Title: Book the Best Mid Island WINERY Hotels in 2025 | Expedia.ca [Mid Island Travel Guide](https://expedia.ca/Fort-Myers-Beach-Mid-Island.dx553248635976472049)[Vacation Rentals in Fort Myers Beach](https://expedia.ca/Fort-Myers-Beach-Vacation-Rentals.d7194.Travel-Guide-VacationRentals)[Flights to Fort Myers Beach](https://expedia.ca/Cheap-Flights-To-Fort-Myers-Beach.d7194.Travel-Guide-Flights)[Things to do in Fort Myers Beach](https://expedia.ca/Things-To-Do-In-Fort-Myers-Beach.d7194.Travel-Guide-Activities)[Mid Island Car Rentals](https://expedia.ca/Car-Rentals-In-Mid-Island.d553248635976472049.Car-Rental-Guide)[Mid Island Vacations](https://expedia.ca/Mid-Island.d553248635976472049.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/e3866653c8758d38d0cad8d0b435c102.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Stephanie Karasek # Find Winery Hotels in Mid Island, FL from CA $419 ![](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 Mid Island Winery Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976472049&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976472049&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976472049&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976472049&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Mid Island Winery Hotels ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71520000/71510500/71510479/7993b11f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/72000000/71520000/71510500/71510479/d97c5288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/72000000/71520000/71510500/71510479/490e16f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/72000000/71520000/71510500/71510479/43ad42c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RARE FIND COASTAL COZY BRIGHT 2BR 2BATH HOME! 10MINS AWAY TO THE BEACH! Hancock 10/10 Exceptional (11) "We had such a great time staying here! The place was super cute and really clean, and the host was so nice and attentive. The outdoor area had a really cool vibe perfect for hanging out and relaxing. There was also plenty of parking, which made things easy. The little complimentary touches were really thoughtful and appreciated. The whole area felt safe and chill. Overall, just a great spot we’d definitely come back!" CA $120 CA $419 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Cape-Coral-Hotels-Cape-Coastal-Paradise-Apartment.h71510479.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/112000000/111930000/111924400/111924394/c0a1da9e.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/112000000/111930000/111924400/111924394/d21e3f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, printers](https://images.trvl-media.com/lodging/112000000/111930000/111924400/111924394/4dccce44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111930000/111924400/111924394/665fc8ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Condo with Pool & Boat Slip Caloosahatchee 10/10 Exceptional (1) "Nice place with a lot of fun activities for the kids. " CA $122 CA $478 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Cape-Coral-Hotels-E-SeatuitSwimFishBoayKayakRelax-Vacay-E.h111924394.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102240000/102232800/102232728/bd943b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102240000/102232800/102232728/3fb7eb74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/103000000/102240000/102232800/102232728/5ed702ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102240000/102232800/102232728/ed74d17b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gulf Access Condo Heated Pool & Dock Caloosahatchee 10/10 Exceptional (24) "The property was very clean and well equipped. Beautiful location on the canal." CA $122 CA $482 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Cape-Coral-Hotels-Seatuit-Gulf-Access-2Bed2BathB.h102232728.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102230000/102222100/102222035/34d2581e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102230000/102222100/102222035/d566be44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/103000000/102230000/102222100/102222035/8effb523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/103000000/102230000/102222100/102222035/cccbbab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Home with Pool & Boat Slip Caloosahatchee 10/10 Exceptional (8) "Property was clean and welcoming. Location was convenient to everything we needed or wanted to do. Was nervous to share the pool area with the other guest in such a small condo but it ended up being perfect." CA $137 CA $570 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Cape-Coral-Hotels-Seatuit-Gulf-Boat-Slip.h102222035.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105250000/105241100/105241034/3abae27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/106000000/105250000/105241100/105241034/b2a9577b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105250000/105241100/105241034/2e033e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/106000000/105250000/105241100/105241034/c41bc781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea La Vie Beach House Bonita Shores 9.2/10 Wonderful (5) "This was a great house! Seemed newly renovated; we felt like we were the first guests to stay there! Great proximity to the beach and restaurants. Only thing we missed were oven mits lol" CA $256 CA $847 total includes taxes & fees Oct 18 - Oct 19 [](https://www.expedia.ca/Bonita-Springs-Hotels-Sea-La-Vie-Beach-House.h105241034.