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Search results; Over 1,000 places in Key West

Guest favorite
Condo in Key West
Soak in the sun, relax, eat, drink and be merry
3 beds
Feb 3 – 8
5.0 out of 5 average rating, 15 reviews
Boat in Key West
Panoramic Private Yacht on the Ocean!
3 beds
Apr 21 – 26
5.0 out of 5 average rating, 3 reviews
Home in Key West
Waterfront Key West House w/Dock
6 beds
May 8 – 14
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Key West
The Perch on Duval- Hip & Modern Duval Suite
3 beds
Jun 3 – 8
New place to stay
Guest favorite
Apartment in Key West
Bella Vita: 1B/1B Condo for 2 Just Steps off Duval
1 king bed
Aug 7 – 12
4.98 out of 5 average rating, 446 reviews
Superhost
Cottage in Key West
Mango Cottage 2 bedroom 2 bath with private pool
2 beds
Aug 12 – 17
4.95 out of 5 average rating, 84 reviews
Guest favorite
Condo in Key West
Walk to beach, Duval, Mallory Sq
2 beds
Jul 27 – Aug 3
5.0 out of 5 average rating, 8 reviews
Guest favorite
Condo in Key West
The Island Suite @ KW vacation
2 beds
May 26 – 31
4.89 out of 5 average rating, 62 reviews
Guest favorite
Tiny home in Key West
Modern studio half block from Duval with parking
1 bed
Aug 5 – 10
4.86 out of 5 average rating, 343 reviews
Guest favorite
Apartment in Key West
Poolside Truman Annex 2 Bed | Conch Life Condo
3 beds
Jun 14 – 19
4.97 out of 5 average rating, 236 reviews
Superhost
Vacation home in Key West
Historic Cigar House. 3rd floor Suite W/Kitchen
2 beds
Jun 12 – 17
4.88 out of 5 average rating, 226 reviews
Superhost
Home in Key West
Windward Breeze II - 2 Bedroom / 2 Bath Townhome C
2 king beds
Apr 23 – 29
4.81 out of 5 average rating, 27 reviews
Home in Key West
Casa Cristol - Family Friendly Classic KW Charm
3 beds
Jul 28 – Aug 2
4.83 out of 5 average rating, 311 reviews
Townhouse in Key West
Location Location Beach Paradise in the Keys Duval
4 beds
Jun 10 – 15
4.58 out of 5 average rating, 24 reviews
Guest favorite
Home in Key West
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
2 beds
May 12 – 17
4.97 out of 5 average rating, 205 reviews
Guest favorite
Condo in Key West
A Perfect Getaway
3 beds
May 25 – 30
4.86 out of 5 average rating, 128 reviews
Guest favorite
Home in Key West
Downtown Paradise
4 beds
Apr 28 – May 3
5.0 out of 5 average rating, 9 reviews
Guest favorite
Townhouse in Key West
Windsor Townhome #6
3 beds
Jul 6 – 11
4.79 out of 5 average rating, 42 reviews