Title: Book the Best Hotels with POOL in Gasparilla Island in 2026 | Expedia.ca [Gasparilla Island Travel Guide](https://expedia.ca/Gasparilla-Island.dx6128516)[Hotels in Gasparilla Island](https://expedia.ca/Gasparilla-Island-Hotels.d6128516.Travel-Guide-Hotels)[Vacation Rentals in Gasparilla Island](https://expedia.ca/Gasparilla-Island-Vacation-Rentals.d6128516.Travel-Guide-VacationRentals)[Flights to Gasparilla Island](https://expedia.ca/Cheap-Flights-To-Gasparilla-Island.d6128516.Travel-Guide-Flights)[Gasparilla Island Car Rentals](https://expedia.ca/Car-Rentals-In-Gasparilla-Island.d6128516.Car-Rental-Guide)[Gasparilla Island Vacation Packages](https://expedia.ca/Gasparilla-Island.d6128516.Destination-Travel-Guides) ![My favorite beach because there are almost more shells than sand #adventure](https://images.trvl-media.com/place/183083/6c7d7269-c131-4dca-9730-2b8734c644c5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Brooke Csaky # Find Hotels with a Pool in Gasparilla Island, FL from CA $137 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](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 a Pool Tonight [Jan 2 - Jan 3](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-01-02&endDate=2026-01-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 3 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-01-03&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-01-09&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Gasparilla Island hotels with a pool ![Pool](https://images.trvl-media.com/lodging/69000000/68650000/68644700/68644683/b6e45783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68650000/68644700/68644683/37c28527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68650000/68644700/68644683/dc020c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/69000000/68650000/68644700/68644683/4be6cf6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boca Grande Hotel - Economy King Room [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Economy-Room-1-King-Bed.h68644683.Hotel-Information) Boca Grande 9.8/10 Exceptional (7) "Had a wonderful stay. The island is amazing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debe C. CA $213 CA $266 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Economy-Room-1-King-Bed.h68644683.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/56000000/55390000/55381800/55381769/baa0149b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/56000000/55390000/55381800/55381769/809b96eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/56000000/55390000/55381800/55381769/cfe87f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, travel crib, free WiFi](https://images.trvl-media.com/lodging/56000000/55390000/55381800/55381769/bd48367b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boca Grande Hotel - Queen Room [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Non-Smoking-Two-Queen-Beds-Deluxe.h55381769.Hotel-Information) Boca Grande 8.8/10 Excellent (13) "We really enjoyed this place!! Especially for the value!! Very reasonably priced!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valor C. CA $226 CA $282 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Non-Smoking-Two-Queen-Beds-Deluxe.h55381769.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/54000000/53140000/53136300/53136290/b02fa326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels](https://images.trvl-media.com/lodging/54000000/53140000/53136300/53136290/4f50d669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/54000000/53140000/53136300/53136290/c30ad9b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/54000000/53140000/53136300/53136290/ec9d9f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boca Grande Hotel - King Room [](https://www.expedia.ca/Boca-Grande-Hotels-Boca-Grande-Hotel-King-Room.h53136290.Hotel-Information) Boca Grande 8.6/10 Excellent (20) "My husband and I were pleasantly surprised at the Boca Grande Hotel. Very conveniently located to shops and beaches on Boca as well as clean and comfortable!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne D. CA $226 CA $282 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Boca-Grande-Hotels-Boca-Grande-Hotel-King-Room.h53136290.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68660000/68650400/68650353/adcb3c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, travel crib, free WiFi, wheelchair access](https://images.trvl-media.com/lodging/69000000/68660000/68650400/68650353/5bd39a71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/69000000/68660000/68650400/68650353/e772c30e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/69000000/68660000/68650400/68650353/40a37aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boca Grande Hotel - ADA Queen Room [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Hotel-ADA-Queen-Room.h68650353.Hotel-Information) Boca Grande 7.4/10 Good (3) "I would not do it again. Front desk over charged us $169 and will not process a refund. Blames third party yet they processed reservation via this platform. Room smells funny. Locks dont always work properly. Overall very disappointing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark M. CA $213 CA $266 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Hotel-ADA-Queen-Room.h68650353.Hotel-Information) ![2 outdoor pools, open 8:00 AM to 8:30 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/a4bc3bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/fe86b86d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, laptop workspace](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/f954c892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/1828a6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton [](https://www.expedia.ca/Punta-Gorda-Hotels-Sunseeker-Resort-Charlotte-Harbor.h101505781.Hotel-Information) Punta Gorda 9.2/10 Wonderful (1700) "Great resort, beautiful sunset " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan CA $173 CA $254 total includes taxes & fees Jan 9 - Jan 10 [](https://www.expedia.ca/Punta-Gorda-Hotels-Sunseeker-Resort-Charlotte-Harbor.h101505781.Hotel-Information) ![Outdoor pool, open 7 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/23000000/22500000/22492300/22492255/3ed35b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22500000/22492300/22492255/d3476928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/23000000/22500000/22492300/22492255/d3615161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/23000000/22500000/22492300/22492255/de6b5b90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Punta Gorda by IHG [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Holiday-Inn-Express-And-Suites-Punta-Gorda.h22492255.Hotel-Information) Punta Gorda 9.4/10 Exceptional (1000) "Very clean, staff was friendly! Just a great stay all together" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole CA $141 CA $158 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Holiday-Inn-Express-And-Suites-Punta-Gorda.h22492255.Hotel-Information) ![Outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/5000000/4520000/4513100/4513051/f985a7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/5000000/4520000/4513100/4513051/804d16e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/5000000/4520000/4513100/4513051/bbc9c1c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/5000000/4520000/4513100/4513051/824d933b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Punta Gorda/Port Charlotte [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Baymont-By-Wyndham-Punta-GordaPort-Charlotte.h4513051.Hotel-Information) Punta Gorda 8.4/10 Very good (1155) "The breakfast was excellent," ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ismael CA $122 CA $137 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Baymont-By-Wyndham-Punta-GordaPort-Charlotte.h4513051.