Cudjoe Key Vacation Rentals

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Vacation Rentals in Cudjoe Key

Cottage with Pool and Boat Dockage just minutes to Key West!
8.6 out of 10, Excellent, (150)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
United States
Richard S.
Cottage with Pool and Boat Dockage just minutes to Key West!
Cottage with swimming pool and dockage, just minutes to Key West!
9.0 out of 10, Wonderful, (158)
"Wonderful stay with great property and pool. Very well maintained!"
United States
Eric E.
Cottage with swimming pool and dockage, just minutes to Key West!
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.8 out of 10, Excellent, (73)
"Place was everything we needed, would definitely stay again "
United States
James h.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Canal front, dockage, 2 bedroom, 2 bath
9.0 out of 10, Wonderful, (88)
"Community is great, location in the Keys is great, house was perfect for our family of 3."
United States
Christina H.
$353 nightly
The price is $392
Nov 16 - Nov 17
Total with taxes and fees
Canal front, dockage, 2 bedroom, 2 bath
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (267)
"I love this place!!!"
United States
Greg
$259 nightly
The price is $292
Nov 9 - Nov 10
Total with taxes and fees
Old Wooden Bridge Resort and Marina
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (165)
"The stay was beautiful "
United States
Jennifer
$283 nightly
The price is $319
Nov 11 - Nov 12
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina
Coconut Mallory Resort And Marina By Kees Vacations
3.0 star property
8.2 out of 10, Very Good, (820)
"Overall a good place to stay and value for money "
United States
Vijay Bhasker
Coconut Mallory Resort And Marina By Kees Vacations
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
6.6 out of 10, (12)
"Kevin and Capt. Phil were great hosts. Would definitely stay there again. "
United States
p j.
$334 nightly
The price is $370
Nov 11 - Nov 12
Total with taxes and fees
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
8.6 out of 10, Excellent, (139)
"Clean, easy check-in, great pools, quiet area, comfy beds. Will book again!"
Germany
Julia P.
$333 nightly
The price is $369
Nov 10 - Nov 11
Total with taxes and fees
Sunrise Suites Condo with Views, Pool, Hot Tub - Dogs Welcome
Island View 1BR Residence With Balcony
2.0 star property
10.0 out of 10, Exceptional, (1)
"The room was excellent, no complaints at all."
United States
Tonya
$335 nightly
The price is $377
Nov 12 - Nov 13
Total with taxes and fees
Island View 1BR Residence With Balcony
Charming 3-bedroom house in Big Pine Key near Beach and Key West
$654 nightly
The price is $725
Dec 2 - Dec 3
Total with taxes and fees
Charming 3-bedroom house in Big Pine Key near Beach and Key West
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
9.8 out of 10, Exceptional, (48)
"Wonderful view, lot's of space, great location "
United States
Valerie
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis
2.0 star property
New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis
Super-Cozy boat in Key West!
$285 nightly
The price is $316
Nov 10 - Nov 11
Total with taxes and fees
Super-Cozy boat in Key West!
Living the Dream Key West Style
10.0 out of 10, Exceptional, (31)
"Clean rooms pet friendly great view! Exactly as advertised "
United States
Todd
$306 nightly
The price is $340
Nov 11 - Nov 12
Total with taxes and fees
Living the Dream Key West Style
The Grenada Suite Pool View Private Balcony
2.0 star property
10.0 out of 10, Exceptional, (1)
$540 nightly
The price is $608
Nov 19 - Nov 20
Total with taxes and fees
The Grenada Suite Pool View Private Balcony
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
7.8 out of 10, Good, (23)
"The resort was amazing- we really enjoyed the house boat and Marina life- thank you for sharing and your great communication"
United States
Maureen M.
$451 nightly
The price is $501
Nov 9 - Nov 10
Total with taxes and fees
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
9.0 out of 10, Wonderful, (103)
"Everything was even better than in the pictures"
United States
john c.
$608 nightly
The price is $675
Nov 14 - Nov 15
Total with taxes and fees
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
Resort View 1BR Suite
2.0 star property
9.0 out of 10, Wonderful, (4)
"Open sewage behind pool bar rude front desk grumpy bartender Nice condo good restaurant "
United States
Michael
$349 nightly
The price is $393
Dec 1 - Dec 2
Total with taxes and fees
Resort View 1BR Suite
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
9.0 out of 10, Wonderful, (28)
"We only stayed one night, but we would for sure if we are back in the area. "
United States
Tammy W.
$462 nightly
The price is $513
Nov 9 - Nov 10
Total with taxes and fees
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cudjoe Key Hotel Reviews

Find out more about Cudjoe Key

Everything you need to know about Cudjoe Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cudjoe Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cudjoe Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cudjoe Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cudjoe Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cudjoe Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $292 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cudjoe Key rentals

At Expedia, we put the best Cudjoe Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cudjoe Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cudjoe Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cudjoe Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.