Title: Gasparilla Island Villas from CA $284 | 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 # Search Gasparilla Island Villa Rentals from CA $284 - ![](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 [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=6128516&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Gasparilla Island villas ![Exterior](https://images.trvl-media.com/lodging/33000000/32030000/32023200/32023111/5cecdbd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Margarita Tiny Home | Private kitchen](https://images.trvl-media.com/lodging/33000000/32030000/32023200/32023111/5e4b61fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dolphin Tiny Home | Private kitchen](https://images.trvl-media.com/lodging/33000000/32030000/32023200/32023111/7a4058cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dolphin Tiny Home](https://images.trvl-media.com/lodging/33000000/32030000/32023200/32023111/07337345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Matlacha Tiny Village [](https://www.expedia.ca/Fort-Myers-Hotels-Matlacha-Tiny-Village.h32023111.Hotel-Information) Matlacha 8.8/10 Excellent (270) "Super clean! Super cute and easy for two. It is close to the road so we hear traffic, but the white noise helped with that. Communication was flawless! Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rhonda CA $162 CA $284 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Fort-Myers-Hotels-Matlacha-Tiny-Village.h32023111.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99250000/99249000/99248985/2cfdaca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99250000/99249000/99248985/05f424f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99250000/99249000/99248985/42fb44a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99250000/99249000/99248985/42a7c934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Sea Cottage" 3 bedroom 2 bath cozy retreat with smart 65in TV [](https://www.expedia.ca/Port-Charlotte-Hotels-Sea-Cottage-3-Bedroom-2-Bath-Cozy-Retreat-With-Smart-65in-TV.h99248985.Hotel-Information) Port Charlotte 10/10 Exceptional (1) "Everything was excellent! The place was clean and comfortable. We used the kitchen a lot and enjoyed the counter space and appliances. The location was perfect for our needs since we were close to friends and golf. It was also very peaceful and quiet." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dianne K. CA $179 CA $615 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Port-Charlotte-Hotels-Sea-Cottage-3-Bedroom-2-Bath-Cozy-Retreat-With-Smart-65in-TV.h99248985.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/118fe0f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/d68e8e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/w1712h1284x533y0-9d726239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/67000000/66040000/66039900/66039846/9391f045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Boundary-Vacation-Home-Villa.h66039846.Hotel-Information) Oakland Hills 9.8/10 Exceptional (60) "We had a great time even the weather was bad we had an amazing time in the home play games and watch movies " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam L. CA $204 CA $515 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Boundary-Vacation-Home-Villa.h66039846.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100180000/100179900/100179816/4606af30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100180000/100179900/100179816/6e3f9197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/101000000/100180000/100179900/100179816/61ef8108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV](https://images.trvl-media.com/lodging/101000000/100180000/100179900/100179816/072eb709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful house with lake view [](https://www.expedia.ca/Port-Charlotte-Hotels-Beautiful-House-With-Lake-View.h100179816.Hotel-Information) Englewood East 10/10 Exceptional (10) "Amazing beautiful place , very spacious , very easy to book. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amara D. CA $269 CA $402 total includes taxes & fees Jan 9 - Jan 10 [](https://www.expedia.ca/Port-Charlotte-Hotels-Beautiful-House-With-Lake-View.h100179816.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/4fa642db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/5bfa2b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/deff4a10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/a2cd42a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Turtle Cay at The Beach Shack! Come On Down! [](https://www.expedia.ca/Englewood-Hotels-Turtle-Cay-At-The-Beach-Shack-Come-On-Down.h76584797.Hotel-Information) Manasota Key 10/10 Exceptional (43) "This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renay S. CA $202 CA $455 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Englewood-Hotels-Turtle-Cay-At-The-Beach-Shack-Come-On-Down.h76584797.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121910000/121901500/121901421/bd5de1b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/122000000/121910000/121901500/121901421/edcc9552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121910000/121901500/121901421/58bbb344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121910000/121901500/121901421/d531feba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Marlin Villa 2 [](https://www.expedia.ca/Port-Charlotte-Hotels-Lake-Marlin-Villa-2.h121901421.Hotel-Information) Englewood East 10/10 Exceptional (1) "Beautiful and clean! My Wife and I really enjoyed our stay in this elegant and clean home and would not hesitate to book again when we are back in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Murray G. CA $194 CA $331 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Port-Charlotte-Hotels-Lake-Marlin-Villa-2.h121901421.