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Number of vacation rentals
|Key West private vacation homes|
|Smathers Beach, South Beach and Fort Zachary Taylor Historic State Park|
|Key West, FL (EYW-Key West Intl.)|
Head to a place of pastel houses and thick palm trees swaying in the salty air and put your bags down in your very own Key West vacation rental. Stroll down Duvall Street after a slice of Key Lime pie, find your new favorite rum bar, then join the flocks lining up to watch the sunset in Mallory Square. You can get busy doing nothing or take it easy doing plenty, before unwinding at your own slice of paradise—whether it’s a modern motel with ocean views, a cute townhouse in historic Old Town Key West, or a private vacation home hideaway on the waterfront.
Prices start at just $99 and go up to $329 a night for deluxe Key West vacation rentals—so there’s a property for every budget. Remember prices and availability are subject to change, and additional terms may apply.
Our filters and map make it easy to narrow your Key West vacation rental search by price, location, and amenities. If you’re bringing along your four-legged pal, use the pet-friendly filter to find a getaway that welcomes your furry buddy. Check out this dog-friendly 2-bedroom condo with a west-facing private deck for snuggles at sunset. If you crave a cool dip after a day exploring, the pool filter shows you all the vacation rentals with pools. This studio apartment in Old Town Key West has a heated pool and includes bikes for getting around like a Conch. If the idea of waking up to the sound of lapping waves is pure heaven, use our map to find places to stay on the waterfront. This 3 bedroom, 4 bathroom waterfront vacation home comes with its own private dock so you can rent a boat and explore the local islands, too.
For some terrific vacation rental deals in Key West, enter your travel dates and hit search to discover some of the best vacation rentals in Key West, FL. You can then filter by price, rating, or location to find your ideal vacation spot. If you have flexible travel dates, try adjusting those to see different prices, or book your stay during , when it’s usually easier to find great cheap Key West vacation rentals compared to when bookings are popular, and prices can be higher.
At Expedia, you can easily compare top vacation rentals in Key West all in one place, then simply click to book the best one for you. We’ve locked in low prices on a vast number of properties, many with buy now, pay later options. You also save money when you bundle your flight and rental car bookings. If you book a vacation rental in Key West with free cancellation, you can rest easy knowing if your plans change you won’t be out of pocket. So, let Expedia help you get away to your dream vacation rental in the USA’s southernmost city and feel a world away.
Yes, there are vacation rentals in Key West close to Mel Fisher Maritime Museum, or you can select a more secluded option if you want a relaxing stay. Travelers who like culture and the arts give Key West high marks for its great live music and entertainment choices. While you're in the area, you can also enjoy the scenic seaside and lively festivals.
3-25 to 4-1 SPEC 209+ 40 Disc
: This Key West vacation home rental is located in the city center and offers a patio, air-conditioning, and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Another good choice for your trip to Key West is Poinciana House in Key West.
With 1391 Expedia vacation rentals, you're sure to find just the right place for your Key West stay.
Mel Fisher Maritime Museum and Florida Keys National Marine Sanctuary are a couple of family-friendly sights, whereas cultural attractions include Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum. You can also visit some other popular places in town, such as Duval Street and Mallory Square.
Vacation rentals are privately owned properties you can stay in for a short or long stay in Key West. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for family gatherings.