Key West vacation rentals
Book unique homes, vacation rentals, and more on Airbnb
Top-rated vacation rentals in Key West
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Key West vacation rentals
Key West house rentals
Home in Marathon
4.99 out of 5 average rating, 119 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Home in Key Colony Beach
4.98 out of 5 average rating, 108 reviewsSuper Nov. Savings! Key Colony Beach, Cabana Club
Home in Cudjoe Key
4.97 out of 5 average rating, 138 reviewsCudjoe Key Home with a View
Home in Marathon
4.95 out of 5 average rating, 123 reviewsParadise - Pool, Hot tub, Mini Golf, Dockage, Fish
Home in Upper Sugarloaf Key
4.91 out of 5 average rating, 66 reviewsLighthouse - Bungalows Sugarloaf Beach Key West
Home in Marathon
4.98 out of 5 average rating, 47 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Home in Marathon
4.9 out of 5 average rating, 168 reviewsBeachfront Villa - Florida Keys
Home in Key West
4.97 out of 5 average rating, 34 reviewsDowntown Paradise
Key West houseboat rentals
Houseboat in Key Largo
4.95 out of 5 average rating, 21 reviewsKey Largo's Best Kept Secret!
Houseboat in Key West
4.84 out of 5 average rating, 62 reviewsThe Crystalmarine Suite – Rustic Luxury on the Sea
Houseboat in Marathon
4.89 out of 5 average rating, 97 reviewsHouseboat Getaway In Marathon
Houseboat in Key West
4.83 out of 5 average rating, 281 reviewsKey West Houseboat Paradise
Houseboat in Stock Island
4.83 out of 5 average rating, 18 reviewsGreat View in a private marina!!
Houseboat in Tavernier
4.88 out of 5 average rating, 217 reviewsClean Fully Remodled Houseboat Luxery on the water
Houseboat in Key West
5 out of 5 average rating, 49 reviewsKey West Outpost: eco-vacation
Houseboat in Stock Island
5 out of 5 average rating, 3 reviewsStella on Stock Island
Key West apartment rentals
Rental unit in Key West
4.89 out of 5 average rating, 47 reviewsLovely Apartment *Key West Best Locations *Sunset
Rental unit in Key West
4.78 out of 5 average rating, 337 reviewsKey West - Sunrise ❀ The Green House
Rental unit in Key West
5 out of 5 average rating, 27 reviewsNewly Renovated 2/2 Bath Condo, with shared pool
Rental unit in Key West
4.95 out of 5 average rating, 19 reviewsKey West Condo with Pool & Boat Slip Access
Rental unit in Key West
4.85 out of 5 average rating, 223 reviewsThe Bartlum | Luxury Studio In Prime Location!
Rental unit in Key West
4.81 out of 5 average rating, 42 reviewsCozy Little Cottage 2 @ KW Vacation
Rental unit in Key West
4.93 out of 5 average rating, 87 reviewsDuval Street Suite full kitchen, parking, & pool
Rental unit in Key West
4.75 out of 5 average rating, 12 reviewsLuxurious Stay | Snorkeling. Outdoor Pool
Quick stats about vacation rentals in Key West
Total rentals
2K properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
60K reviews
Family-friendly rentals
1.2K properties are a good fit for families
Pet-friendly rentals
610 properties allow pets
Rentals with a pool
1.6K properties have a pool
Your guide to Key West
All About Key West
Key West is a town that overflows with zest: turquoise waters and sandy beaches, dive bars that never seem to close, stunning sunsets, pastel-hued homes, great American literary legacies, and a sordid haunted past. Chow down on key lime pie and conch fritters, snap a pic at the southernmost point of the continental United States, and take in as much sea and sun as your eyes can handle.
Key West sits right across the Florida Strait from Cuba, and the influence can be felt in many of the island’s favorite haunts, where you can learn to dance the salsa, sample locally distilled rum, and pile your breakfast plate high with sweet fried plantains and savory beans. However you spend your days, make sure that you’re back in Mallory Square before sunset, when live music from restaurant patios and vendors’ stalls fills the pedestrian-only square and people celebrate the show-stopping sunset with all the fanfare it deserves.
The best time to stay in a vacation rental in Key West
Winter is the most popular season in Key West, as the hot weather draws sun-seekers to the beaches, especially around the December holidays. You can also come in spring for sun and fewer crowds — despite Key West’s bustling nightlife scene, it isn’t typically hit by Spring Break crowds like other places in Florida. It’ll be warm enough to get in the water and enjoy beach time, with fewer people than in winter. Despite a September to November hurricane season, autumn is also a good time to check out Key West’s museums or to revel in the hedonistic Fantasy Fest while enjoying cooler air.
Top things to do in Key West
Snorkeling
Home to the only living Barrier Reef in the continental United States, Key West has some of the most incredible snorkeling in the world. Head out to the cluster of tiny islands known as the Dry Tortugas National Park for the best of the best: this area is home to unspoilt coral reefs, hundreds of species of tropical fish, starfish, and conch.
