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Match: Rental types Swimming pool
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$790
Blue vacation home, water front, boat dock, heated private Pool.
Summerland Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
Match: Rental types Swimming pool
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$556
Match: Rental types Swimming pool
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$621
“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 Swimming pool
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$573
Yellow vacation home, water view, boat dock, heated private pool.
Cudjoe Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Match: Rental types Swimming pool
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$476
Blue Palms Retreat. ocean front w/pool and dock for your boat.
Cudjoe Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Match: Rental types Swimming pool
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$573
$145 per night for months of Sep-Nov on Canal (fits 25-28 ft boat) and Pool.
Cudjoe Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Match: Rental types Swimming pool
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$258
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. 59 minutes
Match: Rental types Swimming pool
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$544
Match: Rental types Swimming pool
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$5,720
Match: Rental types Swimming pool
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$433
Island Time on Cudjoe Key! 20 miles from Key West. Quick open water access.
Cudjoe Key house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
Match: Rental types Swimming pool
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$516
Match: Rental types Swimming pool
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$1,140
Beautiful quiet neighborhood. Sunsets! Huge Pool!
Sugarloaf Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
Responds fast! avg. 30 minutes
Match: Rental types Swimming pool
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$320
Luxury Oceanview Pool Eco-friendly Villa Near Key West
Summerland Key villa
- 4 bedrooms
- 2 bathrooms
- sleeps 12
1 of 2 match: Rental types, Swimming pool
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$699
1 of 2 match: Swimming pool, Rental types
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$203
1 of 2 match: Swimming pool, Rental types
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$257
1 of 2 match: Swimming pool, Rental types
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$160
1 of 2 match: Swimming pool, Rental types
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$143
1 of 2 match: Swimming pool, Rental types
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$117
1 of 2 match: Swimming pool, Rental types
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$230
1 of 2 match: Swimming pool, Rental types
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$241
1 of 2 match: Swimming pool, Rental types
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$178
Home with Open Ocean,Spectacular Sunset views & Private Launch (28 day rentals)
Cudjoe Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
1 of 2 match: Swimming pool, Rental types
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$228
1 of 2 match: Swimming pool, Rental types
1 of 2 filters matchPrice per night from
$143
1 of 2 match: Swimming pool, Rental types
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$177
1 of 2 match: Swimming pool, Rental types
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$218
1 of 2 match: Swimming pool, Rental types
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$384
Oceanside, pet friendly, smart home with plenty of paddle equipment
Cudjoe Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
1 of 2 match: Swimming pool, Rental types
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$224
1 of 2 match: Swimming pool, Rental types
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$183
Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe
Sugarloaf house
- 5 bedrooms
- 3 bathrooms
- sleeps 8
1 of 2 match: Swimming pool, Rental types
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$332
Sugarloaf Bay Retreat: Tropical Canal Front 3BR Home, Private Pool, Open Water V
Sugarloaf Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Swimming pool, Rental types
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$179
Tiki Palms - Amazing 4 Bedroom Sugarloaf Key Canal Home, Private Pool and Dockag
Sugarloaf Key house
- 4 bedrooms
- 4 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Swimming pool, Rental types
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$179
Tropical Serenity in Sugarloaf: Waterfront 2BR Paradise, Pool, Tiki, Dockage & D
Sugarloaf Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Swimming pool, Rental types
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$179
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: Swimming pool, Rental types
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$174
Bayside Beauty: Tropical Paradise 3BR Home, Panoramic Open Water Views, Private
Sugarloaf Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Swimming pool, Rental types
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$179
Blue Dolphin: Waterfront Bliss, Dock Your Boat, Enjoy Community Pool/Hot Tub, Te
Cudjoe Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Swimming pool, Rental types
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$179
Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and
Sugarloaf house
- 4 bedrooms
- 4 bathrooms
- sleeps 10
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Swimming pool, Rental types
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$458
$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Pool, Hot Tub, D
Sugarloaf Key house
- 4 bedrooms
- 4 bathrooms
- sleeps 12
Responds fast! avg. 2 hours 34 minutes
1 of 2 match: Swimming pool, Rental types
1 of 2 filters matchPrice per night from
$179