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Match: Rental types
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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
Match: Rental types
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$114

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

Match: Rental types
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$252
Match: Rental types
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$140
Match: Rental types
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$235
Match: Rental types
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$257
Match: Rental types
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$128
Match: Rental types
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$130
Match: Rental types
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$230
Match: Rental types
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$217
Responds fast! avg. 2 hours 45 minutes
Match: Rental types
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$445
Slice of Paradise: Captivating Open Water Views, Deep Canal, Dockage, Heated Poo
Big Pine Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Responds fast! avg. 3 hours 44 minutes
Match: Rental types
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$179
The Pineapple Cottage: Live Your Best Keys Life, 3BR Canal Front Home, Dockage &
Big Pine Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 3 hours 44 minutes
Match: Rental types
All filters matchPrice per night from
$172
Castaway On The Keys: Experience Spectacular Open Water Living on Bogie Channel,
Big Pine Key house
- 4 bedrooms
- 4 bathrooms
- sleeps 10
Responds fast! avg. 3 hours 44 minutes
Match: Rental types
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$179
Big Pine Bungalow: Serene Backyard Oasis, Pool/Spa, Expansive Canal-Facing Deck
Big Pine Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 7
Responds fast! avg. 3 hours 44 minutes
Match: Rental types
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$179
Prime Time: A Tropical Paradise on Big Pine Key, Canal Front Duplex, Swift Acces
Big Pine Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 3 hours 44 minutes
Match: Rental types
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$119
Prime Time 2: Charming Canal Front Duplex, Your Gateway to South Pine Channel &
Big Pine Key house
- 2 bedrooms
- 1 bathroom
- sleeps 6
Responds fast! avg. 3 hours 44 minutes
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$115
Match: Rental types
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$211
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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$239
Match: Rental types
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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: Rental types
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$772
Match: Rental types
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$257
Lookout On Long Beach: Discover Serenity at Your Private Waterfront Sanctuary, A
Big Pine Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 3 hours 44 minutes
Match: Rental types
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$179
Match: Rental types
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$170
Rising Sun: Unique, Round Canal Home on Big Pine Key, Offering Dock & Dog-Friend
Big Pine Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 8
Responds fast! avg. 3 hours 44 minutes
Match: Rental types
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$131
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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$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: Rental types
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$130
Match: Rental types
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$499
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: Rental types
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$1,143
Ocean Side View on Canal, Great for Fishing, Near Sombrero Beach & Restaurants
Marathon Shores house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
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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: Rental types
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$762
Two Story Stilt Home with a Wraparound Deck in a Tropical Paradise in Fl Keys
Ramrod Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$152
Home with Open Ocean,Spectacular Sunset views & Private Launch (28 day rentals)
Cudjoe Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
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$228
Waterfront, dock, easy ocean access, heated pool, walk to beach! Great location!
Marathon house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Match: Rental types
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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: Rental types
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$286