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/ba7422d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/878630d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean views ](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/765f2b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Village Pool & Harbor Suite | Balcony view](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/58bb4e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Suites at Fishermen’s Village- 2 Bedroom Suites [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-The-Suites-At-Fishermens-Village.h52074809.Hotel-Information) Punta Gorda Isles 9.8/10 Exceptional (1065) "Excellent location and comfortable. Spacious rooms with full kitchens. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet CA $277 CA $310 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-The-Suites-At-Fishermens-Village.h52074809.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/17000000/16030000/16022600/16022589/7c471d0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16030000/16022600/16022589/4490f0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/17000000/16030000/16022600/16022589/bab9ae46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/17000000/16030000/16022600/16022589/4ec007b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun Coast Inn [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Sun-Coast-Inn.h16022589.Hotel-Information) Englewood South 7.8/10 Good (863) "Room was was good. Location was good." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $140 CA $164 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Sun-Coast-Inn.h16022589.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2660000/2657300/2657255/8e19369f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean views, serves lunch, dinner, and happy hour](https://images.trvl-media.com/lodging/3000000/2660000/2657300/2657255/277fe43e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2660000/2657300/2657255/2abe441d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2660000/2657300/2657255/12bac544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Points by Sheraton Punta Gorda Harborside [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Four-Points-By-Sheraton-Punta-Gorda-Harborside.h2657255.Hotel-Information) Downtown Punta Gorda 8.8/10 Excellent (1000) "We have stayed at three other nice hotels in the area and this is by far our favorite! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lisa CA $159 CA $196 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Four-Points-By-Sheraton-Punta-Gorda-Harborside.h2657255.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.ca/Hotel-Search?startDate=2026-01-16&endDate=2026-01-17®ionId=6128516&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Gasparilla Island Hotel Reviews ![Boca Grande Hotel](https://images.trvl-media.com/lodging/18000000/17240000/17238900/17238826/66852202_y.jpg) ### Boca Grande Hotel 10/10 Excellent "Awesome room" [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Boca-Grande-Hotel.h17238826.Hotel-Information) ![Days Inn by Wyndham Port Charlotte/Punta Gorda](https://images.trvl-media.com/lodging/1000000/10000/6600/6518/3b6904ff_y.jpg) ### Days Inn by Wyndham Port Charlotte/Punta Gorda 10/10 Excellent "The room was nice and clean , the staff were amazing!!" [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Days-Inn-By-Wyndham-Port-CharlottePunta-Gorda.h6518.Hotel-Information) ![Wyvern Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/3000000/2200000/2193300/2193202/79d5d50b_y.jpg) ### Wyvern Hotel, an Ascend Collection Hotel 10/10 Excellent "Clean room, decent bed. Quiet Saturday night accommodations. Unfortunate that Dean's closed down, but also most likely the reason for the quiet. " [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Wyvern-Hotel.h2193202.Hotel-Information) ![Baymont by Wyndham Punta Gorda/Port Charlotte](https://images.trvl-media.com/lodging/5000000/4520000/4513100/4513051/9c00e0a6_y.jpg) ### Baymont by Wyndham Punta Gorda/Port Charlotte 10/10 Excellent "Nice accommodation. " [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Baymont-By-Wyndham-Punta-GordaPort-Charlotte.h4513051.Hotel-Information) ![Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda](https://images.trvl-media.com/lodging/2000000/1860000/1856300/1856277/3861bc93_y.jpg) ### Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda 10/10 Excellent "The room was spotless and the staff is very impressive 👍❤️🌺🎄" [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Microtel-Inn-Suites-By-Wyndham-Port-Charlotte.h1856277.Hotel-Information) ![Four Points by Sheraton Punta Gorda Harborside](https://images.trvl-media.com/lodging/3000000/2660000/2657300/2657255/277fe43e_y.jpg) ### Four Points by Sheraton Punta Gorda Harborside 10/10 Excellent "We have stayed at three other nice hotels in the area and this is by far our favorite! " [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Four-Points-By-Sheraton-Punta-Gorda-Harborside.h2657255.Hotel-Information) ![South Seas Resort](https://images.trvl-media.com/lodging/1000000/50000/40800/40732/aa4dca69_edited_4cce_y.jpg) ### South Seas Resort 10/10 Excellent "Fantastic place for perfect relaxation, hammocks are placed perfectly for a tropical feel staff is outstanding customer service. A top of the cap to Jeff and Anthony at the front desk." [](https://expedia.ca/Fort-Myers-Hotels-South-Seas-Island-Resort.h40732.Hotel-Information) ![Tween Waters Island Resort & Spa](https://images.trvl-media.com/lodging/1000000/180000/170800/170769/a5c54d2c_y.jpg) ### Tween Waters Island Resort & Spa 10/10 Excellent "early quick friendly clean" [](https://expedia.ca/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - More ways to book - [Adults Only Resorts & in Boca Grande ](https://www.expedia.ca/Boca-Grande-Hotels-Adults-Only-Resorts.0-0-d183083-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Boca Grande ](https://www.expedia.ca/Boca-Grande-Hotels-All-Inclusive-Hotel.0-0-d183083-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Boca Grande ](https://www.expedia.ca/Boca-Grande-Hotels-Beach-Hotel.0-0-d183083-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Boca Grande ](https://www.expedia.ca/Boca-Grande-Hotels-Boutique-Hotel.0-0-d183083-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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