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/f4d7dece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/396ffa8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/0fe821d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/2473d6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Flamingo's Nest at the Beach Shack. Just one block from the beach! [](https://www.expedia.ca/Englewood-Hotels-Flamingos-Nest-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h56833487.Hotel-Information) Manasota Key 10/10 Exceptional (40) "Location was great, property condition is excellent!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mabel CA $198 CA $447 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Englewood-Hotels-Flamingos-Nest-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h56833487.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/93000000/92910000/92900700/92900657/470142cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92910000/92900700/92900657/af1a8405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/93000000/92910000/92900700/92900657/cfe4fa2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/93000000/92910000/92900700/92900657/45573859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TOP 10% Home|Family Fun|Loaded Amenities|Game Room|6 Mins to beach [](https://www.expedia.ca/Englewood-Hotels-Luxury-Villa-Englewood-Private-Pool-Game-Room-6-Mins-To-Beaches.h92900657.Hotel-Information) Englewood South 10/10 Exceptional (2) "The house is spotlessly clean and beautifully decorated. Extremely comfortable with every possible amenity. Quiet neighborhood close to the beaches. The hosts were easily accessible. Top rating!! We will definitely return." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark H. CA $267 CA $663 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Englewood-Hotels-Luxury-Villa-Englewood-Private-Pool-Game-Room-6-Mins-To-Beaches.h92900657.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/c73f6e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/2b2d6e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/42045d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68480000/68478800/68478742/8280f79f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaglass Inn at the Beach Shack Just one block from the beach! [](https://www.expedia.ca/Englewood-Hotels-Seaglass-Inn-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h68478742.Hotel-Information) Manasota Key 10/10 Exceptional (24) "It was very clean, very nice place with tons to offer." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zac I. CA $304 CA $640 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Englewood-Hotels-Seaglass-Inn-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h68478742.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99250000/99249400/99249354/eeacb08e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99250000/99249400/99249354/0eb09cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99250000/99249400/99249354/75165e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99250000/99249400/99249354/adb2452d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Sea Dunes" 3 bedrooms 2 bath [](https://www.expedia.ca/Port-Charlotte-Hotels-Sea-Dunes-3-Bedrooms-2-Bath.h99249354.Hotel-Information) Port Charlotte CA $240 CA $708 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Port-Charlotte-Hotels-Sea-Dunes-3-Bedrooms-2-Bath.h99249354.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/580af972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/af0c4d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/2ee9be96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105680000/105676300/105676202/1e606bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterview Vacation Retreat Close To Ocean [](https://www.expedia.ca/Rotonda-West-Hotels-Waterview-Vacation-Retreat-Close-To-Ocean.h105676202.Hotel-Information) Oakland Hills 9.8/10 Exceptional (10) "The property was very nice well appointed. All communication with owner was prompt and courteous. Would definitely stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin C. CA $233 CA $552 total includes taxes & fees Jan 5 - Jan 6 [](https://www.expedia.ca/Rotonda-West-Hotels-Waterview-Vacation-Retreat-Close-To-Ocean.h105676202.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/88000000/87370000/87368500/87368449/ced8e8f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/88000000/87370000/87368500/87368449/5e921ed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87370000/87368500/87368449/495ad39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/88000000/87370000/87368500/87368449/aaee884f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious Golf Villa [](https://www.expedia.ca/Cape-Coral-Hotels-Luxurious-Golf-Villa.h87368449.Hotel-Information) Burnt Store 9.0/10 Wonderful (9) "Property was clean and stay was very enjoyable !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa S. CA $364 CA $932 total includes taxes & fees Jan 5 - Jan 6 [](https://www.expedia.ca/Cape-Coral-Hotels-Luxurious-Golf-Villa.h87368449.