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

Search Historic Hotels in Stock Island

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Check availability on Stock Island Historic Hotels

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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 two-story house with a front porch, a staircase, and a garage.
A living room with a sofa, armchair, coffee table, and a cabinet with decorative items.
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
£383
includes taxes & fees
18 Oct - 19 Oct
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
A balcony with a view of a street, a bench, and a potted plant.
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.
A multi-story building with a ground-level commercial space featuring a brightly lit storefront.

2. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Karla
£180
includes taxes & fees
2 Nov - 3 Nov
Pegasus International Hotel
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.

3. 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.
£215
includes taxes & fees
19 Oct - 20 Oct
CORONA ~ Adults Only, 2nd Floor King Room w/ Community Pool at Azul Mansion!
A wooden boardwalk leading to a beach with palm trees and a clear sky.
A large white building with a balcony, palm trees, and a brick pathway leading to the entrance.
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.

4. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
chris
£211
includes taxes & fees
28 Oct - 29 Oct
Amsterdam's Curry Mansion Inn
A living room with two sofas, a coffee table, and a window with blinds.
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 covered outdoor deck with wicker furniture and a white railing.

5. 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
Vicki L.
£226
includes taxes & fees
25 Oct - 26 Oct
HAVANA VIEJA ~ Adults Only, First Floor Queen Room w/ Community Pool!
A covered outdoor area with wicker furniture and a pool.
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.

6. 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.
£216
includes taxes & fees
27 Oct - 28 Oct
FLOR DE CANA ~ Adults-Only 2nd Floor Queen Room w/Pool View at 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.

7. 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.
£224
includes taxes & fees
25 Oct - 26 Oct
CLARO ~ Adults Only, Pool View (2nd Floor) King Room in Azul Mansion!
A covered outdoor deck with wicker furniture and a white railing.
A beach with palm trees and a clear sky.
A two-story white building with a balcony, surrounded by greenery and a white picket fence.
A wooden staircase with a view of greenery outside.

8. 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.
£243
includes taxes & fees
26 Oct - 27 Oct
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 well-lit bedroom with a large bed, a desk, a chair, and a sofa. There are multiple pillows, a lamp, and a plant on the bedside table.
A narrow pathway leading to a house with a blue exterior, a number '12' sign, and various potted plants.
A kitchen with a built-in oven, a toaster, and a coffee maker.

9. Studio Blu - Historic Key West Studio + Bikes

Studio Blu - Historic Key West Studio + Bikes
Old Town Key West
United States
Emily F.
£313
includes taxes & fees
3 Nov - 4 Nov
Studio Blu - Historic Key West Studio + Bikes
A covered outdoor deck with wicker furniture and a white railing.
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 wooden staircase with a view of greenery outside.

10. ARIA~Adult Only, Treetop King Suite w/ Balcony & Community Pool!

ARIA~Adult Only, Treetop King Suite w/ Balcony & Community Pool!
Old Town Key West
United States
Rob G.
£271
includes taxes & fees
17 Oct - 18 Oct
ARIA~Adult Only, Treetop King Suite w/ Balcony & Community Pool!
View all properties

Top Stock Island Hotel Reviews

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"We enjoyed the King Suite. Especially the modern updated ensuite. The pool and hot tub were fantastic in a unique private setting with ample palm trees and greenery."
Camiel 3-night trip
Posted 9 hours ago
The Southernmost Inn - Adults Only
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"Amazing stay! Would highly recommend!"
Courtney 1-night trip
Posted 10 hours ago
Winslow's Bungalows - Key West Historic Inns
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
"Unable to understand with the staff on my arrival. It was so frustrating!! Other than that nice atmosphere."
Brigida 2-night trip
Posted 11 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

8/10 Good
"Pretty spot with shuttle service to town. Pools are nice, but no beach access. Restaurant was being remodeled, and a food truck was on-site all day with breakfast and lunch or light dinner options. Super friendly and helpful staff!"
Judy 5-night trip
Posted 14 hours ago
Parrot Key Hotel & Villas
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"We were very happy with how nice, clean and comfortable our 1 bedroom was. The staff was very helpful via text messages for anything we needed like coffee. The pool was clean and well kept. The shuttle bus to Duval street was a very pleasant surprise and the drivers were really prompt."
Rebecca 3-night trip
Posted 14 hours ago
Beachside Resort & Residences
Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"The location of the property was great for our visit because we had a couple of excursions from the pier not too far. The property was really nice and we enjoyed having the beach to be able to get in the ocean after a hot day. Food and drinks at the hotel were great. The only complaint I have is in our room there was only 1 tabletop lamp and only one in the sitting area so it was real hard to see when trying to get ready with 4 people. Even the bathroom light wasn’t very bright. I would stay here again."
Robin 4-night trip
Posted 16 hours ago
Pier House Resort & Spa
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Great property"
Charlene 3-night trip
Posted 17 hours ago
Casa Marina Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Beautiful resort. Very good restaurant on site. Shuttle bus to and from Old Town Key West every hour. The staff was exceptional. Highly recommend this resort."
William 1-night trip
Posted 2 days ago
DoubleTree Resort by Hilton Grand Key - Key West

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