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Search results; Over 1,000 homes in Key West

Apartment in Florida
Condo de Paradise/Salt Water Pool/Boat Dock
2 bedrooms, 3 beds, 2 private bathrooms
5–12 Aug
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4.96 out of 5 average rating, 45 reviews
Home in Florida
*NEW!*Life is a Marathon~VIEWS!~Pool~Dock~HotTub!
4 bedrooms, 5 beds, 3 bathrooms
2–9 Aug
New place to stay
Houseboat in Florida
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
4.91 out of 5 average rating, 554 reviews
Hotel in Florida
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
16–21 Aug
New place to stay
Home in Florida
World-Class Oceanfront Pool/Hottub Sunset Escape
5 bedrooms, 7 beds, 3.5 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 38 reviews
Home in Florida
Beach House in Marathon with Amazing Backyard!
2 bedrooms, 4 beds, 2 bathrooms
9–16 Aug
5.0 out of 5 average rating, 9 reviews
Hotel in Florida
Pool view one bedroom suite
1 bedroom, 1 bathroom
23–28 Jul
New place to stay
Home in Florida
4BR Gulf-front house with pool & beach access
4 bedrooms, 4 beds, 4.5 bathrooms
2–7 Aug
4.56 out of 5 average rating, 25 reviews
Home in Florida
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms, 3 beds, 4 bathrooms
5–10 Oct
4.91 out of 5 average rating, 98 reviews
Home in Florida
Spindrift House at Lunara Bay
4 bedrooms, 7 beds, 4 bathrooms
13–18 Sept
4.85 out of 5 average rating, 96 reviews
Home in Florida
4BR Gulffront Dog Friendly | Pool | Dock | Deck
4 bedrooms, 4 beds, 2.5 bathrooms
16–23 Aug
4.71 out of 5 average rating, 7 reviews
Home in Florida
The Greenmoor House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 11 reviews
Houseboat in Florida
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed, 1 bathroom
25–30 Jul
4.92 out of 5 average rating, 356 reviews
Home in Florida
Catchlight House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
27 Jul – 1 Aug
4.97 out of 5 average rating, 37 reviews
Home in Florida
Waterfront Beach House with Dock & Heated Pool!
4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Home in Florida
Ocean Palms Luxury Oceanfront SeaGlass Cove FLKeys
5 bedrooms, 5 bathrooms
25 Jul – 1 Aug
Home in Florida
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Home in Florida
Palm Breezes! Room for Everyone on the Ocean.
5 bedrooms, 6 beds, 3 bathrooms
27 Aug – 1 Sept
4.83 out of 5 average rating, 111 reviews
Home in Florida
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds, 1 bathroom
3–8 Aug
4.97 out of 5 average rating, 30 reviews