Title: Book the Best Ten Thousand Islands WINERY Hotels in 2025 | Expedia.ca [Ten Thousand Islands Travel Guide](https://expedia.ca/Ten-Thousand-Islands.dx6216853)[Hotels in Ten Thousand Islands](https://expedia.ca/Ten-Thousand-Islands-Hotels.d6216853.Travel-Guide-Hotels)[Vacation Rentals in Ten Thousand Islands](https://expedia.ca/Ten-Thousand-Islands-Vacation-Rentals.d6216853.Travel-Guide-VacationRentals)[Flights to Ten Thousand Islands](https://expedia.ca/Cheap-Flights-To-Ten-Thousand-Islands.d6216853.Travel-Guide-Flights)[Ten Thousand Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Ten-Thousand-Islands.d6216853.Car-Rental-Guide)[Ten Thousand Islands Vacation Packages](https://expedia.ca/Ten-Thousand-Islands.d6216853.Destination-Travel-Guides) ![Mangrove under the Milky Way. #beachtips #nature](https://images.trvl-media.com/place/6023564/4bcb8e93-acbb-4dc9-87ac-781a50728b51.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Noel Benadom # Find Winery Hotels in Ten Thousand Islands, FL - ![](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 Ten Thousand Islands Winery Hotels Tonight [Nov 11 - Nov 12](https://www.expedia.ca/Hotel-Search?regionId=6216853&startDate=2025-11-11&endDate=2025-11-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 12 - Nov 13](https://www.expedia.ca/Hotel-Search?regionId=6216853&startDate=2025-11-12&endDate=2025-11-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6216853&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6216853&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Ten Thousand Islands Winery Hotels ![Property grounds](https://images.trvl-media.com/lodging/120000000/119900000/119894400/119894307/9031833d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119900000/119894400/119894307/7770f5b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Room With 2 Queen Beds | Living area](https://images.trvl-media.com/lodging/120000000/119900000/119894400/119894307/c55ccdae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Room With 2 Queen Beds](https://images.trvl-media.com/lodging/120000000/119900000/119894400/119894307/8cb2d6c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glades Motel East Naples 10/10 Exceptional (1) CA $125 CA $157 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Naples-Hotels-Glades-Motel.h119894307.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118140000/118131900/118131883/16f06275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/119000000/118140000/118131900/118131883/e496850a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118140000/118131900/118131883/6580fe0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/119000000/118140000/118131900/118131883/ed1808a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Gear, Bikes, Paddle Boards & MORE! East Naples 10/10 Exceptional (2) "Had the best time in a long time at Casey's place. Everything was clean and comfortable. My wife was so pleased, she didn't want to leave. We are definitely staying again when we return. Thanks Casey. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Munir D. CA $181 CA $468 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Naples-Hotels-Villa-Sole-By-Downtown-Beach.h118131883.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116770000/116763500/116763495/b7158667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/117000000/116770000/116763500/116763495/c4c97223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116770000/116763500/116763495/5182756c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/117000000/116770000/116763500/116763495/1f9fd6eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Gear, Bikes, Paddle Boards & MORE! East Naples 10/10 Exceptional (2) "Naples is an amazing location , this property was well located, we truly enjoyed the comfort of the house and the cleanliness. It was all that was promised " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ayelet D. [](https://www.expedia.ca/Naples-Hotels-Villa-Palmera-By-Downtown-Beach.h116763495.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/119000000/118140000/118131900/118131885/ce58d9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118140000/118131900/118131885/da7ea7d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118140000/118131900/118131885/7c16570b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118140000/118131900/118131885/a0e1a180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Gear, Bikes, Paddle Boards & MORE! East Naples CA $134 CA $409 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Naples-Hotels-Villa-Nautilus-By-Downtown.h118131885.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116720000/116717000/116716931/fc5f69de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/117000000/116720000/116717000/116716931/d6ed1e81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116720000/116717000/116716931/f0fe3c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/117000000/116720000/116717000/116716931/6d0aa505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Gear, Bikes, Paddle Boards & MORE! East Naples [](https://www.expedia.ca/Naples-Hotels-Villa-Driftwood-At-Lakeview.h116716931.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92160000/92156100/92156022/a7b317f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92160000/92156100/92156022/ab1a6342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92160000/92156100/92156022/adaa25b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92160000/92156100/92156022/988010b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Naples Coastal Paradise Old Naples 8.0/10 Very good (2) "Great location. Would go again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen S. CA $321 CA $742 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Naples-Hotels-Old-Naples-Coastal-Paradise.h92156022.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. 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