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Search results; Over 1,000 places in Key West

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
Condo in Key West
1BR Condo - Pool View, Rooftop Balcony at Beachsid
2 beds
Apr 4 – 9
5.0 out of 5 average rating, 4 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
Guest favorite
Townhouse in Key West
Poolside Cottage #411
Boat slipOcean and bay views,
Jun 16 – 21
4.91 out of 5 average rating, 107 reviews
Guest favorite
Boat in Key West
Living the Dream, Key West Style
4 beds
Apr 10 – 15
5.0 out of 5 average rating, 29 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, 76 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
Cabin in Key West
Lovely 2BR | Pool | Patio | W/D
3 beds
Oct 27 – Nov 1
4.57 out of 5 average rating, 136 reviews
Guest favorite
Guest suite in Key Colony Beach
Turtle-By-The-Sea: the Best Deal in KCB!
1 queen bed
Apr 6 – 13
4.99 out of 5 average rating, 81 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
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
Home in Key West
Waterfront Key West House w/Dock
6 beds
Apr 16 – 22
New place to stay
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
Guest favorite
Room in Key West
Stay with Lisa
Nuns Room, A single travelers delight!
Apr 27 – May 2
4.96 out of 5 average rating, 125 reviews
Guest favorite
Home in Key Colony Beach
Captain’s Quarters Ahoy Mateys! Florida, Keys
2 beds
Apr 24 – 29
4.98 out of 5 average rating, 44 reviews
Superhost
Cottage in Key West
Mango Cottage 2 bedroom 2 bath with private pool
2 beds
Jul 5 – 10
4.95 out of 5 average rating, 84 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
Apartment in Key West
Duval Balcony Spanky's Retreat
1 bed
Apr 12 – 17
4.91 out of 5 average rating, 692 reviews