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Search results; Over 1,000 homes in Key West

Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds
12–17 Jul
Top 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, 551 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, 144 reviews
Luxe
Home in Key West
Evershore Estate at Lunara Bay | Wellness Home
4 bedrooms, 7 beds
4–9 Jul
4.93 out of 5 average rating, 111 reviews
Luxe
Home in Marathon
The Pearl at SeaGlass Cove Waterfront Luxury Home!
5 bedrooms, 5 beds
9–16 Jul
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds
12–17 Jul
New place to stay
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
4 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds
4–9 Jul
5.0 out of 5 average rating, 20 reviews
Luxe
Home in Key West
Altair House at Lunara Bay
6 bedrooms, 9 beds
9–14 Jul
4.86 out of 5 average rating, 42 reviews
Top guest favourite
Home in Marathon
Water Views | Private Pool Oasis + Gazebo + Kayaks
4 bedrooms, 7 beds
26 Sept – 3 Oct
5.0 out of 5 average rating, 13 reviews
Luxe
Home in Key West
The Rigby House - Pool, One block from Duval St
6 bedrooms, 6 beds
2–7 Aug
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds
12–17 Jul
4.87 out of 5 average rating, 175 reviews
Luxe
Home in Key West
Floralee House at Lunara Bay
6 bedrooms, 9 beds
2–7 Jul
4.97 out of 5 average rating, 35 reviews
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
1 bedroom, 2 queen beds
5–10 Jul
4.72 out of 5 average rating, 123 reviews
Home in Summerland Key
4BR Gulf-front house with pool & beach access
4 bedrooms, 4 beds
2–7 Aug
4.54 out of 5 average rating, 24 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 Marathon
World-Class Oceanfront Pool/Hottub Sunset Escape
5 bedrooms, 7 beds
12–19 Sept
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Marathon
Tropical Keys Retreat | Pool | Hot Tub | Cinema
3 bedrooms, 4 beds
11–18 Jul
5.0 out of 5 average rating, 76 reviews