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

Gasparilla Island Hotel Guide - Hotels with Pool in Gasparilla Island, Boca Grande

  • 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 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 hotel entrance with a sign pointing to the office, palm trees, and a brick pathway.
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.

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.
€167
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 spacious indoor corridor with a central seating area, potted plants, and a high ceiling with skylights.
A bathroom with a shower, toilet, and sink.
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
€147
includes taxes & fees
25 Oct - 26 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.
€167
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 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 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
€147
includes taxes & fees
26 Oct - 27 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.
€304
includes taxes & fees
11 Nov - 12 Nov
South Seas
A swimming pool with a deck, lounge chairs, and a view of a river.
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 room with a large bed, two bedside lamps, a nightstand, a mirror, and a curtain.
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.
€72
includes taxes & fees
23 Oct - 24 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 modern apartment with a living area, kitchen, and dining space.

7. Englewood Inn & Suites

Englewood Inn & Suites
Englewood South
€72
includes taxes & fees
23 Oct - 24 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 a dining area, a ceiling fan, and a window with blinds.
A compact kitchen with white cabinets, a microwave, stove, and a glass dining table with chairs.
A room with a bed, a ceiling fan, a TV on a cabinet, and a bathroom visible through an open door.

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.
€84
includes taxes & fees
23 Oct - 24 Oct
Grove City Motel
A swimming pool with a brick deck, surrounded by a fence and a building with a blue roof.
A spacious living area with a curved sofa, a glass coffee table, and a flat-screen TV.
A hotel room with a large bed, a ceiling fan, a desk, and a window.
A spacious living area with a grey sectional sofa, a glass coffee table with flowers, and a kitchen in the background.

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.
€69
includes taxes & fees
30 Oct - 31 Oct
Baymont by Wyndham Punta Gorda/Port Charlotte
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 a thatched-roof structure, palm trees, and a view of the sea.
A beach with thatched-roof structures, palm trees, and blue 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.
€185
includes taxes & fees
30 Oct - 31 Oct
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

Explore a world of travel with Expedia