The Best Hotels with a Pool in Stock Island, FL from SAR 753 in 2026 | Expedia

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

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Our top choices for Stock Island hotels with a pool

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

A modern living room with a flat-screen TV, wooden cabinet, grey sofa, and a coffee table.

A multi-story hotel with balconies, palm trees, and a pool area.

A marina with boats docked, a swimming pool, and palm trees.

1. The Perry Hotel & Marina Key West

Stock Island

Dive into aquatic bliss with two poolside bars and waterfront dining at this Key West retreat.

SAR 489

SAR 781 total

includes taxes & fees

5 Oct - 6 Oct

A waterfront hotel with a pool, palm trees, and a wooden dock.

A hotel room with a large bed, a view of the ocean, a balcony with a chair, and a painting of coconuts.

A clear view of turquoise ocean water and a blue sky with clouds.

A breakfast setting with a table, chairs, a vase with flowers, and a city view.

2. Hilton Key West Resort & Marina

Stock Island

Float above the Florida Keys in a waterfront paradise with 6 serene pools, a private marina, and breathtaking sunset views.

SAR 474

SAR 753 total

includes taxes & fees

12 Oct - 13 Oct

Room

A dining area with a round table and chairs, a potted plant, and a view of the ocean through large windows with shutters.

Room

A waterfront property with a large building featuring balconies, a pool area, and boats docked in the water.

3. Grand Marina Suite by Brightwild Waterfront

Stock Island

SAR 1,369

SAR 2,452 total

includes taxes & fees

7 Oct - 8 Oct

A swimming pool with lounge chairs, a covered area, and a building with multiple balconies.

A beach with lounge chairs, palm trees, and a water body.

A bedroom with a wooden four-poster bed, a nightstand, a dresser, a television, and a ceiling fan.

A gym with treadmills, elliptical machines, free weights, and exercise balls.

4. Grand Marina Suite - Poolside & Waterfront Condo

Stock Island

SAR 1,194

SAR 2,428 total

includes taxes & fees

13 Oct - 14 Oct

A boat deck with a Yamaha outboard motor, a white railing, and a view of the water and distant shoreline.

A modern kitchen with a wooden countertop, grey cabinets, and a built-in microwave.

A compact living space with a kitchenette, a sofa, and a dining area.

A bedroom with a bed, a dresser, a door leading to a balcony with a view of water, and a ceiling fan.

5. Docked in Paradise

Stock Island

SAR 939

SAR 1,881 total

includes taxes & fees

4 Oct - 5 Oct

A pool with clear water, surrounded by palm trees and lounge chairs.

An outdoor bar with wicker chairs and a long wooden bench, overlooking a marina with boats.

A restaurant with multiple tables, hanging pendant lights, and a view of the outdoors.

A marina with boats docked, a swimming pool, and a building with a flat roof.

6. Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West

Stock Island

SAR 760

SAR 1,554 total

includes taxes & fees

4 Oct - 5 Oct

A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.

A pathway through a lush garden with various plants and trees.

A bar with a signboard listing various destinations.

A living room with a sofa, armchair, coffee table, and a cabinet with decorative items.

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

Stock Island

SAR 1,098

SAR 2,317 total

includes taxes & fees

7 Oct - 8 Oct

A swimming pool with lounge chairs and palm trees.

A sailboat docked at a marina with a cabin, helm station, and a 'Blown Away' sign.

A marina with numerous boats docked, a clear blue sky, and a distant view of the coastline.

A restaurant with wooden tables and chairs, hanging pendant lights, and a view through large windows.

8. Key West Sailboat Getaway

Stock Island

SAR 1,123

SAR 1,613 total

includes taxes & fees

15 Oct - 16 Oct

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Choose what matters most at hotels with a pool in Stock Island

Breakfast included

4 stars

5 stars

Hot tub

Spa

Top Stock Island Hotel Reviews

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

"Great customer service and very clean!!!"

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Great shuttle service"

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 …"

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"The property was immaculate, the staff friendly and the location was perfect. We love that the resort allows you access to The Reach, which is basically next door. You are able to use all of their amenities as well and charge them to Your room. We had a beach front room with a balcony. It was beautiful!"

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent

"Hotel was great. All of the staff were friendly and accommodating"

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"Thank you"