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

Gasparilla Island Hotel with Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Gasparilla Island Hotel with Pool

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

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 spacious indoor corridor with a central seating area, potted plants, and a high ceiling with skylights.
A bedroom with a large bed, wooden headboard, bedside tables, a ceiling fan, and a wardrobe.

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.
HK$1,138
HK$1,431 total
includes taxes & fees
25 Oct - 26 Oct
Boca Grande Hotel - 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 bathroom with a shower, toilet, and sink.
A spacious indoor corridor with a central seating area, potted plants, and a high ceiling with skylights.

2. Boca Grande Hotel - Economy King Room

Boca Grande Hotel - Economy King Room
Boca Grande
HK$981
HK$1,256 total
includes taxes & fees
26 Oct - 27 Oct
Boca Grande Hotel - Economy King Room
An octagonal pool with a diving board, surrounded by lounge chairs and a small table.
A hotel room with two beds, a ceiling fan, and a large window with blinds.
A hotel entrance with a sign pointing to the office, palm trees, and a brick pathway.
A bathroom with a marble sink, a toilet, and a glass-enclosed shower.

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.
HK$1,138
HK$1,431 total
includes taxes & fees
25 Oct - 26 Oct
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 bathroom with a shower, toilet, sink, and towel rack.

4. Boca Grande Hotel - ADA Queen Room

Boca Grande Hotel - ADA Queen Room
Boca Grande
HK$1,215
HK$1,517 total
includes taxes & fees
1 Nov - 2 Nov
Boca Grande Hotel - ADA Queen Room
A resort with a central pool, multiple lounge areas, and a beach view.
A table set for dining with a view of the sunset over the ocean.
A balcony with a view of the beach, palm trees, and a clear sky.
A covered porch with a view of the sea, a white railing, and two Adirondack chairs.

5. Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa
Captiva
  • Discover a serene pool oasis with private beach access, where refreshing swims meet stunning sunsets over the bay.
HK$2,532
HK$3,098 total
includes taxes & fees
21 Nov - 22 Nov
Tween Waters Island Resort & Spa
Property amenity
A balcony with a table and chairs, overlooking a beach and ocean.
A modern kitchen with white cabinetry, a central island with stools, and a ceiling with recessed lighting.
A modern living room with a sofa, a coffee table, and a TV. There is a balcony with a view of the ocean.

6. South Seas

South Seas
Captiva
  • Waterfront resort offers 3 outdoor pools, waterpark with slides, and private beach access.
HK$1,582
HK$2,675 total
includes taxes & fees
11 Nov - 12 Nov
South Seas
A swimming pool with lounge chairs and palm trees, surrounded by a brick patio.
A balcony with a view of a marina and the sea.
A hotel with multiple buildings, palm trees, and a waterfront.
A marina with boats docked in front of a building labeled "Four Points."

7. 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.
HK$1,016
HK$1,239 total
includes taxes & fees
15 Nov - 16 Nov
Four Points by Sheraton Punta Gorda Harborside
A pool area with chairs and a table, a lifeguard stand, and a mural of a building in the background.
A modern hotel lobby with wooden furniture, a central bar area, and large windows offering a view of palm trees.
A marina with boats, a pier, and a building with a dome roof.
An outdoor patio with a fire feature, seating, and a glass-enclosed area.

8. SpringHill Suites by Marriott Punta Gorda Harborside

SpringHill Suites by Marriott Punta Gorda Harborside
Downtown Punta Gorda
  • Dive into pool bliss at this city centre harbour retreat with a breeze-shielded aquatic haven.
HK$1,091
HK$1,222 total
includes taxes & fees
25 Oct - 26 Oct
SpringHill Suites by Marriott Punta Gorda Harborside
A clear swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.
A modern kitchen with a central island, stainless steel appliances, and a dining area with a table and chairs.
A beach with thatched-roof structures, palm trees, and blue chairs.
A modern kitchen with white cabinets, stainless steel appliances, and pendant lighting.

9. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
Punta Gorda Isles
  • Sunlit days await at this bayside retreat with a sparkling pool, marina access, and vibrant shopping village just steps away.
HK$1,383
HK$1,549 total
includes taxes & fees
30 Oct - 31 Oct
The Suites at Fishermen’s Village
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.
A balcony with a table set for two, featuring a bottle of champagne, glasses, and a plate of fruit.
A large resort with a central pool, multiple buildings, and a pier extending into the water.

10. 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.
HK$1,279
HK$1,827 total
includes taxes & fees
1 Nov - 2 Nov
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
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

Explore a world of travel with Expedia