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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Tropical Escape at Sunrise
2 bedrooms, 3 beds, 2 shared bathrooms
1–6 Aug
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4.91 out of 5 average rating, 180 reviews
Superhost
Apartment in Key West
Glimmer Glass oceanfront condo by Rent Key West
2 bedrooms, 3 beds, 2 bathrooms
7–13 Aug
4.95 out of 5 average rating, 20 reviews
Superhost
Home in Key West
Pilar's Secret - walking distance to everything!
3 bedrooms, 5 beds, 2 bathrooms
21–26 Aug
4.92 out of 5 average rating, 88 reviews
Top guest favourite
Home in Marathon
Luxury Boating Paradise+Pool+Sailing Kayaks
4 bedrooms, 8 beds, 3 bathrooms
15–22 Aug
5.0 out of 5 average rating, 85 reviews
Guest favourite
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
30 Sept – 5 Oct
5.0 out of 5 average rating, 9 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
18–23 Aug
4.91 out of 5 average rating, 555 reviews
Superhost
Home in Key West
Fleming Street 2/1 private home Key West getaway
2 bedrooms, 4 beds, 1 bathroom
4–9 Aug
4.91 out of 5 average rating, 135 reviews
Guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 5 reviews
Featured hotel
Room in Key West
Classic Double Queen City/Balcony
2 queen beds, 1 bathroom
12–17 Aug
4.81 out of 5 average rating, 47 reviews
Superhost
Cottage in Key West
Island Style - the only way to vacation!
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.79 out of 5 average rating, 116 reviews
Superhost
Apartment in Key West
The Cuban House @ Cuban Club Suites
1 bedroom, 3 beds, 1.5 bathrooms
2–7 Aug
4.76 out of 5 average rating, 178 reviews
Luxe
Home in Key West
The Seagate Estate at Lunara Bay
4 bedrooms, 5 beds, 4.5 bathrooms
16–21 Aug
4.8 out of 5 average rating, 61 reviews
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds, 4.5 bathrooms
1–6 Aug
4.81 out of 5 average rating, 27 reviews
Superhost
Flat in Key West
Deckside Suite @ Conch Republic Cottage
1 king bed, 1 bathroom
17–22 Aug
4.61 out of 5 average rating, 113 reviews
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms, 3 beds, 4 bathrooms
5–10 Oct
4.91 out of 5 average rating, 100 reviews
Flat in Key West
Apartment in Key west
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
New place to stay
Home in Marathon
4BR Gulffront Dog Friendly | Pool | Dock | Deck
4 bedrooms, 4 beds, 2.5 bathrooms
16–23 Aug
4.71 out of 5 average rating, 7 reviews
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
5 bedrooms, 6 beds, 3 bathrooms
26 Sept – 1 Oct
4.83 out of 5 average rating, 111 reviews
Guest favourite
Apartment in Key West
EYW Getaway
2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
4.99 out of 5 average rating, 84 reviews