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FL Keys Waterfront Pool Home 2 Bedrooms Sleeps 6 w/ 60 Feet of Dockage
Marathon Shores house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Private outdoor pool (heated)
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$287
Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!
Marathon house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Private outdoor pool (heated)
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$332
Come relax in Islamorada, the tropical jewel of the Florida Keys!!
Islamorada apartment
- 1 bedroom
- 1 bathroom
- sleeps 4
Match: Private outdoor pool (heated)
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$201
Match: Private outdoor pool (heated)
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$659
OUTSTANDING Oceanfront House with Pool and Deep water dockage!!
Marathon house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
“Marathon house” A great house with an awesome ocean view! The house was very clean and the kitchen was well stocked with all we needed. We especially looked the pool area and boat dock. It accommodated our 38 ft fishing boat we brought with no problems. I would highly recommend this rental
Match: Private outdoor pool (heated)
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$1,145
Islamorada Ocean Views! Pool, Wi-Fi, Balcony, Gym, Covered Parking
Islamorada condo
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Responds fast! avg. 2 hours 44 minutes
Match: Private outdoor pool (heated)
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$229
Match: Private outdoor pool (heated)
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$344
Match: Private outdoor pool (heated)
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$790
Blue vacation home, water front, boat dock, heated private Pool.
Summerland Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
Match: Private outdoor pool (heated)
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$556
Relax Away- SOMBRERO BEACH- NEW 4BDRM W/ 40FT DOCK & POOL
Grassy Key house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
Match: Private outdoor pool (heated)
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$567
Match: Private outdoor pool (heated)
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$621
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
Match: Private outdoor pool (heated)
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$2,119
“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!
Match: Private outdoor pool (heated)
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$573
Venetian Tropics 3 bedroom pool home on sailboat canal weekly vacation rental
Islamorada house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
“Comfortable home for family get-together” Positive experience overall: Our family of six adults had a tropical-feeling destination Christmas here. The house easily accommodated all of us, and we enjoyed the wrap-around porch and pool. We appreciated the commodious kitchen with a two-tier dishwasher and side-by-side refrigerator with ice/water dispenser. Having a washer and dryer on the premises was very helpful, since guests are requested to wash linens and towels before departing. Some drawbacks: the house did not come equipped with adequate staples, such as paper products, laundry detergent, and garbage bags, so be prepared to purchase these. There are no beaches or stores within walking distance. On a couple of nights, noisy neighbors talking on the street woke us up. (In general, though, the area is quiet.)
Responds fast! avg. 1 hour 0 minutes
Match: Private outdoor pool (heated)
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$670
Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious
Grassy Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Responds fast! avg. 1 hour 39 minutes
Match: Private outdoor pool (heated)
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$802
Irish in Truman Annex Shipyard close to Historic Duval & Ft Zach State Park
Key West apartment
- 2 bedrooms
- 1 bathroom
- sleeps 4
Match: Private outdoor pool (heated)
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$573
Match: Private outdoor pool (heated)
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$573
Match: Private outdoor pool (heated)
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$481
“Boat ramp and beautiful pool in the heart of the Keys” We wanted a house on a canal in the Marathon area, where we have been vacationing for years. This house had its own boat ramp, so we rented kayaks for a week and launched effortlessly right on site. The pool is lovely and relaxing. The house is well equipped and centrally located so trips up to Key Largo and down to Key West are quick.
Match: Private outdoor pool (heated)
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$400
Match: Private outdoor pool (heated)
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$802
Match: Private outdoor pool (heated)
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$638
Atlantic Paradise Found modern luxury Best pool in Key West fine finishes
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Private outdoor pool (heated)
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$1,374
Botanical Island Delight Key West fantastic discounts for Summer & Fall
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Match: Private outdoor pool (heated)
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$745
Match: Private outdoor pool (heated)
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$578
San Roc - Private 150 Ft Oceanfront 2.5 Acre Millionaire Row Estate, Pool, Spa,
Islamorada house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
Match: Private outdoor pool (heated)
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$2,127
Key West Affordable Ocean View Condo. Clean priced well on the Atlantic
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Private outdoor pool (heated)
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$745
Anchor Drop modern elegance upgrades throughout views of Atlantic Ocean
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Private outdoor pool (heated)
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$1,374
Blue Dolphin Private Oceanfront 1.8 acre Estate on Millionaire's Row with Pool
Islamorada house
- 5 bedrooms
- 4 bathrooms
- sleeps 12
Match: Private outdoor pool (heated)
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$1,145
Hemingways Atlantic Retreat overlooks Smathers Beach upgrades galore Key West
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Private outdoor pool (heated)
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$1,145
Amazingly Transformed in 2022 Luxurious renovation Fantastic Ocean View
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Private outdoor pool (heated)
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$974
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!~
Match: Private outdoor pool (heated)
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$796
Match: Private outdoor pool (heated)
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$638
Tropical Paradise Key West - Upgraded Master Bath - Best Value Discounts
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Private outdoor pool (heated)
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$859
Crystal blue seas, Island Breezes, Morning Sunrises & Key West Island days.
Key West apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Private outdoor pool (heated)
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$478
Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval
Stock Island condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Private outdoor pool (heated)
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$859
Caribbean Conch 5 Minutes to Smathers Beach & 10 minute Bike Downtown - Value
Stock Island condo
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Private outdoor pool (heated)
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$859
"Gulfside Grouper", Waterfront-Ground floor, 60' Dockage, Pool/Hot Tub, Pets OK
Marathon Shores house
- 4 bedrooms
- 4 bathrooms
- sleeps 10
Match: Private outdoor pool (heated)
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$982
Match: Private outdoor pool (heated)
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$344