Title: Gasparilla Island Cottages | 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) ![](https://mediaim.expedia.com/destination/1/288ae0fbd69855b8dc4fa109766aa069.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Gasparilla Island Cottage Rentals ![](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 prices for these dates In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Gasparilla Island Cottages ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/116000000/115590000/115584300/115584214/48d3f636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/116000000/115590000/115584300/115584214/c0033f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/116000000/115590000/115584300/115584214/95d7539d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/116000000/115590000/115584300/115584214/64c334e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Mi to Dtwn: Family Getaway in Punta Gorda Acline CA $83 CA $163 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Punta-Gorda-Hotels-5-Mi-To-Dtwn-Family-Getaway-In-Punta-Gorda.h115584214.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118940000/118935300/118935263/43bc9690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/119000000/118940000/118935300/118935263/bc6d16bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118940000/118935300/118935263/363c3a3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118940000/118935300/118935263/4ad81688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Retreat w/ Heated Pool in Port Charlotte! Port Charlotte CA $179 CA $546 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Port-Charlotte-Hotels-Family-Retreat-W-Heated-Pool-In-Port-Charlotte.h118935263.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100810000/100809800/100809771/c6632876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/101000000/100810000/100809800/100809771/w1050h693x1y0-1efcf168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100810000/100809800/100809771/66703538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100810000/100809800/100809771/fb773e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio#1-Back Bay Sunsets in Matlacha Matlacha 9.6/10 Exceptional (10) "We were very impressed with the cleanliness, comforts and the central location!!" CA $137 CA $301 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Matlacha-Hotels-Studio1-Back-Bay-Sunsets-In-Matlacha.h100809771.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115920000/115916100/115916015/2d9c3851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115920000/115916100/115916015/f3cd23f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/116000000/115920000/115916100/115916015/e4ff6938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/116000000/115920000/115916100/115916015/49f4c35a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom cottage in Historic Punta Gorda with WiFi, AC, Lanai, & more Punta Gorda CA $182 CA $371 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Punta-Gorda-Hotels-Charming-1-Bedroom-Cottage-In-Historic-Punta-Gorda-With-WiFi.h115916015.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/1d28d7de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/caf1a7c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/2c626382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727170/e83cf35d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7 Captiva 7.8/10 Good (9) "We loved being able to walk out to the beach without having to drive and the availability of beach chairs and umbrellas to carry with us. We also loved being able to walk to restaurants and the local grocery store nearby. Our room was pretty, comfortable and clean. It was a wonderful vacation! Thank you! " CA $321 CA $811 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Captiva-Hotels-Historic-Captiva-PO-Cottage-Garden-Suite-Steps-To-Beach-Casual-Lux-Decor-Jensens-On-The-Gulf-7.h71727170.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118008700/118008626/8d8cbf3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118010000/118008700/118008626/2eef2509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118010000/118008700/118008626/ba6adf37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118010000/118008700/118008626/e9a47966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage Englewood 10/10 Exceptional (1) "This was a great stay. It was very clean and seemed like a brand new renovation. They provide plenty to do from two bicycles for cruising, a few kayaks and indoor games. The kitchen was stocked if you chose to stay in and cook. Lastly, the hosts were great to work with. We will stay again. " CA $287 CA $711 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Englewood-Hotels-Explore-Manasota-Key.h118008626.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118410000/118400300/118400266/f81eae92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118410000/118400300/118400266/84a51213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118410000/118400300/118400266/b4faed62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118410000/118400300/118400266/474995aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear Englewood 8.0/10 Very good (1) "Beautiful decor, perfect location to the beach (5min walking). very thoughtful touches throughout the rental. The kitchen is well- equipped with all you need. Bedroom with excellent mattress. The patio with BBQ, kayaks, free parking, beach chair /loungers available, the property was immaculate.10/10. I would recommend"" CA $350 CA $790 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Englewood-Hotels-Walk-To-Beach.h118400266.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113140000/113139500/113139448/591018c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113140000/113139500/113139448/fdbb9761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113140000/113139500/113139448/99edf897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113140000/113139500/113139448/44c11587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Renovated Cottage steps to beach! Captiva CA $992 CA $1,961 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Captiva-Hotels-Gorgeous-Renovated-Cottage-Steps-To-Beach.h113139448.