Book Holiday Homes in Key West
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Featured Holiday Homes in Key West
Villa Déjà vu Key West - 4BR Private Villa in Old Town Key West with Heated Pool sleeps 10
Key West FL
With a stay at this vacation home, you'll be centrally located in Key West, steps from Duval Street and 5 minutes by foot from Florida Keys Beaches.
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
Key West FL
With a stay at this vacation home, you'll be centrally located in Key West, within a 5-minute drive of Florida Keys Beaches and Duval Street.
MAY SPECIAL @ 169 LODG. per ngt. + w 2 might min stay. save 30$ per ngt.
Key West FL
A stay at this vacation home places you in the heart of Key West, within a 15-minute walk of Duval Street and Florida Keys Beaches.
Save an average of 15% on thousands of hotels when you're signed in
CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!
Key West FL
Located in Key West (Old Town Key West), this vacation home is within a 15-minute walk of Duval Street and Florida Keys Beaches.
EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!
Key West FL
With a stay at this vacation home in Key West (Old Town Key West), you'll be steps from Duval Street and 10 minutes by foot from Florida Keys Beaches.
A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town /Private Heated Pool!
Key West FL
With a stay at this vacation home in Key West (Old Town Key West), you'll be a 2-minute walk from Duval Street and 5 minutes by foot from Florida Keys ...
Feb 3-10 $245 off the rates close beach full kitchen & patio
Key West FL
A stay at this vacation home places you in the heart of Key West, within a 15-minute walk of Duval Street and Florida Keys Beaches.
Amelia`s Hideaway - Hidden Key West Courtyard - Steps off Duval w Private Pool
Key West FL
With a stay at this vacation home, you'll be centrally located in Key West, steps from Duval Street and 6 minutes by foot from Florida Keys Beaches.
Key West Vintage Luxury Cottage on Duval w Pool
Key West FL
With a stay at this vacation home, you'll be centrally located in Key West, steps from Duval Street and 5 minutes by foot from Florida Keys Beaches.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Key West Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Key West vacation homes are the perfect way for you to wing it.
Holiday houses in Key West let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Key West in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Key West adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Key West with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Key West vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Key West Holiday Homes essential information
Accommodation | 901 Holiday Homes |
|---|---|
Lowest Price | AU$343 |
Highest Price | AU$613 |
Popular accommodation | Villa Déjà vu Key West - 4BR Private Villa in Old Town Key West with Heated Pool sleeps 10, BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL, MAY SPECIAL @ 169 LODG. per ngt. + w 2 might min stay. save 30$ per ngt. , CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!, EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!, A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town /Private Heated Pool!, Feb 3-10 $245 off the rates close beach full kitchen & patio, Amelia`s Hideaway - Hidden Key West Courtyard - Steps off Duval w Private Pool, Key West Vintage Luxury Cottage on Duval w Pool |
Top trending hotels in Key West
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$343 per night from 27 May to 28 May
AU$343
27 May - 28 May
includes taxes & fees
A stay at Blue Flamingo Resort Key West places you in the heart of Key West, within a 10-minute drive of Stock Island Yacht Club & Marina and Key West Lighthouse ...
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$399 per night from 12 May to 13 May
AU$399
12 May - 13 May
includes taxes & fees
When you stay at Beachside Resort & Residences in Key West, you'll be next to a golf course, a 5-minute drive from Smathers Beach and 6 minutes from Florida ...
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$405 per night from 20 May to 21 May
AU$405
20 May - 21 May
includes taxes & fees
Located in Key West, Margaritaville Beach House Key West is by the ocean, a 4-minute drive from Fort East Martello Museum and Gallery and 6 minutes from Smathers ...
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Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$613 per night from 12 May to 13 May
AU$613
12 May - 13 May
includes taxes & fees
With a stay at Casa Marina Key West, Curio Collection by Hilton in Key West (Old Town Key West), you'll be steps from Florida Keys Beaches and 10 minutes by ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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^Subject to availability and chosen travel dates.