Key West, Florida
107 properties available
Slip into island time at this one-bedroom, one-bath condo for four in Key West, where you'll have entertainment and nearby beach access in an awesome central location. Sitting right downtown on Simonton Street, you're one street over from all the restaurants and bars on Duval, and within easy walking or biking distance from all the main attractions
Treat your family to an unforgettable stay in Key West with this dog-friendly condo. Modern conveniences combine with a great location and first-class resort amenities - you'll love this adventure so much, you'll never want to head back home! When you're done swimming in the shared pool or soaking in the shared hot tub, you can towel off and head i
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 pleas
Take a remarkable retreat to Key West with this one-bedroom, one-bathroom cottage with a shared pool, and a great central location on the island! Sitting in a quiet location just off Truman Avenue and a few blocks down from Duval Street, you'll be within walking distance of any number of delicious restaurants, not to mention famous historical attra
Located right in the heart of Key West, this tastefully-appointed, tropical sanctuary comes with a private swimming pool and an enclosed yard. This super-comfortable cottage has loads of character, and you'll love the French doors to a private patio and the sunny alcove. A fully equipped kitchen boasts all the utensils and stainless steel appliance
Mermaids Retreat features a full-sized kitchen and a comfortable dining area, along with front and back porches for relaxing and enjoying the year-round tropical climate.
On the ground floor, there is one bedroom conveniently located off the living room, along with a full bathroom. Upstairs, you'll find two additional bedrooms, each equipped with
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. What's nearby: Located in the heart of downtown, you'll be just steps away from Duval Street. Within walking distance,
Located within walking distance to the beach and quite close to the community outdoor pool, this two-story snowbird-friendly 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 wor
*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 four-bedroom Key West home has just what you need for an awe-inspiring Florida beach getaway, including a private heated pool, rooftop patio with a fantastic ocean view, and easy access to the beac
Welcome to Casa Del Sol, a colorful and effortless island stay! From the moment you step in the front door, you will take notice of the open-concept layout, bohemian furnishings, and lovely tropical theme. The living room's oversized sofa and large Smart TV offer the perfect combination for family hangouts. The adjacent full kitchen boasts a turquo
Treat yourself to a stress-free vacation filled with sun-soaked days when you book your trip to this Key West condo. With room for up to four guests to a shared pool and beach lifestyle, this home will make it easy to slip into vacation mode! Located in the Truman Annex, a quick five minute walk to the beach at Fort Zachery Taylor park, this rental
Experience the very best of Key West living at this unique Old Town Truman Avenue Eyebrow home. Tucked away in a small, gated community, this luxury two-bedroom retreat showcases tranquil tropical decor and comes well-appointed with all the modern essentials of home. Whether you're visiting with the kids or sneaking away for a romantic couple's esc
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