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Search results; Over 1,000 homes in Key West

Serviced apartment in Key West
Waterfront Marina 2BR Mallory Condo+Amenities
2 bedrooms, 2 beds, 2 private bathrooms
1–6 Aug
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Top guest favourite
Home in Marathon
Luxury Boating Paradise+Pool+Sailing Kayaks
4 bedrooms, 8 beds
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
5–10 Sept
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Key West
Pilar's Secret - walking distance to everything!
3 bedrooms, 5 beds
21–26 Aug
4.92 out of 5 average rating, 88 reviews
Featured hotel
Room in Key West
Classic King City/Balcony
1 king bed
9–14 Aug
4.83 out of 5 average rating, 40 reviews
Home in Marathon
4BR Gulffront Dog Friendly | Pool | Dock | Deck
4 bedrooms, 4 beds
16–23 Aug
4.71 out of 5 average rating, 7 reviews
Flat in Key West
Apartment in Key west
1 bedroom, 1 queen bed
1–6 Aug
New place to stay
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms, 3 beds
5–10 Oct
4.91 out of 5 average rating, 101 reviews
Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds
22–27 Sept
5.0 out of 5 average rating, 6 reviews
Luxe
Home in Key West
The Seagate Estate at Lunara Bay
4 bedrooms, 5 beds
16–21 Aug
4.81 out of 5 average rating, 62 reviews
Guest favourite
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds
2–7 Aug
4.82 out of 5 average rating, 28 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed
18–23 Aug
4.91 out of 5 average rating, 555 reviews
Superhost
Apartment in Key West
Glimmer Glass oceanfront condo by Rent Key West
2 bedrooms, 3 beds
20–26 Aug
4.95 out of 5 average rating, 20 reviews
Superhost
Home in Marathon
Keys Marathon Oceanfront, 4BR, 3.5 Bath Pool Home.
4 bedrooms, 4 beds
29 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Key West
Paradise found
3 bedrooms, 4 beds
26–31 Aug
4.94 out of 5 average rating, 151 reviews
Top guest favourite
Flat in Key West
Newly Renovated 2/2 Bath Condo, with shared pool
2 bedrooms, 3 beds
10–15 Aug
4.99 out of 5 average rating, 84 reviews
Guest favourite
Home in Key Colony Beach
4/2.5 Waterfront home on Key Colony, Pool, Dockage
3 bedrooms, 4 beds
14–21 Aug
4.85 out of 5 average rating, 39 reviews
Luxe
Home in Key West
Altair House at Lunara Bay
6 bedrooms, 9 beds
2–7 Aug
4.86 out of 5 average rating, 42 reviews