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Compare 69 Cottages in Cudjoe Key with updated reviews, rates, and availability.

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very Good, (197)
"Our space was nice and the woman was nice and friendly. There were many deer walking through. We didn't spend a lot of time at the property as we were out exploring Key West and other beaches."
The price is AED 547
AED 983 total
includes taxes & fees
16 Mar - 17 Mar
Old Wooden Bridge Resort and Marina

Charming cottages, dockage, pool, just minutes to Key West

8.6 out of 10, Excellent, (108)
"Enjoyed the serenity of your place "
The price is AED 826
AED 1,515 total
includes taxes & fees
14 Mar - 15 Mar
Charming cottages, dockage, pool, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (135)
"Very nice"
The price is AED 1,010
AED 1,748 total
includes taxes & fees
15 Mar - 16 Mar
Cottage with Pool and Dockage, just minutes to Key West

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

8.8 out of 10, Excellent, (150)
"This is a great place to stay if you’re looking for a quiet home base for your vacation. Key West is a quick drive away and we found lots of fun activities and great food locally. "
The price is AED 826
AED 1,397 total
includes taxes & fees
29 Mar - 30 Mar
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Waterfront Home

8.8 out of 10, Excellent, (155)
"I wasn't expecting a 140 resort fee due before proceeding past the gate guard. The gate guard's response to my puzzled look was, "You were aware of the resort fee, right?" The fee is likely (at least I hope) embedded in the TOS. Moving on. The property permits pets but walking one's dog is prohibited. The properties are so small that one must walk a dog. Knowing this property was on a canal with open water access, I was not surprised that it needed some TLC. I think, most folks rent this type...
Waterfront Home

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (132)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
Cottage with Pool and Boat Dockage just minutes to Key West!

SEA SHELL COTTAGE UNIT #2 Sleeps 2

9.4 out of 10, Exceptional, (19)
"We stayed in the sea shell cottage, perfect for two. The unit was clean and the grounds were beautiful. There is a grill and a flattop griddle you can use. We went out for most meals so we didn’t use them. Close to a ton a restaurants, good recommendations in the book Had a great time! Will be back"
SEA SHELL COTTAGE UNIT #2 Sleeps 2

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.8 out of 10, Excellent, (62)
"The cabin and pool were perfect. Fantastic restaurants very nearby. Only thing I was a little disappointed in was the shoreline and fishing. No beach and very shallow water throughout the entire bay. I'd definitely stay here again, just plan on traveling if you're looking to catch any fish."
The price is AED 863
AED 1,630 total
includes taxes & fees
16 Mar - 17 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.6 out of 10, Excellent, (41)
"A great value"
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (171)
"The location and views are great. It was a comfortable stay. There were some deferred maintenance items which were shared with the property manager. Completion of these items will greatly enhance the experience at the property and make it a '10' rating."
The price is AED 826
AED 1,515 total
includes taxes & fees
28 Mar - 29 Mar
Direct Oceanfront Cottage-Sunrise View- #2,

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.2 out of 10, Wonderful, (68)
"Beach towels!! The cottage is very cute. Very basic kitchen supplies and bathroom supplies. No extra comfort amenities...travel mugs, beach chairs, hot pads for kitchen, toilet paper, beach towels. And if you plan to wash anything bring coins. 1.50 per wash "
The price is AED 643
AED 1,345 total
includes taxes & fees
26 Mar - 27 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.0 out of 10, Very Good, (35)
"This place is about as laid back as you can get in the Keys. We love coming here, but it's a no frills existence and normally very peaceful. There's no housekeeping. Once you've blown thru some basic household supplies, you're on your own. With ample help from the property manager, eventually, the cottage had everything you might need for a home away from home. "
The price is AED 643
AED 1,349 total
includes taxes & fees
20 Mar - 21 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Quaint cottage, pool, dockage just minutes to Key West!

