filters

Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Tropical Escape at Sunrise
2 bedrooms, 3 beds, 2 shared bathrooms
13–18 Jul
,
4.91 out of 5 average rating, 179 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
4.91 out of 5 average rating, 553 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Superhost
Flat in Key West
Turtle Nest Condo + Pool
New place to stay, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Luxe
Home in Key West
Spindrift House at Lunara Bay
4.85 out of 5 average rating, 95 reviews, 4 bedrooms, 7 beds, 4 bathrooms
14–19 Aug
Flat in Key West
Beautiful Corner Condo Overlooking Pool
2 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Home in Marathon
Tropical Keys Retreat | Pool | Hot Tub | Cinema
5.0 out of 5 average rating, 76 reviews, 3 bedrooms, 4 beds, 3 bathrooms
11–18 Jul
Luxe
Home in Marathon
The Pearl at SeaGlass Cove Waterfront Luxury Home!
5 bedrooms, 5 beds, 4.5 bathrooms
9–16 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
19–24 Jul
Home in Summerland Key
4BR Gulf-front house with pool & beach access
4.56 out of 5 average rating, 25 reviews, 4 bedrooms, 4 beds, 4.5 bathrooms
2–7 Aug
Top guest favourite
Home in Marathon
Angler’s Terrace Conde Nast Traveler’s Best Airbnb
4.97 out of 5 average rating, 145 reviews, 4 bedrooms, 6 beds, 3 bathrooms
28 Nov – 5 Dec
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
Top guest favourite
Home in Marathon
World-Class Oceanfront Pool/Hottub Sunset Escape
5.0 out of 5 average rating, 38 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
29 Aug – 5 Sept
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
4.91 out of 5 average rating, 97 reviews, 3 bedrooms, 3 beds, 4 bathrooms
22–27 Aug
Home in Marathon
NEW! LUX VILLA 5 Beds 4 Baths Pool Boat Slip
New place to stay, 5 bedrooms, 6 beds, 4 bathrooms
22–29 Aug
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 3 beds, 2 bathrooms
10–15 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
Luxe
Home in Key West
The Rigby House - Pool, One block from Duval St
5.0 out of 5 average rating, 26 reviews, 6 bedrooms, 6 beds, 6.5 bathrooms
2–7 Aug
Top guest favourite
Home in Marathon
Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool
4.97 out of 5 average rating, 35 reviews, 7 bedrooms, 8 beds, 6 bathrooms
29 Aug – 5 Sept