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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Raccoon Key cottages

Exterior
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

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.2 out of 10, Very Good, (54 reviews)
"Great area. Quiet and comfortable "
United States
nancy c.
The price is ￥31,973
￥63,186 total
includes taxes & fees
Jan 14 - Jan 15
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior
Cottage with Pool and Boat Dockage just minutes to Key West!

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

Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (155 reviews)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
United States
Richard S.
The price is ￥27,631
￥50,091 total
includes taxes & fees
Jan 14 - Jan 15
Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

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

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cudjoe Key
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 ￥35,525
￥59,761 total
includes taxes & fees
Jan 19 - Jan 20
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Outdoor dining
Waterfront Home

Waterfront Home

Waterfront Home
Cudjoe Key
8.6 out of 10, Excellent, (175 reviews)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
The price is ￥28,420
￥62,742 total
includes taxes & fees
Jan 19 - Jan 20
Waterfront Home
Exterior
Charming cottages, dockage, pool, just minutes to Key West

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

Charming cottages, dockage, pool, just minutes to Key West
Cudjoe Key
8.6 out of 10, Excellent, (121 reviews)
"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "
United States
ANJANA
The price is ￥31,578
￥59,761 total
includes taxes & fees
Jan 14 - Jan 15
Charming cottages, dockage, pool, just minutes to Key West
Outdoor dining
Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
9.0 out of 10, Wonderful, (89 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 ￥44,999
￥81,866 total
includes taxes & fees
Feb 2 - Feb 3
Canal front, dockage, 2 bedroom, 2 bath
Exterior
Beautiful Cottage & Amenities in Gated Community

Beautiful Cottage & Amenities in Gated Community

Beautiful Cottage & Amenities in Gated Community
Cudjoe Key
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
The price is ￥42,313
￥108,502 total
includes taxes & fees
Jan 27 - Jan 28
Beautiful Cottage & Amenities in Gated Community
Outdoor dining
Living Life Dockside

Living Life Dockside

Living Life Dockside
Stock Island
The price is ￥59,682
￥89,623 total
includes taxes & fees
Jan 14 - Jan 15
Living Life Dockside
Exterior
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

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
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 ￥35,525
￥67,814 total
includes taxes & fees
Jan 19 - Jan 20
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Terrace/patio
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Old Town Key West
9.8 out of 10, Exceptional, (23 reviews)
"Great little place, perfect for southernmost area."
United States
Lee G.
The price is ￥43,736
￥91,570 total
includes taxes & fees
Jan 21 - Jan 22
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Exterior
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (161 reviews)
"We love our little cudjoe key hideaway"
United States
Mary H.
The price is ￥39,473
￥69,591 total
includes taxes & fees
Jan 14 - Jan 15
Cottage with Pool and Dockage, just minutes to Key West
Exterior
Quaint cottage, pool, dockage just minutes to Key West!

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

Quaint cottage, pool, dockage just minutes to Key West!
Cudjoe Key
9.0 out of 10, Wonderful, (147 reviews)
"great location, we are return visitors & will be back!"
United States
Shannon W.
The price is ￥39,473
￥69,591 total
includes taxes & fees
Jan 14 - Jan 15
Quaint cottage, pool, dockage just minutes to Key West!
Outdoor pool, a heated pool
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

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.6 out of 10, Excellent, (75 reviews)
"Place was everything we needed, would definitely stay again "
United States
James h.
The price is ￥35,525
￥67,024 total
includes taxes & fees
Jan 18 - Jan 19
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior
The Dancing Rooster: 2 Blocks from Duval in Old Town.

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

The Dancing Rooster: 2 Blocks from Duval in Old Town.
Old Town Key West
9.8 out of 10, Exceptional, (135 reviews)
"Great place to stay"
United States
JEFFREY Z.
The price is ￥89,208
￥143,108 total
includes taxes & fees
Feb 1 - Feb 2
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Exterior
Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (11 reviews)
"Great place to stay! "
United States
sarah R.
The price is ￥73,997
￥148,594 total
includes taxes & fees
Jan 14 - Jan 15
Find your zen at HIDDEN TREASURE
Property grounds
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

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

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Old Town Key West
9.8 out of 10, Exceptional, (36 reviews)
"Good place to stay loved it"
United States
Charles I.
The price is ￥40,262
￥86,210 total
includes taxes & fees
Jan 14 - Jan 15
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Terrace/patio
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Old Town Key West
10.0 out of 10, Exceptional, (29 reviews)
"It was very cozy to be in after running around in all the chaos of the streets all day"
United States
Sabrina L.
The price is ￥46,303
￥95,697 total
includes taxes & fees
Jan 26 - Jan 27
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Exterior
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Old Town Key West
10.0 out of 10, Exceptional, (29 reviews)
"Wonderful clean place. It was an enjoyable experiance. "
United States
Chels J.
The price is ￥43,736
￥92,044 total
includes taxes & fees
Jan 19 - Jan 20
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Property grounds
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Old Town Key West
9.8 out of 10, Exceptional, (29 reviews)
"Great location! Fun place to stay! Responses to our questions/needs very promptly! "
United States
Teressa S.
The price is ￥43,736
￥92,044 total
includes taxes & fees
Jan 19 - Jan 20
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Terrace/patio
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Old Town Key West
9.6 out of 10, Exceptional, (27 reviews)
"Bar across street wonderful they didn’t clean room staff talked to great with anything you needed court yard could have been better maintained overall would go back and stay there "
United States
Richele
The price is ￥46,303
￥95,697 total
includes taxes & fees
Jan 25 - Jan 26
Ibis Suite | Bright Hideaway, 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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Top Raccoon Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"The staff was extremely efficient, kind, and helpful. The room was very clean. The pools and beach were clean. An overall amazing experience and we plan to go back!"
LeeAnn 4-night trip
Posted 16 hours ago
Southernmost Beach Resort and Guesthouses

Find out more about Raccoon Key

Raccoon Key Cottages information

Number of reviews
1,465
Accommodation
108 Cottages
Lowest Price
￥50,091
Highest Price
￥148,594

Frequently asked questions

How much do cottages in Raccoon Key cost?
Rates for cottages in Raccoon Key range between ￥50,091 and ￥148,594 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.

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