If you buy through our links, we may earn money from affiliate partners. Learn more.
- Key West is one of the most popular US destinations thanks to its laid-back, tropical vibe.
- Its stunning beaches are family-friendly, but it’s equally great for couples and solo travelers.
- We rounded up the best Airbnbs in Key West, ranging in price from $147 to $513 per night.
As a long-term Florida resident, my family and I love to take the three-hour road trip down from Miami to Key West. It’s one of those places that we find ourselves returning to year after year thanks to its beautiful beaches, historic attractions, and fantastic food. Plus, it offers many travelers the chance for a tropical paradise with no passport necessary.
Key West is only about four miles long and two miles wide, and most of the shopping, dining, and nightlight is situated on Duval street, the main road that runs down the middle of the island, from the Gulf to Mexico to the Atlantic Ocean.
Whether you want to be at the heart of the action or opt for a more tranquil beach getaway will largely dictate the best location for your stay. Luckily, there are plenty of options regardless of your preference.
Browse all of the best Key West Airbnbs below, or jump to a specific section:
Here are the best Airbnbs in Key West, sorted by price from low to high.
Located just one block from Duval Street, this studio apartment is an ideal base for a quick getaway. There’s also a private parking spot, which is a serious perk when visiting Key West as parking comes at a premium.
This first-floor studio is small but well laid, with a Queen-size bed and a separate kitchen and dining area, complete with granite countertops. A large wooden wardrobe easily allows travelers to unpack and settle in. The unit is part of a historic building and though simple in decor, it has all the necessities and even boasts a deck with a small sitting area. Past guests rave about the property’s cleanliness and its proximity to many of Key West’s major attractions.
Colorful condo steps from Duval
The huge deck and central location make this condo in downtown Key West a prime choice. Aptly named Bella Vita, or “good life,” the property has a wrap-around porch with white Adirondack chairs for relaxing or some good old-fashioned people watching during downtime.
The interiors are decorated in bright, cheery colors, including orange and turquoise walls, a red leather sofa, and blue accent pillows. The large master bedroom has a King-sized bed, a desk/vanity space, matching bedside tables, and a sound machine to enjoy a peaceful sleep. and the bathroom has an indulgent frameless glass walk-in shower. The galley-style kitchen includes bar seating at the kitchen counter.
The ground-floor condo is also close to nearby bike and scooter rentals, so you can cruise around the island in style.
Cheerful condo near Mallory Square
With a large, shaded balcony overlooking the nearby cluster of Victorian-style homes and located within a quiet gated community in the Truman Annex, it’s no surprise that this listing gets a near-perfect rating.
The inside of the condo is painted in bright yellows and blues, creating a sunny vibe that matches its location. The living area is found upstairs and includes plenty of seating options for lounging around, including a contemporary sofa lined with oversized pillows and a velvet armchair.
The dining area seats up to five, and the kitchen was recently updated with white shaker cabinets and gray stone countertops. There’s a porthole above the kitchen sink that gives it a slight maritime theme, which continues with seascape art and a floor-to-ceiling bookcase filled with model ships and starfish.
The historic Hemingway house, Maritime Museum, and Truman White House are all close by. The condo is also a short walk to Zachary Taylor Park, one of the top public beaches in Key West. Bike rentals are only a block away, and the condo includes bike storage for guests.
Modern townhome right on Duval
This large townhome puts guests at the heart of the action, thanks to its location right on Duval. Large spaces at this price point are hard to come by in Key West, so this property is a gem for families or larger groups. The inside has been recently renovated with calming neutral tones and standout features include two comfy couches with pops of colorful pillows and a round wooden dining table that seats five.
There’s a parking spot included, although you probably won’t need your car during your stay since many of the most famous Key West restaurants, like DJ’s Clam Shack, are only feet away.
The lower level of the townhomes includes an open floor plan with a kitchen, dining room, and full bathroom. Upstairs, the pitched roof makes the bedrooms extra cozy and there’s also a sitting nook.
Secluded hideaway with a private hot tub
Tucked away in historic Old Town, this quaint cottage is great for those who want want to be close to the action on Duval Street (only half a block away), and who also value their privacy.
The space is decorated in a tropical theme with green and turquoise linens and dark wood furniture. The kitchen features new cabinets, granite countertops, and full-sized stainless steel appliances. There’s also a deep brown leather sofa bed in the living room that’s within eyesight of the open-plan bedroom. Both the bedroom and the living room have large French doors that lead out to the deck, creating a relaxing indoor/outdoor setup when fully open.
The spacious deck is the real selling point of this property, with a four-person jetted hot tub, rattan patio seating, and a grill for making meals al fresco. The property even includes a large mango tree that has been lovingly preserved by being integrated into the design of the deck.
There’s also a shared pool about a block away, and the cottage is within walking distance to the famed Cuban Coffee Queen and the free Duval shuttle bus.
Cozy cottage with a hot tub
A great property for families, this large cottage is loaded with rustic charm, from the wood paneling throughout the kitchen to the retro bathroom fixtures. Each bedroom is outfitted with a plus, King-sized bed, and the living room boasts a comfy sofa and side chair along with a dedicated workspace.
The home has a fenced backyard with a beautiful garden area. The outdoor oasis includes a private hot tub, a bamboo enclosed outdoor shower, and a patio dining set that seats four.
