Title: Book the Best Boca Grande WINERY Hotels in 2026 | Expedia.ca [Boca Grande Travel Guide](https://expedia.ca/Boca-Grande.dx183083)[Hotels in Boca Grande](https://expedia.ca/Boca-Grande-Hotels.d183083.Travel-Guide-Hotels)[Vacation Rentals in Boca Grande](https://expedia.ca/Boca-Grande-Vacation-Rentals.d183083.Travel-Guide-VacationRentals)[Flights to Boca Grande](https://expedia.ca/Cheap-Flights-To-Boca-Grande.d183083.Travel-Guide-Flights)[Things to do in Boca Grande](https://expedia.ca/Things-To-Do-In-Boca-Grande.d183083.Travel-Guide-Activities)[Boca Grande Car Rentals](https://expedia.ca/Car-Rentals-In-Boca-Grande.d183083.Car-Rental-Guide)[Boca Grande Vacation Packages](https://expedia.ca/Boca-Grande.d183083.Destination-Travel-Guides) ![Port Boca Grande Lighthouse, Gasparilla Island, Florida](https://images.trvl-media.com/place/183083/3ceeff4c-f582-4dca-b87d-40f322e93e30.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Boca Grande, FL from CA $442 - ![](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 Boca Grande Winery Hotels Tonight [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=183083&startDate=2025-12-17&endDate=2025-12-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=183083&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183083&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183083&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Boca Grande hotels with winery ![Exterior](https://images.trvl-media.com/lodging/87000000/86150000/86141600/86141515/df5523fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/87000000/86150000/86141600/86141515/39f461c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/87000000/86150000/86141600/86141515/ce8be5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/87000000/86150000/86141600/86141515/d8b11741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog-Friendly Quadruplex w/Snowbird Discounts and Private Beach Access [](https://www.expedia.ca/Englewood-Hotels-Dog-Friendly-Quadruplex-WSnowbird-Discounts-And-Private-Beach-Access.h86141515.Hotel-Information) Manasota Key 9.0/10 Wonderful (11) "Perfect getaway beach trip." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jill s. CA $144 CA $536 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Englewood-Hotels-Dog-Friendly-Quadruplex-WSnowbird-Discounts-And-Private-Beach-Access.h86141515.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/87000000/86150000/86141600/86141519/1d70e05d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/87000000/86150000/86141600/86141519/b4e6de67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/87000000/86150000/86141600/86141519/c3560621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/87000000/86150000/86141600/86141519/e4384efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal duplex with private beach access & deck - dog-friendly [](https://www.expedia.ca/Englewood-Hotels-Coastal-Duplex-With-Easement-Access-To-Private-Beach-Deck-Dog-Friendly.h86141519.Hotel-Information) Manasota Key 8.4/10 Very good (12) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $144 CA $536 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Englewood-Hotels-Coastal-Duplex-With-Easement-Access-To-Private-Beach-Deck-Dog-Friendly.h86141519.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/91000000/90950000/90941200/90941170/b8db1ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90950000/90941200/90941170/cc7b55fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/91000000/90950000/90941200/90941170/0aeca931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90950000/90941200/90941170/1caa7e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm-lined waterfront retreat with enclosed pool, inviting patio, & central AC [](https://www.expedia.ca/Rotonda-West-Hotels-Palm-Lined-Waterfront-Retreat-W-Enclosed-Pool.h90941170.Hotel-Information) Pebble Beach 9.2/10 Wonderful (5) "We had an amazing time. Would definately come back!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia V. CA $169 CA $784 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Rotonda-West-Hotels-Palm-Lined-Waterfront-Retreat-W-Enclosed-Pool.h90941170.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/224f0e2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/4c4d818f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/a97d489f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584797/eea7cfb1.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 $188 CA $450 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Englewood-Hotels-Turtle-Cay-At-The-Beach-Shack-Come-On-Down.h76584797.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/98000000/97720000/97719700/97719679/w1288h832x1y0-fb0ec060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97720000/97719700/97719679/c1456c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97720000/97719700/97719679/8f06bb27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97720000/97719700/97719679/12c2cab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Everything you need! Beach– 2 Kings - Dog Friendly [](https://www.expedia.ca/Englewood-Hotels-4-Min-To-The-Beach-Couples-Retreat-W-Hot-Tub-Pet-Friendly.h97719679.Hotel-Information) Englewood Central 10/10 Exceptional (9) "Very thoughtful hosts! Everything ready for you to have an easy stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sierra H. CA $227 CA $490 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Englewood-Hotels-4-Min-To-The-Beach-Couples-Retreat-W-Hot-Tub-Pet-Friendly.h97719679.