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138 houses
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$172

Fisherman's Paradise in the Heart of Big Pine Key
Big Pine Key house
3 bedrooms / 2 bathrooms / sleeps 6
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$114

New Listing! Beautiful Canal front , Key Deer and jacuzzi.
Big Pine Key house
3 bedrooms / 3 bathrooms / sleeps 8
Responds fast! avg. 1 hour 39 minutes
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$230

Waterfront Home in The Fabulous Florida Keys!
Big Pine Key house
2 bedrooms / 2 bathrooms / sleeps 6
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$287
Responds fast! avg. 1 hour 27 minutes
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$252
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$125
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$236
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$243
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$128
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$127
PRIME TIME - Tropically Themed Canal Front Duplex On Big Pine Key, Quick Access
Big Pine Key house
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 3 hours 49 minutes
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$119
Responds fast! avg. 1 hour 58 minutes
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$487
PRIME TIME 2 - Charming Canal Front Duplex, Quick Trip To South Pine Channel And
Big Pine Key house
2 bedrooms / 1 bathroom / sleeps 6
Responds fast! avg. 3 hours 49 minutes
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$115
Upscale ocean front home & easy canal boat access to Gulf or Atlantic ocean
Big Pine Key house
3 bedrooms / 2 bathrooms / sleeps 8
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$230
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$143
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$151
Great rentals within 20 miles that match your search
“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!
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$573
Family Retreat-Ocean front home with private pool
Cudjoe Key house
6 bedrooms / 4 bathrooms / sleeps 14
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$688
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$688
Charming 3bedroom/2bath home in the Florida Keys
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 6
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$130
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$500
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
Responds fast! avg. 3 hours 15 minutes
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$736
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$176
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$159
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$231
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$234
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$257
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$334
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$161
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$120
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$128
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$110
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$154
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$161
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$208
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$140
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$100
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$178