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 from CA $103

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Check availability on Gasparilla Island Hotels with a Pool

Tonight
Oct 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
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 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.

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.
CA $205
CA $258 total
includes taxes & fees
Oct 18 - Oct 19
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 hotel room with two beds, a ceiling fan, and a large window with blinds.
A spacious indoor corridor with a central seating area, potted plants, and a high ceiling with skylights.

2. 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.
CA $205
CA $258 total
includes taxes & fees
Oct 18 - Oct 19
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, and sink.
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.

3. Boca Grande Hotel - Economy King Room

Boca Grande Hotel - Economy King Room
Boca Grande
CA $219
CA $277 total
includes taxes & fees
Nov 1 - Nov 2
Boca Grande Hotel - Economy King 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 hotel entrance with a sign pointing to the office, palm trees, and a brick pathway.
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
CA $177
CA $226 total
includes taxes & fees
Oct 18 - Oct 19
Boca Grande Hotel - ADA Queen Room
A poolside area with lounge chairs and umbrellas, surrounded by palm trees and a clear view of the ocean.
A beachfront hotel with a central entrance, outdoor seating, and palm trees.
A beachside restaurant with outdoor seating, a pool area, and palm trees.
A restaurant with multiple tables and chairs, large windows with a view of the ocean, and hanging pendant lights.

5. South Seas

South Seas
Captiva
  • Waterfront resort offers 3 outdoor pools, waterpark with slides, and private beach access.
CA $286
CA $484 total
includes taxes & fees
Nov 11 - Nov 12
South Seas
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 sandy pathway leading to a beach with palm trees and a clear sky.
A covered porch with a view of the sea, a white railing, and two Adirondack chairs.

6. 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.
CA $305
CA $389 total
includes taxes & fees
Oct 19 - Oct 20
Tween Waters Island Resort & Spa
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 modern kitchen with white cabinets, stainless steel appliances, and pendant lighting.
A beach with thatched-roof structures, palm trees, and blue chairs.

7. 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.
CA $242
CA $272 total
includes taxes & fees
Oct 28 - Oct 29
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.
Restaurant
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.

8. 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.
CA $139
CA $227 total
includes taxes & fees
Nov 1 - Nov 2
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
A swimming pool with a brick deck, surrounded by a fence and a building with a blue roof.
A hotel room with a large bed, a ceiling fan, a desk, and a window.
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.
CA $92
CA $103 total
includes taxes & fees
Oct 23 - Oct 24
Baymont by Wyndham Punta Gorda/Port Charlotte
A swimming pool with a deck, lounge chairs, and a view of a river.
A hotel entrance with a sign reading "SUN COAST INN" and the number "2073".
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.

10. Sun Coast Inn

Sun Coast Inn
Englewood South
  • Shimmering blue waters beckon steps from pristine white sand beaches for ultimate vacation bliss.
CA $98
CA $114 total
includes taxes & fees
Oct 18 - Oct 19
Sun Coast Inn
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 2 days ago
Days Inn by Wyndham Port Charlotte/Punta Gorda

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