Hotel with Pool in Stock Island: Find Hotel with Pool in Stock Island | 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 marina with boats docked, a swimming pool, and palm trees.

A balcony with a wooden table and chairs, overlooking 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.

HK$914

HK$1,508 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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

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

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.

HK$991

HK$1,574 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.

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.

3. Grand Marina Suite by Brightwild Waterfront

Stock Island

HK$3,109

HK$5,405 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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.

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

Stock Island

HK$1,871

HK$3,612 total

includes taxes & fees

9 Oct - 10 Oct

A swimming pool with lounge chairs and palm trees, surrounded by a fence.

A waterfront property with a large building, a dock with boats, and palm trees.

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

A bedroom with a wooden bed, white bedding, a nightstand with a lamp, and two paintings on the wall.

5. Grand Marina Suite - Poolside & Waterfront Condo

Stock Island

HK$2,354

HK$4,884 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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.

6. Docked in Paradise

Stock Island

HK$1,962

HK$3,931 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 living room with a sofa, armchair, coffee table, and a cabinet with decorative items.

A two-story building with a balcony, a visible number '33', and a small porch area.

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

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

Stock Island

HK$2,295

HK$4,842 total

includes taxes & fees

7 Oct - 8 Oct

A pool area with palm trees, lounge chairs, and umbrellas.

An outdoor seating area with a fire pit, lounge chairs, and a canopy.

A marina with numerous boats docked, surrounded by palm trees and buildings.

A gym with treadmills, elliptical machines, and a bench.

8. 40ft Sailboat, 3 Bdrm, 2 Bath, sleeps up to 6

Stock Island

HK$4,151

HK$7,949 total

includes taxes & fees

9 Oct - 10 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 …"

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"

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