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85 apartments
Magnificent Ocean view with 35' dock , Canal home in gated Venture Out Resort
Florida Keys / Cudjoe Key
2 6 3 nights min
- 2 bedrooms
- sleeps 6
- 3 nights min
- Child Friendly
- Pet Friendly
Map
Price per night from
$184
Price per night from
$184
Family Retreat ocean front home with private pool
Florida Keys / Cudjoe Key
6 18 7 nights min
- 6 bedrooms
- sleeps 18
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 13 mi
- Swimming pool
Map
Price per night from
$571
Price per night from
$571
Home with Open Ocean & spectacular Sunset views and Private Launch.
Florida Keys / Cudjoe Key
2 6 28 nights min
- 2 bedrooms
- sleeps 6
- 28 nights min
- Child Friendly
- Air conditioning
Map
Price per night from
$142
Responds fast!
avg. 3 hours 16 minutes
Price per night from
$142
Tropical Paradise Oceanfront Home with Pool
Florida Keys / Cudjoe Key
2 6 7 nights min
- 2 bedrooms
- sleeps 6
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 13 mi
- Swimming pool
Map
Price per night from
$400
Price per night from
$400
Family Friendly 2 Bedroom 1 Bath, 32' Seawall, 4 Bikes, 2 Kayaks and padl board
Florida Keys / Cudjoe Key
2 6 3 nights min
- 2 bedrooms
- sleeps 6
- 3 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$155
Price per night from
$155
Fandango
Florida Keys / Cudjoe Key
5 14 7 nights min
- 5 bedrooms
- sleeps 14
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 13 mi
- Swimming pool
Map
Price per night from
$571
Price per night from
$571
Paradise on Cudjoe Bay
Florida Keys / Cudjoe Key
2 6 min stay varies
- 2 bedrooms
- sleeps 6
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$310
Responds fast!
avg. 2 hours 16 minutes
Price per night from
$310
Oksana's Tropical Beach Oasis
Florida Keys / Cudjoe Key
4 14 7 nights min
- 4 bedrooms
- sleeps 14
- 7 nights min
- Nearest beach 10 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$600
Price per night from
$600
Hogfish Retreat
Florida Keys / Cudjoe Key
2 6 28 nights min
- 2 bedrooms
- sleeps 6
- 28 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Map
Price per night from
$194
Price per night from
$194
Charming 3bedroom/2bath home in the Florida Keys
Florida Keys / Cudjoe Key
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Beach / lakeside relaxation
- Child Friendly
- Air conditioning
Map
Price per night from
$106
Price per night from
$106
Tropical Canal Home
Florida Keys / Cudjoe Key
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Child Friendly
- Air conditioning
- Ask about pets
Map
Price per night from
$192
Price per night from
$192
Blue Palms Retreat (formerly known as Heron's Roost)
Florida Keys / Cudjoe Key
3 8 7 nights min
- 3 bedrooms
- sleeps 8
- 7 nights min
- Nearest beach 10 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$457
Price per night from
$457
Yellow weekly vacation home, great location. Heated private pool.
Florida Keys / Cudjoe Key
3 6 7 nights min
- 3 bedrooms
- sleeps 6
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$393
Price per night from
$393
Tropical Blue Adventure Waterfront at Venture Out
Florida Keys / Cudjoe Key
2 6 3 nights min
- 2 bedrooms
- sleeps 6
- 3 nights min
- Beach / lakeside relaxation
- Nearest beach 30 mi
- Swimming pool
Map
Price per night from
$229
Price per night from
$229
Great rentals within 20 miles that match your search
Distance approx 0.1 km from Cudjoe Key
Paradise n Summerland Key Cove
Lower Keys / Summerland Key
3 10 30 nights min
- 3 bedrooms
- sleeps 10
- 30 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Price per night from
$204
Price per night from
$204
Distance approx 19.23 km from Cudjoe Key
Real World MTV House Key West
Florida Keys / Key West
10 22 min stay varies
- 10 bedrooms
- sleeps 22
- min stay varies
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Price per night from
$1,783
Responds fast!
avg. 2 hours 42 minutes
Price per night from
$1,783
Distance approx 5.95 km from Cudjoe Key
Sunrise Drive
Florida Keys / Big Pine Key
3 8 min stay varies
- 3 bedrooms
- sleeps 8
- min stay varies
- Beach / lakeside relaxation
- Nearest beach 8 mi
- Suitable for children age 5+
Price per night from
$197
Responds fast!
avg. 3 hours 4 minutes
Price per night from
$197
Distance approx 5.27 km from Cudjoe Key
3 bedroom canal front home minutes from open Water!
Florida Keys / Big Pine Key
3 10 30 nights min
- 3 bedrooms
- sleeps 10
- 30 nights min
- Child Friendly
- Air conditioning
- Private garden
Price per night from
$171
Responds fast!
avg. 3 hours 41 minutes
Price per night from
$171
Distance approx 5.06 km from Cudjoe Key
Fisherman's Paradise in the Heart of Big Pine Key
Florida Keys / Big Pine Key
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Child Friendly
Price per night from
$113
Responds fast!
avg. 2 hours 20 minutes
Price per night from
$113
Distance approx 5.25 km from Cudjoe Key
New Listing! Beautiful Canal front , Key Deer and jacuzzi.
