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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Oceanfront 3 bed condo Ocean Edge w/ optional slip
3 bedrooms, 8 beds, 2 private bathrooms
6–11 Jul
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4.97 out of 5 average rating, 98 reviews
Featured hotel
Hotel in Key West
La Pensione Inn Adults Only- Deluxe King
1 bedroom, 1 king bed, 1 bathroom
5–10 Jul
4.75 out of 5 average rating, 8 reviews
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 bathrooms
13–18 Jul
Superhost
Houseboat in Key West
Amazing houseboat with 2nd floor observation deck
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
4.89 out of 5 average rating, 178 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed, 1 bathroom
3–8 Aug
4.91 out of 5 average rating, 553 reviews
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
1 bedroom, 2 queen beds, 1 bathroom
5–10 Jul
4.72 out of 5 average rating, 123 reviews
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
16–21 Oct
4.97 out of 5 average rating, 201 reviews
Guest favourite
Boat in Key West
Luxurious 40' Sailing Yacht!
3 bedrooms, 4 beds, 2 bathrooms
4–9 Aug
4.96 out of 5 average rating, 24 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
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds, 3 bathrooms
10–15 Aug
5.0 out of 5 average rating, 14 reviews
Luxe
Home in Key West
The Greenmoor House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 15 reviews
Boat in Key West
Waterfront & Heated Pool - Break Awai Floating Vil
2 bedrooms, 2 queen beds, 2 bathrooms
5–10 Jul
Guest favourite
Apartment in Key West
Beach Club Ocean Front 2BR Condo
2 bedrooms, 3 beds, 2.5 bathrooms
6–12 Jul
4.94 out of 5 average rating, 180 reviews
Top guest favourite
Home in Cudjoe Key
Ocean's Edge VO Pad Boards, Kayak, Bikes-30 min KW
2 bedrooms, 4 beds, 1 bathroom
27 Aug – 1 Sept
4.97 out of 5 average rating, 86 reviews
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds, 4.5 bathrooms
6–11 Jul
5.0 out of 5 average rating, 20 reviews
Guest favourite
Boat in Key West
Glorious Floating Hotel Plus Amenities!
4 bedrooms, 4 beds, 4 bathrooms
5–10 Jul
4.88 out of 5 average rating, 8 reviews