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Island Time on Cudjoe Key! 20 miles from Key West. Quick open water access.
Cudjoe Key house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
Match: Bicycles available Private outdoor pool (unheated)
All filters matchPrice per night from
$517
One-bedroom time share suite in the heart of Old Key West
Key West condo
- 1 bedroom
- 1 bathroom
- sleeps 4
Responds fast! avg. 26 minutes
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$339
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$367
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$448
Cozy Key West Hideaway with a Pool, Digital Workspace, and Privacy
Key West house
- 2 bedrooms
- 1 bathroom
- sleeps 5
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$345
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$976
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$331
1 of 2 match: Bicycles available, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$976
KEY WEST and 3 Bikes or Walk Everywhere! 2 Porches, Pool, Parking & WIFI
Key West condo
- 2 bedrooms
- 1 bathroom
- sleeps 4
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$342
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$1,950
Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry
Key West condo
- 1 bedroom
- 1 bathroom
- sleeps 2
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$155
LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH
Key West apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
“Fantastic Stay!” My husband and two sons (21 & 24) stayed in this condo over Christmas. This was our first stay in Key West and we wanted to be close to everything, but yet not right on Duval St. This location was perfect; literally a stones throw away from Duval St. The unit inside was decorated very lovely and had all the amenities one would need. I found the owners were nice to do business with, especially Deb who I mostly communicated with. My family and I enjoyed our stay in Key West immensely, we had so much fun! We met many very friendly people out and about town. We would love to visit again, if we do, we would like to stay in this condo or the Bella Vita, the owner's other condo.
Responds fast! avg. 14 minutes
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$287
All-Inclusive Yacht Margarita Flaca: Marina OR Anchor on the Ocean: Free Charter
Stock Island yacht
- 1 bedroom
- 1 bathroom
- sleeps 6
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$263
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$496
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$445
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$346
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$430
Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home.
Key West house
- 2 bedrooms
- 1 bathroom
- sleeps 6
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$258
Luxury Condominium in Old Town | Monthly Rental at Steamplant Key West
Key West condo
- 3 bedrooms
- 4 bathrooms
- sleeps 8
1 of 2 match: Bicycles available, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$316
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$912
SEAPORT PANORAMA at Galleon Resort (Beach-Pool & Hot Tub-BBQ-55” TV-Jacuzzi)
Key West condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$912
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$379
Single Family Home, 3 Bedroom, 2 Baths, and Pool. Great Value!
Key West house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$166
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$525
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$471
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$484
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$525
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$5,720
Tee by the Sea - Luxury 2/2 1/2, WIFI, pool, parking, Bikes, 3 night min.
Key West townhouse
- 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!!!
1 of 2 match: Private outdoor pool (unheated), Bicycles available
1 of 2 filters matchPrice per night from
$344
“Location, Location, Location” We were a group of 8 and rented the entire compound! The place was in an amazing location that was easily accessible to everything. We had everything we needed onsite and if we had any questions, Phyllis was always just a phone call away. The music and talking at night from the cigar lounge was a bit loud, but nothing we couldn't tolerate. The only suggestion I'd make is to buy an ionizer for the first two units to help with the cigar smell....again, nothing intolerable, but could make a world of difference. Can't wait to come back for another visit! THANK YOU!
1 of 2 match: Bicycles available, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$1,303
$145 per night for months of Sep-Nov on Canal (fits 25-28 ft boat) and Pool.
Cudjoe Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
1 of 2 match: Bicycles available, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$259
1 of 2 match: Bicycles available, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$689
Luxury Oceanview Pool Eco-friendly Villa Near Key West
Summerland Key villa
- 4 bedrooms
- 2 bathrooms
- sleeps 12
1 of 2 match: Bicycles available, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$701
6 bedroom Duval Street Compound - Pool, Hot Tub, 2 parking spots - A++ Location
Key West villa
- 6 bedrooms
- 7 bathrooms
- sleeps 16
1 of 2 match: Bicycles available, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$2,008
Ocean View Estate with Private Pool 15 minutes from Key West
Cudjoe Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 10
“This vacation home has everything you need.” This home has all the amenities you could possibly need inside and out. Very quiet and secure with a great covered porch where we spent much of our time (we had 7 in our group). Plenty of towels and miscellaneous supplies. It was very easy to book and communicate with the owners. They responded promptly to any questions.
Responds fast! avg. 59 minutes
1 of 2 match: Bicycles available, Private outdoor pool (unheated)
1 of 2 filters matchPrice per night from
$544