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/ea0f5f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/00733d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/0d9ba7be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71730000/71727200/71727168/76301a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic PO Cottage Garden Suite Steps to Beach - Casual Lux Décor - Jensen's "On the Gulf" 6 Captiva 9.6/10 Exceptional (8) "Very nice stay. Loved the easy access to the beach and our unit was great." CA $420 CA $936 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Captiva-Hotels-Classic-Beach-Suite-Perfect-For-Days-Lounging-At-The-Gulf.h71727168.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=2025-10-27&endDate=2025-10-28®ionId=6128516&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FGasparilla-Island-Cottages.d6128516-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGasparilla-Island-Cottages.d6128516-aaCottages.Travel-Guide-Accommodation) ## Top Gasparilla Island Hotel Reviews ![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](//images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/a4bc3bc9_y.jpg) ### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton 10/10 Excellent "This is an amazing resort. The view is exceptional but what makes it even better are the employees. They were kind and willing to go above and beyond to help my wife's surprise birthday really special. I would recommend to anyone. " [](https://expedia.ca/Punta-Gorda-Hotels-Sunseeker-Resort-Charlotte-Harbor.h101505781.Hotel-Information) ![The Suites at Fishermen’s Village- 2 Bedroom Suites](//images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/ba7422d1_y.jpg) ### The Suites at Fishermen’s Village- 2 Bedroom Suites 10/10 Excellent "Room was awesome and the restaurants were excellent. Excellent stay except for our morning coffee. There was enough for 3 cups and one cup of decaf for two people and only about 5 packets of sugar. We thought they would restock but housekeeping only comes every other day. We were fine with not having the sheets changed but the necessities should really be restocked daily. " [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-The-Suites-At-Fishermens-Village.h52074809.Hotel-Information) ![Hampton Inn & Suites North Port](//images.trvl-media.com/lodging/59000000/59000000/58998500/58998474/438a4d3d_y.jpg) ### Hampton Inn & Suites North Port 10/10 Excellent "Great rooms. Staff was amazing. " [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Hampton-Inn-Suites-North-Port.h58998474.Hotel-Information) ![Lemon Bay Motel](//images.trvl-media.com/lodging/116000000/115930000/115924100/115924029/ee5751a8_y.jpg) ### Lemon Bay Motel 10/10 Excellent "Very clean " [](https://expedia.ca/Englewood-Hotels-Lemon-Bay-Motel.h115924029.Hotel-Information) ![Holiday Inn Express & Suites Punta Gorda by IHG](//images.trvl-media.com/lodging/23000000/22500000/22492300/22492255/3ed35b96_y.jpg) ### Holiday Inn Express & Suites Punta Gorda by IHG 10/10 Excellent "Near airport. Frindlt front desk staff." [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Holiday-Inn-Express-And-Suites-Punta-Gorda.h22492255.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 "Ok" [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Microtel-Inn-Suites-By-Wyndham-Port-Charlotte.h1856277.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 "The housekeepers the sheets on the beds are only rotated when dirty not was changed. " [](https://expedia.ca/Fort-Myers-Hotels-Tween-Waters-Island-Resort-Spa.h170769.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 room was spotless, and the check-in staff was incredibly friendly. The trolley driver was very accommodating, and the team at the ice cream shop was also warm and welcoming. The beach was absolutely stunning—I keep thinking about how much I want to go back. Swimming with fish all around me was such a memorable experience. Overall, it was an amazing trip for both kids and adults. Thank you!" [](https://expedia.ca/Fort-Myers-Hotels-South-Seas-Island-Resort.h40732.Hotel-Information) ![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 "We really enjoyed this place. The food was incredible " [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Four-Points-By-Sheraton-Punta-Gorda-Harborside.h2657255.Hotel-Information) ## Find out more about Gasparilla Island ## Gasparilla Island Cottages information | Number of reviews | | | --- | --- | | Accommodation | Cottages | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Boca Grande](https://www.expedia.ca/4Star-Boca-Grande-Hotels.s40-0-d183083.Travel-Guide-Filter-Hotels) - [Aparthotels in Boca Grande](https://www.expedia.ca/Boca-Grande-Apart-Hotels.d183083-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Boca Grande](https://www.expedia.ca/Boca-Grande-Apartments.d183083-aaApartments.Travel-Guide-Accommodation) - [B&B in Boca Grande](https://www.expedia.ca/Boca-Grande-Bed-And-Breakfast.d183083-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Boca Grande](https://www.expedia.ca/Boca-Grande-Condos.d183083-aaCondos.Travel-Guide-Accommodation) - 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[Boca Grande Vacations](https://www.expedia.ca/Boca-Grande.d183083.Destination-Travel-Guides) - [Visit Boca Grande](https://www.expedia.ca/Boca-Grande.dx183083) - [Our Lady of Mercy Catholic Church](https://www.expedia.ca/Our-Lady-Of-Mercy-Catholic-Church-Downtown-Boca-Grande-Historic-District.d553248635975742820.Vacation-Attraction) - [Avis Rental Cars in Boca Grande](https://www.expedia.ca/Avis-Car-Rentals-In-Boca-Grande.d183083-c41.Car-Rental-Guide-Suppliers) - [Car rental Boca Grande](https://www.expedia.ca/Car-Rentals-In-Boca-Grande.d183083.Car-Rental-Guide) - [Enterprise Rental Cars in Boca Grande](https://www.expedia.ca/Enterprise-Car-Rentals-In-Boca-Grande.d183083-c15.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Boca Grande](https://www.expedia.ca/Hertz-Car-Rentals-In-Boca-Grande.d183083-c40.Car-Rental-Guide-Suppliers) - [Boca Grande Vacation Rentals](https://www.expedia.ca/Boca-Grande-Vacation-Rentals.d183083.Travel-Guide-VacationRentals) - [Things to do in Boca Grande](https://www.expedia.ca/Things-To-Do-In-Boca-Grande.d183083.Travel-Guide-Activities) - [Book Cottages in Gasparilla Island on Expedia.com](https://www.expedia.com/Gasparilla-Island-Cottages.d6128516-aaCottages.Travel-Guide-Accommodation)