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Find Historic Hotels in Raccoon Key, FL

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Check availability on Raccoon Key Historic Hotels

Tonight
Aug 21 - Aug 22
Tomorrow
Aug 22 - Aug 23
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Raccoon Key historic hotels

1. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Vincent
¥13,840
¥23,580 total
includes taxes & fees
Aug 27 - Aug 28
Pegasus International Hotel

2. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
Melissa
¥23,654
¥26,611 total
includes taxes & fees
Aug 25 - Aug 26
Amsterdam's Curry Mansion Inn

3. FUENTE ~ Adults Only, 2nd Level Pool View King Room at Azul Mansion!

FUENTE ~ Adults Only, 2nd Level Pool View King Room at Azul Mansion!
Old Town Key West
United States
Emily K.
¥15,190
¥40,923 total
includes taxes & fees
Aug 22 - Aug 23
FUENTE ~ Adults Only, 2nd Level Pool View King Room at Azul Mansion!

4. Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30

Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30
Old Town Key West
United States
Jeanine
¥17,025
¥45,542 total
includes taxes & fees
Aug 31 - Sep 1
Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30

5. FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!

FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!
Old Town Key West
United States
Jessica S.
¥14,874
¥40,567 total
includes taxes & fees
Aug 22 - Aug 23
FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!

6. Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Old Town Key West
United States
Emily F.
¥23,046
¥53,141 total
includes taxes & fees
Aug 24 - Aug 25
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!

7. CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

CLARO ~ Adults Only, Pool View King Room in Azul Mansion!
Old Town Key West
United States
Ashley S.
¥16,614
¥42,842 total
includes taxes & fees
Aug 30 - Aug 31
CLARO ~ Adults Only, Pool View King Room in Azul Mansion!

8. CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Old Town Key West
United States
Warren K.
¥14,874
¥40,567 total
includes taxes & fees
Aug 22 - Aug 23
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

9. CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Old Town Key West
United States
Jeffrey M.
¥14,715
¥40,389 total
includes taxes & fees
Aug 23 - Aug 24
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

10. COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Old Town Key West
United States
Christina
¥14,715
¥40,548 total
includes taxes & fees
Aug 24 - Aug 25
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
View all properties

Top Raccoon Key Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"Parking and resort fees expensive for what you get."
Lorie 5-night trip
Posted 5 hours ago
Southernmost Beach Resort and Guesthouses
Southwinds Motel

Southwinds Motel

10/10 Excellent
"This was day 16 of a US road trip and this was BY FAR my favorite stay. 1 block away from Duval St. Free drink tickets. Great bed and pillows. Microwave, fridge. Everything was GREAT! Only downside was we went to bed at 10 and the nearby bar was still playing loud live music, however the loud AC unit drowned it out lol. Ice machine could use something to make it look cleaner/better, but still produced ice just fine. Breakfast was pretty much entirely bread/muffins/cereal/bagels. Parking was not free, which is also a bummer. But being so close to everything we wanted made up for it."
Riley 1-night trip
Posted 9 hours ago
Southwinds Motel
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

8/10 Good
"The property was very clean and well kept by staff. Outdoor pool area was very clean and the pool was clean and nice. We didn’t have a car but it looked like there was plenty of parking available. The managers concierge staff and cleaning personnel were extremely friendly and helpful."
Suzanne Ludmilla 5-night trip
Posted 10 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

8/10 Good
"Good"
Yan 1-night trip
Posted 13 hours ago
Hampton Inn Key West FL
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

8/10 Good
"Some of the house keepers didn’t speak English which was occasionally a problem for us and other guests.Also, it would be nice if they had drinks and snacks available 24 hours because the marketplace closes too early and low a bit lacking. Once the marketplace closes closes you’re stuck with the bar or restaurant but who wants to order a pizza when all you want us some popcorn? Besides that, the place is beautiful and very well maintained. We had an enjoyable experience."
Paul 7-night trip
Posted 13 hours ago
Casa Marina Key West, Curio Collection by Hilton
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

8/10 Good
"The staff was friendly and we upgraded our room once we arrived (for a fee) and the room was great! I will say I was a little disappointed on the “beach”. There was a small access spot to the water which was very rocky and even had a sign to wear water shoes."
Stacey 3-night trip
Posted 18 hours ago
Hyatt Centric Key West Resort and Spa
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Awesome"
Todd 2-night trip
Posted 1 day ago
DoubleTree Resort by Hilton Grand Key - Key West
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"We had a wonderful stay at La Concha Hotel in Key West! The location on Duval Street was one of the biggest highlights..it was within perfect walking distance of so many of Key West’s attractions, restaurants, bars, and things to do, which made exploring the area incredibly convenient. Having onsite parking was also a huge benefit, especially in Key West where parking can be difficult to find. The hotel bar was excellent, and the staff throughout the hotel were incredibly friendly and welcoming. Overall, La Concha was a great choice for a Key West stay, especially if you want to be right in the heart of everything!"
Janet 1-night trip
Posted 2 days ago
La Concha Key West, Autograph Collection
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Best customer service I ever had at a hotel. They have someone you can text for any needs and they answer right away. Rooms were nice only complaint about the room was the shower seemed to use to have a sliding glass door but it must of broke because they had a shower curtain there instead. Great other than that tho"
Broden 3-night trip
Posted 2 days ago
The Reach Key West, Curio Collection by Hilton

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