It’s tough to beat the location, just one block from Duval street, and there’s a parking spot included. The cottage is also walking distance to Mallory Square, which is home to the best street entertainers and sunsets in Key West. If you’re a pet owner, you can bring your pooch to this dog-friendly property.
Oceanfront studio on a private beach
This second floor, oceanfront studio is a rare property in Key West at this price point, which means that bookings fill up quickly. The condo has a King-sized bed and a large balcony that overlooks the Atlantic ocean. As an added bonus, the home also includes access to the pool and hot tub on the property grounds, though these are shared amenities.
Visitors will get the best of both worlds with the beach and nightlife right at their fingertips, as this condo is just a five-minute walk to Duval street. There’s also a free garage parking spot that comes with a unit. The studio sits on its own stretch of private beach, so guests can go for a swim or lay out on lounge chairs that are provided by the property.
Inside there’s a collection of wood and wicker furniture and a plush armchair in soft, pastel tones. The bedroom has four plantation shutters that look out to views of the ocean and ample closet space to unpack. There’s also a small fridge and microwave at your disposal, though there isn’t a full kitchen.
Spacious sailing yacht
One of most unique properties in Key West, this spacious yacht is ideal for adventurous travelers. Nicknamed “The Someday Soon”, the yacht features three sleeping areas with a setup that’s especially ideal for families, including a Queen size bed in the aft cabin, a Full-size bed in the midship, and two Twin beds in the forward cabin.
The yacht is a vintage Mason boat with a mid-century modern interior that includes turquoise accents, carved wood trim, and polished wood floors. The eating area has a comfy breakfast nook and large windows that open up to let in the light. If you want to eat your meals on board, there’s a four-burner gas stove, an oven, and a refrigerator and freezer in addition to a grill on the deck.
The full-size bathroom has a shower and lots of storage space under the sink. While the vessel is roomy inside, there’s also lots of seating outdoors. The cockpit is furnished with taupe and turquoise cushions and pillows, making it an ideal reading retreat.
As an added option, the booking comes with a day sail, and the marina can provide a captain at an extra charge. Guests are also welcome to use the marina amenities like the heated pool and the gym.
Tropical Old Town bungalow close to the beach
The interior of the unit is bright and airy, decorated in complementary shades of coral, lime green, and blue. The main living area has an open floor plan and the kitchen has a two-tier island that overlooks the living room. Relax on the cream-colored couch that’s adorned with palm leaf printed pillows under a palm leaf fan to really get into beach mode.
A matching palm leaf fan is found in the bedroom, which also boasts an elevated deck with a hot tub and high-top dining setup. Back inside, the bathroom has a spacious walk-in shower, and there’s a full-size washer/dryer in the hallway.
There’s a shared courtyard space with a pool and a grill, and the property is also less than a mile from the beach, so after you settle in, you can make a beeline for the warm waters.
Historic Key West suite in Old Town
Guests staying at this property get to experience a piece of Florida history. This suite is part of a property in Old Town that was built in 1889, and it’s only three blocks from Duval Street.
Though technically a guesthouse suite, the first-floor accommodation has its own entrance and is entirely private. The kitchen has modern appliances, warm recessed lighting, and a dining area with an expandable table. In the sitting area, there’s a loveseat that can fold out into a bed and a folding screen that can be used to create a private sleeping space.
Outside, there’s an expansive deck and a wicker patio set with a coffee table and an ottoman, ideal for sipping coffee in the morning or cocktails in the afternoon. The grounds of the yellow guesthouse feel like a secret garden, with a brick path winding around the tropical landscaping to a pond. Guests can also access a pool that’s shared with other units. Past guests have described this listing as a “tropical paradise.”
Floating Tiki suite
Designed to be a glamping experience on the water, you get to this one-of-a-kind floating suite via boat or water shuttle.
The provided paddleboards and snorkel gear make it easy to leap off the front deck and hit the surrounding water. Of course, lounging in the hammock or opening the French doors on all sides to take in the water views from the King bed are also worthy options.
Brazilian hardwood floors complement the thatched-tiki styling and soaring vaulted ceilings give the living space an airy feel — literally since they also serving as the core component to the self-ventilating design that helps keep this suite cool. While there is a bathroom, there’s no true kitchen here. There is a cooler that can keep food cold for up to nine days, but guests need to bring their own ice and supplies.
What is there to do in Key West?
You won’t want to miss dining at Blue Heaven and Santiago’s Bodega in the Bahama Village, and no trip is complete without stopping in for a slice at the Southernmost Key Lime Pie Shop on Duval. Get a dose of culture at The Key West lighthouse and The Key West Museum of Art and History, or do as we do and take your kids to Mallory Square to watch the various street performers and the sunset celebration that takes place every night.
What is the best area to stay at in Key West?
This depends on what vibe you prefer. For a lively party scene close to the action, you’ll want to be right on or very close to Duval Street. Most visitors will also want to spend the majority of their time close to the historic Old Town. It’s where many of the top attractions are, plus it’s easy to get around on foot so you won’t have to be tied to a vehicle or public transportation.
What’s the best time of year to visit Key West?
Between March and May (with the exception of busy spring break weeks) provides one of the best times to visit Key West since there are fewer crowds than during the peak winter season and prices often drop a bit. The weather is also lovely during this time, with April averaging highs of 82 degrees and lows of 72 degrees Farenheit.
Winter is typically the busiest season when East Coast snowbirds seek a warm-weather getaway, so be prepared to pay peak prices if you visit from November to March.
More great Florida Airbnbs