Search Raccoon Key Cottage Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Raccoon Key cottages

Exterior

Cottage in Cudjoe Key

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.0 out of 10, Wonderful, (56 reviews)
"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."
United States
Raj
The price is ￥38,578
￥71,672 total
includes taxes & fees
Mar 11 - Mar 12
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

Cottage in Cudjoe Key

Quaint cottage, pool, dockage just minutes to Key West!
9.0 out of 10, Wonderful, (150 reviews)
"Enjoyed the area. Not to far from Key West but far enough there wasn't a crowd"
United States
Donna P.
The price is ￥38,578
￥68,729 total
includes taxes & fees
Mar 10 - Mar 11
Quaint cottage, pool, dockage just minutes to Key West!
Exterior

Cottage in Cudjoe Key

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
8.6 out of 10, Excellent, (165 reviews)
"Everything was nice and clean. Loved the location . Would definitely stay at the property again. "
United States
Shawn M.
The price is ￥31,564
￥54,896 total
includes taxes & fees
Mar 12 - Mar 13
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Outdoor dining

Cottage in Cudjoe Key

Canal front, dockage, 2 bedroom, 2 bath
9.0 out of 10, Wonderful, (93 reviews)
"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."
United States
Jennifer D.
The price is ￥39,981
￥77,380 total
includes taxes & fees
Mar 9 - Mar 10
Canal front, dockage, 2 bedroom, 2 bath
Outdoor dining

Cottage in Cudjoe Key

Waterfront Home
8.6 out of 10, Excellent, (178 reviews)
"The property needed a deep clean, dirty AC grills, etc. space needs to be updated. It served us well as a "motel" space, but lacked the upkeep and quality for a vacation space."
United States
Lyndon B.
The price is ￥35,071
￥69,362 total
includes taxes & fees
Feb 28 - Mar 1
Waterfront Home
Exterior

Cottage in Cudjoe Key

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.2 out of 10, Very Good, (57 reviews)
"It was like staying at my Grandmom's house--it was clean but bathroom and kitchen cabinet needed some attention. Still, we were very happy with bungalow 12 and would stay there again.We only stayed overnight but the little pool, beach and fire pit would be quite enjoyable had we stayed longer. Great price and very close to Key West. "
United States
joanne
The price is ￥38,578
￥71,672 total
includes taxes & fees
Mar 1 - Mar 2
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

Cottage in Cudjoe Key

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (52 reviews)
"We were very happy with our stay. Everything was as expected or above. Old Keys vibe was exactly what we wanted. "
United States
Lauren R.
The price is ￥38,578
￥71,672 total
includes taxes & fees
Mar 12 - Mar 13
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

Cottage in Cudjoe Key

Beautiful Cottage & Amenities in Gated Community
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
The price is ￥53,191
￥122,935 total
includes taxes & fees
Mar 4 - Mar 5
Beautiful Cottage & Amenities in Gated Community
Exterior

Cottage in Cudjoe Key

Cottage with swimming pool and dockage, just minutes to Key West!
9.0 out of 10, Wonderful, (166 reviews)
"Everything was there that I needed. Very nice area for my dog."
United States
Terry
Cottage with swimming pool and dockage, just minutes to Key West!
Exterior

Cottage in Cudjoe Key

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.8 out of 10, Excellent, (91 reviews)
"Nice place to vacation "
United States
Kevin D.
The price is ￥38,578
￥71,672 total
includes taxes & fees
Mar 10 - Mar 11
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

Cottage in Cudjoe Key

Charming cottages, dockage, pool, just minutes to Key West
8.6 out of 10, Excellent, (123 reviews)
"host answered our question. Did not know w& d was coin washer and dryer"
United States
Robin D.
The price is ￥35,071
￥64,317 total
includes taxes & fees
Mar 13 - Mar 14
Charming cottages, dockage, pool, just minutes to Key West
Exterior

Cottage in Cudjoe Key

Cottage with Pool and Dockage, just minutes to Key West
9.2 out of 10, Wonderful, (163 reviews)
"Very convenient to Restaurants & nice drive to Key West"
United States
Kim V.
The price is ￥38,578
￥68,729 total
includes taxes & fees
Mar 14 - Mar 15
Cottage with Pool and Dockage, just minutes to Key West
Terrace/patio

