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Compare 64 Cottages in Cudjoe Key with updated reviews, rates, and availability.

Sun loungers, beach towels
THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
10.0 out of 10, Exceptional, (25)
"Easy from start to finish! Lovely cottage in very central location in the Florida Keys. Hope was the highlight of the trip, truly the “hostess with the mostest.” She checked in daily, offered great tips for restaurants and activities. Loved everything about the property: quiet, the outdoor shower, the beds, the pool, Lulu, and the freshest seafood! Would definitely recommend."
THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
Property grounds
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
10.0 out of 10, Exceptional, (9)
"Perfect size for a couple. New and clean, couldn’t be happier, thanks!"
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
A heated pool
Little Gem in Paradise, with Terrace & Private Patio in Resort with Amenities.
10.0 out of 10, Exceptional, (14)
"Excellent concept. Loved this unit. Very clean. Only had one small glitch when checking in because I don't text. The lady who manages the unit was exceptional. Wished I could find employees like her."
Little Gem in Paradise, with Terrace & Private Patio in Resort with Amenities.
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Property grounds
Waterfront Cozy Cottage with Boat Ramp & Dock!
10.0 out of 10, Exceptional, (46)
"Great family vacation. Had fun from day one to day eight. We are already planning to return."
Waterfront Cozy Cottage with Boat Ramp & Dock!
Property grounds
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
10.0 out of 10, Exceptional, (2)
"This is a nice property. The accommodations were large enough for my family. The indoor space was clean and nicely appointed. The outdoor space was ok. Due to how close the units are together you are right next to your neighbors car when sitting on the patio. The location is about 20 miles from Key West allowing for easy day trips while resting in a quieter location. I would definitely stay here again."
Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
Interior
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Extremely clean, quiet and spacious. The friendly. staff and location to the water made the five day girl’s trip so fun. Thanks. "
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
Beach nearby, sun loungers, beach towels
NAUTILUS...ocean front cottage retreat ~
10.0 out of 10, Exceptional, (2)
"We had an amazing time here at this home. The house was super clean and well organized. The only thing I could add would be on the description of the property to fully list specific beds and sizes. I had to message the manager for specifics and he responded back quickly to me. Also with all five of us being women, we felt VERY safe in this well secured gated community."
NAUTILUS...ocean front cottage retreat ~
Property grounds
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks, SUPs, Washer,Dryer!
9.8 out of 10, Exceptional, (19)
"This was the perfect place to rent for a boat It was clean and had everything we needed"
The price is $199
$505 total
includes taxes & fees
May 23 - May 24
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks, SUPs, Washer,Dryer!
Property grounds
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
9.8 out of 10, Exceptional, (7)
"We stayed here as a family of 4, so cute, clean and quiet! Loved it!"
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Property grounds
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
9.8 out of 10, Exceptional, (8)
"I couldnt have spent my 40th birthday in any other place. The bungalow and property was perfect. No issues with water or power supply,cold ac after the long hot days out in key west. I told my other half i could live in one of those clean nicely built bungalows...it was PERFECT!"
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
Sun loungers, beach towels
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
9.6 out of 10, Exceptional, (38)
"Relaxed property away from the hub of key west. Access to everything the keys has to offer with your own little slice of heaven at the end of day. Excellent host and communication. Already planning next years trip!!"
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Property grounds
**TURTLE COVE VIEWS @ VENTURE OUT** 2BR/2BA Cottage +35’ Private Slip | 80’ Pool
9.6 out of 10, Exceptional, (28)
"Great location and beautiful views!"
**TURTLE COVE VIEWS @ VENTURE OUT** 2BR/2BA Cottage +35’ Private Slip | 80’ Pool
Property grounds
Blue Mind - Venture Out Unit 225
9.6 out of 10, Exceptional, (63)
"nice place 3rd time there"
Blue Mind - Venture Out Unit 225
Beach
SEA SHELL COTTAGE UNIT #2
9.4 out of 10, Exceptional, (8)
"Nice, quiet, relaxing, reasonably priced with a lovely pool outside our door!"
SEA SHELL COTTAGE UNIT #2
Property grounds
Riley's Retreat - Venture Out 107
9.4 out of 10, Exceptional, (3)
"As advertised. Very clean and well furnished with everything you need!"
Riley's Retreat - Venture Out 107
Beach
OCEAN BREEZE COTTAGE AT HIDDEN HAMMOCKS
9.4 out of 10, Exceptional, (10)
"Our stay at Hidden Hammocks couldn't have been better! Hope was friendly, helpful and super responsive! The house was clean, well equipped and right next to the pool. Checking in and out was easy. It was a great stay and will be at the top of our list for our next visit!"
OCEAN BREEZE COTTAGE AT HIDDEN HAMMOCKS
Aerial view
Open Water Views 35' Dockage with Kayak & Bikes - Venture Out Unit 335
9.4 out of 10, Exceptional, (13)
"Good stay but security very strict couldnt even have a drink pool side not even a glass bottle it was plastic cup"
Open Water Views 35' Dockage with Kayak & Bikes - Venture Out Unit 335
Outdoor pool, a heated pool
Canal front, dockage, 2 bedroom, 2 bath
9.2 out of 10, Wonderful, (64)
"Resorts was great love the pool and water....home was clean nice bedrooms and baths really small but we just sleep in them. Deck was great. To be in early morning watching sun rise..."
Canal front, dockage, 2 bedroom, 2 bath
Fridge, microwave, oven, stovetop
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.2 out of 10, Wonderful, (53)
"It was a nice Key West cottage with beautiful views of Cudjoe Bay."
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Fridge, microwave, dishwasher, coffee/tea maker
Blue Lobster Lodge - Venture Out #543
9.0 out of 10, Wonderful, (6)
"Great amenities and location."
Blue Lobster Lodge - Venture Out #543
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See all available properties in Cudjoe Key
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.

