filters

Search results; Over 1,000 homes in Key West

Superhost
Cottage in Key West
Ann Street Cottage
1 bedroom, 1 bed, 1.5 shared bathrooms
27 Jul – 1 Aug
,
4.82 out of 5 average rating, 11 reviews
Top guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
4.91 out of 5 average rating, 551 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Jul
Top guest favourite
Home in Marathon
Tropical Keys Retreat | Pool | Hot Tub | Cinema
5.0 out of 5 average rating, 75 reviews, 3 bedrooms, 4 beds, 3 bathrooms
11–18 Jul
Luxe
Home in Key West
Evershore Estate at Lunara Bay | Wellness Home
4.93 out of 5 average rating, 111 reviews, 4 bedrooms, 7 beds, 4 bathrooms
5–10 Jul
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
New place to stay, 2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
New place to stay, 2 bedrooms, 4 beds, 2.5 bathrooms
12–17 Jul
Superhost
Apartment in Key West
Seas the Breeze – Poolside Condo Near the Beach
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 2 bathrooms
13–18 Jul
Boat in Key West
Waterfront & Heated Pool - Break Awai Floating Vil
2 bedrooms, 2 beds, 2 bathrooms
1–6 Jul
Top guest favourite
Home in Key West
3 Bedroom Home - Perfect Location & Private Pool
4.97 out of 5 average rating, 36 reviews, 3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Luxe
Home in Key West
Catchlight House at Lunara Bay
4.97 out of 5 average rating, 37 reviews, 6 bedrooms, 9 beds, 6.5 bathrooms
14–19 Jul
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
4.97 out of 5 average rating, 199 reviews, 2 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
Top guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
5.0 out of 5 average rating, 19 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
5–10 Jul
Home in Marathon
NEW! LUX VILLA 5 Beds 4 Baths Pool Boat Slip
New place to stay, 5 bedrooms, 6 beds, 4 bathrooms
11–18 Aug
Guest favourite
Boat in Key West
43' Classic Yacht Views, Pools, Duval Shuttle
4.83 out of 5 average rating, 24 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
17–22 Jul
Luxe
Home in Key West
The Greenmoor House at Lunara Bay
5.0 out of 5 average rating, 10 reviews, 6 bedrooms, 9 beds, 6.5 bathrooms
11–16 Jul
Superhost
Houseboat in Key West
Amazing houseboat with 2nd floor observation deck
4.92 out of 5 average rating, 177 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Jul
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
4.83 out of 5 average rating, 110 reviews, 5 bedrooms, 6 beds, 3 bathrooms
27 Aug – 1 Sept
Featured hotel
Hotel in Key West
La Pensione Inn Adults Only- Deluxe King
4.71 out of 5 average rating, 7 reviews, 1 bedroom, 1 bathroom
5–10 Jul
Top guest favourite
Home in Marathon
Angler’s Terrace Conde Nast Traveler’s Best Airbnb
4.97 out of 5 average rating, 144 reviews, 4 bedrooms, 6 beds, 3 bathrooms
12–19 Sept