Key West, Florida
143 properties available
Enjoy the unbeatable location of this twostory home only a block away from Duval Street. Take advantage of the large open concept living room, kitchen, and dining spaces while relaxing indoors. You can also beat the Florida heat by cooling off in the pool. This home is readymade for group getaways with plenty of space to hang out together while sti
Bask in the peaceful sunshine of Key West and feel all your stress melt away when you stay at this cozy dogfriendly cottage right in town. With a private hot tub in the garden area out back plus all the conveniences of home, whats not to love
Sitting only half a block from all the fun and excitement of Duval Street, park your car in the private sp
This turnofthecentury Key West vacation rental is ready and waiting to be your home away from home for your next family getaway. Spacious enough for up to eight guests and a dog for a small nightly fee, this home comes with a tropicallylandscaped back yard and a private, outdoor hot tub. This home also comes with convenient offstreet parking for yo
Stay in style in the heart of Key West, where your balcony overlooks the colorful main drag! This home has dogfriendly accommodations.
This condo faces historic Duval Street, where youll find some of Key Wests most exciting shopping and dining. Walk three blocks to the beach at Southernmost Point, or explore Fort Zachary Taylors beach about a mil
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
Located within walking distance to the beach and quite close to the community outdoor pool, this twostory snowbirdfriendly condo is nothing but the perfect choice for a breezy getaway!
The convenience of having great bars, restaurants, and shops within a block and a half away is unbeatable. Happy hours on the balcony are something out of this worl
Perfect for a romantic weekend getaway, youll find this cozy, charming Key West studio, situated on the east side of the island and convenient to the historic district, beaches, snorkeling trips to the Dry Tortugas, fishing, and more. Brew a cup of coffee with the Keurig and start the day outside on the quirky patio. When you get hungry, the conven
Treat your family to an unforgettable stay in Key West with this dogfriendly condo. Modern conveniences combine with a great location and firstclass resort amenities youll love this adventure so much, youll never want to head back home!
When youre done swimming in the shared pool or soaking in the shared hot tub, you can towel off and head indoor
Tucked away in the trees, this Key West hideaway is a great choice for couples or small families. Shared hot tub access and patio space will have you feeling right at home in Pelican Suite! Pelican Suite is a part of Southernmost Sanctuary, which can be rented all together for larger groups. Up to four can stay here. A kitchenette, cable TV, and fr
Tucked away in a highlysought after location in Key West, this cottage is the perfect place for you to stay and rest your head while you explore the Florida keys. Just three blocks away from the southernmost point in the continental US, theres so much to do and see that you and your guests will never be bored. Everything is in walking distance, fro
Experience Key West in style from the comfort of this dogfriendly condo located just a mile and a half from Old Town, where you can explore the best nightlife, restaurants, and shopping! Inside, youll find three complete levels of comfort and convenience. The mainlevel living space enjoys an open floorplan dressed with attractive tropical decor, co
Relaxation comes naturally at this familyfriendly hideaway in Old Town Enjoy the coastal breeze or a view of the pool from multiple private outdoor spaces including two furnished decks and a balcony Beautifully designed the coastalchic interior features a welcoming living room with a TV and a wellequipped kitchen with stainless steel appliances and
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