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/124000000/123600000/123598800/123598711/ed3efef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123600000/123598800/123598711/d3145aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123600000/123598800/123598711/4b7f4204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/124000000/123600000/123598800/123598711/f6d1ac07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterview Villa With Heated Pool [](https://www.expedia.ca/Rotonda-West-Hotels-Waterview-Villa-With-Heated-Pool.h123598711.Hotel-Information) Oakland Hills CA $272 CA $644 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Rotonda-West-Hotels-Waterview-Villa-With-Heated-Pool.h123598711.Hotel-Information) ![An infinity pool, a heated pool](https://images.trvl-media.com/lodging/90000000/89510000/89506900/89506885/f1f031f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89510000/89506900/89506885/07e28a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89510000/89506900/89506885/f36736a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89510000/89506900/89506885/4ecfa8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Aviator [](https://www.expedia.ca/Cape-Coral-Hotels-Villa-Aviator.h89506885.Hotel-Information) Pelican 8.0/10 Very good (3) "Great property " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ícaro CA $343 CA $1,007 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Cape-Coral-Hotels-Villa-Aviator.h89506885.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93460000/93451600/93451538/w1286h850x4y0-fa9e9510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/94000000/93460000/93451600/93451538/w1286h848x4y0-3a18414b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93460000/93451600/93451538/w1290h852x0y2-474bb239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/94000000/93460000/93451600/93451538/75663e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sweet Escape In The Cape [](https://www.expedia.ca/Cape-Coral-Hotels-Sweet-Escape-In-The-Cape.h93451538.Hotel-Information) Pelican 7.4/10 Good (3) "We had a great time utilizing this vacation rental in order to be close to our other family, a road over. The propane tank was empty so we got a brand new one for the grill. The property itself was great. The bedrooms had nice decor. The kitchen was spacious and clean. The pool area was perfect for swimming and lounging. Everything worked as it should. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lyndsey b. CA $239 CA $716 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Cape-Coral-Hotels-Sweet-Escape-In-The-Cape.h93451538.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/56000000/55030000/55022200/55022187/9220dadb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/56000000/55030000/55022200/55022187/00d4e656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/56000000/55030000/55022200/55022187/3742725c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/56000000/55030000/55022200/55022187/5b6487af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pineapple Express at the Beach Shack Just one block from the beach! [](https://www.expedia.ca/Englewood-Hotels-Pineapple-Express-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h55022187.Hotel-Information) Manasota Key 10/10 Exceptional (37) "Great place with snacks!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy N. CA $304 CA $649 total includes taxes & fees Jan 10 - Jan 11 [](https://www.expedia.ca/Englewood-Hotels-Pineapple-Express-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h55022187.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/115000000/114120000/114110100/114110076/9a8391a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/115000000/114120000/114110100/114110076/b638c282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114120000/114110100/114110076/3aa877de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114120000/114110100/114110076/82b74771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish salt water pool home is ideal for a respectable holiday [](https://www.expedia.ca/Rotonda-West-Hotels-Stylish-Salt-Water-Pool-Home-Is-Ideal-For-A-Respectable-Holiday.h114110076.Hotel-Information) Long Meadow CA $206 CA $672 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Rotonda-West-Hotels-Stylish-Salt-Water-Pool-Home-Is-Ideal-For-A-Respectable-Holiday.h114110076.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/92000000/91370000/91367400/91367351/3a0178cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/92000000/91370000/91367400/91367351/1a76465c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91370000/91367400/91367351/a5a7f1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/92000000/91370000/91367400/91367351/45998580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ultimate Luxury 4 BR/3 BA, Heated Pool, Outdoor Kitchen [](https://www.expedia.ca/Port-Charlotte-Hotels-The-Ultimate-Luxury-4-BR3-BA.h91367351.Hotel-Information) Port Charlotte 9.8/10 Exceptional (15) "We were in town for a wedding near by! The house was a great place to relax between events!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet B. CA $432 CA $1,045 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Port-Charlotte-Hotels-The-Ultimate-Luxury-4-BR3-BA.h91367351.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/77000000/76030000/76020200/76020148/0573f5b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/77000000/76030000/76020200/76020148/d4f77fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76030000/76020200/76020148/41c0d1a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76030000/76020200/76020148/5ccc3cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heated Pool Home, Shuffleboard, Crib, 3 bed 2 bath, 25 min beach [](https://www.expedia.ca/North-Port-Hotels-Pool-Villa-In-North-Port.h76020148.Hotel-Information) North Port 10/10 Exceptional (30) "Loved staying here! Everything was perfect and clean. We will definitely be back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nina A. CA $343 CA $757 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/North-Port-Hotels-Pool-Villa-In-North-Port.h76020148.