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Price: high to low
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137 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
$184
Family Retreat-Ocean front home with private pool
Cudjoe Key house
6 bedrooms / 4 bathrooms / sleeps 18
Responds fast! avg. 1 hour 22 minutes
Price per night from
$655
Home with Open Ocean,Spectacular Sunset views & Private Launch (28 day rentals)
Cudjoe Key house
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 18 minutes
Price per night from
$153
Responds fast! avg. 3 hours 21 minutes
Price per night from
$339
Responds fast! avg. 1 hour 22 minutes
Price per night from
$655
“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. 1 hour 22 minutes
Price per night from
$482
3/2 Pool Home on Cudjoe Key. Room for 25-28 foot boat.
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$189
Price per night from
$218
Blue Palms Retreat. ocean front w/pool and dock for your boat.
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 8
Responds fast! avg. 1 hour 22 minutes
Price per night from
$525
Charming 3bedroom/2bath home in the Florida Keys
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$130
Price per night from
$149
Yellow weekly vacation home, great location. Heated private pool.
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$394
Oceanview Estate 15 minutes from Key West - 6 bedroom accommodate 13 guests
Cudjoe Key house
6 bedrooms / 3 bathrooms / sleeps 14
“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
$603
Price per night from
$179
Ocean Front Home-Private heated pool, gorgeous sunsets from gazaebo, boat dock
Cudjoe Key house
3 bedrooms / 2 bathrooms / sleeps 8
Responds fast! avg. 1 hour 22 minutes
Price per night from
$459
Great rentals within 20 miles that match your search
Responds fast! avg. 2 hours 19 minutes
Price per night from
$229
Viewing 38 of 137
rentals in Cudjoe Key
About Cudjoe Key
Looking for a relaxed break? Look no further than Cudjoe Key in Florida. With property rentals lining the long strip of beach, you'll never be far away from white sands and turquoise seas. Sound like your idea of heaven? You can book property rentals in Cudjoe Key with FlipKey today.
About Cudjoe Key
With a tiny population of just over 1600 residents, Cudjoe Key is the ideal getaway if you're looking for a relaxing vacation.
Originally called Littleton Island, this quiet resort is located on an island in Florida Keys. It's perfect for those wishing to become closer to nature, with the intention to get away from the hustle and bustle of everyday life! Here, you can sit on the beach and expect to see tropical sunsets at dusk or have a splash in the ocean.
Many use Cudjoe Key as a stop off to travel to other nearby destinations, therefore this resort is a perfect weekend resort. In just over 73 miles, you will reach Key Largo and, in just over two hours, you will arrive in the more commercialized resort of Miami, where you can experience a more active atmosphere with a wide array of activities and entertainment.
What to do
Cudjoe Key offers a wide range of activities, however may revolve around watersports and activities due to the wide stretch of beach and fantastic waves. Snorkeling and diving are perhaps the most popular with tourists, especially those who are looking for a taste of adventure on their trip.
Alternatively, if you're looking for more challenging activities, why not try your hand at kayaking and canoeing? You’ll find yourself traveling down water channels surrounding nearby islands – ideal for both beginners and the more advanced.
Those who aren't into extreme sports may prefer chilled out boat trips which can be rented for private use, or you may decide to join a fishing trip around the island and pull in your own catch! Most fishing trips contain guides so you have all the information you need.
Top Cudjoe Key travel tips
The weather in Cudjoe Key stays regular all year round and during the summer months of July and August, temperatures average at around 28 degrees Celsius, while during the winter months may drop to only 24 degrees Celsius. This makes Cudjoe Key a great destination for all year round.
Many tourists hire their own vehicle when traveling to Cudjoe Key because most activity takes place outside of the resort. Cudjoe Key has its own restaurants and small individual shops, but sorting your own transport would be an essential aspect of your visit to get around.
If you're looking for a relaxed vacation, away from the bustle of normal life, Cudjoe Key is a great choice. With larger resorts just a car drive away, you'll be away from the commercial life, but close enough to experience it should you decide. Book your Cudjoe Key vacation rental with FlipKey today!
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