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Search results; Over 1,000 homes in Key West

Guest favourite
Home in Key West
Historic Key West - Cigar House - Sleeps 4
2 bedrooms, 3 beds, 1 private bathroom
1–6 Jul
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4.78 out of 5 average rating, 68 reviews
Top guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed, 1 bathroom
1–6 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
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Awai's Floating Villa
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Jul
4.93 out of 5 average rating, 82 reviews
Home in Cudjoe Key
Paradise Found
2 bedrooms, 3 beds, 2 bathrooms
3–8 Jul
New place to stay
Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed, 1 bathroom
23–28 Jul
4.91 out of 5 average rating, 354 reviews
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
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
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
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
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
2 bedrooms, 4 beds, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Luxe
Home in Key West
Catchlight House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
14–19 Jul
4.97 out of 5 average rating, 37 reviews
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds, 2.5 bathrooms
12–17 Jul
New place to stay
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
Home in Key West
Ritaville Oceanfront Dream – Pool, Palms & Sunsets
4 bedrooms, 6 beds, 2.5 bathrooms
8–15 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
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
Boat in Key West
Luxurious 40' Sailing Yacht!
3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 13 reviews