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Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
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Sep 26 - Sep 28

Featured Cottages in Raccoon Key

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
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Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

3.0 star property
10.0 out of 10, Exceptional, (3)
"Our second time staying here. Great location. Everything you would need for a couple. Clean,comfortable. Will rent again if available next year."
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
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Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!

3.5 star property
8.0 out of 10, Very Good, (2)
"The living room furniture and mattresses are not the most comfortable. Worn. Mattresses in small bedroom need replacement. Air conditioner does not reach small bedroom. "
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
Linger Longer by Avantstay Key West Walkable Gated Community, Shared Pool Week Long Stays Only
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Linger Longer by Avantstay Key West Walkable Gated Community, Shared Pool Week Long Stays Only

3.0 star property
10.0 out of 10, Exceptional, (2)
"Linger Longer is the perfect place to stay~ the home was well appointed, with lovely aesthetic and very comfortable! The pool was a big plus; the Truman Annex is in the best location ~ central to countless activities and restaurants. The office management team was quick to address questions/issues. We cannot wait to plan our next visit back…"
Linger Longer by Avantstay Key West Walkable Gated Community, Shared Pool Week Long Stays Only
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only
Exterior

Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only

3.0 star property
10.0 out of 10, Exceptional, (1)
"There are 3 things I would say could and should be better. 1) extra toilet paper. There was only one partial roll in each bathroom and one extra partial roll. 2) no shampoo/conditioner. 3) no directions to the pool. I had to call and find out where it was. For the amount you pay, you’d think those items would be available as there are everywhere else I’ve stayed. "
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
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Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!

3.0 star property
10.0 out of 10, Exceptional, (5)
"First timers and would definitely come back!! "
Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
Exterior

Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool

3.0 star property
9.0 out of 10, Wonderful, (4)
"Perfect location, lovely place. I got COVID so had to leave two days after arrival. Bummer!"
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
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Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

3.0 star property
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
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Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

3.0 star property
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Papaya Place by Avantstay Great Location w/ Balcony, Outdoor Dining, Shared Pool & Hot Tub!
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Papaya Place by Avantstay Great Location w/ Balcony, Outdoor Dining, Shared Pool & Hot Tub!

3.0 star property
Papaya Place by Avantstay Great Location w/ Balcony, Outdoor Dining, Shared Pool & Hot Tub!
Amelia Home by Avantstay In Historic Old Town w/ Pool
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Amelia Home by Avantstay In Historic Old Town w/ Pool

3.0 star property
10.0 out of 10, Exceptional, (2)
Amelia Home by Avantstay In Historic Old Town w/ Pool
Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool
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Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool

3.0 star property
Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool
Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!
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Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!

3.0 star property
9.0 out of 10, Wonderful, (2)
"Good detailed check in info and property info. Clean. Upstairs bath had standing water while showering. Bed downstairs very uncomfortable. Pool was nice but cold. "
Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
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Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

3.0 star property
9.0 out of 10, Wonderful, (2)
"Easy access to Smathers Beach across the street. Great location for families with children. "
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Beach House Condo by Avantstay Communal Pool Gated Community Great Location Week Long Stays
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Beach House Condo by Avantstay Communal Pool Gated Community Great Location Week Long Stays

3.0 star property
Beach House Condo by Avantstay Communal Pool Gated Community Great Location Week Long Stays
Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool
Outdoor dining

Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool

3.0 star property
Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool
Casa Grande by Avantstay Dt Key West Near South Beach w/ Pool
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Casa Grande by Avantstay Dt Key West Near South Beach w/ Pool

3.0 star property
Casa Grande by Avantstay Dt Key West Near South Beach w/ Pool
Shipyard Treasure by Avantstay Communal Pool Gated Community Great Location Week Long Stays
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Shipyard Treasure by Avantstay Communal Pool Gated Community Great Location Week Long Stays

3.0 star property
Shipyard Treasure by Avantstay Communal Pool Gated Community Great Location Week Long Stays
Bahamian Reed by Avantstay Walk to Everything! w/ Community Pool Week Long Stays Only
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Bahamian Reed by Avantstay Walk to Everything! w/ Community Pool Week Long Stays Only

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful and very convenient location! Walking to everything! It had all of the supplies we needed and even some beach towels and chairs, which is a nice touch! "
Bahamian Reed by Avantstay Walk to Everything! w/ Community Pool Week Long Stays Only
Breezy Bungalow by Avantstay Close 2 Zachary Taylor State Park & Beach w/ Shared Pool Week Long Stays
Outdoor dining

Breezy Bungalow by Avantstay Close 2 Zachary Taylor State Park & Beach w/ Shared Pool Week Long Stays

3.0 star property
7.0 out of 10, Good, (2)
"Excellent location. A very cozy home. Close walk to Duval and around town. It was great that a parking spot and washer/dryer was included. The pots and pans definitely need to be updated though. There was not a decent pan with nonstick coating to use to make eggs. We were aware of a fire inspection to occur one day between 8 am and 5 pm. However, we were awoken to the fire alarm beeps at 630 am, 635 am, and 650 am. We were not happy! I know it’s Florida, but we also had a surprise...
Breezy Bungalow by Avantstay Close 2 Zachary Taylor State Park & Beach w/ Shared Pool Week Long Stays
Cozy Key West Beach Cottage: Walk to Beaches!
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Cozy Key West Beach Cottage: Walk to Beaches!

3.0 star property
Cozy Key West Beach Cottage: Walk to Beaches!
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

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Beds were very comfortable. Staff were all polite. Great location. Only downfall is parking is expensive."
Louise 4-night trip
Posted 10 hours ago
Pier House Resort & Spa

Frequently asked questions

How much do cottages in Raccoon Key cost?
Rates for cottages in Raccoon Key range between and 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 9.8.
How many cottages are there in Raccoon Key?
Lock in your vacation dates and then pick from 23 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.