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

Find Hotels with Pool in Stock Island, FL

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Check availability on Stock Island Hotels with Pool

Tonight
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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

1. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
  • Dive into aquatic bliss with two poolside bars and waterfront dining at this Key West retreat.
£124
includes taxes & fees
16 Nov - 17 Nov
The Perry Hotel & Marina Key West
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

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.
£143
includes taxes & fees
28 Oct - 29 Oct
Hilton Key West Resort & Marina
A swimming pool with lounge chairs and palm trees.
A marina with numerous boats docked, a clear blue sky, and a distant view of the coastline.
A gym with treadmills, ellipticals, and weight benches.
A sailboat docked at a marina with a cabin, helm station, and a 'Blown Away' sign.

3. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
£164
includes taxes & fees
28 Oct - 29 Oct
Key West Sailboat Getaway
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.
A restaurant with multiple tables, hanging pendant lights, and a view of the outdoors.
An outdoor bar with wicker chairs and a long wooden bench, overlooking a marina with boats.

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

Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Stock Island
£316
includes taxes & fees
27 Oct - 28 Oct
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
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 beach with lounge chairs, palm trees, and a water body.
A gym with treadmills, elliptical machines, free weights, and exercise balls.

5. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
£414
includes taxes & fees
26 Oct - 27 Oct
Grand Marina Suite - Poolside & Waterfront Condo
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 modern kitchen with grey cabinets, stainless steel appliances, and a wooden countertop.
A bedroom with a bed, a dresser, a door leading to a balcony with a view of water, and a ceiling fan.

6. Docked in Paradise

Docked in Paradise
Stock Island
£473
includes taxes & fees
29 Oct - 30 Oct
Docked in Paradise
Room
A waterfront property with a large building featuring balconies, a pool area, and boats docked in the water.
A beachside resort with a wooden deck, palm trees, and a sunset view.
A dining area with a round table and chairs, a potted plant, and a view of the ocean through large windows with shutters.

7. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
Stock Island
£455
includes taxes & fees
26 Oct - 27 Oct
Grand Marina Suite by Brightwild Waterfront
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 bar with a signboard listing various destinations.
A two-story building with a balcony, a visible number '33', and a small porch area.

8. 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
£424
includes taxes & fees
26 Oct - 27 Oct
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
An aerial view of a resort with a central swimming pool surrounded by palm trees and sun loungers.
A marina with boats, a lifeguard tower, and a sign for 'The Little Dipper Ice Cream Shop' during sunset.
A compact kitchen with white cabinetry, a black countertop, a microwave, a sink with a mirror, and a stainless steel refrigerator.
A compact galley kitchen with a built-in refrigerator, a sink, and a window above the counter.

9. Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West

Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
Stock Island
£424
includes taxes & fees
26 Oct - 27 Oct
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
A modern building with a wooden deck overlooking a body of water, with palm trees and boats in the background.
A modern boat with a wooden exterior, a covered deck, and a view of the marina.
A modern kitchen with a large island, a seating area with a sofa and chairs, and large windows with a marina view.
A bedroom with a bed, bedside lamp, window, and a view of the outside.

10. Waterfront & Heated Pool - Away Awai Floating Villa

Waterfront & Heated Pool - Away Awai Floating Villa
Stock Island
£481
includes taxes & fees
27 Oct - 28 Oct
Waterfront & Heated Pool - Away Awai Floating Villa
View all properties

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

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"All I can say is all aspects were fantastic"
Joseph 3-night trip
Posted 1 hour 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
"Not our first stay but it’s always a pleasure staying there. We have nothing bad to say after 4 stays over the years"
Joseph 3-night trip
Posted 1 hour ago
DoubleTree Resort by Hilton Grand Key - Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"You can't beat the location. It is easy to get to and around the area. I like being close to the beach and there is places to eat at on the property. I would stay here again. The rooms are clean but average. It was all we needed though. I was happy with the hotel pic."
Robin 2-night trip
Posted 3 hours ago
Southernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"great room, pool, laundry, tiki bar, staff"
Pamela 5-night trip
Posted 4 hours ago
Beachside Resort & Residences
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"We had no issues. Room clean, restaurant good!"
Michael 4-night trip
Posted 1 day ago
Opal Key Resort & Marina, Key West
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
"Wonderful hotel"
Jacob 1-night trip
Posted 1 day ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"Pros: great location, nice pool area, clean room, price good for the area, friendly staff. Cons: ice machine near our room broken, one of the elevators was out of order, bed uncomfortably firm, despite the website saying they had dinner inside the only food choices were from the poolside bar. Still waiting on the itemized bill, believe we were overcharged on “extras”."
Lisa 2-night trip
Posted 2 days ago
Hilton Garden Inn Key West / The Keys Collection

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