Other property types in Cudjoe Key

Property grounds
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (203)
"Overall, a very nice property in a good location, with good amenities. Located near several good Restaurants, especially the Square Grouper. Communication with Host was very good."
The price is $350
$444 total
includes taxes & fees
May 29 - May 30
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Outdoor dining
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.2 out of 10, Wonderful, (174)
"Great location, 23 miles to Key West. View from deck is breathtaking."
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Balcony
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very Good, (89)
"Good place. 3 bed rooms all with Queen size beds. It was perfect for us. We sat on the porch mostly when we were there and played games. Not a long ride to Key West. Overall- we were happy and would stay there again."
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
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.

Cudjoe Key Cottages information

Number of reviews
680
Accommodation
64 Cottages
Lowest Price
$139
Highest Price
$199

Frequently asked questions

How much do cottages in Cudjoe Key cost?
Cottages in Cudjoe Key range between $139 and $199 per night. These retreats offer a chance to get in tune with nature — at a price you can afford. This price was 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?
Choose from 64 cottages in Cudjoe Key. Whether you’re taking a trip with the kids or organizing a weekend retreat with your pals, Expedia will help you find the perfect place to immerse yourself in nature.
Why book your cottage in Cudjoe Key with Expedia?
We think a getaway should be stress-free, so if you’re seeking cottages in Cudjoe Key at an affordable rate, Expedia has you covered. Keep the budget under control and stay in a cheap option far away from the hustle and bustle, or book an upscale cottage to spoil your loved ones.
How can I find cheap cottages in Cudjoe Key?
Expedia can help you easily locate cheap cottages in Cudjoe Key. To lock in your special stay in just a few clicks, use our handy filter tool to refine your search results by budget, star rating and amenities.
What is there to do in Cudjoe Key near my cottage?
Cudjoe Key has enough sights to keep you occupied for weeks (or months!), starting with Florida Keys Beaches. Sugarloaf Beach, Big Pine Key Flea Market and Blue Hole are other impressive attractions. If you’re staying a while longer, Cook Island and Upper Sugarloaf Sound will add the finishing touches to your itinerary.

Recent reviews of Cudjoe Key hotels
Expedia verified reviews