Title: TOP Hotels with Pools in Gasparilla Island, FL for 2025 - Gasparilla Island Hotels with a Pool | Expedia.co.uk [Gasparilla Island Travel Guide](https://expedia.co.uk/Gasparilla-Island.dx6128516)[Hotels in Gasparilla Island](https://expedia.co.uk/Gasparilla-Island-Hotels.d6128516.Travel-Guide-Hotels)[Holiday Rentals in Gasparilla Island](https://expedia.co.uk/Gasparilla-Island-Holiday-Rentals.d6128516.Travel-Guide-HolidayRentals)[Flights to Gasparilla Island](https://expedia.co.uk/Cheap-Flights-To-Gasparilla-Island.d6128516.Travel-Guide-Flights)[Gasparilla Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Gasparilla-Island.d6128516.Car-Hire-Guide)[Gasparilla Island Holidays](https://expedia.co.uk/Gasparilla-Island.d6128516.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/1/288ae0fbd69855b8dc4fa109766aa069.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Pool in Gasparilla Island, FL ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Gasparilla Island Hotels with Pool Tonight [25 Sept - 26 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6128516&startDate=2025-09-25&endDate=2025-09-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [26 Sept - 27 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6128516&startDate=2025-09-26&endDate=2025-09-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [26 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6128516&startDate=2025-09-26&endDate=2025-09-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [3 Oct - 5 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6128516&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Gasparilla Island Hotels with Pool ![Pool](https://images.trvl-media.com/lodging/18000000/17240000/17238900/17238826/edcc6237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/18000000/17240000/17238900/17238826/2e281d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed | Down duvets, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/18000000/17240000/17238900/17238826/66852202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/18000000/17240000/17238900/17238826/73d86842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boca Grande Hotel Boca Grande 8.8/10 Excellent (570) "Great place to stay for a quiet getaway!" £101 includes taxes & fees 28 Sept - 29 Sept [](https://www.expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Boca-Grande-Hotel.h17238826.Hotel-Information) ![House, 3 Bedrooms | Pool](https://images.trvl-media.com/lodging/20000000/19130000/19125400/19125307/w899h600x1y0-3242e8d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Exterior](https://images.trvl-media.com/lodging/20000000/19130000/19125400/19125307/w899h599x1y1-1ed341ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Balcony](https://images.trvl-media.com/lodging/20000000/19130000/19125400/19125307/w899h599x1y1-1a24d069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms](https://images.trvl-media.com/lodging/20000000/19130000/19125400/19125307/w899h599x1y1-2a85de91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boca Grande Shores 03 3 Bedroom Home by RedAwning Boca Grande [](https://www.expedia.co.uk/Boca-Grande-Shores-03-3-Bedroom-Home-By-RedAwning.h19125307.Hotel-Information) ![House, 3 Bedrooms | Pool](https://images.trvl-media.com/lodging/20000000/19130000/19125600/19125518/w899h599x1y1-92a60b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Beach](https://images.trvl-media.com/lodging/20000000/19130000/19125600/19125518/w899h599x1y1-6dc256bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Balcony](https://images.trvl-media.com/lodging/20000000/19130000/19125600/19125518/w899h599x1y1-94037f33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Exterior](https://images.trvl-media.com/lodging/20000000/19130000/19125600/19125518/w899h599x1y1-2bed27f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boca Grande Shores 07 3 Bedroom Home by RedAwning Boca Grande [](https://www.expedia.co.uk/Boca-Grande-Shores-07-3-Bedroom-Home-By-RedAwning.h19125518.Hotel-Information) ![House, 3 Bedrooms | Balcony](https://images.trvl-media.com/lodging/20000000/19130000/19125600/19125531/w899h599x1y1-33fb8bc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Exterior](https://images.trvl-media.com/lodging/20000000/19130000/19125600/19125531/w899h599x1y1-ff34fb96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Private kitchen | Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/20000000/19130000/19125600/19125531/w899h599x1y1-ef53b96f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Living room](https://images.trvl-media.com/lodging/20000000/19130000/19125600/19125531/w899h599x1y1-0e908116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dunes Of Boca 31 3 Bedroom Villa by RedAwning Boca Grande [](https://www.expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Dunes-Of-Boca-31-3Br-Condo.h19125531.Hotel-Information) ![House, 5 Bedrooms | Pool | Outdoor pool](https://images.trvl-media.com/lodging/20000000/19130000/19125400/19125380/w900h599x0y1-1d99405a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/20000000/19130000/19125400/19125380/w899h599x1y1-68d8e0a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19130000/19125400/19125380/w899h599x1y1-01d23304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Exterior](https://images.trvl-media.com/lodging/20000000/19130000/19125400/19125380/w899h599x1y1-69084a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### S-200 Seabreeze Ct 5 Bedroom Home by RedAwning Golden Beach [](https://www.expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-200-Seabreeze-Ct-5Br-Home.h19125380.Hotel-Information) ![House, 3 Bedrooms | Pool | Outdoor pool](https://images.trvl-media.com/lodging/20000000/19130000/19125500/19125430/w899h599x1y1-d56aa602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Living room | TV, DVD player](https://images.trvl-media.com/lodging/20000000/19130000/19125500/19125430/w899h599x1y1-5a9bca3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Exterior](https://images.trvl-media.com/lodging/20000000/19130000/19125500/19125430/w899h599x1y1-7b7505ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19130000/19125500/19125430/w899h599x1y1-1bdeb7d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### S-310 Gasparilla St 3 Bedroom Home by RedAwning Boca Grande 8.0/10 Very good (1) "No me gustó olor horrible cuando llegue que tuve que comprar aromatizante, la limpieza esta fatal y algunas cosas rotas que tuvimos