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

Find Hotels with a Pool in Stock Island, FL

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Check availability on Stock Island Hotels with a Pool

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Stock Island hotels with a pool

A waterfront hotel with a pool, palm trees, and a wooden dock.
A marina with numerous boats docked, a swimming pool, and palm trees.
A clear view of turquoise ocean water and a blue sky with clouds.
A hotel room with a large bed, a view of the ocean, a balcony with a chair, and a painting of coconuts.

1. 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.
$170 nightly
$191 total
Oct 14 - Oct 15
Total with taxes and fees
Hilton Key West Resort & Marina
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
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.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.

2. 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.
$193 nightly
$217 total
Oct 7 - Oct 8
Total with taxes and fees
The Perry Hotel & Marina Key West
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 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.

3. Docked in Paradise

Docked in Paradise
Stock Island
$452 nightly
$502 total
Oct 8 - Oct 9
Total with taxes and fees
Docked in Paradise
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.

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

Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
Stock Island
$373 nightly
$414 total
Oct 7 - Oct 8
Total with taxes and fees
Sailboat Stay • Marina Pools • Sleeps 4 • Stock Island, Key West
A swimming pool with lounge chairs and a thatched roof structure, surrounded by lush greenery and a brick patio.
A two-story building with a balcony, a visible number '33', and a small porch area.
A bar with a signboard listing various destinations.
A pathway through a lush garden with various plants and trees.

5. 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
$464 nightly
$515 total
Oct 7 - Oct 8
Total with taxes and fees
Luxury Condo-FREE PARKING,WIFI,BIKES,BIG POOL,WALK TO RESTAURANTS, BEACH CHAIRS
Room
Room
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.

6. Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
Stock Island
$541 nightly
$609 total
Oct 12 - Oct 13
Total with taxes and fees
Grand Marina Suite by Brightwild Waterfront
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 gym with treadmills, ellipticals, and weight benches.

7. Key West Sailboat Getaway

Key West Sailboat Getaway
Stock Island
$394 nightly
$438 total
Oct 15 - Oct 16
Total with taxes and fees
Key West Sailboat Getaway
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.

8. Grand Marina Suite - Poolside & Waterfront Condo

Grand Marina Suite - Poolside & Waterfront Condo
Stock Island
$564 nightly
$627 total
Oct 7 - Oct 8
Total with taxes and fees
Grand Marina Suite - Poolside & Waterfront Condo
A clear swimming pool surrounded by palm trees and lounge chairs, with a building in the background.
A corner shower with white tiles and a hexagonal floor pattern.
A modern kitchen with white cabinets, a wooden dining table, and green chairs.
A two-story building with a balcony on the second floor, a covered front porch, and a staircase leading to the entrance.

9. Spacious 3-bedroom townhome on Stock Island with resort style pool.

Spacious 3-bedroom townhome on Stock Island with resort style pool.
Stock Island
$499 nightly
$554 total
Oct 7 - Oct 8
Total with taxes and fees
Spacious 3-bedroom townhome on Stock Island with resort style pool.
An aerial view of a resort with a central swimming pool surrounded by palm trees and sun loungers.
A compact galley kitchen with a built-in refrigerator, a sink, and a window above the counter.
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.

10. 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
$479 nightly
$532 total
Oct 7 - Oct 8
Total with taxes and fees
Waterfront Yacht • Sleeps 4 • Deck Dining• Pools & Bar Access • 15 Min Key West
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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

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Location is great. Room was very clean. Beds were great and the rain shower was amazing."
Michael 2-night trip
Posted 1 hour ago
Pier House Resort & Spa
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Perfect! Great surroundings, staff & people! Convenient to get to everything!"
Diahann 5-night trip
Posted 2 hours ago
Southernmost Beach Resort and Guesthouses
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Great place definitely staying there next time"
Francisca 4-night trip
Posted 20 hours ago
Parrot Key Hotel & Villas
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"Clear room, great views"
Mary 6-night trip
Posted 3 days ago
Casa Marina Key West, Curio Collection by Hilton
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"The whole experience was fantastic. I wouldn't stay anywhere else!"
james 5-night trip
Posted 3 days ago
The Perry Hotel & Marina Key West
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"This was our second time to stay here and this place never disappoints. Staff is wonderful too"
Jonathan 4-night trip
Posted 3 days ago
Hilton Key West Resort & Marina

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