Search Cottages in Cudjoe Key

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Check prices for these dates

Next weekend
27 Jun - 29 Jun
In two weeks
4 Jul - 6 Jul
In one month
18 Jul - 20 Jul
In two months
15 Aug - 17 Aug

Featured Cottages in Cudjoe Key and around

Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (239)
"price - clean and newly renovated boats - nice staff - easy check in/out."
Old Wooden Bridge Resort and Marina
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Fridge, microwave, oven, stovetop

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

9.0 out of 10, Wonderful, (81)
"My family and I enjoyed our stay. It was very convenient to everything we wanted to do. Would definitely stay again."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Canal front, dockage, 2 bedroom, 2 bath
Outdoor pool, a heated pool

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (85)
"Excellent appearance, location, amenities and comfort. Bedrooms are a little tight but manageable. Host was very responsive and easy to work with. "
The price is €350
includes taxes & fees
18 Jun - 19 Jun
Canal front, dockage, 2 bedroom, 2 bath
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Beach nearby

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

9.0 out of 10, Wonderful, (49)
"We enjoyed our stay. Place is exactly as described. We really enjoyed the lanai. Wanted somewhere close to Key West and this turned out perfect. Would definitely stay here again. Thanks!"
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cottage with Pool and Dockage, just minutes to Key West
Pool

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (146)
"Clean cottage, very helpful host, comfortable beds, great location --enjoyable stay."
Cottage with Pool and Dockage, just minutes to Key West
Waterfront Home
Terrace/patio

Waterfront Home

8.8 out of 10, Excellent, (164)
"Property was perfect for our needs and a short distance from Key West. "
Waterfront Home
Charming cottages, dockage, pool, just minutes to Key West
Fridge, microwave, oven, stovetop

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

8.6 out of 10, Excellent, (116)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
The price is €298
includes taxes & fees
18 Jun - 19 Jun
Charming cottages, dockage, pool, just minutes to Key West
FLAMINGO COTTAGE - Summer vacation Lobster and Fishing season- sleeps 4
Beach

FLAMINGO COTTAGE - Summer vacation Lobster and Fishing season- sleeps 4

9.8 out of 10, Exceptional, (42)
"Very clean, just as described. Relaxing and great pool!"
FLAMINGO COTTAGE - Summer vacation Lobster and Fishing season- sleeps 4
STAR FISH COTTAGE, Sleeps 4 - Summer Vacation, Lobster & Fishing Season is Here!
Sun-loungers, beach towels

STAR FISH COTTAGE, Sleeps 4 - Summer Vacation, Lobster & Fishing Season is Here!

9.6 out of 10, Exceptional, (51)
"We really had a great time at this place! Perfect location and loved having the small kitchen."
STAR FISH COTTAGE, Sleeps 4 - Summer Vacation, Lobster & Fishing Season is Here!
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!
Beach

SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

9.6 out of 10, Exceptional, (25)
"The cottage was perfect for my husband and I! It was very clean and quaint, definitely planning to stay again!!"
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!
OCEAN BREEZE HOUSE Summer Vacation bring the family. Fishing and Lobster season
Pool

OCEAN BREEZE HOUSE Summer Vacation bring the family. Fishing and Lobster season

9.4 out of 10, Exceptional, (27)
"Beautiful property! Clean and comfortable. Trina and Glenn are wonderful hosts."
OCEAN BREEZE HOUSE Summer Vacation bring the family. Fishing and Lobster season
Quaint cottage, pool, dockage just minutes to Key West!
Miscellaneous

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

9.0 out of 10, Wonderful, (138)
"It is what it is, only wish the furniture was not worn out. "
The price is €310
includes taxes & fees
19 Jun - 20 Jun
Quaint cottage, pool, dockage just minutes to Key West!
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Beach nearby

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

8.8 out of 10, Excellent, (71)
"Very nice quiet place for your lower key vacation. Nice accommodations and easy drive to Key West and Islamorada and several state parks. "
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool
Outdoor dining

35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool

9.8 out of 10, Exceptional, (129)
"We had a great vacation at this property. It's walking distance to the pool, hot tub and convenience store. The home had everything that we needed and was nicely decorated. Communication with the owner was excellent. "
35' Seawall Sparkling , 30min from Keywest, WIFI, BBQ Grill, Pool
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Beach

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

8.6 out of 10, Excellent, (49)
"A great value"
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
Beach nearby

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

8.0 out of 10, Very good, (42)
"This rental is in a perfect, peaceful location! We brought our paddleboards and fishing poles and enjoyed the Florida sun. Great getaway - we will definitely be back!"
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cozy, Perfect Conch Cottage! - VO315
A heated pool

Cozy, Perfect Conch Cottage! - VO315

9.2 out of 10, Wonderful, (30)
"We had an amazing trip staying at cudjoe key. It’s a cute little trailer, very clean. The property was great. The renters are very attentive to questions. Highly recommend! "
Cozy, Perfect Conch Cottage! - VO315
Uptown quiet cottage close to beaches, restaurant & shopping.
Exterior detail

Uptown quiet cottage close to beaches, restaurant & shopping.

10.0 out of 10, Exceptional, (4)
"Eva was a great host, making sure we had everything we needed. Provided bikes for getting around-just a 4-ish mile ride downtown. A pool out our patio door surrounded by palm trees. Close to beaches. We totally enjoyed our stay here and would definitely stay again if we return to Key West!"
Uptown quiet cottage close to beaches, restaurant & shopping.
Beautiful Cottage & Amenities in Gated Community
A heated pool

Beautiful Cottage & Amenities in Gated Community

10.0 out of 10, Exceptional, (2)
"Beautiful home, perfect for our needs"
The price is €581
includes taxes & fees
7 Jul - 8 Jul
Beautiful Cottage & Amenities in Gated Community
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks, SUPs, Washer,Dryer!
Property grounds

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

9.8 out of 10, Exceptional, (24)
"This was the perfect place to rent for a boat It was clean and had everything we needed"
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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Frequently asked questions

How much do cottages in Cudjoe Key cost?
Rates for cottages in Cudjoe Key range between €298 and €581 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 holiday days and choose from 83 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 holiday 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.