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

Find Hotels with Pool in Gasparilla Island, FL

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Check availability on Gasparilla Island Hotels 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 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.
£139
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 bathroom with a shower, toilet, and sink.
A bedroom with a wooden dresser, a bed with a white quilt, and a door with a window.
A hotel entrance with a sign pointing to the office, palm trees, and a brick pathway.

2. Boca Grande Hotel - Economy King Room

Boca Grande Hotel - Economy King Room
Boca Grande
£122
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.
£139
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 bathroom with a shower, toilet, sink, and towel rack.
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.

4. Boca Grande Hotel - ADA Queen Room

Boca Grande Hotel - ADA Queen Room
Boca Grande
£149
includes taxes & fees
27 Oct - 28 Oct
Boca Grande Hotel - ADA Queen Room
A pool area with lounge chairs and palm trees.
A spacious kitchen with a large island, white cabinetry, and a view through the windows.
A modern living room with a dining area, a staircase, and a balcony with a view.
A modern living room with a sofa, a coffee table, and a TV. There is a balcony with a view of the ocean.

5. South Seas

South Seas
Captiva
  • Waterfront resort offers 3 outdoor pools, waterpark with slides, and private beach access.
£255
includes taxes & fees
11 Nov - 12 Nov
South Seas
A swimming pool with a deck, lounge chairs, and a view of a river.
A hotel room with a large bed, two bedside lamps, a nightstand, a mirror, and a curtain.
A compact kitchenette with a refrigerator, microwave, and coffee maker. There is a wooden table with two chairs and a mirror above it.
A hotel entrance with a sign reading "SUN COAST INN" and the number "2073".

6. Sun Coast Inn

Sun Coast Inn
Englewood South
  • Shimmering blue waters beckon steps from pristine white sand beaches for ultimate holiday bliss.
£60
includes taxes & fees
25 Oct - 26 Oct
Sun Coast Inn
A pool area with a brick patio, lounge chairs, and a white fence.
A modern living room with a sofa, a coffee table, and a dining table.
A modern kitchen with grey cabinets, a black refrigerator, and a white countertop.
A hotel room with two beds, a dark headboard, a large window with curtains, and a tiled floor.

7. Englewood Inn & Suites

Englewood Inn & Suites
Englewood South
£55
includes taxes & fees
25 Oct - 26 Oct
Englewood Inn & Suites
A rectangular pool with a 3 ft no diving sign, surrounded by white lounge chairs and palm trees.
A compact kitchen with white cabinets, a microwave, stove, and a glass dining table with chairs.
A small, single-story building with a covered porch, a bench, and potted plants.
A compact kitchen with a dining area, a ceiling fan, and a window with blinds.

8. Grove City Motel

Grove City Motel
Grove City
  • Dive into tropical bliss at this beach-adjacent motel with a sun-drenched pool and nightlife options.
£66
includes taxes & fees
22 Nov - 23 Nov
Grove City Motel
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 beachfront walkway with palm trees wrapped in lights, a thatched-roof structure, and a wooden fence.
A hotel with multiple buildings, palm trees, and a waterfront.

9. 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.
£118
includes taxes & fees
15 Nov - 16 Nov
Four Points by Sheraton Punta Gorda Harborside
A clear swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.
A modern kitchen with white cabinets, stainless steel appliances, and pendant lighting.
A beach with thatched-roof structures, palm trees, and blue chairs.
A modern kitchen with a central island, stainless steel appliances, and a dining area with a table and chairs.

10. 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.
£166
includes taxes & fees
31 Oct - 1 Nov
The Suites at Fishermen’s Village
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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