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Price: high to low
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574 Houses
Price per night from
$175
Tranquility in Paradise - Sugarloaf Key (17 miles to Key West)
Sugarloaf house
5 bedrooms / 3 bathrooms / sleeps 9
Price per night from
$328
Great rentals within 20 miles that match your search
Price per night from
$816
Price per night from
$1,305
Price per night from
$1,044
Price per night from
$1,044
Price per night from
$1,044
30% off now till March!!! Direct Atlantic Ocean front private boat ramp dock.
Summerland Key house
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$162
2 Bedroom, 2 Bath Condo with private balcony and Close to the Ocean
Key West apartment
2 bedrooms / 2 bathrooms / sleeps 6
“We'll be back...” We found this condo to be very clean and comfortable. We enjoyed sitting at the pool as well. Paul, the caretaker, was very pleasant and most accommodating. We shared the condo with another couple for our two night stay. It was wonderful to have our privacy (2 BR/2 baths) but still be able to share the kitchen/living room area with our friends. We had a rental car so found the location easy for shopping, dining, sightseeing on other keys and, of course, Duval Street.
Responds fast! avg. 1 hour 45 minutes
Price per night from
$346
“Better than the photos” Condo is perfectly located at the beach. Well designed for easy living both inside and out. Great advise on where to visit and eat thanks
Price per night from
$405
Waterfront Home in The Fabulous Florida Keys!
Big Pine Key house
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$290
Responds fast! avg. 1 hour 42 minutes
Price per night from
$407
"Little Paradise" Historic Seaport Old Town Key West
Key West house
2 bedrooms / 2 bathrooms / sleeps 4
Responds fast! avg. 3 hours 35 minutes
Price per night from
$498
Price per night from
$290
SEAPORT SUNSETS in Old Town, Key West, FL (Beach-Pool-BBQ)
Key West condo
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$647
Price per night from
$346
3/2 Pool Home on Cudjoe Key. Room for 25-28 foot boat.
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$192
Price per night from
$115
SEAPORT SUMMIT in Old Town, Key West, FL (Beach-Pool-BBQ)
Key West condo
2 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$647
Charming 3bedroom/2bath home in the Florida Keys
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$132
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$232
Price per night from
$157
Tee by the Sea - Luxury 2/2 1/2 with huge pool, parking and 7 Bikes FREE
Key West apartment
2 bedrooms / 3 bathrooms / sleeps 6
“Absolutely Perfect!!!” I chose this place to rent because it looked nice and it was affordable. I knew going in that it was not located on the Key West island, which was fine considering the condo came with bikes you could ride onto the island...What I experienced during my stay here is nothing short of Perfect!!! The entire condo was clean and spacious, everything inside the condo worked, the beds and all furniture were clean and comfortable, plenty of towels and linens, the showers, water presure and plumbing were excellent, the pool was clean, relaxing and private, the nights were quiet for sleeping and the gated community within the condo were friendly and fun. The bikes were the best part...10-15 minutes and you were on Duval Street, or the Southernmost Point, or Fort Zachery beach with no hassles what so ever, and I got some good exercise!!! I will definately stay here again!!!
Responds fast! avg. 3 hours 51 minutes
Price per night from
$290
Price per night from
$811
Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry
Key West condo
1 bedroom / 1 bathroom / sleeps 4
Price per night from
$134
Key West Gulf front Home with private dock and pool.
Key West house
3 bedrooms / 3 bathrooms / sleeps 6
Price per night from
$332