Search results; Over 1,000 places

Room in Key West
Stay with Luke
Quite home on the water!
Jul 13 – 18
R8,244 ZAR for 5 nights, originally R10,225 ZAR
for 5 nights
5.0 out of 5 average rating, 3 reviews
Guest favorite
Home in Sugarloaf Key
Azucar - Beach Houses Key West
7 beds
Aug 17 – 22
R96,246 ZAR for 5 nights, originally R114,710 ZAR
for 5 nights
4.81 out of 5 average rating, 149 reviews
Guest favorite
Home in Upper Sugarloaf Key
Hemingway - Beach Houses Key West
3 beds
Jul 17 – 22
R104,275 ZAR for 5 nights
for 5 nights
4.86 out of 5 average rating, 105 reviews
Guest favorite
Home in Upper Sugarloaf Key
Lighthouse - Beach Houses Key West
1 sofa bed
Jul 28 – Aug 2
R105,281 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 95 reviews
Home in Summerland Key
Palm - Beach Houses Key West
Free cancellation
Jul 29 – Aug 3
R88,388 ZAR for 5 nights
for 5 nights
New place to stay
Home in Summerland Key
Kelly’s Kabin - Private FL Keys Cottage
Free cancellation
Aug 24 – 29
R26,337 ZAR for 5 nights
for 5 nights
4.82 out of 5 average rating, 57 reviews
Home in Summerland Key
Margarita Villa
Free cancellation
Sep 1 – 7
R31,475 ZAR for 6 nights
for 6 nights
Home in Sugarloaf Key
Casa Arena
6 beds
Jul 21 – 28
R55,671 ZAR for 7 nights
for 7 nights
Superhost
Home in Sugarloaf Key
Main House - Sugarloaf Beach Key West
6 beds
Jul 1 – 6
R178,563 ZAR for 5 nights, originally R207,124 ZAR
for 5 nights
4.76 out of 5 average rating, 99 reviews
Top guest favorite
Room in Big Pine Key
Stay with Ivan RicardoRet. military usmc,
Sweet Spot - Kayak and SUP launch
Jul 15 – 20
R16,487 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 36 reviews
Superhost
Home in Sugarloaf Key
Hammock House - Beach Houses Key West
4 beds
Jul 14 – 19
R138,667 ZAR for 5 nights, originally R174,583 ZAR
for 5 nights
4.9 out of 5 average rating, 21 reviews
Guest favorite
Tiny home in Big Pine Key
Cottage 30 min from Key West, free parking, pool
Free cancellation
Jul 7 – 12
R20,363 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 49 reviews
Home in Summerland Key
Beach Houses Key West Mi Azucar
7 beds
Aug 17 – 22
R160,052 ZAR for 5 nights
for 5 nights
Superhost
Vacation home in Big Pine Key
5-Star Water Front Luxury Home
Free cancellation
Jul 17 – 22
R59,846 ZAR for 5 nights
for 5 nights
4.88 out of 5 average rating, 26 reviews
Guest favorite
Cottage in Little Torch Key
Waterfront Cozy Cottage with Boat Ramp & Dock!
Free cancellation
Aug 24 – 29
R47,637 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 167 reviews
Guest favorite
Camper/RV in Big Pine Key
Having fun in the lower Keys
2 beds
Jul 6 – 11
R12,334 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 83 reviews
Superhost
Tiny home in Big Pine Key
Cheerful Tiny House in the Florida Keys
Free cancellation
Aug 2 – 7
R20,009 ZAR for 5 nights
for 5 nights
4.81 out of 5 average rating, 196 reviews
Superhost
Home in Cudjoe Key
101- Newly Renovated Oceanside House with Pool
2 king beds
Jul 6 – 11
R30,405 ZAR for 5 nights, originally R40,484 ZAR
for 5 nights
4.89 out of 5 average rating, 237 reviews