Key West, Florida
258 properties available
This historic 4-bedroom, 3-bath property is located on the second floor with private access and features a private hot tub. Accommodating up to 12 guests, the home offers 2 king beds, 1 queen bed, 2 twin beds, and 2 pullout sofas. The kitchenette includes a portable electric stove, blender, full-size fridge/freezer, microwave, and toaster oven. Fou
Birds of a Feather at Custom House Inn | Vibrant Stay on Duval Street!
Discover the heart of Key West at Birds of a Feather, one of five uniquely themed suites at the Custom House Inn, right on famous Duval Street. This bright and colorful hideaway offers modern comforts and a fun, edgy design, providing the perfect base for your island adventure.
Egret House
Playful pops of color, resort amenities, and a prime location await you at this marvelous vacation home! Whether you're out enjoying the sand and waves, taking a refreshing splash in a shimmering pool, or enjoying the charming comforts of your getaway, there is nothing short of possibilities and wonder here!
Upon entering, you'll be m
Truman @ Duval Unit B | Ideal One-Bedroom Retreat for Couples
Escape to a charming one-bedroom apartment in the heart of Key West, the perfect spot for a romantic retreat or a weekend getaway. Recently remodeled with comfort and style in mind, this apartment offers all the essentials for a relaxing and memorable stay. Whether you\'re here to explo
Casa Sirena
Welcome to Casa Sirena—your private slice of paradise in the heart of Old Town Key West. This charming, single-level cottage combines island character with modern comfort, making it the perfect oasis for guests seeking a relaxing extended escape. With a minimum stay of 28 days, you’ll have time to truly unwind and embrace the slow rhyt
Welcome to Mirador House, a retreat designed for comfort and relaxation. The open concept floor plan allows for enjoyable entertaining, complemented by a fully equipped kitchen for those home cooked meals.Outside, a spacious fenced yard and gated dock access offer safe play areas for children and pets alike!The sleeping arrangements of the home are
Experience luxury with our private boat excursions and chauffeur services. Enjoy customized aquatic adventures or arrive in style with our premium transportation options. Expect excellence tailored to your stay. For more information, please reach out!The open-concept floor plan, both indoors and outdoors, creates a warm atmosphere ideal for enterta
Embark on a unique getaway on our expansive houseboat, an aquatic haven that comfortably accommodates up to four guests. Immerse yourself in the luxury of the master suite, complete with a queen-sized bed, private bath, and sliding glass doors that open up to breathtaking waterfront vistas from the back deck. Accompanying another couple? Our second
Room #5, located on the first floor is nicely decorated and includes a mini-fridge and a private en suite bathroom. Lounge on the comfortable king-size bed while you browse the cable channels on the flatscreen TV, or use the free WiFi to search for nearby activities to fill your vacation days. In the evenings, enjoy a glass of wine on the semi-priv
Up to four can stay at this one bedroom Suite at The Mesa House, with a sofa-bed provides the extra sleeping space. The entire compound can be rented for larger groups. (Please contact us for more information!) A private washer and dryer make post beach cleanups easy, and the full kitchen gives you plenty of room to cook your fresh catch from a day
Casa Havana at Duval Square R22
Find a cool, comfortable retreat at this charming Key West condo, a well-equipped getaway with a private deck and balcony and a wonderful location near the heart of the old town.
This condo sits among tropical gardens in Duval Square, a location with enviable access to shopping, dining, and the charms of historic K
Coral Queen Palm
The tropical oasis you've been dreaming of awaits at Coral Queen Palm, a soundfront home full of awesome amenities! Bright and well-updated, the interior boasts an open-concept layout, comfortable seating, and a full kitchen. When you aren't hanging out inside, the water view balcony and deck offer great spots to sit back, sip, gr
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