que llamar para que las arreglaran y son 2 cuartos den Me gusto el area de piscina y sala es muy buena, lugar muy tranquilo y la playa súper " [](https://www.expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-310-Gasparilla-St-3Br-Home.h19125430.Hotel-Information) ![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125778/w899h599x1y1-b4de34b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125778/19e36d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125778/w898h599x1y1-edce436d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Bathroom](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125778/w898h596x1y1-5f4a44f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Oats 136 2 Bedroom Condo by RedAwning Boca Grande [](https://www.expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Sea-Oats-Unit-136-2Br-Condo.h19125778.Hotel-Information) ![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125797/w899h599x1y1-6266fb6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125797/w899h599x1y1-b5367496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125797/w896h599x1y1-4d3ae131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Bathroom](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125797/4102679b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Oats 144 2 Bedroom Condo by RedAwning Boca Grande [](https://www.expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Sea-Oats-Unit-144-2Br-Condo.h19125797.Hotel-Information) ![Condo, 2 Bedrooms | Living room](https://images.trvl-media.com/lodging/20000000/19130000/19125900/19125806/w899h599x1y1-19fd6aa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/20000000/19130000/19125900/19125806/w899h599x1y1-a62fa7d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms](https://images.trvl-media.com/lodging/20000000/19130000/19125900/19125806/w898h599x1y1-218d0a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Bathroom](https://images.trvl-media.com/lodging/20000000/19130000/19125900/19125806/w896h599x1y1-bf3fe2f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Oats 215 2 Bedroom Home by RedAwning Boca Grande [](https://www.expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Sea-Oats-Unit-215-2Br-Condo.h19125806.Hotel-Information) ![Condo, 2 Bedrooms](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125795/w899h599x1y1-7ff08bf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Balcony](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125795/w899h599x1y1-a3ea8cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125795/w899h599x1y1-217eb1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms | Bathroom](https://images.trvl-media.com/lodging/20000000/19130000/19125800/19125795/w899h599x1y1-3b32f07c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Oats 236 2 Bedroom Home by RedAwning Boca Grande [](https://www.expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Sea-Oats-Unit-236-2Br-Condo.h19125795.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-10-10&endDate=2025-10-11®ionId=6128516&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Gasparilla Island Hotel Reviews ![Four Points by Sheraton Punta Gorda Harborside](//images.trvl-media.com/lodging/3000000/2660000/2657300/2657255/277fe43e_y.jpg) ### Four Points by Sheraton Punta Gorda Harborside 10/10 Excellent "Nice" [](https://expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Four-Points-By-Sheraton-Punta-Gorda-Harborside.h2657255.Hotel-Information) ![Tween Waters Island Resort & Spa](//images.trvl-media.com/lodging/1000000/180000/170800/170769/a5c54d2c_y.jpg) ### Tween Waters Island Resort & Spa 10/10 Excellent "Friendly staff. Lovely beach and pool" [](https://expedia.co.uk/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.Hotel-Information) ![Baymont by Wyndham Punta Gorda/Port Charlotte](//images.trvl-media.com/lodging/5000000/4520000/4513100/4513051/9c00e0a6_y.jpg) ### Baymont by Wyndham Punta Gorda/Port Charlotte 10/10 Excellent "We loved the pool " [](https://expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Baymont-By-Wyndham-Punta-GordaPort-Charlotte.h4513051.Hotel-Information) ![South Seas Resort](//images.trvl-media.com/lodging/1000000/50000/40800/40732/aa4dca69_edited_4cce_y.jpg) ### South Seas Resort 10/10 Excellent "The property was very quiet, which it was great for me and my family, we needed it! We were able to celebrate my child's 14th birthday with what he likes the most, the beach and the pool and of course, food!" [](https://expedia.co.uk/Fort-Myers-Hotels-South-Seas-Island-Resort.h40732.Hotel-Information) ![Sun Coast Inn](//images.trvl-media.com/lodging/17000000/16030000/16022600/16022589/7c471d0a_y.jpg) ### Sun Coast Inn 10/10 Excellent "If you are traveling with a pet(s) and going through Englewood Florida, this is the place to spend the night. We had a double queen bed room and it was more spacious than a lot of mini-suite rooms, and updated as well as clean. With two nice restaurants within 50 yards and a Dunkin down the road for an early coffee, this is once again truly the place to spend the night. " [](https://expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Sun-Coast-Inn.h16022589.Hotel-Information) ![Wyvern Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/3000000/2200000/2193300/2193202/724bdd21_y.jpg) ### Wyvern Hotel, an Ascend Collection Hotel 10/10 Excellent "Room was wonderful and the rooftop amazing! Highly recommended " [](https://expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Wyvern-Hotel.h2193202.Hotel-Information) ![Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda](//images.trvl-media.com/lodging/2000000/1860000/1856300/1856277/3861bc93_y.jpg) ### Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda 10/10 Excellent "Front desk was amazing thank you!! " [](https://expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Microtel-Inn-Suites-By-Wyndham-Port-Charlotte.h1856277.Hotel-Information) ![Boca Grande Hotel](//images.trvl-media.com/lodging/18000000/17240000/17238900/17238826/66852202_y.jpg) ### Boca Grande Hotel 10/10 Excellent "Perfect for what I needed." [](https://expedia.co.uk/Port-Charlotte-Charlotte-Harbor-Hotels-Boca-Grande-Hotel.h17238826.Hotel-Information) ![Days Inn by Wyndham Port Charlotte/Punta Gorda](//images.trvl-media.com/lodging/1000000/10000/6600/6518/3b6904ff_y.jpg) ### Days Inn by Wyndham Port Charlotte/Punta Gorda 10/10 Excellent "Quiet place to stay. 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