Look no further than this homey suite for your next couples weekend! Take a dip in the propertys shared hot tubs, or simply enjoy the fresh air on the patio space outside your doorstep. Seagull Suite situates you walking distance from historic Duval Streets attractions, from dining like Blue Heaven to excellent shopping and nightlife. Youre a coup
Seagull Suite (250168)
House Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Find this vibrant hideaway centrally located just blocks from Duval St. and less than a mile to the beach. Luxuriate in the fenced backyard sanctuary, where youll find a screened and covered tenseater hot tub and lush green foliage. The fun continues with a private gas grill to help you sizzle up the perfect warmweather meal that you can enjoy whil
Tropic Dream (272658)
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. Small families and close groups of friends will love this dogfriendly home for four in Key West! A shared swimming pool and nearby beach access provide everything you need for a great vacation. Your new
The Headquarters (253057)
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Recline next to a shimmering pool, with a banana tree and avocado tree completing your view! This pleasant home is designed for guest comfort from top to bottom, with everything from central air conditioning to a private gas grill to help with vacation cookouts. The home is all one floor, so guests who have trouble with stairs dont need to worry. A
Flagler Station (258090)
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Unwind in the heart of Key Wests historic district with a dip in condos hot tub ! The back patio here offers room to grill out and relax with your group after a long day enjoying all the island has to offer. This suite is located on historic Duval Street, where youll find some of Key Wests best shopping and restaurants. Walk two blocks to the beac
Duval Hideaway (245694)
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Bask in the tropics of Key West at this inviting cottage with a private heated pool and a lush backyard garden. This lovely cottage is located in Old Town near Duval Street, minutes from restaurants, museums, and the daily sunset celebration at Mallory Square. Stay cool with air conditioning, cook up food on the gas grill, and dine outside on ple
Key Lime Calypso (243323)
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Enjoy this one bedroom apartment for your next getaway to Key West! Perfect for couples, this romantic spot is newly remodeled and will provide everything you need for a quick weekend escape! Beach towels are provided for your use. Whats nearby Located in the heart of downtown, youll be just steps away from Duval Street. Within walking distance, y
Truman @ Duval - Unit B (244958)
House
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Find the utmost in beauty and convenience at this twobedroom Key West home, a lightfilled escape with a private patio, a heated community pool, and an ideal location close to beaches, nightlife, restaurants, and historic sites. Youll find this elegant home in the Truman Annex neighborhood of Key West, right around the corner from the Truman Little
Mangrove Lagoon (246687)
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. This Key West home is waiting for you and your group of up to nine to come make yourselves at home and enjoy lazy days by your private pool. Youll be within easy reach of the beach, parks, and all the ne
Casa Atlantic (245781)
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. Casual elegance and lush tropical foliage await at this beautiful Key West home only blocks from Higgs Beach! Boasting a private pool completely surrounded by a rustling wall of palm trees, this upscale
Sunshine Drive (242894)
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests

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