9.0 out of 10, Wonderful, (132)
"It is what it is, only wish the furniture was not worn out. "
The price is AED 918
AED 1,630 total
includes taxes & fees
15 Mar - 16 Mar
Quaint cottage, pool, dockage just minutes to Key West!

PALM COTTAGE Sleeps 4

10.0 out of 10, Exceptional, (38)
"Great spot..clean..awesome"
PALM COTTAGE Sleeps 4

FLAMINGO COTTAGE UNIT #1 Sleeps 4

9.8 out of 10, Exceptional, (35)
"Great place to stay! We spent a week and were on the go the whole time. Centrally located with great things to do all over the Keys it worked great for us! "
FLAMINGO COTTAGE UNIT #1 Sleeps 4

FL Keys Cottage with Ocean Views - Venture Out Unit 395

8.8 out of 10, Excellent, (3)
"Very clean, comfortable beds. Close to everything we wanted to do!"
FL Keys Cottage with Ocean Views - Venture Out Unit 395

Cottage with swimming pool and dockage, just minutes to Key West!

9.0 out of 10, Wonderful, (140)
"Overall it I was good. Feel it needs some TLC. Window and door blinds need updating. Loved sitting on the screen porch which also might need some updating. Very peaceful."
The price is AED 735
AED 1,283 total
includes taxes & fees
25 Mar - 26 Mar
Cottage with swimming pool and dockage, just minutes to Key West!

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (79)
"My Mom lived here at Venture Out 25 years ago. My Mom passed away last year. It was so special to be back here with family at Venture Out during our vacation and celebrate my Mom's memory. Thank you!!"
The price is AED 918
AED 1,793 total
includes taxes & fees
4 Apr - 5 Apr
Canal front, dockage, 2 bedroom, 2 bath

**TURTLE COVE VIEWS @ VENTURE OUT** 2BR/2BA Cottage +35’ Private Slip | 80’ Pool

9.6 out of 10, Exceptional, (32)
"We really enjoyed staying here. Beautiful relaxing quiet neighborhood. We would absolutely love to come back sometime ! Thank you"
**TURTLE COVE VIEWS @ VENTURE OUT** 2BR/2BA Cottage +35’ Private Slip | 80’ Pool

Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks, SUPs, Washer,Dryer!

9.8 out of 10, Exceptional, (23)
"Towel racks screw r lose Master bedroom toilet needs new gasket toilet run more than it should Overall stay was awesome the view is excellent"
The price is AED 1,465
AED 2,761 total
includes taxes & fees
26 Mar - 27 Mar
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks, SUPs, Washer,Dryer!
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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Other property types in Cudjoe Key

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (132)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (135)
"Very nice"
The price is AED 1,010
AED 1,748 total
includes taxes & fees
15 Mar - 16 Mar
Cottage with Pool and Dockage, just minutes to Key West

Private Secluded Ocean View & Pool Near Key West

8.4 out of 10, Very Good, (86)
"Nice property. We enjoyed our stay."
Private Secluded Ocean View & Pool Near Key West
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.

Frequently asked questions

How much do cottages in Cudjoe Key cost?
Rates for cottages in Cudjoe Key range between AED 547 and AED 1,010 per night. Whatever your budget, you’re sure to find an ideal place to get in touch with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Cudjoe Key?
Take advantage of your vacation days and choose from 69 cottages in Cudjoe Key. Looking for a place where you can relax and stay in touch with nature? Expedia will help you find your ideal stay in just a few clicks.
Why book your cottage in Cudjoe Key with Expedia?
Expedia has some wonderful cottages in Cudjoe Key, so get set for a memorable vacay close to nature. If you’re on a budget, click on how much you’re willing to spend and the star rating of your property. Or take advantage of our filters to search for cottages with a hot tub or free WiFi. We’ll help you find the perfect digs whatever your style of travel or plans.
How can I find cheap cottages in Cudjoe Key?
A wonderful way to spot cheap cottages in Cudjoe Key is with Expedia’s user-friendly filter tool. Refine your search by star rating, amenities and budget to snag awesome rates in a couple of clicks.