A sunset over a coastal landscape with a small island surrounded by water.

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Check availability on Stock Island Historic Hotels

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Stock Island historic hotels

A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.
A living room with a sofa, armchair, coffee table, and a cabinet with decorative items.
A bar with a signboard listing various destinations.
A pathway through a lush garden with various plants and trees.

1. Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS

Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
Stock Island
United States
Linda
￥39,778
￥89,422 total
includes taxes & fees
Oct 7 - Oct 8
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
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
Tiffany N
￥19,499
￥21,937 total
includes taxes & fees
Oct 5 - Oct 6
Amsterdam's Curry Mansion Inn
A balcony with a view of a street, a bench, and a potted plant.
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.
A reception desk with clocks, a Pegasus International Hotel sign, and a computer monitor.

3. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Karla
￥18,650
￥28,973 total
includes taxes & fees
Oct 5 - Oct 6
Pegasus International Hotel
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.
A pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.

4. FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!

FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!
Old Town Key West
United States
Cindy D.
￥14,996
￥40,806 total
includes taxes & fees
Oct 6 - Oct 7
FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at Azul Mansion!
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 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.

5. CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!

CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
Old Town Key West
United States
The Rogue P.
￥20,521
￥47,810 total
includes taxes & fees
Oct 13 - Oct 14
CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
A living room with two sofas, a coffee table, and a window with blinds.
A beach with palm trees and a clear sky.
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.

6. CORTEZ ~ Adults Only, 2nd Floor King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, 2nd Floor King Room w/Pool View at Azul Mansion!
Old Town Key West
United States
Cindy D.
￥16,574
￥42,897 total
includes taxes & fees
Oct 5 - Oct 6
CORTEZ ~ Adults Only, 2nd Floor King Room w/Pool View at Azul Mansion!
A living room with two sofas, a coffee table, and a window with blinds.
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.
A wooden staircase with a view of greenery outside.

7. HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!

HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
Old Town Key West
United States
Ron C.
￥14,996
￥40,648 total
includes taxes & fees
Oct 8 - Oct 9
HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
A covered outdoor deck with wicker furniture and a white railing.
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.
A pool area with lounge chairs, a pool with clear blue water, and a covered patio with outdoor seating.

8. CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!

CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!
Old Town Key West
United States
Darcie B.
￥17,206
￥43,450 total
includes taxes & fees
Oct 8 - Oct 9
CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!
A covered outdoor deck with wicker furniture and a white railing.
A wooden staircase with a view of greenery outside.
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.

9. CAPTIVA~Adults Only, 2nd Floor King Room w/Community Pool at Azul Mansion!

CAPTIVA~Adults Only, 2nd Floor King Room w/Community Pool at Azul Mansion!
Old Town Key West
United States
Gabby R.
￥14,996
￥40,806 total
includes taxes & fees
Oct 6 - Oct 7
CAPTIVA~Adults Only, 2nd Floor King Room w/Community Pool at Azul Mansion!
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, oven, and sink. There is a small dining table with a bowl and a chair. The kitchen has light blue tiles and wooden cabinets.
Two orange armchairs with decorative pillows, a round coffee table with books, and a lamp.
A narrow pathway leading to a house with a blue exterior, a number '12' sign, and various potted plants.

10. Studio Blu - Historic Key West Studio + Bikes

Studio Blu - Historic Key West Studio + Bikes
Old Town Key West
United States
Emily F.
￥26,503
￥56,966 total
includes taxes & fees
Oct 6 - Oct 7
Studio Blu - Historic Key West Studio + Bikes
View all properties

Top Stock Island Hotel Reviews

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Loved it!"
Melissa 4-night trip
Posted 4 hours ago
Hampton Inn Key West FL
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent
"Excelente"
Lazaro 1-night trip
Posted 5 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Clear room, great views"
Mary 6-night trip
Posted 5 hours ago
Casa Marina Key West, Curio Collection by Hilton
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"Registration staff very personable. Constant text to check if all is good or need anything."
Patti 2-night trip
Posted 9 hours ago
Blue Flamingo Resort Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"I left several rings when I checked out. The staff called me and held them at the front desk. These rings were worth quite a lot of money. I am so thankful and grateful that they did this."
Shelly 1-night trip
Posted 9 hours ago
Hilton Garden Inn Key West / The Keys Collection
Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Great location and clean room! Easy to walk to restaurants, bars, and Mallory Square. The Chart Room Cocktail Lounge in hotel was also a fun late night stop."
Jennifer 2-night trip
Posted 10 hours ago
Pier House Resort & Spa
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"This was our second time to stay here and this place never disappoints. Staff is wonderful too"
Jonathan 4-night trip
Posted 11 hours ago
Hilton Key West Resort & Marina
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

8/10 Good
"Valet parking obligatoire ce qui était pour nous plutôt une nuisance qu’un avantage car nous sortions souvent visiter les alentours! Nous ne pouvions pas apporter de boissons alcoolisé au bord de la piscine il fallait les acheter directement au bar de piscine …"
Alexandre 1-night trip
Posted 2 days ago
Parrot Key Hotel & Villas

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