Cottage in Old Town Key West

OSPREY STUDIO @ The Colony-Sleeps up to 4
9.6 out of 10, Exceptional, (55 reviews)
"We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!"
United States
Dean H.
The price is ￥48,591
￥116,117 total
includes taxes & fees
Mar 4 - Mar 5
OSPREY STUDIO @ The Colony-Sleeps up to 4
1 bedroom, WiFi

Cottage in Old Town Key West

Osprey Suite | Charming Hideaway, Hot Tubs!
9.8 out of 10, Exceptional, (31 reviews)
"Loved this little place "
United States
Charles N.
The price is ￥44,794
￥98,786 total
includes taxes & fees
Mar 3 - Mar 4
Osprey Suite | Charming Hideaway, Hot Tubs!
1 bedroom, WiFi

Cottage in Old Town Key West

Pelican Suite | Cozy Cottage, Hot Tubs, Close to D
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful clean place. It was an enjoyable experiance. "
United States
Chels J.
The price is ￥44,794
￥98,786 total
includes taxes & fees
Mar 4 - Mar 5
Pelican Suite | Cozy Cottage, Hot Tubs, Close to D
Exterior

Cottage in Old Town Key West

Find your zen at HIDDEN TREASURE
8.8 out of 10, Excellent, (12 reviews)
"Great place to stay! "
United States
sarah R.
The price is ￥101,769
￥184,302 total
includes taxes & fees
Mar 4 - Mar 5
Find your zen at HIDDEN TREASURE
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Raccoon Key Hotel Reviews

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Clean room, proximity to area features "
Renita 6-night trip
Posted 2 hours ago
Parrot Key Hotel & Villas

Find out more about Raccoon Key

Raccoon Key Cottages information

Number of reviews
1,276
Accommodation
108 Cottages
Lowest Price
￥54,896
Highest Price
￥184,302

Frequently asked questions

How much do cottages in Raccoon Key cost?
Rates for cottages in Raccoon Key range between ￥54,896 and ￥184,302 per night. Whatever your budget, you'll find the perfect place to get reacquainted 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.
What are the best cottages in Raccoon Key?
A guest favorite is Simonton Court Cottages. Cozy up at this 3-star stay which features WiFi and a fridge. Casa Manana Key West Monthly: 2 Br is another popular option to check out. Unpack your suitcase at this 3-star cottage and make the most of conveniences like a swimming pool and a garden. You can pick from multiple cottages in Raccoon Key with a total average guest review rating of 9.1.
How many cottages are there in Raccoon Key?
Lock in your vacation dates and then pick from 108 cottages in Raccoon Key. Dreaming of a place where you can immerse yourself in nature? Expedia will help you find your ideal getaway in a few easy clicks.
Are there any family-friendly cottages in Raccoon Key?
A trip with your group in Raccoon Key is a piece of cake at Simonton Court Cottages. With amenities such as WiFi and housekeeping services, you'll find all the necessary creature comforts at this 3-star cottage. Casa Manana Key West Monthly: 2 Br is another family-friendly option where you and the rest of the squad can escape the relentless pace of the city. This cottage has a 3-star rating and amenities including a barbecue grill and an oven. After checking in and chilling in your comfy digs, it's time to head out and start sightseeing. Smathers Beach and South Beach are top family-friendly attractions in Raccoon Key.
Why book your cottage in Raccoon Key with Expedia?
We think that vacations should be hassle-free, so if you're chasing cottages in Raccoon Key at the perfect price, Expedia delivers. Save money and select an economical option far from the downtown buzz, or splurge on an upscale cottage to spoil your loved ones.
How can I find cheap cottages in Raccoon Key?
With Expedia's user-friendly filter tool, booking cheap cottages in Raccoon Key is a cinch. To discover accommodations that'll make your wallet smile, narrow down your search by budget, amenities and star rating.

Explore a world of travel with Expedia