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Search results; Over 1,000 homes in Key West

Top guest favourite
Home in Key West
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
1 bedroom, 2 beds, 1 private bathroom
10–15 Aug
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4.97 out of 5 average rating, 312 reviews
Featured hotel
Hotel in Key West
Accessible Classic King City/Balcony
1 bedroom, 1 king bed
27 Jul – 1 Aug
Top guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed
7–12 Jul
4.91 out of 5 average rating, 551 reviews
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds
4–9 Jul
4.87 out of 5 average rating, 175 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
Featured hotel
Hotel in Key West
Two bedrooms bi-level garden view suite
1 bedroom, 1 queen bed
23–28 Aug
4.92 out of 5 average rating, 12 reviews
Guest favourite
Boat in Key West
43' Classic Yacht Views, Pools, Duval Shuttle
2 bedrooms, 2 queen beds
17–22 Jul
4.83 out of 5 average rating, 24 reviews
Hotel in Key West
Conch Cottage
1 bedroom, 3 beds
19–24 Jul
New place to stay
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
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds
24–29 Sept
4.97 out of 5 average rating, 199 reviews
Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds
2–7 Aug
5.0 out of 5 average rating, 15 reviews
Luxe
Home in Key West
The Greenmoor House at Lunara Bay
6 bedrooms, 9 beds
11–16 Jul
5.0 out of 5 average rating, 10 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
Apartment in Key West
Beach Club Ocean Front 2BR Condo
2 bedrooms, 3 beds
6–12 Jul
4.94 out of 5 average rating, 180 reviews
Guest favourite
Flat in Key West
King Bed | Key West *Best Downtown Locations *Cool
1 bedroom, 2 beds
5–10 Jul
4.83 out of 5 average rating, 145 reviews
Guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Downtown Near Duval
2 bedrooms, 4 beds
16–21 Aug
4.91 out of 5 average rating, 270 reviews
Luxe
Home in Key West
Evershore Estate at Lunara Bay | Wellness Home
4 bedrooms, 7 beds
5–10 Jul
4.93 out of 5 average rating, 111 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
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds
5–10 Jul
5.0 out of 5 average rating, 19 reviews