filters

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
,
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
1–6 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
30 Aug – 4 Sept
4.97 out of 5 average rating, 36 reviews
Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed
23–28 Jul
4.91 out of 5 average rating, 354 reviews
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Awai's Floating Villa
2 bedrooms, 2 queen beds
1–6 Jul
4.93 out of 5 average rating, 82 reviews
Luxe
Home in Key West
The Seagate Estate at Lunara Bay
4 bedrooms, 5 beds
6–11 Jul
4.79 out of 5 average rating, 58 reviews
Guest favourite
Boat in Key West
43' Classic Yacht Views, Pools, Duval Shuttle
2 bedrooms, 2 queen beds
12–17 Jul
4.83 out of 5 average rating, 23 reviews
Luxe
Home in Key West
Catchlight House at Lunara Bay
6 bedrooms, 9 beds
14–19 Jul
4.97 out of 5 average rating, 37 reviews
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
2 bedrooms, 4 beds
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Villa in Key West
Coral Villa by AvantStay| Close 2 DT Key West!
3 bedrooms, 5 beds
4–9 Jul
New place to stay
Guest favourite
Home in Key West
Big Groups Welcome • Pool • Near Duval
5 bedrooms, 8 beds
12–17 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Near Duval St
2 bedrooms, 4 beds
1–6 Jul
4.89 out of 5 average rating, 139 reviews
Top guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds
12–17 Jul
4.96 out of 5 average rating, 28 reviews
Guest favourite
Home in Key West
Gone Coastal 2
3 bedrooms, 5 beds
16–21 Aug
4.92 out of 5 average rating, 114 reviews
Top guest favourite
Home in Marathon
Angler’s Terrace Conde Nast Traveler’s Best Airbnb
4 bedrooms, 6 beds
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
6–11 Jul
4.96 out of 5 average rating, 24 reviews
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
4 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms, 3 beds
22–27 Aug
4.91 out of 5 average rating, 97 reviews
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
5 bedrooms, 6 beds
27 Aug – 1 Sept
4.82 out of 5 average rating, 108 reviews