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Search results; Over 1,000 places in Key West

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Guest favorite
Home in Key West
Gone Coastal
6 guests3 bedrooms4 beds2.5 baths
Apr 25 – 30
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Apr 25 – 30
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$479 per night

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Houseboat in Stock Island
The Writer's Block- Key West
Free cancellation
Sep 1 – 6
$250 per night
5.0 out of 5 average rating, 8 reviews
Home in Key West
3-Bed Oasis in Midtown Key West
Free cancellation
Jun 4 – 9
$381 per night
4.67 out of 5 average rating, 6 reviews
Top guest favorite
Condo in Key West
EYW Getaway
Free cancellation
May 3 – 8
$387 per night
5.0 out of 5 average rating, 17 reviews
Home in Key West
Lilly's cottage
Free cancellation
Apr 1 – 6
$132 per night
Superhost
Condo in Key West
Ocean Front Suite with Direct Beach Access
Free cancellation
Mar 26 – 31
$576 per night
4.94 out of 5 average rating, 53 reviews
Guest favorite
Boat in Key West
“The Easy Way” Comfy, Practical, Convenient
Free cancellation
Mar 28 – Apr 2
$200 per night
5.0 out of 5 average rating, 5 reviews
Superhost
Condo in Key West
New2/2 Waterfront Condo PoolDock
3 beds
Apr 16 – 21
$562 per night
New place to stay
Guest favorite
Condo in Key West
Key West Condo with Balcony Ocean View
Free cancellation
May 13 – 18
$483 per night
5.0 out of 5 average rating, 30 reviews
Superhost
Apartment in Key West
Signature King
1 king bed
Mar 13 – 18
$329 per night
4.66 out of 5 average rating, 207 reviews
Guest favorite
Apartment in Key West
Starr's Suite - 2 person K Suite w/Private Spa!
1 king bed
Mar 28 – Apr 2
$460 per night
4.91 out of 5 average rating, 265 reviews
Guest favorite
Condo in Key West
Tropical Old Town Bungalow
1 king bed
May 16 – 21
$370 per night
4.88 out of 5 average rating, 215 reviews
Top guest favorite
Condo in Key West
A Perfect Getaway
3 beds
May 6 – 11
$413 per night
4.88 out of 5 average rating, 154 reviews
Guest favorite
Guesthouse in Key West
Little Palm Cottage
1 bed
May 31 – Jun 5
$358 per night
4.86 out of 5 average rating, 96 reviews
Guest favorite
Room in Key West
Stay with Devin And DavidHosting for 7 years,
Mallory House Room #1
May 9 – 14
$150 per night
4.88 out of 5 average rating, 333 reviews
Guest favorite
Room in Key West
Stay with LisaNurse & boat captain,
Gypsy Soul sleepaboard
Apr 4 – 9
$260 per night
4.91 out of 5 average rating, 22 reviews
Condo in Key West
Parking, Deck, Pool, Beach, 2 Blocks to Duval St
Free cancellation
Apr 21 – 28
$270 per night
New place to stay
Guest favorite
Hotel room in Key West
The Sanchez House Room #3
1 queen bed
Jun 7 – 12
$150 per night
4.88 out of 5 average rating, 592 reviews
Superhost
Townhouse in Key West
Poolside Cottage #412
3 beds
May 11 – 16
$372 per night
4.87 out of 5 average rating, 173 reviews