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Price: high to low
Number of reviews
130 apartments
Magnificent Ocean view with 35' dock , Canal home in gated Venture Out Resort
Cudjoe Key cottage
2 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$183

Home with Open Ocean,Spectacular Sunset views & Private Launch (28 day rentals)
Cudjoe Key house
2 bedrooms / 2 bathrooms / sleeps 4
Responds fast! avg. 1 hour 14 minutes
Price per night from
$164

Family Retreat-Ocean front home with private pool
Cudjoe Key house
6 bedrooms / 4 bathrooms / sleeps 14
Responds fast! avg. 3 hours 17 minutes
Price per night from
$689
Responds fast! avg. 3 hours 17 minutes
Price per night from
$653
“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!
Responds fast! avg. 3 hours 17 minutes
Price per night from
$482
Yellow vacation home, water view, boat dock, heated private pool.
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$402
Blue Palms Retreat. ocean front w/pool and dock for your boat.
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 8
Responds fast! avg. 3 hours 17 minutes
Price per night from
$523
Charming 3bedroom/2bath home in the Florida Keys
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$129
Price per night from
$217
$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
Responds fast! avg. 3 hours 27 minutes
Price per night from
$171
Peaceful and Ocean View Estate 15 minutes from Key West
Cudjoe Key house
4 bedrooms / 2 bathrooms / sleeps 12
“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.
Price per night from
$488
Tropical Treasures - Beautiful Canal Front Home On Cudjoe Key With Quick Open Wa
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$182
Oceanside, pet friendly, smart home with plenty of paddle equipment
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$154
Luxury Home w/ 180-Degree Bay Views, Boat Docks, Pool Table & Huge Deck
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$234
Great rentals within 20 miles that match your search
Responds fast! avg. 45 minutes
Price per night from
$184
Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like
Summerland Key house
5 bedrooms / 5 bathrooms / sleeps 10
Price per night from
$862
Price per night from
$582
Price per night from
$155
Price per night from
$117