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Fisherman's Paradise in the Heart of Big Pine Key
Big Pine Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Match: Pets allowed
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$114

New Listing! Beautiful Canal front , Key Deer and jacuzzi.
Big Pine Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Match: Pets allowed
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$286

Match: Pets allowed
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$252

Match: Pets allowed
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$140
Match: Pets allowed
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$235
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$147
Match: Pets allowed
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$130
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$230
Match: Pets allowed
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$143
Boaters Dream House in the Water with 175’ of Sea Wall
Big Pine Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
Responds fast! avg. 2 hours 9 minutes
Match: Pets allowed
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$772
Match: Pets allowed
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$257
Match: Pets allowed
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$170
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!
Match: Pets allowed
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$570
Price per night from
$772
Ocean View Estate with Private Pool 15 minutes from Key West
Cudjoe Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 10
“This vacation home has everything you need.” This home has all the amenities you could possibly need inside and out. Very quiet and secure with a great covered porch where we spent much of our time (we had 7 in our group). Plenty of towels and miscellaneous supplies. It was very easy to book and communicate with the owners. They responded promptly to any questions.
Responds fast! avg. 2 hours 23 minutes
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$600
Match: Pets allowed
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$130
Match: Pets allowed
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$499
Ocean Side View on Canal, Great for Fishing, Near Sombrero Beach & Restaurants
Marathon Shores house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Match: Pets allowed
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$686
Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like
Summerland Key house
- 5 bedrooms
- 5 bathrooms
- sleeps 10
Match: Pets allowed
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$762
Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!
Marathon house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Pets allowed
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$332
FL Keys Waterfront Pool Home 2 Bedrooms Sleeps 6 w/ 60 Feet of Dockage
Marathon Shores house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Pets allowed
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$286
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$158
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$333
Price per night from
$153
Match: Pets allowed
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$2,041
Match: Pets allowed
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$653
Blue Palms Retreat. ocean front w/pool and dock for your boat.
Cudjoe Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Match: Pets allowed
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$572
5 Pirate's Hideaway Canal Front Home with Seawall & Kayaks
Little Torch Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 7
Match: Pets allowed
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$307
Paradise with or without a boat Clean Waterfront Beach Near Pet free
Marathon Shores house
- 2 bedrooms
- 2 bathrooms
- sleeps 7
Responds fast! avg. 47 minutes
Match: Pets allowed
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$343
Waterfront Cozy Cottage with Boat Ramp and Dock!
Little Torch Key cottage
- 2 bedrooms
- 1 bathroom
- sleeps 6
Match: Pets allowed
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$398
"Gulfside Grouper", Waterfront-Ground floor, 60' Dockage, Pool/Hot Tub, Pets OK
Marathon Shores house
- 4 bedrooms
- 4 bathrooms
- sleeps 10
Match: Pets allowed
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$980
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$125
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$1,028
Match: Pets allowed
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$177
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$189
Match: Pets allowed
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$172
Match: Pets allowed
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$217
Match: Pets allowed
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$383