The Best Historic Hotels in Stock Island, FL from AED 930 in 2026

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

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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 bar with a signboard listing various destinations.

A two-story house with a front porch, a staircase, and a garage.

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

Stock Island

Linda

AED 777

AED 1,895 total

includes taxes & fees

19 Oct - 20 Oct

A living room with two sofas, a coffee table, and a window with blinds.

A covered outdoor deck with wicker furniture and a white railing.

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.

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

Old Town Key West

Vicki L.

AED 411

AED 1,031 total

includes taxes & fees

25 Oct - 26 Oct

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 hotel lobby with a bar area, seating, and a fireplace.

A bar area with a Pegasus International Hotel sign, round tables, and metal chairs.

3. Pegasus International Hotel

Old Town Key West

Karla

AED 661

AED 930 total

includes taxes & fees

1 Nov - 2 Nov

A wooden boardwalk leading to a beach with palm trees and a clear sky.

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.

A grand hallway with ornate ironwork, a chandelier, and a wooden floor.

4. Amsterdam's Curry Mansion Inn

Key West Historic District

chris

AED 899

AED 1,012 total

includes taxes & fees

28 Oct - 29 Oct

A covered outdoor area with a table and chairs, surrounded by white railings and palm trees.

A large window with multiple panes overlooking a swimming pool and lush greenery.

A spacious room with a ceiling fan, large windows, a sofa, two wicker chairs, and a small table with decorative items.

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

Old Town Key West

The Rogue P.

AED 419

AED 1,039 total

includes taxes & fees

19 Oct - 20 Oct

A wooden staircase with a view of greenery outside.

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

Old Town Key West

Rob G.

AED 797

AED 1,520 total

includes taxes & fees

16 Nov - 17 Nov

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!

Old Town Key West

Darcie B.

A covered outdoor area with wicker furniture and a pool.

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

Old Town Key West

"We loved our stay at the Azul in Key West! The property is gorgeous, peaceful, and beautifully kept. It balances historic charm with modern comfort perfectly. It’s located in a great, quiet spot that makes it easy to explore Key West while still offering a serene place to relax at the end of the day. The rooms were clean and comfortable, the pool area was fantastic, and the service was top-notch. We had a wonderful time and would absolutely stay here again!"

Daniel H.

AED 448

AED 1,076 total

includes taxes & fees

25 Oct - 26 Oct

View all properties

Top Stock Island Hotel Reviews

Ibis Bay Beach Resort

10/10 Excellent

"Todo maravillosamente genial"

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

10/10 Excellent

"Staff was friendly and very helpful. Their shuttle to downtown was excellent"

The Southernmost Inn - Adults Only

8/10 Good

"Great location, everything walkable."

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"."

Pier House Resort & Spa

10/10 Excellent

"Staff is very friendly and helpful."

Parrot Key Hotel & Villas

10/10 Excellent

"The staff is amazing. Super welcoming and they gave me a great layout of what the hotel had to offer. The wallet John was a class act I really appreciated his help particularly. I only went to 2 of the 4 pools but they were clean and relaxing. The food truck had some surprisingly good food, and the bar was good too. You can walk the little beach they have here, layout and relax in the hammocks, and if you want to hang in the room there is plenty in there as well. Location wise there is a Walgreens within walking distance and there are two large shopping plazas within a quarter of a mile so you have plenty of options for food or items for the room. The shuttle service to the beach and to Duval Street came in clutch as well. If you are looking for a place that is a little quieter to sleep at than Duval but close to the action this is the place. I will certainly stay here again when in the area."

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Great property"

Room 1

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Check availability on Stock Island Historic Hotels

Our top choices for Stock Island historic hotels

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