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Search results; Over 1,000 homes in Key West

Top guest favourite
Home in Key West
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
1 bedroom, 1 bed, 1.5 private bathrooms
3–8 Aug
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4.95 out of 5 average rating, 397 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
Waterfront, Ocean views
27 Jul – 1 Aug
4.91 out of 5 average rating, 554 reviews
Hotel in Key West
Coconut Beach Resort-Southern Most Point
3 beds
14–21 Jul
New place to stay
Guest favourite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
Waterfront, Ocean and bay views
14–19 Jul
4.9 out of 5 average rating, 242 reviews
Hotel in Key West
Pool view one bedroom suite
7–12 Aug
New place to stay
Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
Waterfront, Ocean views
25–30 Jul
4.92 out of 5 average rating, 356 reviews
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
Waterfront, Ocean and bay views
15–20 Jul
4.88 out of 5 average rating, 176 reviews
Home in Key West
Waterfront Luxury Home with private pool!
Waterfront
9–14 Aug
4.75 out of 5 average rating, 12 reviews
Guest favourite
Apartment in Key West
Seas the Breeze – Poolside Condo Near the Beach
3 beds
20–25 Jul
5.0 out of 5 average rating, 5 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
30 Sept – 5 Oct
New place to stay
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
Waterfront
17–22 Jul
4.83 out of 5 average rating, 23 reviews
Superhost
Home in Key Haven
Waterlane House at Lunara Bay
Waterfront
15–20 Aug
4.84 out of 5 average rating, 108 reviews
Superhost
Boat in Key West
Waterfront & Heated Pool - Break Awai Floating Vil
Waterfront
20–25 Jul
Guest favourite
Boat in Key West
Key West Sailboat Getaway
2 beds
16–21 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Flat in Key West
Penthouse in Paradise
Waterfront, Boat berth
19–24 Jul
4.84 out of 5 average rating, 141 reviews
Guest favourite
Apartment in Key West
EYW Getaway
3 beds
21–26 Jul
4.99 out of 5 average rating, 82 reviews
Flat in Key West
Apartment in Key west
1 queen bed
14–19 Jul
New place to stay
Top guest favourite
Flat in Key West
Newly Renovated 2/2 Bath Condo, with shared pool
3 beds
10–15 Aug
4.99 out of 5 average rating, 82 reviews
Home in Key West
Family friendly-Waterfront retreat
7 beds
1–6 Jan