Updating...
Blue vacation home, water front, boat dock, heated private Pool.
Summerland Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$556
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$378
Acreage Multi-Million Dollar Beachfront Mansion w/ Pool & Billiards
Summerland Key house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$1,718
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$287
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$285
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$466
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$395
30% off now till March!!! Direct Atlantic Ocean front private boat ramp dock.
Summerland Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$161
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$317
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$197
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$287
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$413
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$163
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$516
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$447
Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like
Summerland Key house
- 5 bedrooms
- 5 bathrooms
- sleeps 10
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$764
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$233
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$230
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$383
Casa Rosada: Cudjoe Gardens Canal Front Retreat, Pool, Tiki, Deep Dockage & Rapi
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$296
Anchors Aweigh: Amazing Oceanfront Views, Dock, Pool, Tiki, Space for Multiple F
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 12
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$179
The Salty Sailfish: Live the Keys Life, Stunning Canal Front Home, Pool, Dock &
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$180
Oceanview Cottage: Embrace Island Living with Sandy Toes and Breathtaking Open W
Summerland Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$172
Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Do
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$168
Key Blessing: Experience the Keys Life at This Charming 3BR Canal Front Home, Do
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$172
The Hideaway: Discover and Lose Yourself! Newly Decorated Canal Front Home, Dock
Summerland Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$144
The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room fo
Summerland Key house
- 4 bedrooms
- 3 bathrooms
- sleeps 12
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$174
Blue Fish Point: Tranquil, Luxurious Waterfront Oasis, Amazing Sunsets, Pool, Ti
Summerland Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 12
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Private outdoor pool (heated), Rental types
1 of 2 filters matchPrice per night from
$174
Great rentals within 20 miles that match your search
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$434
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$359
Private House Facing the Ocean with Heated Pool/Spa
Ramrod Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$410
Lower Keys PARADISE 200 Ft of Dockage, Heated Pool, Quick Atlantic Access
Little Torch Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Responds fast! avg. 24 minutes
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$402
“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: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$573
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$790
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$621
Yellow vacation home, water view, boat dock, heated private pool.
Cudjoe Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$476
Waterfront Beach House with Dock and Heated Pool!
Little Torch Key house
- 8 bedrooms
- 5 bathrooms
- sleeps 20
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$801
Blue Palms Retreat. ocean front w/pool and dock for your boat.
Cudjoe Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Match: Rental types Private outdoor pool (heated)
All filters matchPrice per night from
$573