filters

Search results; Over 1,000 homes in Key West

Guest favorite
Room in Key West
Steps off Duval - Roma - Beautiful King Room with Private Porch, Included in the price: breakfast, happy hour, bicycles.
1 bedroom, 1 bed, 1 private bath
Sep 13 – 18
,
4.95 out of 5 average rating, 55 reviews
Guest favorite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bath
Aug 18 – 23
4.91 out of 5 average rating, 557 reviews
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
1 bedroom, 2 beds, 1 bath
Aug 17 – 22
4.86 out of 5 average rating, 602 reviews
Top guest favorite
Room in Key West
Mallory House Room #2
1 queen bed, 1 bath
Aug 16 – 21
4.91 out of 5 average rating, 442 reviews
Featured hotel
Room in Key West
Margaret King Junior Suite/Balcony
1 king bed, 1 bath
Aug 17 – 22
Top guest favorite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds, 2.5 baths
Aug 17 – 22
4.88 out of 5 average rating, 176 reviews
Top guest favorite
Home in Key West
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
1 bedroom, 1 king bed, 1.5 baths
Oct 8 – 13
4.95 out of 5 average rating, 403 reviews
Top guest favorite
Condo in Key West
Coastline Comfort
2 bedrooms, 4 beds, 2 baths
Sep 22 – 27
5.0 out of 5 average rating, 8 reviews
Guest favorite
Houseboat in Marathon
b watervibe
1 bedroom, 1 small double bed, 1 bath
Sep 27 – Oct 2
4.92 out of 5 average rating, 90 reviews
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
1 bedroom, 2 queen beds, 1 bath
Aug 18 – 23
4.71 out of 5 average rating, 134 reviews
Guest favorite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed, 1 bath
Aug 25 – 30
4.92 out of 5 average rating, 358 reviews
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed, 1 bath
Sep 29 – Oct 4
4.78 out of 5 average rating, 9 reviews
Top guest favorite
Apartment in Key West
Newly Renovated 2/2 Bath Condo, with shared pool
2 bedrooms, 3 beds, 2 baths
Aug 30 – Sep 4
4.99 out of 5 average rating, 84 reviews
Guest favorite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds, 1 bath
Sep 1 – 6
4.9 out of 5 average rating, 245 reviews
Featured hotel
Room in Key West
One king bed
1 bath
Aug 12 – 17
New place to stay
Guest favorite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 bedrooms, 2 queen beds, 2 baths
Aug 21 – 26
4.93 out of 5 average rating, 85 reviews
Guest favorite
Condo in Summerland Key
Family Suite at Sugarloaf Key Hotel (Pet Friendly)
1 bedroom, 4 beds, 1 bath
Aug 16 – 21
4.97 out of 5 average rating, 36 reviews
Guest favorite
Apartment in Key West
Cayo-Hueso Suite | Chic 1BR + Balcony in
1 bedroom, 2 queen beds, 1.5 baths
Aug 16 – 21
5.0 out of 5 average rating, 7 reviews
Top guest favorite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds, 1 bath
Aug 23 – 28
4.97 out of 5 average rating, 33 reviews