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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Downtown Near Duval
2 bedrooms, 4 beds, 2 private bathrooms
16–21 Aug
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4.91 out of 5 average rating, 270 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
2–7 Sept
New place to stay
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds
10–15 Aug
5.0 out of 5 average rating, 16 reviews
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, 553 reviews
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds
12–17 Jul
4.88 out of 5 average rating, 176 reviews
Guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Near Duval St
2 bedrooms, 4 beds
16–21 Jul
4.89 out of 5 average rating, 141 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, 244 reviews
Guest favourite
Boutique hotel in Key West
Mallory House Room #3
1 bedroom, 1 queen bed
16–21 Aug
4.89 out of 5 average rating, 519 reviews
Top guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds
17–22 Jul
5.0 out of 5 average rating, 21 reviews
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds
3–8 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Hotel room in Key West
The Sanchez House Room #1
1 bedroom, 1 queen bed
12–17 Jul
4.86 out of 5 average rating, 668 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
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, 41 reviews
Guest favourite
Boat in Key West
Key West Sailboat Getaway
1 bedroom, 2 beds
19–24 Jul
5.0 out of 5 average rating, 6 reviews
Guest favourite
Apartment in Key West
Oceanfront 3 bed condo Ocean Edge w/ optional slip
3 bedrooms, 8 beds
30 Jul – 4 Aug
4.97 out of 5 average rating, 98 reviews
Superhost
Houseboat in Key West
Amazing houseboat with 2nd floor observation deck
1 bedroom, 2 beds
9–14 Jul
4.89 out of 5 average rating, 178 reviews
Top guest favourite
Home in Key West
Another Day in Paradise
3 bedrooms, 6 beds
15–20 Aug
4.95 out of 5 average rating, 60 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, 41 reviews
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds
19–24 Jul
4.93 out of 5 average rating, 30 reviews