The Best Hotels with a Pool in Stock Island, FL from AED 706 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 marina with boats docked, a swimming pool, and palm trees.

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

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.

AED 428

AED 706 total

includes taxes & fees

26 Oct - 27 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 breakfast setting with a table, chairs, a vase with flowers, and a city view.

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

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.

AED 480

AED 755 total

includes taxes & fees

5 Oct - 6 Oct

Room

A beachside resort with a wooden deck, palm trees, and a sunset view.

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

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

3. Grand Marina Suite by Brightwild Waterfront

Stock Island

AED 1,354

AED 2,415 total

includes taxes & fees

12 Oct - 13 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 grey cabinets, stainless steel appliances, and a wooden countertop.

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

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

4. Docked in Paradise

Stock Island

AED 918

AED 1,840 total

includes taxes & fees

4 Oct - 5 Oct

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

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

A kitchen with wooden cabinets, a microwave, a stove, a refrigerator, and a toaster.

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

5. Grand Marina Suite - Poolside & Waterfront Condo

Stock Island

AED 1,102

AED 2,301 total

includes taxes & fees

7 Oct - 8 Oct

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

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

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

A marina with numerous boats docked, surrounded by palm trees and a clear sky.

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

Stock Island

AED 744

AED 1,520 total

includes taxes & fees

4 Oct - 5 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 restaurant with wooden tables and chairs, hanging pendant lights, and a view through large windows.

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

7. Key West Sailboat Getaway

Stock Island

AED 1,098

AED 1,604 total

includes taxes & fees

1 Nov - 2 Nov

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 building with a balcony, a visible number '33', and a small porch area.

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

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

Stock Island

AED 1,074

AED 2,267 total

includes taxes & fees

7 Oct - 8 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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Amazing!"

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Staff was very nice. Pool was great as well as the hot tub."

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!!!"

Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good

"Location is great if you want to be close to the action. But, it is also quite and laid out well for beach bumming. Iguanas and chickens are everywhere!"

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent

"Great experience even with the rain. Great place to stay."

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Great shuttle service"

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

10/10 Excellent

"Sharon at Four Marlins was the best, and the food was DELICIOUS"

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 …"

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