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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 78 Cottages in Raccoon Key with updated reviews, rates, and availability.

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

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

9.0 out of 10, Wonderful, (42)
"This is our second year at one of these cottages. We love the complex and the location is great to get to many things. The cottage has everything you would need and is very clean. The host has been great to work with."
The price is AED 863
AED 1,630 total
includes taxes & fees
3 Mar - 4 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
Exterior detail

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

8.8 out of 10, Excellent, (60)
"We just love this place"
The price is AED 1,010
AED 1,817 total
includes taxes & fees
19 Feb - 20 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cottage with Pool and Boat Dockage just minutes to Key West!
Pool

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!"
The price is AED 735
AED 1,276 total
includes taxes & fees
23 Feb - 24 Feb
Cottage with Pool and Boat Dockage just minutes to Key West!
Quaint cottage, pool, dockage just minutes to Key West!
Exterior

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
4 Mar - 5 Mar
Quaint cottage, pool, dockage just minutes to Key West!
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

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

9.2 out of 10, Wonderful, (67)
"My family and I enjoyed our stay. It was very convenient to everything we wanted to do. Would definitely stay again."
The price is AED 1,010
AED 1,817 total
includes taxes & fees
26 Feb - 27 Feb
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St
Exterior 002

ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St

2.5 star property
9.4 out of 10, Exceptional, (38)
"We loved our stay here. It was quiet and serene. Great location. We were able to walk or bike easily to everything we wanted to do."
The price is AED 1,172
AED 3,068 total
includes taxes & fees
25 Feb - 26 Feb
ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Main Entrance off Street - Peaceful and Quiet!

The Dancing Rooster: 2 Blocks from Duval in Old Town.

10.0 out of 10, Exceptional, (113)
"Fantastic week, bungalow was the perfect location to enjoy everything Key West has to offer. Spent late evenings on the patio playing games and speaking with passerby’s. "
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
Property grounds

Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

10.0 out of 10, Exceptional, (19)
"Our stay was very pleasant. Enjoyed the pool and paddle board courts. The unit was clean and comfortable. Jessica was super easy to reach and extremely responsive. "
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
ROYAL POINCIANA COTTAGE - Quaint Old Town location
Exterior 001

ROYAL POINCIANA COTTAGE - Quaint Old Town location

2.0 star property
9.6 out of 10, Exceptional, (38)
"Great property & location!"
The price is AED 1,361
AED 3,307 total
includes taxes & fees
19 Mar - 20 Mar
ROYAL POINCIANA COTTAGE - Quaint Old Town location
Waterfront Home
View from the porch

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...
The price is AED 918
AED 1,782 total
includes taxes & fees
21 Feb - 22 Feb
Waterfront Home
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
Aerial view

Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)

10.0 out of 10, Exceptional, (11)
"Super cute bungalow surrounded by a beautiful lake. The location was perfect for us and super convenient to Key West! The staff was very friendly and very helpful. After hours check-in was very smooth. We will stay there again when we are in the area!"
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Drive to cottages

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

8.6 out of 10, Excellent, (38)
"Well located to visit Key West as well as other Keys both East and West. House needs some attention. "
The price is AED 863
AED 1,626 total
includes taxes & fees
8 Mar - 9 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Canal front, dockage, 2 bedroom, 2 bath
Exterior

Canal front, dockage, 2 bedroom, 2 bath

9.0 out of 10, Wonderful, (76)
"Cute house with wonderful features. Covered deck was a nice place to enjoy a book and meal. The open design of the living room and kitchen made the cottage feel big. The Venture Out community is welcoming. It was an excellent atmosphere to walk and bike in a safe space."
Canal front, dockage, 2 bedroom, 2 bath
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Miscellaneous

Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)

9.8 out of 10, Exceptional, (9)
"We arrived to a spotless cabana! The bed was perfect! Just awesome accommodations that I would definitely book again!!! Highly recommend- it was close to Key West but quiet and relaxing. And our pet stayed with us."
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Riley's Retreat - Venture Out 107

Riley's Retreat - Venture Out 107

8.6 out of 10, Excellent, (7)
"We would stay here again. Very clean. Kitchen well supplied. The beds could be more comfortable, but that could be a preference of bed type. The blinds in the bedrooms did not close completly so if you sleep late the light could be an issue. Itwasnt for us."
Riley's Retreat - Venture Out 107
Old Town Cottage House in Old Town Key West!
Living area

Old Town Cottage House in Old Town Key West!

Old Town Cottage House in Old Town Key West!
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

9.4 out of 10, Exceptional, (216)
"Very clean. Could use some updating such as fresh paint. "
The price is AED 1,179
AED 2,379 total
includes taxes & fees
24 Feb - 25 Feb
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Cottage with swimming pool and dockage, just minutes to Key West!
Property grounds

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

9.0 out of 10, Wonderful, (138)
"We liked layout of cabins. Plenty of trees and brush provided a sense of privacy. Nice porchfor afternoon sitting. Close to lots of restaurants/bars with good seafood. "
Cottage with swimming pool and dockage, just minutes to Key West!
Cottage with Pool and Dockage, just minutes to Key West
Exterior

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (132)
"We had a wonderful time at your place. Thank you for having us, we loved the Keys!"
Cottage with Pool and Dockage, just minutes to Key West
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

9.6 out of 10, Exceptional, (7)
"Great place in a convenient location next to stores for supplies, food, coffee, bike/scooter rentals, etc."
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
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 Raccoon Key

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
The House from the Ocean Side--2 Huge Porches

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

9.6 out of 10, Exceptional, (82)
"Great trip with 16 people for a 50th birthday party. Host was very helpful and informative throughout the trip. Great for large groups."
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Aqua Lodges at Hurricane Hole Marina
Exterior

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (116)
"Great houseboat to stay at. Nice accomidations , something different then your normal hotel room."
The price is AED 1,016
AED 1,660 total
includes taxes & fees
23 Feb - 24 Feb
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Exterior

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (289)
"I had a great experience with my family!"
The price is AED 1,469
AED 1,756 total
includes taxes & fees
26 Feb - 27 Feb
Hyatt Vacation Club at Sunset Harbor, 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 Raccoon Key cost?
Cottages in Raccoon Key range between AED 735 and AED 1,361 per night. These stays offer a chance to get in tune with nature — at a price you can afford. 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.
What are the best cottages in Raccoon Key?
Raccoon Key has multiple cottages with a total average guest review rating of 9.1. Simonton Court Cottages is a top option if you like a natural setting and an easygoing pace. Guests of this 3-star stay will have access to WiFi and a fridge. Casa Manana Key West Monthly: 2 Br is another popular pick. This 3-star cottage comes with a swimming pool and a king-sized bed.
How many cottages are there in Raccoon Key?
Take your pick of 78 cottages in Raccoon Key. Whether you’re taking a trip with the family or planning a retreat with your closest amigos, Expedia will help you find the perfect place to enjoy nature’s beauty.
Why book your cottage in Raccoon Key with Expedia?
Expedia has some terrific cottages in Raccoon Key, so start packing for a memorable vacay close to nature. If you’re on a budget, select how much you’d like to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with a pool or a kitchen. We’ll help you find the right fit whatever your style of travel or plans.
How can I find cheap cottages in Raccoon Key?
With Expedia’s user-friendly filter tool, locating cheap cottages in Raccoon Key has never been easier. To find properties that’ll make your bank balance smile, fine-tune your search results by budget, star rating and amenities.