A beach with a row of wooden posts extending into the water, a sandy shore, and a clear sky.

Find Hotels with a Pool in Gasparilla Island, FL

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Check availability on Gasparilla Island Hotels with a Pool

Tonight
Oct 22 - Oct 23
Tomorrow
Oct 23 - Oct 24
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Gasparilla Island hotels with a pool

An octagonal pool with a diving board, surrounded by lounge chairs and a small table.
A bathroom with a marble sink, a toilet, a glass-enclosed shower, and bamboo-patterned walls.
A bedroom with a large bed, wooden headboard, bedside tables, a ceiling fan, and a wardrobe.
A hotel entrance with a sign pointing to the office, palm trees, and a brick pathway.

1. Boca Grande Hotel - King Room

Boca Grande Hotel - King Room
Boca Grande
  • Splash into poolside paradise at Boca Grande Hotel, near beaches, shopping, and dining.
￥22,935
￥28,851 total
includes taxes & fees
Oct 25 - Oct 26
Boca Grande Hotel - King Room
An octagonal pool with a diving board, surrounded by lounge chairs and a small table.
A bedroom with a wooden dresser, a bed with a white quilt, and a door with a window.
A spacious indoor corridor with a central seating area, potted plants, and a high ceiling with skylights.
A bathroom with a shower, toilet, and sink.

2. Boca Grande Hotel - Economy King Room

Boca Grande Hotel - Economy King Room
Boca Grande
￥19,771
￥25,307 total
includes taxes & fees
Oct 25 - Oct 26
Boca Grande Hotel - Economy King Room
An octagonal pool with a diving board, surrounded by lounge chairs and a small table.
A hotel entrance with a sign pointing to the office, palm trees, and a brick pathway.
A spacious indoor corridor with a central seating area, potted plants, and a high ceiling with skylights.
A hotel room with two beds, a ceiling fan, and a large window with blinds.

3. Boca Grande Hotel - Queen Room

Boca Grande Hotel - Queen Room
Boca Grande
  • Family-friendly hotel offers relaxing getaway with shared pool and comfortable queen rooms.
￥22,935
￥28,851 total
includes taxes & fees
Oct 25 - Oct 26
Boca Grande Hotel - Queen Room
An octagonal pool with a diving board, surrounded by lounge chairs and a small table.
A spacious indoor corridor with a central seating area, potted plants, and a high ceiling with skylights.
A hotel room with two wooden beds, a bedside table with a lamp, and a window with blinds.
A hotel entrance with a sign pointing to the office, palm trees, and a brick pathway.

4. Boca Grande Hotel - ADA Queen Room

Boca Grande Hotel - ADA Queen Room
Boca Grande
￥24,516
￥30,621 total
includes taxes & fees
Oct 29 - Oct 30
Boca Grande Hotel - ADA Queen Room
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and a building with a sign indicating no lifeguard on duty.
A modern hotel with a flat facade, multiple windows, and a well-lit entrance.
An outdoor patio with grey sofas, a glass-top table, and a fire feature.
A modern hotel room with a large window, a flat-screen TV, a sofa, a desk, and a kitchenette with a microwave.

5. Hampton Inn & Suites North Port

Hampton Inn & Suites North Port
North Port
  • Dive into summer relaxation at this hotel's seasonal outdoor pool, just steps from your room.
￥17,747
￥20,054 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn & Suites North Port
A swimming pool with lounge chairs and palm trees, surrounded by a brick patio.
A hotel with multiple buildings, palm trees, and a waterfront.
A marina with boats docked in front of a building labeled "Four Points."
A beachfront walkway with palm trees wrapped in lights, a thatched-roof structure, and a wooden fence.

6. Four Points by Sheraton Punta Gorda Harborside

Four Points by Sheraton Punta Gorda Harborside
Downtown Punta Gorda
  • Sip cool drinks at the poolside bar after swimming in this hotel's outdoor pool with sun loungers.
￥20,499
￥25,013 total
includes taxes & fees
Nov 8 - Nov 9
Four Points by Sheraton Punta Gorda Harborside
A large swimming pool with multiple lanes, surrounded by palm trees and lounge chairs, with a hotel building in the background.
A spacious room with large windows overlooking the sea, exercise mats, and yoga balls arranged for physical activities.
Restaurant
A large resort with a central pool, multiple buildings, and a pier extending into the water.

7. Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Punta Gorda
  • Luxury poolside cabana retreat with two expansive outdoor pools and attentive bar service.
￥25,810
￥36,879 total
includes taxes & fees
Nov 1 - Nov 2
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
A Holiday Inn Express building with a swimming pool, outdoor seating, and a clear sky.
A hotel room with a large bed, a desk, a chair, a TV, and a window with a view.
A modern bathroom with a large mirror, a sink, and a glass shower enclosure.
A coffee station with two coffee machines and a variety of coffee pods and cups.

8. Holiday Inn Express & Suites Punta Gorda by IHG

Holiday Inn Express & Suites Punta Gorda by IHG
Punta Gorda
  • Splash into serene poolside lounging at this Punta Gorda hotel with sun-soaked relaxation zones.
￥14,710
￥16,475 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Punta Gorda by IHG
A swimming pool with a brick deck, surrounded by a fence and a building with a blue roof.
A spacious living area with a grey sectional sofa, a glass coffee table with flowers, and a kitchen in the background.
A spacious living area with a curved grey sofa, a flat-screen TV, and a dining area with chairs and a table.
A spacious living area with a curved sofa, a glass coffee table, and a flat-screen TV.

9. Baymont by Wyndham Punta Gorda/Port Charlotte

Baymont by Wyndham Punta Gorda/Port Charlotte
Punta Gorda
  • Dive into poolside bliss with a spacious outdoor pool, shaded umbrellas, and a relaxing hot tub at this centrally located motel.
￥10,890
￥12,196 total
includes taxes & fees
Oct 30 - Oct 31
Baymont by Wyndham Punta Gorda/Port Charlotte
A pool area with lounge chairs and palm trees.
A modern bathroom with a freestanding bathtub, a glass-enclosed shower, and large windows with white shutters.
A modern living room with a sofa, a coffee table, and a TV. There is a balcony with a view of the ocean.
A spacious kitchen with a large island, white cabinetry, and a view through the windows.

10. South Seas

South Seas
Captiva
  • Waterfront resort offers 3 outdoor pools, waterpark with slides, and private beach access.
￥31,887
￥53,928 total
includes taxes & fees
Nov 11 - Nov 12
South Seas
View all properties

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

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Gasparilla Island Hotel Reviews

Days Inn by Wyndham Port Charlotte/Punta Gorda

Days Inn by Wyndham Port Charlotte/Punta Gorda

8/10 Good
"The offered Continental Breakfast was anything but that ... no eggs, bacon, sausage, juices (apple or orange). All that was offered were some bananas, cold cereal, english muffin, milk, yogurt and pancakes."
Thomas John 3-night trip
Posted 7 days ago
Days Inn by Wyndham Port Charlotte/Punta Gorda

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