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Search results; Over 1,000 homes in Key West

Guest favourite
Flat in Key West
KW Luxury 2/2 Beachfront resort Tropical Oasis
2 bedrooms, 3 beds, 2 private bathrooms
3–8 Jul
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4.92 out of 5 average rating, 200 reviews
Top guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed, 1 bathroom
3–8 Jul
4.91 out of 5 average rating, 551 reviews
Top guest favourite
Home in Key West
3 Bedroom Home - Perfect Location & Private Pool
3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 36 reviews
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds, 3 bathrooms
9–14 Aug
New place to stay
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
New place to stay
Top guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds, 1 bathroom
12–17 Jul
4.96 out of 5 average rating, 28 reviews
Boat in Key West
Waterfront & Heated Pool - Break Awai Floating Vil
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Jul
Guest favourite
Boat in Key West
43' Classic Yacht Views, Pools, Duval Shuttle
2 bedrooms, 2 queen beds, 1.5 bathrooms
12–17 Jul
4.83 out of 5 average rating, 24 reviews
Luxe
Home in Key West
The Seagate Estate at Lunara Bay
4 bedrooms, 5 beds, 4.5 bathrooms
6–11 Jul
4.79 out of 5 average rating, 58 reviews
Featured hotel
Hotel in Key West
La Pensione Inn Adults Only- Deluxe King
1 bedroom, 1 king bed, 1 bathroom
5–10 Jul
4.71 out of 5 average rating, 7 reviews
Flat in Key West
Beautiful Corner Condo Overlooking Pool
2 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Home in Marathon
Angler’s Terrace Conde Nast Traveler’s Best Airbnb
4 bedrooms, 6 beds, 3 bathrooms
12–19 Sept
4.97 out of 5 average rating, 143 reviews
Guest favourite
Apartment in Key West
EYW Getaway
2 bedrooms, 3 beds, 2 bathrooms
21–26 Jul
4.99 out of 5 average rating, 81 reviews
Home in Marathon
NEW! LUX VILLA 5 Beds 4 Baths Pool Boat Slip
5 bedrooms, 6 beds, 4 bathrooms
11–18 Aug
New place to stay
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
1 bedroom, 2 queen beds, 1 bathroom
1–6 Jul
4.72 out of 5 average rating, 122 reviews
Superhost
Apartment in Key West
Seas the Breeze – Poolside Condo Near the Beach
2 bedrooms, 3 beds, 2 bathrooms
3–8 Jul
Superhost
Villa in Key West
Coral Villa by AvantStay| Close 2 DT Key West!
3 bedrooms, 5 beds, 3 bathrooms
4–9 Jul
New place to stay
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
4.93 out of 5 average rating, 30 reviews
Luxe
Home in Key West
The Rigby House - Pool, One block from Duval St
6 bedrooms, 6 beds, 6.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 26 reviews