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/84000000/83310000/83306300/83306223/8cb1f969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/84000000/83310000/83306300/83306223/e3df338a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/84000000/83310000/83306300/83306223/748b33db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83310000/83306300/83306223/w1170h764x0y0-b5f56f3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet friendly spacious home for large groups! Heated pool & jacuzzi, games! [](https://www.expedia.ca/Cape-Coral-Hotels-LARGE-GROUPS-Villa-With-Heated-Pool-Pet-Friendly.h83306223.Hotel-Information) Trafalgar 9.2/10 Wonderful (17) "Very nice, clean, and conveniently located vacation home. Pool was great and clean and the hot tub was a nice bonus. Rooms are large and very nucely decorated. The entire family had a great time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis S. CA $439 CA $1,329 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Cape-Coral-Hotels-LARGE-GROUPS-Villa-With-Heated-Pool-Pet-Friendly.h83306223.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=2026-01-17&endDate=2026-01-18®ionId=6128516&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Villas [](https://www.expedia.ca/Hotel-Search?destination=Gasparilla+Island%2C+Florida%2C+United+States+of+America®ionId=6128516&latLong=26.751947%2C-82.262405&adults=2&startDate=2026-04-03&d1=2026-04-03&endDate=2026-04-06&d2=2026-04-06&lodging=VILLA) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Gasparilla+Island%2C+Florida%2C+United+States+of+America®ionId=6128516&latLong=26.751947%2C-82.262405&adults=2&startDate=2026-04-03&d1=2026-04-03&endDate=2026-04-06&d2=2026-04-06&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Gasparilla+Island%2C+Florida%2C+United+States+of+America®ionId=6128516&latLong=26.751947%2C-82.262405&adults=2&startDate=2026-04-03&d1=2026-04-03&endDate=2026-04-06&d2=2026-04-06&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Gasparilla+Island%2C+Florida%2C+United+States+of+America®ionId=6128516&latLong=26.751947%2C-82.262405&adults=2&startDate=2026-04-03&d1=2026-04-03&endDate=2026-04-06&d2=2026-04-06&lodging=CONDO) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Gasparilla+Island%2C+Florida%2C+United+States+of+America®ionId=6128516&latLong=26.751947%2C-82.262405&adults=2&startDate=2026-04-03&d1=2026-04-03&endDate=2026-04-06&d2=2026-04-06&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Gasparilla+Island%2C+Florida%2C+United+States+of+America®ionId=6128516&latLong=26.751947%2C-82.262405&adults=2&startDate=2026-04-03&d1=2026-04-03&endDate=2026-04-06&d2=2026-04-06&lodging=APART_HOTEL) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Gasparilla+Island%2C+Florida%2C+United+States+of+America®ionId=6128516&latLong=26.751947%2C-82.262405&adults=2&startDate=2026-04-03&d1=2026-04-03&endDate=2026-04-06&d2=2026-04-06&lodging=CABIN) Residences [](https://www.expedia.ca/Hotel-Search?destination=Gasparilla+Island%2C+Florida%2C+United+States+of+America®ionId=6128516&latLong=26.751947%2C-82.262405&adults=2&startDate=2026-04-03&d1=2026-04-03&endDate=2026-04-06&d2=2026-04-06&lodging=RESIDENCE) ![](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-Villas.d6128516-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGasparilla-Island-Villas.d6128516-aaVillas.Travel-Guide-Accommodation) ## Top Gasparilla Island Hotel Reviews ![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 "I didn’t need any breakfast just looked at it. Happy to see there were hot waffles" [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Baymont-By-Wyndham-Punta-GordaPort-Charlotte.h4513051.Hotel-Information) ![The Suites at Fishermen’s Village- 2 Bedroom Suites](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/ba7422d1_y.jpg) ### The Suites at Fishermen’s Village- 2 Bedroom Suites 10/10 Excellent "Excellent location and comfortable. Spacious rooms with full kitchens. " [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-The-Suites-At-Fishermens-Village.h52074809.Hotel-Information) ![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) ![SpringHill Suites by Marriott Punta Gorda Harborside](https://images.trvl-media.com/lodging/28000000/27370000/27365000/27364907/909166c0_y.jpg) ### SpringHill Suites by Marriott Punta Gorda Harborside 10/10 Excellent "Clean room, friendly staff." [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-SpringHill-Suites-By-Marriott-Punta-Gorda-Harborside.h27364907.Hotel-Information) ![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/a4bc3bc9_y.jpg) ### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton 10/10 Excellent "Wonderful but lost our rsvp and burned about 2 hours of Pool time. They did rectify it." [](https://expedia.ca/Punta-Gorda-Hotels-Sunseeker-Resort-Charlotte-Harbor.h101505781.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) ![Hampton Inn & Suites North Port](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998474/438a4d3d_y.jpg) ### Hampton Inn & Suites North Port 10/10 Excellent "Everything was perfect. Eerything" [](https://expedia.ca/Port-Charlotte-Charlotte-Harbor-Hotels-Hampton-Inn-Suites-North-Port.h58998474.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) ## Find out more about Gasparilla Island ## Gasparilla Island Villas information | Number of reviews | 546 | | ----------------- | ---------- | | Accommodation | 125 Villas | | Lowest Price | CA $284 | | Highest Price | CA $1,329 | ## Frequently asked questions ### Why book your villa in Gasparilla Island with Expedia? ### How can I find cheap villas in Gasparilla Island? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - 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