Key West, Florida
117 properties available
Escape to paradise in this charming Key West house, offering a perfect blend of comfort and convenience. With a private pool, deck, and patio furniture, you can soak up the sun and enjoy outdoor living at its finest. Inside, you'll find modern amenities such as a washer/dryer, central AC, internet, and a fully equipped kitchen with a gas grill, fri
Tropical comfort abounds when you stay at this wonderful condo on the shores of Key West. Complete with a shared pool & hot tub, tennis courts, and a private, covered parking space, you'll have everything you need for an unforgettable Florida Keys escape. One dog is allowed. Located on the eastern side of the island, this condo is part of the luxur
This turn-of-the-century 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 tropically-landscaped back yard and a private, outdoor hot tub. This home also comes with convenient off-street parking
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
Welcome to Julia Whitehead Guest Suites! Built in the 1890s on the site of what had been a small provisions and butcher shop, this charming building has a rich and captivating history. In the 1930s, while Hemingway was living a few houses down, it was home to a popular Cuban bodega. From the1980s through the turn of this century, potter Charles Pea
An exceptional stay awaits at this three-bedroom, two-bath condo. Inside, the suite is open and inviting, with a large flatscreen TV and comfy furnishings in the living room, plus a well-equipped kitchen with stainless steel appliances that include a French-door refrigerator. You'll have plenty of counter space to help you prepare your favorite mea
Enjoy the tropical ambience of this studio-style Key West cottage, where you will find a private patio, dog-friendly accommodations, and a perfect location for dining, shopping, and exploring the local beaches and nightlife. This sweet cottage has been completely painted recently to provide you with the best vacation rental possible. It's perfect f
Part of the Papa's Hideaway complex, this charming historic Key West cottage is an ideal home away from home for your next vacation. Thoughtful upgrades include a high-end kitchen, loads of modern amenities, a shared swimming pool, a sundeck, and a tropical courtyard. Street parking is available during your stay. Located two blocks from the souther
*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
Make those dreams of a beach getaway a reality and book your next Florida vacation at this luxurious Key West condo. With upscale resort amenities like a shared pool and hot tub, tennis courts, a fitness center, and a covered parking space, your vacation will be packed with tropical excitement from start to finish. One dog is allowed. This rental i
Boasting a great location in the Truman Annex, a shared pool, and easy beach access, you won't have to go far to dive into the beachside fun! Less than a mile to the picturesque Mallory Square and just under a mile to Fort Zachary Taylor Historic Park, there will be no shortage of attractions to explore close by. Hop on a ferry to Sunset Key for a
Enjoy the superb location of this updated Old Town Key West home! This adorable vacation rental features a private pool with a furnished deck and grill -ideal for summertime cookouts. Enjoy a furnished loft area and a cozy front porch. You'll be within walking distance of the Gulf of Mexico, marinas, restaurants, and shops. Take a short drive or bi
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