filters

Search results; Over 1,000 homes in Key West

Top guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed, 1 bathroom
20–25 Jul
4.91 out of 5 average rating, 551 reviews
Featured hotel
Hotel in Key West
Accessible Classic King City/Balcony
1 bedroom, 1 king bed, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Boat in Key West
Glorious Floating Hotel Plus Amenities!
4 bedrooms, 4 beds, 4 bathrooms
1–6 Jul
4.88 out of 5 average rating, 8 reviews
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds, 2.5 bathrooms
12–17 Jul
4.87 out of 5 average rating, 175 reviews
Guest favourite
Boat in Key West
43' Classic Yacht Views, Pools, Duval Shuttle
2 bedrooms, 2 queen beds, 1.5 bathrooms
17–22 Jul
4.83 out of 5 average rating, 24 reviews
Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
4.97 out of 5 average rating, 200 reviews
Luxe
Home in Key West
Altair House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
9–14 Jul
4.86 out of 5 average rating, 42 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
5–10 Jul
New place to stay
Luxe
Home in Key West
Evershore Estate at Lunara Bay | Wellness Home
4 bedrooms, 7 beds, 4 bathrooms
4–9 Jul
4.93 out of 5 average rating, 111 reviews
Guest favourite
Flat in Key West
Key West Beach House
2 bedrooms, 2 beds, 2 bathrooms
1–8 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Boat in Key West
Off Grid HouseBoat "Shanty Pineapple Key West"
1 bed, 1 bathroom
12–17 Jul
4.95 out of 5 average rating, 88 reviews
Guest favourite
Boat in Key West
Luxurious 40' Sailing Yacht!
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
4.96 out of 5 average rating, 24 reviews
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds, 1 bathroom
17–22 Jul
4.93 out of 5 average rating, 30 reviews
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
2 bedrooms, 4 beds, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 3 reviews
Boat in Key West
Waterfront & Heated Pool - Break Awai Floating Vil
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Jul
Hotel in Key West
Conch Cottage
1 bedroom, 3 beds, 1 bathroom
19–24 Jul
New place to stay
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 14 reviews