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Search results; Over 1,000 places in Key West

Condo in Key West
Sunny 1BR 2nd-Floor | Balcony | Washer/Dryer
1 king bed
Jun. 30 – Jul. 5
4.73 out of 5 average rating, 86 reviews
Guest favourite
Room in Key West
Stay with Lisa
Bella's room - 1 Queen + 1 Twin, Shared bathroom
May 12 – 17
4.96 out of 5 average rating, 103 reviews
Home in Cudjoe Key
Waterfront Sanctuary in the Keys!
2 beds
Apr. 14 – 19
4.71 out of 5 average rating, 34 reviews
Condo in Key West
Sky Loft by Brightwild | Penthouse in Prime Spot!
1 king bed
Apr. 4 – 9
4.76 out of 5 average rating, 133 reviews
Guest favourite
Cottage in Islamorada
1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
1 bed
Jul. 7 – 12
4.85 out of 5 average rating, 124 reviews
Apartment in Key West
Road's End by Brightwild | Steps to Duval St!
1 king bed
Apr. 19 – 24
4.76 out of 5 average rating, 72 reviews
Superhost
Boat in Key West
Beautiful sailing yacht on the water in Key West!
5 beds
Apr. 12 – 17
4.83 out of 5 average rating, 75 reviews
Place to stay in Key West
Classic King - at Curry Mansion with Heated Pool!
1 king bed
Apr. 1 – 6
4.44 out of 5 average rating, 57 reviews
Apartment in Key West
Charming, updated home near Duval St. with
1 king bed
Jul. 5 – 10
4.7 out of 5 average rating, 27 reviews
Superhost
Home in Key West
Potter's Cottage~ Key West Charmer-Great Location
2 beds
May 3 – 8
4.87 out of 5 average rating, 15 reviews
Apartment in Key West
Coral Cove | Bahama Village Studio w/ Pool & Grill
1 bed
Apr. 29 – May 4
4.48 out of 5 average rating, 197 reviews
Apartment in Key West
Guest Room with 1 King Bed at Key West Florida
1 king bed
Apr. 1 – 6
4.76 out of 5 average rating, 50 reviews
Apartment in Key West
1BR with balcony & lighthouse view, steps to Duval
1 queen bed
Jul. 5 – 10
4.86 out of 5 average rating, 29 reviews
Apartment in Key West
Coconut Mallory 1 Bedroom unit w/ Resort Amenities
1 queen bed
Apr. 23 – 28
New place to stay
Superhost
Home in Key West
Real World MTV House Key West - 18 to 22 guests
Apr. 19 – 24
4.83 out of 5 average rating, 96 reviews
Superhost
Boutique hotel in Key West
Marrero's Guest Mansion Adult Only (21+) Room 11
1 bed
May 1 – 6
Superhost
Home in Upper Sugarloaf Key
Bungalows at Sugarloaf Beach - The Lighthouse
1 sofa bed
May 19 – 24
4.86 out of 5 average rating, 43 reviews
Guest favourite
Guesthouse in Big Pine Key
Captain's Hideout
KayakBoat slip, Ocean views,
Aug. 10 – 17
4.88 out of 5 average rating, 8 reviews