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Search results; Over 1,000 places in Key West

Superhost
Houseboat in Key West
Happys Houseboat
1 queen bed
May 25 – 30
4.84 out of 5 average rating, 174 reviews
Guest favorite
Boat in Key West
Cozy Houseboat “Wild One”
Apr 28 – May 3
5.0 out of 5 average rating, 69 reviews
Guest favorite
Townhouse in Key West
3/3 Tropical Key West Home Get Away
3 queen beds
May 6 – 11
4.88 out of 5 average rating, 75 reviews
Home in Big Pine Key
Nature's Paradise-Ingrd Pool-Great Monthly Rental$
4 beds
May 15 – 22
Superhost
Apartment in Key West
Downtown Sunset Harbor Studio!
1 bed
Apr 28 – May 5
Guest favorite
Condo in Key West
La Dolce Vita, Old Town Steps to Duval! 3 blks bch
2 beds
Jun 30 – Jul 5
4.83 out of 5 average rating, 241 reviews
Superhost
Condo in Key West
Ocean Front Studio private Sandy Beach in Key West
1 king bed
Dec 9 – 14
4.89 out of 5 average rating, 75 reviews
Houseboat in Key West
A slice of paradise in the Florida Keys
May 28 – Jun 2
4.68 out of 5 average rating, 126 reviews
Guest favorite
Hotel in Key West
Marrero's Guest Mansion Adult Only (21+) Room 6
1 bed
Jun 15 – 20
5.0 out of 5 average rating, 6 reviews
Superhost
Hotel room in Key West
The Sanchez House Room #1
1 queen bed
Jul 14 – 19
4.85 out of 5 average rating, 534 reviews
Superhost
Room in Key West
Stay with Devin And DavidHosting for 6 years,
Mallory House Room #1
Jul 6 – 11
4.87 out of 5 average rating, 266 reviews
Apartment in Key West
Beautiful King Bedroom + Pools
1 king bed
Apr 19 – 24
4.1 out of 5 average rating, 21 reviews
Guest favorite
Boutique hotel in Key West
Marrero's Guest Mansion Adult Only (21+) Room 10
1 bed
Jun 23 – 28
4.9 out of 5 average rating, 10 reviews
Guest favorite
Condo in Key West
Large waterfront 2/2 end unit with boat slip
WaterfrontOcean and bay views,
Jun 10 – 15
4.88 out of 5 average rating, 144 reviews
Guest favorite
Home in Key West
Family House, 2 K BR's, Private Spa/Deck, 2 pools.
3 beds
May 15 – 20
4.91 out of 5 average rating, 234 reviews
Guest favorite
Home in Key West
American Shoal Suite
3 beds
May 19 – 24
5.0 out of 5 average rating, 8 reviews
Place to stay in Key West
King Suite with Balcony - at James House!
1 king bed
Apr 27 – May 2
4.61 out of 5 average rating, 143 reviews
Guest favorite
Home in Key West
McCartney's Manor - Deluxe K Suite W/Pvt. Spa!
1 king bed
May 10 – 15
4.94 out of 5 average rating, 157 reviews