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Search results; Over 1,000 homes in Key West

Houseboat in Key West
Key West Luxury Houseboat at Yacht Club Resort
2 bedrooms, 3 beds, 2.5 private bathrooms
6–11 Jul
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4.81 out of 5 average rating, 295 reviews
Top guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed
3–8 Aug
4.91 out of 5 average rating, 552 reviews
Guest favourite
Home in Key West
MERMAID COVE- Funky Getaway on Duval
4 bedrooms, 5 beds
26–31 Jul
4.9 out of 5 average rating, 243 reviews
Top guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds
6–11 Jul
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Key West
Casa Capri 3 bed 3 bath sleeps 8 tropical decorate
2 bedrooms, 4 beds
9–14 Aug
4.97 out of 5 average rating, 60 reviews
Top guest favourite
Home in Key West
William Skelton Home - Sleeps 16 just off Duval St
6 bedrooms, 10 beds
30 Aug – 4 Sept
4.98 out of 5 average rating, 55 reviews
Top guest favourite
Home in Key West
Funky Chicken Cottage with Shared Pool in Paradise
3 bedrooms, 3 beds
12–17 Jul
5.0 out of 5 average rating, 40 reviews
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
1 bedroom, 2 queen beds
5–10 Jul
4.72 out of 5 average rating, 123 reviews
Guest favourite
Apartment in Key West
Penthouse Waterfront Dock Pool Condo Near Duval St
4 bedrooms, 11 beds
19–24 Jul
4.9 out of 5 average rating, 255 reviews
Superhost
Houseboat in Key West
Amazing houseboat with 2nd floor observation deck
1 bedroom, 2 beds
5–10 Jul
4.92 out of 5 average rating, 177 reviews
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds
27 Jul – 1 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Apartment in Key West
Oceanfront 3 bed condo Ocean Edge w/ optional slip
3 bedrooms, 8 beds
6–11 Jul
4.97 out of 5 average rating, 98 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
12–17 Jul
New place to stay
Guest favourite
Boat in Key West
“The Easy Way” Comfy, Practical, Convenient
1 bedroom, 1 king bed
6–11 Jul
5.0 out of 5 average rating, 24 reviews
Guest favourite
Boat in Key West
Off Grid HouseBoat "Shanty Pineapple Key West"
1 bed
12–17 Jul
4.95 out of 5 average rating, 88 reviews
Top guest favourite
Casa particular in Key West
Amazing Canal front home in KW!
4 bedrooms, 5 beds
1–6 Sept
5.0 out of 5 average rating, 40 reviews
Guest favourite
Home in Key West
Gone Coastal 2
3 bedrooms, 5 beds
16–21 Aug
4.92 out of 5 average rating, 117 reviews
Guest favourite
Flat in Key West
Key West Condo 2B/2B with Pool & Boat FREE Slip
2 bedrooms, 3 beds
31 Aug – 5 Sept
4.88 out of 5 average rating, 89 reviews
Guest favourite
Apartment in Key West
Waterfront Dock Pool Near Duval St Penthouse
4 bedrooms, 9 beds
26–31 Jul
4.91 out of 5 average rating, 208 reviews