Best Cottages in Raccoon Key in 2026

Q: What are the best cottages in Raccoon Key?

A guest favourite is Simonton Court Cottages . Rest easy at this 3-star stay which offers WiFi and housekeeping services. Casa Manana Key West Monthly: 2 Br is another popular option to consider. Book into this 3-star cottage and make the most of amenities like a barbecue grill and a king-sized bed. You can choose from multiple cottages in Raccoon Key with a total average guest review rating of 9.3.

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Our top choices for Raccoon Key cottages

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

Cudjoe Key

Kasey M.

Waterfront Home

Cudjoe Key

Karen H.

includes taxes & fees

1 Jul - 2 Jul

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

Cudjoe Key

Shari H.

includes taxes & fees

21 Jun - 22 Jun

OCEANIA... water front cottage retreat ~

Cudjoe Key

Josefina S.

includes taxes & fees

12 Jul - 13 Jul

Find your zen at HIDDEN TREASURE

Old Town Key West

Karen B.

includes taxes & fees

22 Jun - 23 Jun

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

Old Town Key West

Jackie M.

includes taxes & fees

5 Jul - 6 Jul

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

Old Town Key West

Mercedes A.

includes taxes & fees

9 Jul - 10 Jul

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Top Raccoon Key Hotel Reviews

Beachside Resort & Residences

10/10 Excellent

"Room was clean. Hotel offered a shuttle to downtown on the hour which was great. The staff were all very friendly and helpful"

Southernmost Beach Resort and Guesthouses

8/10 Good

"The pool was fun. We only have used it a few times on our 7 day stay. The entertainment gals were fun! Enjoyed that you had a live DJ. Front desk very attentive and professional. I had asked a young bellman for a ride back to the pool from the front area. I told him I sprained my ankle pretty bad. He seemed stressed or unhappy and said, Mam, I have 4 other rooms infront of you. His tip was ready, his loss. The beach bar food was good as well."

Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent

"We liked the location just a short drive from Key West for day trip. Nice balcony overlooking marina. If we go back I would try to book in Building 1 or 2 2nd floor for better views. Building 3 on 3rd floor has good views. My wife love the look and location of the resort. Clean and fresh looking. Would book again if we go back."

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"We had a wonderful stay at the Hyatt. We stayed for 7 days and had a very relaxing vacation. We were afraid that the airplane traffic would be disturbing as it's so close to the airport, but after the first day, we never even paid any attention to it. The landscaping and grounds were very professionally maintained. We spent many hours around the pool and also on the outdoor games provided. Our room had a great view and was furnished with everything we needed. We enjoyed how quite this side of the island was, very relaxing. We would definitely consider another stay here."

Find out more about Raccoon Key

Raccoon Key Cottages information

Number of reviews	557
Accommodation	91 Cottages
Lowest Price	£369
Highest Price	£941

Frequently asked questions

How much do cottages in Raccoon Key cost?

Rates for cottages in Raccoon Key range between £369 and £941 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. Rest easy at this 3-star stay which offers WiFi and housekeeping services. Casa Manana Key West Monthly: 2 Br is another popular option to consider. Book into this 3-star cottage and make the most of amenities like a barbecue grill and a king-sized bed. You can choose from multiple cottages in Raccoon Key with a total average guest review rating of 9.3.

How many cottages are there in Raccoon Key?

Lock in your holiday dates and then pick from 91 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?

Many visitors needing a family-friendly cottage in Raccoon Key go for Simonton Court Cottages. With a 3-star rating and amenities including WiFi and housekeeping services, it'll feel like your home away from home. Another excellent option for families on holiday is Casa Manana Key West Monthly: 2 Br. Clothes washing facilities and a barbecue grill help make this 3-star cottage a comfortable base for your Raccoon Key getaway. Once you've checked in and unpacked your suitcase, there are loads of family-friendly attractions to see in and around Raccoon Key. Clarence S. Higgs Memorial Beach Park and Duval Street guarantee fun for young and old.

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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Our top choices for Raccoon Key cottages