Ghost tours
Key West is rumored to be one of the most haunted cities in America, in juxtaposition with its sunny, good-time appearance. For fans of classic horror, be sure to ask about a famous local doll and the film franchise he inspired. Listen to ghost stories on board a spooky train tour, go on a guided walk around town, or check out the quirky inscriptions on the local graves at the cemetery.
Key lime pie
Key lime pie can be found on just about any menu here, from dive bars to high-end bistros, and with good reason — the island’s eponymous pie is zesty, creamy, and delicious. Traditionally made from tangy key lime juice and a rich, sweet custard of egg yolk and condensed milk atop a crust, everybody from home cooks to renowned chefs has their own take on how it should be made. Try as many versions as you can while you’re here, and join in on the debate of cooked versus uncooked filling, graham cracker versus pie crust, and whipped cream versus meringue topping.
Frequently Asked Questions
How is the weather in Key West?
Key West has a tropical climate with warm temperatures year-round. Summers, from June to August, can be hot and humid, often reaching 90°F (32°C). Winters, from December to February, are milder, with temperatures typically around 70°F (21°C), and less rainfall.
What are some of the best things to do in Key West?
Popular activities in Key West include exploring the vibrant coral reefs on a snorkeling trip, discovering local marine life at the Key West Aquarium, or visiting the historic Fort Zachary Taylor State Park. A stroll along Duval Street for shopping and local cuisine is also recommended.
What is the best time of year to visit Key West?
Key West is particularly lively between March and May, with milder temperatures and fewer crowds. During these months, you can enjoy events like the Conch Republic Independence Festival and the Key West Songwriters Festival.
What are the best places to stay in Key West?
Some highly-rated areas to stay in Key West include Old Town, a historic district with classic architecture, Truman Annex for its peaceful atmosphere, and New Town for its modern conveniences. Duval Street is also favored for its proximity to dining and shopping options.
What are the best places to visit in Key West?
Key West is known for diverse attractions such as the Ernest Hemingway Home and Museum, where the renowned author once lived, and the Key West Butterfly and Nature Conservatory. Don't miss the stunning sunsets at Mallory Square, and the view from the historic Key West Lighthouse. The Southernmost Point Buoy is also frequently visited.
What are some hiking trails in Key West?
While Key West is not known for its hiking, you can enjoy a leisurely walk at the Key West Tropical Forest and Botanical Garden. The Island City National Historic District also has interesting paths through the town's picturesque streets.
What are some family activities to do in Key West?
Families can enjoy a visit to the Key West Shipwreck Museum, engage with interactive exhibits at the Florida Keys Eco-Discovery Center, or have fun exploring the Key West Aquarium. A ride on the charming Conch Tour Train is also a delightful way to see the city.
What are some of the best day trip ideas in Key West?
For a memorable day trip, explore the natural beauty of Dry Tortugas National Park, which is accessible by ferry or seaplane. Also, consider a wildlife expedition at the Key West Wildlife Center, or learn more about the region's history with a visit to Fort East Martello Museum.
What types of vacation rentals are available in Key West?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Key West. From over 560 house rentals, over 450 condo rentals, over 10 houseboat rentals, over 380 apartment rentals to over 40 cottage rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Key West?
Yes! Work meets play with ease at over 1,080 vacation rentals in Key West featuring dedicated workspaces. Stay connected and productive in your home away from home.
Destinations to explore
- Varadero Vacation rentals
- Havana Vacation rentals
- Naples Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- Nassau Vacation rentals
- Hotel rentals Key West
- Rentals with a fireplace Key West
- Monthly Rentals Key West
- Rentals with an accessible height toilet Key West
- Rentals with a hot tub Key West
- Villa rentals Key West
- Beach house rentals Key West
- Townhouse rentals Key West
- Family-friendly rentals Key West
- Rentals with a kayak Key West
- Condo rentals Key West
- Rentals with an EV charger Key West
- Fitness-friendly rentals Key West
- Rentals with a washer and dryer Key West
- Rentals with breakfast Key West
- Mansion rentals Key West
- Rentals with outdoor seating Key West
- Cottage rentals Key West
- House rentals Key West
- Rentals with beach access Key West
- Kid-friendly rentals Key West
- Beachfront rentals Key West
- Waterfront rentals Key West
- Pet-friendly rentals Key West
- Rentals with a patio Key West
- Rentals with pools Key West
- Rentals with lake access Key West
- Rentals with a fire pit Key West
- Apartment rentals Key West
- Beach condo rentals Key West
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do United States
- Sports activities United States
- Food and drink United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Entertainment United States
- Nature and outdoors United States
- Things to do Florida
- Entertainment Florida
- Sightseeing Florida
- Art and culture Florida
- Nature and outdoors Florida
- Wellness Florida
- Sports activities Florida
- Food and drink Florida
- Things to do Monroe County
- Art and culture Monroe County
- Nature and outdoors Monroe County
- Food and drink Monroe County
- Sports activities Monroe County
- Entertainment Monroe County
- Sightseeing Monroe County
- Things to do Key West
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes