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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Raccoon Key cottages

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

Cottage in Cudjoe Key

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
8.6 out of 10, Excellent, (164)
"Beautiful serene, location, located close enough to Key West and also nice restaurants in the area and close to Bahia Honda State Park, which was beautiful and the key deer areas."
United States
Andrea S.
The price is HK$1,750
HK$2,943 total
includes taxes & fees
19 Jan - 20 Jan 2026
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Marina
Living Life Dockside

Cottage in Stock Island

Living Life Dockside
The price is HK$2,939
HK$4,437 total
includes taxes & fees
4 Jan - 5 Jan 2026
Living Life Dockside
Exterior
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Cottage in Old Town Key West

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
10.0 out of 10, Exceptional, (25)
"Wonderful clean place. It was an enjoyable experiance. "
United States
Chels J.
The price is HK$2,224
HK$4,626 total
includes taxes & fees
9 Jan - 10 Jan 2026
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
Exterior
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

Cottage in Old Town Key West

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
9.6 out of 10, Exceptional, (10)
"I nice place cool place to go back to after touring Key West."
United States
Karen V.
The price is HK$3,382
HK$5,755 total
includes taxes & fees
9 Jan - 10 Jan 2026
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Exterior
HIDDEN OASIS 3 blocks from Duval

Cottage in Old Town Key West

HIDDEN OASIS 3 blocks from Duval
2.5 star property
9.6 out of 10, Exceptional, (96)
"We absolutely loved this place! It was quaint and quiet location. It was beautifully landscaped and I loved the Hidden Oasis unit and would stay there again!"
United States
Kathryn W.
The price is HK$4,534
HK$8,229 total
includes taxes & fees
17 Jan - 18 Jan 2026
HIDDEN OASIS 3 blocks from Duval
Terrace/patio
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Cottage in Old Town Key West

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
10.0 out of 10, Exceptional, (29)
"Clean room, amazing location, the host was very communicative and helpful. They had a car service ready to pick us up at the airport which was phenomenal. "
United States
Lauren S.
The price is HK$2,224
HK$4,626 total
includes taxes & fees
9 Jan - 10 Jan 2026
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Terrace/patio
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Cottage in Old Town Key West

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
9.8 out of 10, Exceptional, (26)
"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 HK$2,224
HK$4,626 total
includes taxes & fees
9 Jan - 10 Jan 2026
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Terrace/patio
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Cottage in Old Town Key West

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
9.8 out of 10, Exceptional, (33)
"Good place to stay loved it"
United States
Charles I.
The price is HK$2,224
HK$4,626 total
includes taxes & fees
9 Jan - 10 Jan 2026
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
Terrace/patio
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Cottage in Old Town Key West

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
9.8 out of 10, Exceptional, (23)
"Great little place, perfect for southernmost area."
United States
Lee G.
The price is HK$2,239
HK$4,622 total
includes taxes & fees
4 Jan - 5 Jan 2026
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Terrace/patio
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Cottage in Old Town Key West

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
9.8 out of 10, Exceptional, (27)
"Great location! Fun place to stay! Responses to our questions/needs very promptly! "
United States
Teressa S.
The price is HK$2,239
HK$4,622 total
includes taxes & fees
4 Jan - 5 Jan 2026
Osprey Suite | Charming Hideaway, Hot Tubs, Close to 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

Havana Cabana at Key West

Havana Cabana at Key West

10/10 Excellent
"Staff was all wonderful! Resort was the perfect size.. pool and bar area were perfect! Definitely recommend and will be going back! "
Kellie 4-night trip
Posted 3 days ago
Havana Cabana at Key West

Find out more about Raccoon Key

Raccoon Key Cottages information

Number of reviews
392
Accommodation
108 Cottages
Lowest Price
HK$2,943
Highest Price
HK$8,229

Frequently asked questions

How much do cottages in Raccoon Key cost?
Rates for cottages in Raccoon Key range between HK$2,943 and HK$8,229 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 favourite is Simonton Court Cottages. Cosy 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 9.6.
How many cottages are there in Raccoon Key?
Lock in your holiday 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 holidays 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 accommodation that'll make your wallet smile, narrow down your search by budget, amenities and star rating.

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