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Find Historic Hotels in Raccoon Key, FL

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Check availability on Raccoon Key Historic Hotels

Tonight
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Raccoon Key historic hotels

A balcony with a view of a street, a bench, and a potted plant.
A reception desk with clocks, a Pegasus International Hotel sign, and a computer monitor.
A multi-story building with a ground-level commercial space featuring a brightly lit storefront.
A hotel lobby with a bar area, seating, and a fireplace.

1. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Vincent
￥13,139
￥22,849 total
includes taxes & fees
Aug 30 - Aug 31
Pegasus International Hotel
A wooden boardwalk leading to a beach with palm trees and a clear sky.
A grand hallway with ornate ironwork, a chandelier, and a wooden floor.
A grand room with a large wooden door, a fireplace with a mantelpiece, and a chandelier.
A large white building with a balcony, palm trees, and a brick pathway leading to the entrance.

2. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
Melissa
￥28,008
￥31,509 total
includes taxes & fees
Aug 31 - Sep 1
Amsterdam's Curry Mansion Inn
A living room with two sofas, a coffee table, and a window with blinds.
A wooden staircase with a view of greenery outside.
A pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.
A beach with palm trees and a clear sky.

3. 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.
￥15,617
￥41,733 total
includes taxes & fees
Aug 30 - Aug 31
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
A kitchen with a refrigerator, stove, and two bar stools.
A kitchen with a microwave, a white chair, and a table with a vase.
A bedroom with a ceiling fan, wooden wardrobe, bedside table, and a TV.
A kitchen with wooden cabinets, a stove, a refrigerator, and a dining table with a floral centerpiece.

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
￥17,067
￥45,816 total
includes taxes & fees
Aug 31 - Sep 1
Aug.-Sept. Special@119.lodging Only 119. + extras. From.8-17 to 9-30
A covered outdoor area with a table and chairs, surrounded by white railings and palm trees.
A wooden staircase with a view of greenery outside.
A view through a window with a pool and outdoor furniture.
A beach with palm trees and a clear sky.

5. CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!

CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Old Town Key West
United States
Anthony
￥15,617
￥41,733 total
includes taxes & fees
Aug 30 - Aug 31
CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!
A pathway leading to a house with a number '121' on the wall, surrounded by potted plants.
A bedroom with a large bed, a wooden headboard, a desk with a chair, a mirror, and a view of the kitchen and bathroom.
A compact kitchen with a microwave, toaster, sink, and a small refrigerator.
A compact kitchen with a dining area, featuring a small island, cabinets, and a window with a view.

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.
￥23,211
￥53,521 total
includes taxes & fees
Aug 31 - Sep 1
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
A covered outdoor deck with wicker furniture and a white railing.
A beach with palm trees and a clear sky.
A pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.
A wooden staircase with a view of greenery outside.

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.
￥15,617
￥41,733 total
includes taxes & fees
Aug 30 - Aug 31
CLARO ~ Adults Only, Pool View King Room in Azul Mansion!
A covered outdoor area with wicker furniture and a pool.
A wooden staircase with a view of greenery outside.
A beach with palm trees and a clear sky.
A spacious room with a ceiling fan, large windows, a sofa, two wicker chairs, and a small table with decorative items.

8. 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
￥15,608
￥41,709 total
includes taxes & fees
Sep 3 - Sep 4
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
A covered outdoor deck with wicker furniture and a white railing.
A wooden staircase with a view of greenery outside.
A beach with palm trees and a clear sky.
A living room with a large painting, a glass coffee table, a beige sofa, and a view through a glass door to an outdoor area with plants.

9. 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.
￥15,608
￥41,709 total
includes taxes & fees
Sep 2 - Sep 3
FONTANA ~ Adults Only, Poolside King Room at Azul Mansion!
A covered outdoor deck with wicker furniture and a white railing.
A covered outdoor area with wicker furniture and a pool.
A spacious room with a ceiling fan, large windows, a sofa, two wicker chairs, and a small table with decorative items.
A beach with palm trees and a clear sky.

10. 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.
￥15,617
￥41,733 total
includes taxes & fees
Aug 30 - Aug 31
FUENTE ~ Adults Only, 2nd Level Pool View King Room at Azul Mansion!
View all properties

Top Raccoon Key Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Great location, very convenient. Outdoors are very well maintained and the pool and spa areas are amazing!"
Florisel 4-night trip
Posted 8 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"The property views are breathtaking."
Christopher Wayne 5-night trip
Posted 9 hours ago
Southernmost Beach Resort and Guesthouses
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"i stayed in the king room with accessible lanai. the bathroom was spacious, easily accessible shower stall. i liked the bar near the private beach, the food and drinks were good. i had delicious filet mignon for dinner, for breakfast which was included i had the spectacular lobster benedict, soooo delicious. i’ll stay here again, it’s right on Duval street, walking distance to the bars and shops and boating trips, jet ski rentals"
Steven 2-night trip
Posted 12 hours ago
Pier House Resort & Spa
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Staff are very friendly and the pool area is beautiful"
Melisa 2-night trip
Posted 14 hours ago
Hampton Inn Key West FL
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"Beautiful updated hotel, loved the bar and the lobby . Our room was perfect after we moved to the 6th floor . The first room was not great . We liked the newer section much better . Loved the bikes and the location. Elevators need to be updated and they need to add another one . Would stay here again ."
lisa 4-night trip
Posted 1 day ago
La Concha Key West, Autograph Collection
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"I found it weird you had to go to the pool to order your lunch or dinner and then go wait in the lobby for it to be delivered. The breakfast crew were excellent. The shuttle bus was very nice although the drop off point could have more in the middle of town."
Archie 3-night trip
Posted 2 days ago
Hilton Garden Inn Key West / The Keys Collection
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent
"Rooms were very small book a suite"
Shital 2-night trip
Posted 2 days ago
The Reach Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good
"Joe at the front desk was very helpful. We did have a few issues with housekeeping and being able to get into our room. On four separate occasions, we had to come and have someone readjust the lock on our door because our keys did not work. We did enjoy the complementary coffee each morning."
Susan 4-night trip
Posted 4 days ago
DoubleTree Resort by Hilton Grand Key - Key West

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