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Search results; Over 1,000 homes in Key West

Superhost
Townhouse in Key West
Hemingway First Floor Townhouse @ Suite Dreams Inn
2 bedrooms, 3 beds, 2 private bathrooms
5–10 Jul
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4.78 out of 5 average rating, 23 reviews
Top guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed
3–8 Jul
4.91 out of 5 average rating, 551 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
Top guest favourite
Home in Key West
3 Bedroom Home - Perfect Location & Private Pool
3 bedrooms, 4 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds
12–17 Jul
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Home in Marathon
Angler’s Terrace Conde Nast Traveler’s Best Airbnb
4 bedrooms, 6 beds
12–19 Sept
4.97 out of 5 average rating, 143 reviews
Featured hotel
Hotel in Key West
La Pensione Inn Adults Only- Deluxe King
1 bedroom, 1 king bed
5–10 Jul
4.67 out of 5 average rating, 6 reviews
Guest favourite
Apartment in Key West
EYW Getaway
2 bedrooms, 3 beds
21–26 Jul
4.99 out of 5 average rating, 81 reviews
Flat in Key West
Beautiful Corner Condo Overlooking Pool
2 bedrooms, 4 beds
8–13 Aug
Luxe
Home in Key West
The Seagate Estate at Lunara Bay
4 bedrooms, 5 beds
6–11 Jul
4.79 out of 5 average rating, 58 reviews
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
1 bedroom, 2 queen beds
1–6 Jul
4.72 out of 5 average rating, 122 reviews
Home in Marathon
NEW! LUX VILLA 5 Beds 4 Baths Pool Boat Slip
5 bedrooms, 6 beds
11–18 Aug
New place to stay
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
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
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
5–10 Jul
New place to stay
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds
17–22 Jul
New place to stay
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
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds
16–21 Aug
New place to stay
Guest favourite
Boat in Key West
Glorious Floating Hotel Plus Amenities!
4 bedrooms, 4 beds
1–6 Jul
4.86 out of 5 average rating, 7 reviews