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/e60f8ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/3a125d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/394600e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76590000/76584800/76584800/26adc2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seashell Shanty at The Beach Shack! Come On Down! [](https://www.expedia.ca/Englewood-Hotels-Seashell-Shanty-At-The-Beach-Shack-Come-On-Down.h76584800.Hotel-Information) Manasota Key 10/10 Exceptional (43) "We had a wonderful experience. We 100% recommend this property and hosts. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christian S. CA $188 CA $450 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Englewood-Hotels-Seashell-Shanty-At-The-Beach-Shack-Come-On-Down.h76584800.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/2473d6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/f9344416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/6cd9aa80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/57000000/56840000/56833500/56833487/445f0446.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 $188 CA $442 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Englewood-Hotels-Flamingos-Nest-At-The-Beach-Shack-Just-One-Block-From-The-Beach.h56833487.Hotel-Information) ![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/107000000/106200000/106198700/106198627/1af9bb81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106200000/106198700/106198627/7a2b275a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/107000000/106200000/106198700/106198627/c229aff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/107000000/106200000/106198700/106198627/b9465af5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Retreat 4 BR, 3 BA screened & heated pool, gorgeous canal views [](https://www.expedia.ca/Rotonda-West-Hotels-This-Will-Show-Up-In-Searches-And-At-The-Top-Of-Your-Listing-Use-This-Space-To.h106198627.Hotel-Information) Oakland Hills 8.8/10 Excellent (3) "Was great time, the salt water pool was perfect and the house was very relaxing. No real complaints! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SaraKay S. CA $218 CA $783 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Rotonda-West-Hotels-This-Will-Show-Up-In-Searches-And-At-The-Top-Of-Your-Listing-Use-This-Space-To.h106198627.Hotel-Information) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123140000/123130500/123130409/b204bf1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/124000000/123140000/123130500/123130409/c12a9d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/124000000/123140000/123130500/123130409/dc890178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123140000/123130500/123130409/e8f06042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene 2 BR/ 2 BA house with AC and private yard in North Port [](https://www.expedia.ca/North-Port-Hotels-Serene-2-BR-2-BA-House-With-AC-And-Private-Yard-In-North-Port.h123130409.Hotel-Information) Warm Mineral Springs CA $124 CA $492 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/North-Port-Hotels-Serene-2-BR-2-BA-House-With-AC-And-Private-Yard-In-North-Port.h123130409.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/45000000/44350000/44343900/44343827/ffd86bd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44350000/44343900/44343827/e920b857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44350000/44343900/44343827/81b045f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/45000000/44350000/44343900/44343827/e8b9ee4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heated Pool Oasis • 3BR Family Escape w/ Fire Pit & Near Beaches! [](https://www.expedia.ca/Englewood-Hotels-New-Listing-Englewood-Retreat.h44343827.Hotel-Information) Englewood East 8.8/10 Excellent (5) "Everything was clean and beautiful at this property! The owner was very responsive to my messages and answered all of my questions right away. I will definitely rent this property again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa S. CA $192 CA $755 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Englewood-Hotels-New-Listing-Englewood-Retreat.h44343827.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=2025-12-31&endDate=2026-01-01®ionId=183083&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Boca Grande Hotel Reviews ## Explore a world of travel with Expedia - Lodging - More ways to book - [Cheap Hotels in Cayo Costa State Park ](https://www.expedia.ca/Cayo-Costa-State-Park-Hotels-Cheap-Hotels.0-0-d6180589-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Cayo Costa State Park ](https://www.expedia.ca/Cayo-Costa-State-Park-Hotels-Luxury-Hotel.0-0-d6180589-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Florida ](https://www.expedia.ca/Destinations-In-Florida-Business-Hotel.0-0-d211-tBusinessHotel.Hotel-Filter-Destinations) - [Hotels & Resorts for Couples in Florida ](https://www.expedia.ca/Destinations-In-Florida-Couples-Resorts-Hotels.0-0-d211-tCouplesResortsHotels.Hotel-Filter-Destinations) - [Historic Hotels in Florida ](https://www.expedia.ca/Destinations-In-Florida-Historic-Hotel.0-0-d211-tHistoricHotel.Hotel-Filter-Destinations) - 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