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 ![](https://images.trvl-media.com/place/183083/6c7d7269-c131-4dca-9730-2b8734c644c5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Mar 1 - Mar 2](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-03-01&endDate=2026-03-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 2 - Mar 3](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-03-02&endDate=2026-03-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-03-13&endDate=2026-03-15&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/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/56000000/55390000/55381800/55381769/55621c11.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 9.0/10 Wonderful (14 reviews) "Easy access with close proximity to all points of interest and property was spotlessly maintained." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark B. CA $266 CA $301 total includes taxes & fees Apr 1 - Apr 2 [](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) ![1 bedroom, travel crib, free WiFi](https://images.trvl-media.com/lodging/54000000/53140000/53136300/53136290/b127433f.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) ![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) ### 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 (22 reviews) "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 $266 CA $301 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Boca-Grande-Hotels-Boca-Grande-Hotel-King-Room.h53136290.Hotel-Information) ![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) ![1 bedroom, travel crib, free WiFi](https://images.trvl-media.com/lodging/69000000/68650000/68644700/68644683/380a5ab5.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) ### 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 (8 reviews) "Clean spacious room; great for weekend stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William F. CA $266 CA $301 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Economy-Room-1-King-Bed.h68644683.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) ![](https://images.trvl-media.com/lodging/69000000/68660000/68650400/68650353/40a37aed.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) ![Hair dryer, towels](https://images.trvl-media.com/lodging/69000000/68660000/68650400/68650353/2d4c1746.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 8.0/10 Very good (4 reviews) "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 $266 CA $301 total includes taxes & fees Apr 1 - Apr 2 [](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/cc4728b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness studio](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/1d4ad425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/w2254h1500x319y0-0e677216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/15194967.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 (1,955 reviews) "Great staff, room and amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie CA $226 CA $321 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Punta-Gorda-Hotels-Sunseeker-Resort-Charlotte-Harbor.h101505781.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/124000000/123200000/123197900/123197816/02a2dabf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio Suite, 1 King Bed, Non Smoking, Kitchenette | Interior](https://images.trvl-media.com/lodging/124000000/123200000/123197900/123197816/1f5a9605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio Suite, 1 King Bed, Non Smoking, Kitchenette | Private kitchen](https://images.trvl-media.com/lodging/124000000/123200000/123197900/123197816/a2104cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123200000/123197900/123197816/6d161dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Englewood Inn & Suites [](https://www.expedia.ca/Englewood-Hotels-Englewood-Inn-Suites.h123197816.Hotel-Information) Englewood South 7.4/10 Good (9 reviews) "It was ok.. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $239 CA $267 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Englewood-Hotels-Englewood-Inn-Suites.h123197816.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/16000000/15600000/15590400/15590311/4c284852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/16000000/15600000/15590400/15590311/bfcd60f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/16000000/15600000/15590400/15590311/7581400d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/16000000/15600000/15590400/15590311/223639a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grove City Motel [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Grove-City-Motel.h15590311.Hotel-Information) Grove City 7.2/10 Good (264 reviews) "Yes will stay there again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Grant CA $103 CA $116 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Grove-City-Motel.h15590311.Hotel-Information) ![Family House, 4 Bedrooms, Lanai, Canal View](https://images.trvl-media.com/lodging/125000000/124470000/124468900/124468835/4fdcee17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House, 4 Bedrooms, Lanai, Canal View | Dining](https://images.trvl-media.com/lodging/125000000/124470000/124468900/124468835/c3572220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House, 4 Bedrooms, Lanai, Canal View | Living area](https://images.trvl-media.com/lodging/125000000/124470000/124468900/124468835/ffe4e36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House, 4 Bedrooms, Lanai, Canal View | Terrace/patio](https://images.trvl-media.com/lodging/125000000/124470000/124468900/124468835/4ba72b1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Port Charlotte Waterfront Home [](https://www.expedia.ca/Port-Charlotte-Hotels-Port-Charlotte-Waterfront-Home.h124468835.Hotel-Information) Port Charlotte CA $275 CA $657 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Port-Charlotte-Hotels-Port-Charlotte-Waterfront-Home.h124468835.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/05b875bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Village Beach & Harbor Suite | Balcony view](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/7bc32ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/137e53e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grande Harbor Entertainment Suite](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/58e474fc.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 (1,113 reviews) "Beautiful rooms and perfect location!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olivia Rose CA $289 CA $323 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-The-Suites-At-Fishermens-Village.h52074809.Hotel-Information) ![Outdoor pool, open 8:30 AM to 8:30 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/6600/6518/4dc725ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6600/6518/29e45f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/10000/6600/6518/094a42db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6600/6518/12bfbc17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Port Charlotte/Punta Gorda [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Days-Inn-By-Wyndham-Port-CharlottePunta-Gorda.h6518.Hotel-Information) Port Charlotte 7.6/10 Good (1,006 reviews) "Easy check in, convenient location, friendly staff, overall great place to stay for a great price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kandace CA $151 CA $169 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Days-Inn-By-Wyndham-Port-CharlottePunta-Gorda.h6518.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=2026-03-15&endDate=2026-03-16®ionId=6128516&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Gasparilla Island Breakfast included 4 stars 5 stars Hot tub Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_6128516) ## Top Gasparilla Island Hotel Reviews ![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 "All excellent" [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Microtel-Inn-Suites-By-Wyndham-Port-Charlotte.h1856277.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 "Great hotel and rooftop bar!" [](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 "Excellent" [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Baymont-By-Wyndham-Punta-GordaPort-Charlotte.h4513051.Hotel-Information) ![Sun Coast Inn](https://images.trvl-media.com/lodging/17000000/16030000/16022600/16022589/7c471d0a_y.jpg) ### Sun Coast Inn 10/10 Excellent "Great location, friendly staff and clean room!" [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Sun-Coast-Inn.h16022589.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 "Great staff. " [](https://expedia.ca/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.Hotel-Information) ![Boca Grande Hotel](https://images.trvl-media.com/lodging/18000000/17240000/17238900/17238826/66852202_y.jpg) ### Boca Grande Hotel 10/10 Excellent "The lady at the desk was such wonderfully sweet person. " [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Boca-Grande-Hotel.h17238826.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 "Room was great, staff friendly and amenities were fantastic! " [](https://expedia.ca/Fort-Myers-Hotels-South-Seas-Island-Resort.h40732.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 "Beautiful room and high quality bedding. The young woman named Lauren who checked us in was a breath of fresh air. She was attentive and patient, showing excellent social skills." [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Four-Points-By-Sheraton-Punta-Gorda-Harborside.h2657255.Hotel-Information) ![Americas Best Value Inn & Suites North Port](https://images.trvl-media.com/lodging/16000000/15130000/15120200/15120134/234d0c63_y.jpg) ### Americas Best Value Inn & Suites North Port 10/10 Excellent "v" [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Americas-Best-Value-Inn-Suites-North-Port.h15120134.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) - 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