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Match: Private outdoor pool (heated) Pool or snooker table
All filters matchPrice per night from
$379
Yellow vacation home, water view, boat dock, heated private pool.
Cudjoe Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$476
Blue Palms Retreat. ocean front w/pool and dock for your boat.
Cudjoe Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$574
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$482
Blue vacation home, water front, boat dock, heated private Pool.
Summerland Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$556
Beautiful quiet neighborhood. Sunsets! Huge Pool!
Sugarloaf Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
Responds fast! avg. 30 minutes
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$320
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$286
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$287
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$434
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$975
Acreage Multi-Million Dollar Beachfront Mansion w/ Pool & Billiards
Summerland Key house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$1,720
Island Style, Morning Sunrises, Salty Ocean Breezes & Downtown Key West days.
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$458
Salty Sea Breezes, Exquisite Morning Sunrises, Luxurious Condo. Fall Specials
Key West apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 8
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$840
BOOK NOW FOR AMAZING DEALS FOR KEY WEST APRIL - SEPTEMBER $3750 A MONTH
Stock Island condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$134
BOOK MARGARITAS IN PARADISE KEY WEST LUXURY MONTHLY CONDO BEST VALUE
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$382
Crystal blue seas, Island Breezes, Morning Sunrises & Key West Island days.
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$478
“The Perfect Little Get away” We (my husband and I and our 1 year-old) stayed at the Tropical Paradise Home for a week with another couple; and it was the perfect amount of space to enjoy each other's company but still have our own private areas. The house was very, very clean when we checked in and we immediately felt at home. The pictures we had seen on-line did accurately reflect the rental's and amenities. The kitchen was great and we ate most of our meals on the screened in porch. We felt very secluded at the end of the street in our own tropical paradise. The vegetation and landscaping around the house is so beautiful. We all enjoyed time reading in the hammock, kayaking from our own backyard, and cooling off in the pool. We also enjoyed the beautiful sunrise every morning thanks to the baby. :) The owner is very friendly and left a packet of activities and restaurants near-by that she recommended. We enjoyed the restaurant Square Grouper for lunch or dinner (less than 5 mins away) and also enjoyed stand-up paddle boarding with sup Key West. We rented a full size crib from Baby Chick Rentals and they had the crib set up before we arrived. We also enjoyed driving into Key West for shopping/bars/and more restaurants. The drive to Key West is about 25 mins. We would definitely recommend the Tropical Paradise Home and we would stay there again!
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$574
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$792
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$622
BIG POOL! Across Street from Beach! SEASIDE PLACE, Key West - 5/5 w/parking
Key West house
- 5 bedrooms
- 6 bathrooms
- sleeps 12
“Paradise in Paradise” Just returned from a marvelous vacation in Key West. While the tan is already starting to fade, the memories of our stay at Seaside Place remain vivid. We absolutely loved this house. It is very charming and offers all the amenities you'll ever need and then some, from a kitchen that Julia Child would not have found wanting, gorgeous, large rooms each with its very own character, spacious communal dining areas and a beautiful large pool with romantic lighting, a soothing waterfall feature and total privacy. The owners' love for providing the best experience is evident in every detail, from the painstaking labeling of all switches and outlets to the folders of carefully compiled information about where to go, and what to do and see. The house is just a block from the quiet end of Duval Street (there is such a thing), yet far enough removed from the Key West bar scene responsible for the prevailing serious shortage of liver donors. We thoroughly enjoyed every minute of our stay and can't wait to return soon. And we can't help but think that if Hemingway had stayed here he might still be alive today
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$2,122
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$172
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
Key West house
- 1 bedroom
- 1 bathroom
- sleeps 4
“The perfect place to stay in Key West” This property is just 1 block off Duval -- but closer to the quiet, quaint side. I was so impressed with the accomodations -- fully equipped! We could have stayed there a month! The grounds are beautiful, lush, tropical and quiet. Staff was super friendly -- it is also very private with a large locking wrought iron gate keeping the units apart from the street -- we loved everything about it! We will stay here again on our next visit for sure!~
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$796
Mar Y Sol a spectacular Ocean Front Oasis 10 minutes to Historic District
Key West apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 8
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$1,718
Paradise Found in Key West upgrades throughout 5 minutes to Smathers Beach
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$859
Tropical Paradise Key West - Upgraded Master Bath - Best Value Discounts
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$859
Somewhere on the Beach a dream property all amenities included simply amazing
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$1,432
Tranquility by Smathers and 10 minute bike downtown Key West value savings
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$802
Frost Free at 1800 Atlantic overlooking Smathers Beach top floor & upgrades
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$1,145
Hemingways Atlantic Retreat overlooks Smathers Beach upgrades galore Key West
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$1,145
Ocean View Monthly Rental at 1800 Atlantic- Open Nov, December & January
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$172
Atlantic Ocean Breezes, Tropical Island Sunrises, Downtown 10 minutes away
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$382
Irish in Truman Annex Shipyard close to Historic Duval & Ft Zach State Park
Key West apartment
- 2 bedrooms
- 1 bathroom
- sleeps 4
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$573
Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval
Stock Island condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$859
Moonlight Paradise Upgraded Family oasis Tropical views expansive balcony
Stock Island condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$859
Key West Morning reflections, Balmy Ocean Breezes, Downtown family fun
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$382
Ocean Front Key West Oasis Island Tones Charming Historical Downtown area
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$764
Key West Affordable Ocean View Condo. Clean priced well on the Atlantic
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$745
Atlantic Paradise Found modern luxury Best pool in Key West fine finishes
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Pool or snooker table, Private outdoor pool (heated)
1 of 2 filters matchPrice per night from
$1,374