Florida Keys / Big Pine Key
3 8 28 nights min
- 3 bedrooms
- sleeps 8
- 28 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Price per night from
$171
Price per night from
$171
Distance approx 19.06 km from Cudjoe Key
Key West Living-Oceanside Catamaran Wind Spirit
Florida Keys / Key West
3 6 3 nights min
- 3 bedrooms
- sleeps 6
- 3 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Price per night from
$398
Price per night from
$398
Distance approx 19.52 km from Cudjoe Key
New Listing Family Friendly
Florida Keys / Key West
3 6 3 nights min
- 3 bedrooms
- sleeps 6
- 3 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Price per night from
$365
Responds fast!
avg. 28 minutes
Price per night from
$365
Distance approx 19.55 km from Cudjoe Key
Comfy Family Home in a Gorgeous Gated Community
Florida Keys / Key West
3 6 3 nights min
- 3 bedrooms
- sleeps 6
- 3 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Price per night from
$341
Responds fast!
avg. 28 minutes
Price per night from
$341
Distance approx 0.1 km from Cudjoe Key Show on Map
Direct Atlantic Ocean front private boat ramp dock
Lower Keys / Summerland Key
2 6 30 nights min
- 2 bedrooms
- sleeps 6
- 30 nights min
- Child Friendly
- Air conditioning
Map
Price per night from
$159
Responds fast!
avg. 3 hours 44 minutes
Price per night from
$159
Distance approx 5.45 km from Cudjoe Key
Caribbean Cove
Florida Keys / Big Pine Key
2 9 28 nights min
- 2 bedrooms
- sleeps 9
- 28 nights min
- Child Friendly
- Air conditioning
- Private garden
Price per night from
$98
Responds fast!
avg. 3 hours 17 minutes
Price per night from
$98
Distance approx 19.11 km from Cudjoe Key
Atlantis Dream Escape
Florida Keys / Key West
3 8 30 nights min
- 3 bedrooms
- sleeps 8
- 30 nights min
- Child Friendly
- Pet Friendly
Price per night from
$323
Price per night from
$323
Distance approx 5.82 km from Cudjoe Key
Florida Keys Fisherman and Divers Paradise
Florida Keys / Big Pine Key
4 12 30 nights min
- 4 bedrooms
- sleeps 12
- 30 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Price per night from
$285
Price per night from
$285
Distance approx 4.61 km from Cudjoe Key
Sparkling canalfront house surrounded by palms
Florida Keys / Big Pine Key
2 4 30 nights min
- 2 bedrooms
- sleeps 4
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
Price per night from
$134
Price per night from
$134
Distance approx 2.05 km from Cudjoe Key Show on Map
Paradise Palms
Lower Keys / Summerland Key
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$143
Price per night from
$143
Distance approx 7.85 km from Cudjoe Key
The Key's only real beach house Dock and pool
Florida Keys / Key West
2 4 7 nights min
- 2 bedrooms
- sleeps 4
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Price per night from
$392
Price per night from
$392
Distance approx 7.63 km from Cudjoe Key
Key's only real beach home. Dock and pool.
Florida Keys / Key West
2 4 min stay varies
- 2 bedrooms
- sleeps 4
- min stay varies
- Nearest beach 0 mi
- Swimming pool
- Child Friendly
Price per night from
$341
Price per night from
$341
Distance approx 6.91 km from Cudjoe Key
Key's only real beach home.Gated, private, dock,pool
Florida Keys / Key West
3 6 7 nights min
- 3 bedrooms
- sleeps 6
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Price per night from
$531
Price per night from
$531
Distance approx 7.05 km from Cudjoe Key
Private beach estate,gated,dock,and pool.
Florida Keys / Key West
5 10 28 nights min
- 5 bedrooms
- sleeps 10
- 28 nights min
- Nearest beach 0 mi
- Swimming pool
- Child Friendly
Price per night from
$736
Price per night from
$736
Distance approx 6.87 km from Cudjoe Key
Key West's only Real Beach House
Florida Keys / Key West
2 4 7 nights min
- 2 bedrooms
- sleeps 4
- 7 nights min
- Beach / lakeside relaxation
- Swimming pool
- Ask about children
Price per night from
$391
Price per night from
$391
Distance approx 19.51 km from Cudjoe Key
Spacious 3BR/3BA Catamaran as Private Sailing Charter up to 7 nights in Key West
Florida Keys / Key West
3 6 1 night min
- 3 bedrooms
- sleeps 6
- 1 night min
- Child Friendly
- Air conditioning
Price per night from
$2,439
Price per night from
$2,439
Distance approx 19.07 km from Cudjoe Key
Reduced Rate! New 46' Sailing Yacht & Other Boats
Florida Keys / Stock Island
3 8 2 nights min
- 3 bedrooms
- sleeps 8
- 2 nights min
- Nearest beach 2 mi
- Swimming pool
- Child Friendly
Price per night from
$312
Responds fast!
avg. 2 hours 13 minutes
Price per night from
$312
Distance approx 2.48 km from Cudjoe Key
Oceanfront Home Rental in Ramrod Key, Florida
Florida Keys / Ramrod Key
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Beach / lakeside relaxation
- Child Friendly
- Air conditioning
Price per night from
$93
Price per night from
$93
Distance approx 6.85 km from Cudjoe Key
Private beach estate.Dock and pool.
Florida Keys / Key West
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Nearest beach 0 mi
- Swimming pool
- Child Friendly
Price per night from
$281
Price per night from
$281
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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