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Search results; Over 1,000 places in Key West

Guest favorite
Home in Marathon
2023 New Modern Private Dock+Heated Pool+Jacuzzi
5 beds
Apr 26 – May 3
4.97 out of 5 average rating, 29 reviews
Home in Marathon
The Bent Coconut
5 beds
Apr 4 – 9
4.93 out of 5 average rating, 15 reviews
Guest favorite
Home in Key West
Downtown Paradise
4 beds
Apr 6 – 11
5.0 out of 5 average rating, 6 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, 306 reviews
Home in Marathon
Stunning Bonefish 3/3 Water Views & Pool
4 beds
Apr 6 – 13
5.0 out of 5 average rating, 3 reviews
Superhost
Cottage in Key West
Casa Serendipity @ Old Town - Private Home & Pool
3 beds
Apr 27 – May 2
5.0 out of 5 average rating, 26 reviews
Guest favorite
Apartment in Key West
Poolside Truman Annex 2 Bed | Conch Life Condo
3 beds
May 14 – 19
4.97 out of 5 average rating, 234 reviews
Superhost
Condo in Key West
Beach Club Ocean Front 2BR Condo
3 beds
Apr 6 – 12
4.93 out of 5 average rating, 132 reviews
Superhost
Houseboat in Key West
The Crystalmarine Suite – Rustic Luxury on the Sea
1 bed
Apr 4 – 9
4.91 out of 5 average rating, 35 reviews
Guest favorite
Houseboat in Key West
Key West Outpost: eco-vacation
2 queen beds
May 18 – 23
5.0 out of 5 average rating, 17 reviews
Superhost
Boat in Key West
Tiki Suites ~ The Grand Tiki
1 bed
May 24 – 29
4.91 out of 5 average rating, 273 reviews
Guest favorite
Apartment in Key West
At Mine | Lovely Suite steps from Duval Street
1 queen bed
Apr 5 – 10
4.93 out of 5 average rating, 990 reviews
Guest favorite
Condo in Key West
Hidden Beach unit 1 The Perfect Place to stay
On the beach
Jun 11 – 16
4.96 out of 5 average rating, 76 reviews
Guest favorite
Condo in Key West
Walk to beach, Duval, Mallory Sq
2 beds
Apr 13 – 20
5.0 out of 5 average rating, 6 reviews
Guest favorite
Home in Key Colony Beach
Waterfront Home 37.5-ft dock, Cabana Club Included
3 beds
Apr 6 – 13
4.95 out of 5 average rating, 75 reviews
Home in Key West
Spindrift House by Brightwild | Huge Pool, Dock
7 beds
May 12 – 17
4.76 out of 5 average rating, 51 reviews
Guest favorite
Townhouse in Key West
Spotlessly clean 3 bedroom/3 bathroom family home
6 beds
Apr 4 – 9
4.94 out of 5 average rating, 172 reviews
Guest favorite
Apartment in Key West
Bella Vita: 1B/1B Condo for 2 Just Steps off Duval
1 king bed
Jul 28 – Aug 2
4.98 out of 5 average rating, 441 reviews