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34060000/34058300/34058217/a26692b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34060000/34058300/34058217/c1dc30f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34060000/34058300/34058217/5343b248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/35000000/34060000/34058300/34058217/2eee0960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect home on the canal, Terrace, pool, south facing, WiFi, SW Cape Coral Pelican 10/10 Exceptional (60) "Wonderful house! Everything we needed was there. Would stay again!" CA $204 CA $627 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Cape-Coral-Hotels-Perfect-Home-On-The-Canal.h34058217.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/89000000/88380000/88371400/88371317/23aec766.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/89000000/88380000/88371400/88371317/a4583a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/89000000/88380000/88371400/88371317/f27b1434.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/89000000/88380000/88371400/88371317/96a0e9b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \* The 97th \* Naples Park 9.6/10 Exceptional (12) "MY wife & I enjoyed our stay here. Very relaxing home!" CA $266 CA $956 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Naples-Hotels-The-97th.h88371317.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/76000000/75960000/75957100/75957061/b9244ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75960000/75957100/75957061/15eb9c4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75960000/75957100/75957061/0f293da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75960000/75957100/75957061/f9a780dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Oasis: Waterfront w/ Heated Pool & Game Room! Hancock 10/10 Exceptional (30) "Beautiful home. Extremely clean and comfortable. The host responded right away. The stay there inspired me to get rid of all my clutter in my home. It had everything you’ve ever needed yet there’s absolutely no clutter! The place was amazing. I want to live there so bad. Pool area was perfect. I want to go back - like now!" CA $205 CA $669 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Cape-Coral-Hotels-AMAZING-Dream-GetawaySpacious-Waterfront-Villa-W-Heated-Pool-Spa.h75957061.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/82000000/81880000/81877400/81877351/9df72290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/82000000/81880000/81877400/81877351/57d63415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/82000000/81880000/81877400/81877351/3d167691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/82000000/81880000/81877400/81877351/7904a94f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \* The 96 \* Naples Park 9.6/10 Exceptional (12) "Fantastic stay. Clean place, great screened outdoor pool with pool chairs and nice dining area. We had a great stay" CA $297 CA $995 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Naples-Hotels-The-96.h81877351.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/101000000/100110000/100101800/100101792/eb59d1bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100110000/100101800/100101792/w2233h1500x0y0-5539500e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100110000/100101800/100101792/81a4b7e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100110000/100101800/100101792/714ac2d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Naples Home - Heated Pool, Outdoor TV & Fire Pit Naples Park 10/10 Exceptional (1) "Close to restaurants, beach, golf. Just what we needed" CA $456 CA $1,066 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Naples-Hotels-Newly-Renovated-Naples-Coastal-Comfort.h100101792.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=2025-10-28&endDate=2025-10-29®ionId=553248635976472049&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Mid Island Hotel Reviews ## Explore a world of travel with Expedia - Lodging - More ways to book - [Pet-Friendly Hotels in Coopertown](https://www.expedia.ca/Coopertown-Hotels-Pet-Friendly-Hotel.0-0-d6177715-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Fort Myers Beach](https://www.expedia.ca/Fort-Myers-Beach-Hotels-Adults-Only-Resorts.0-0-d7194-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Fort Myers Beach](https://www.expedia.ca/Fort-Myers-Beach-Hotels-All-Inclusive-Hotel.0-0-d7194-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Fort Myers Beach](https://www.expedia.ca/Fort-Myers-Beach-Hotels-Beach-Hotel.0-0-d7194-tBeachHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Fort Myers Beach](https://www.expedia.ca/Fort-Myers-Beach-Hotels-Business-Hotel.0-0-d7194-tBusinessHotel.Travel-Guide-Filter-Hotels) - 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