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Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like
Summerland Key house
- 5 bedrooms
- 5 bathrooms
- sleeps 10
Match: City breaks Pets allowed
All filters matchPrice per night from
$767
1 of 2 match: City breaks, Pets allowed
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$319
1 of 2 match: City breaks, Pets allowed
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$268
1 of 2 match: City breaks, Pets allowed
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$289
1 of 2 match: City breaks, Pets allowed
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$141
1 of 2 match: City breaks, Pets allowed
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$236
1 of 2 match: City breaks, Pets allowed
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$148
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$144
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$189
1 of 2 match: City breaks, Pets allowed
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$151
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$118
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$121
1 of 2 match: City breaks, Pets allowed
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$415
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$218
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$161
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$194
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$208
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$184
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$385
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$174
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$171
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$234
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$219
Fisherman's Paradise in the Heart of Big Pine Key
Big Pine Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$114
1 of 2 match: City breaks, Pets allowed
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$794
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$624
New Listing! Beautiful Canal front , Key Deer and jacuzzi.
Big Pine Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$288
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$179
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: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$575
5 Pirate's Hideaway Canal Front Home with Seawall & Kayaks
Little Torch Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 7
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$309
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$253
Acreage Multi-Million Dollar Beachfront Mansion w/ Pool & Billiards
Summerland Key house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$1,725
Oceanside, pet friendly, smart home with plenty of paddle equipment
Cudjoe Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$225
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$231
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
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$403
“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: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$575
Boaters Dream House in the Water with 175’ of Sea Wall
Big Pine Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$776
Waterfront Captain House with Boat Basin and Ramp!
Little Torch Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
1 of 2 match: City breaks, Pets allowed
1 of 2 filters matchPrice per night from
$747