Search results; 905 places

Condo in Summerland Key
Family Suite at Sugarloaf Key Hotel (Pet Friendly)
Free cancellation
Jul 6 – 11
R33,484 ZAR for 5 nights
Guest favorite
Home in Upper Sugarloaf Key
Hemingway - Beach Houses Key West
3 beds
Jul 17 – 22
R74,716 ZAR for 5 nights, originally R98,640 ZAR
4.86 out of 5 average rating, 105 reviews
Guest favorite
Home in Sugarloaf Key
The Guest House - Sugarloaf Beach Key West
7 beds
Jul 8 – 13
R79,588 ZAR for 5 nights, originally R103,511 ZAR
4.81 out of 5 average rating, 114 reviews
Guest favorite
Home in Upper Sugarloaf Key
Lighthouse - Beach Houses Key West
1 sofa bed
Jul 28 – Aug 2
R100,483 ZAR for 5 nights
4.94 out of 5 average rating, 95 reviews
Guest favorite
Home in Summerland Key
Kelly’s Kabin - Private FL Keys Cottage
Free cancellation
Aug 24 – 29
R26,053 ZAR for 5 nights
4.83 out of 5 average rating, 58 reviews
Home in Summerland Key
Palm - Beach Houses Key West
Free cancellation
Jul 29 – Aug 3
R87,435 ZAR for 5 nights
New place to stay
Top guest favorite
Room in Big Pine Key
Stay with Ivan RicardoRet. military usmc,
Sweet Spot - Kayak and SUP launch
Jul 15 – 20
R16,310 ZAR for 5 nights
4.97 out of 5 average rating, 37 reviews
Guest favorite
Camper/RV in Big Pine Key
Having fun in the lower Keys
2 beds
Jul 6 – 11
R11,290 ZAR for 5 nights, originally R12,181 ZAR
4.9 out of 5 average rating, 84 reviews
Superhost
Home in Sugarloaf Key
Hammock House - Beach Houses Key West
4 beds
Jul 14 – 19
R128,727 ZAR for 5 nights, originally R171,362 ZAR
4.9 out of 5 average rating, 21 reviews
Superhost
Home in Sugarloaf Key
Main House - Sugarloaf Beach Key West
6 beds
Jul 6 – 11
R163,083 ZAR for 5 nights, originally R190,267 ZAR
4.76 out of 5 average rating, 99 reviews
Home in Summerland Key
Beach Houses Key West Mi Azucar
7 beds
Aug 17 – 22
R142,495 ZAR for 5 nights
Home in Summerland Key
A month in paradise pool home.
Free cancellation
Sep 7 – 12
R41,833 ZAR for 5 nights
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Cudjoe Key
101- Newly Renovated Oceanside House with Pool
2 king beds
Jul 6 – 11
R32,725 ZAR for 5 nights, originally R42,455 ZAR
4.89 out of 5 average rating, 238 reviews
Home in Summerland Key
Beach House Key West, with a daily rentals license
9 beds
Sep 14 – 19
R74,007 ZAR for 5 nights
4.64 out of 5 average rating, 61 reviews
Home in Summerland Key
4BR Gulf-front house with pool & beach access
4 beds
Jul 1 – 6
R189,144 ZAR for 5 nights
4.5 out of 5 average rating, 20 reviews
Home in Cudjoe Key
Lochloosa in Cudjoe Key #655-open lobster season!
Free cancellation
Jul 6 – 11
R22,240 ZAR for 5 nights
New place to stay
Home in Summerland Key
Beach Houses Key West Hemingway
3 beds
Jul 17 – 22
R125,053 ZAR for 5 nights
Superhost
Cottage in Cudjoe Key
Ocean Breeze at Venture Out 537
Free cancellation
Aug 17 – 22
R21,711 ZAR for 5 nights
4.83 out of 5 average rating, 6 reviews