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Search results; Over 1,000 places in Key West

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Guest favorite
Apartment in Key West
At Mine | Lovely Suite steps from Duval Street
Hosted by At Mine
Apr 20 – 25
4.93 out of 5 average rating, 1021 reviews
Apartment in Key West
King Bed No Cleaning Fee & Access To 4 Pools
Hosted by 24 North Hotel Key
Apr 21 – 26
4.37 out of 5 average rating, 119 reviews
Superhost
Boutique hotel in Key West
Mallory House Room #3
Hosted by Devin And David
Jun 29 – Jul 4
4.9 out of 5 average rating, 353 reviews
Superhost
Houseboat in Key West
The Crystalmarine Suite – Rustic Luxury on the Sea
Hosted by Crystalmarine Suites
May 26 – 31
4.92 out of 5 average rating, 39 reviews
Superhost
Boat in Key West
Stay on the Roxie!
Hosted by Rod-Mika
May 6 – 11
4.89 out of 5 average rating, 85 reviews
Houseboat in Key West
A slice of paradise in the Florida Keys
Hosted by Liam
May 28 – Jun 2
4.68 out of 5 average rating, 126 reviews
Superhost
Place to stay in Key West
General King Room
Hosted by a business
Apr 18 – 23
5.0 out of 5 average rating, 4 reviews
Guest favorite
Boat in Key West
Cozy Houseboat “Wild One”
Hosted by Anthony
Apr 28 – May 3
5.0 out of 5 average rating, 68 reviews
Superhost
Boat in Key West
Tiki Suites ~ The Grand Tiki
WaterfrontOcean views,
Jun 1 – 6Hosted by a business,
4.91 out of 5 average rating, 275 reviews
Guest favorite
Guesthouse in Key West
Old Town - Room Opens to Pool and Garden
Hosted by Joe
May 28 – Jun 2
4.93 out of 5 average rating, 526 reviews
Guest favorite
Apartment in Key West
Duval Balcony Spanky's Retreat
Hosted by Tom
May 12 – 17
4.91 out of 5 average rating, 698 reviews
Superhost
Hotel room in Key West
The Sanchez House Room #3
Hosted by Devin And David
Jul 15 – 20
4.87 out of 5 average rating, 521 reviews
Guest favorite
Apartment in Key West
Poolside Truman Annex 2 Bed | Conch Life Condo
Hosted by Jarrett
Jun 14 – 19
4.97 out of 5 average rating, 236 reviews
Superhost
Cottage in Key West
Mango Cottage 2 bedroom 2 bath with private pool
Hosted by a business
Aug 12 – 17
4.95 out of 5 average rating, 84 reviews
Home in Key West
Casa Cristol - Family Friendly Classic KW Charm
Hosted by Michael
Jul 28 – Aug 2
4.83 out of 5 average rating, 311 reviews
Guest favorite
Condo in Key West
Soak in the sun, relax, eat, drink and be merry
Hosted by Kim
Feb 3 – 8
5.0 out of 5 average rating, 15 reviews
Guest favorite
Condo in Key West
Walk to beach, Duval, Mallory Sq
Hosted by Wendy
Jul 27 – Aug 3
5.0 out of 5 average rating, 8 reviews
Guest favorite
Condo in Key West
Top Floor Pool View Suite with Rooftop Balcony
Hosted by a business
Apr 19 – 24
4.93 out of 5 average rating, 14 reviews