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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!
Studio, 2 beds, 1 private bathroom
10–15 Aug
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4.97 out of 5 average rating, 311 reviews
Top guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed, 1 bathroom
1–6 Jul
4.91 out of 5 average rating, 551 reviews
Luxe
Home in Key West
Catchlight House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
14–19 Jul
4.97 out of 5 average rating, 37 reviews
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Awai's Floating Villa
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Jul
4.93 out of 5 average rating, 82 reviews
Top guest favourite
Home in Key West
3 Bedroom Home - Perfect Location & Private Pool
3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 36 reviews
Boat in Key West
Private 4BR Boat | Key West Waterfront
4 bedrooms, 6 beds, 4 bathrooms
5–10 Jul
5.0 out of 5 average rating, 3 reviews
Featured hotel
Hotel in Key West
Superior Double Queen Pool/Balcony
1 bedroom, 2 queen beds, 1 bathroom
5–10 Jul
4.86 out of 5 average rating, 7 reviews
Flat in Key West
Beautiful Corner Condo Overlooking Pool
2 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
4.88 out of 5 average rating, 580 reviews
Guest favourite
Apartment in Key West
EYW Getaway
2 bedrooms, 3 beds, 2 bathrooms
21–26 Jul
4.99 out of 5 average rating, 81 reviews
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds, 2 bathrooms
17–22 Jul
New place to stay
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
2 bedrooms, 4 beds, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Key West
Family House, 2 K BR's, Private Spa/Deck, 2 pools.
2 bedrooms, 3 beds, 1.5 bathrooms
18–23 Jul
4.92 out of 5 average rating, 322 reviews
Superhost
Villa in Key West
Coral Villa by AvantStay| Close 2 DT Key West!
3 bedrooms, 5 beds, 3 bathrooms
4–9 Jul
New place to stay
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
5–10 Jul
New place to stay
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
4.93 out of 5 average rating, 29 reviews
Luxe
Home in Key West
The Seagate Estate at Lunara Bay
4 bedrooms, 5 beds, 4.5 bathrooms
6–11 Jul
4.79 out of 5 average rating, 58 reviews
Guest favourite
Boat in Key West
Glorious Floating Hotel Plus Amenities!
4 bedrooms, 4 beds, 4 bathrooms
1–6 Jul
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 13 reviews