Title: Book the Best The Villages WINERY Hotels in 2026 | Expedia.ca [The Villages Travel Guide](https://expedia.ca/The-Villages.dx6053731)[Hotels in The Villages](https://expedia.ca/The-Villages-Hotels.d6053731.Travel-Guide-Hotels)[Vacation Rentals in The Villages](https://expedia.ca/The-Villages-Vacation-Rentals.d6053731.Travel-Guide-VacationRentals)[Flights to The Villages](https://expedia.ca/Cheap-Flights-To-The-Villages.d6053731.Travel-Guide-Flights)[Things to do in The Villages](https://expedia.ca/Things-To-Do-In-The-Villages.d6053731.Travel-Guide-Activities)[The Villages Car Rentals](https://expedia.ca/Car-Rentals-In-The-Villages.d6053731.Car-Rental-Guide)[The Villages Vacation Packages](https://expedia.ca/The-Villages.d6053731.Destination-Travel-Guides) ![A6FC8H The Villages Orlando Florida planned golf and sports retirement community. Image shot 2007. Exact date unknown.](https://images.trvl-media.com/place/6053731/8d2d684f-af77-41c7-94ce-07117185f8a5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in The Villages, FL from CA $148 - ![](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 The Villages Winery Hotels Tonight [Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=6053731&startDate=2025-12-04&endDate=2025-12-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=6053731&startDate=2025-12-05&endDate=2025-12-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6053731&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6053731&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top The Villages Winery Hotels ![Exterior](https://images.trvl-media.com/lodging/28000000/27150000/27149100/27149092/24df5430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/28000000/27150000/27149100/27149092/7366e512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/28000000/27150000/27149100/27149092/b51c778a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/28000000/27150000/27149100/27149092/be5e1b28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Ocala by IHG Ocala 9.2/10 Wonderful (1000) "Nice and clean, great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wilson CA $133 CA $148 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Ocala-Hotels-Holiday-Inn-Express-Suites-Ocala.h27149092.Hotel-Information) ![Room, 1 Queen Bed](https://images.trvl-media.com/lodging/11000000/10260000/10253700/10253641/e8e33e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10260000/10253700/10253641/aa72bd8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/11000000/10260000/10253700/10253641/569440c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10260000/10253700/10253641/f29e029e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shamrock Cove Inn Historic Downtown 8.6/10 Excellent (880) "Great place to stay. The towels were the softest I've ever used. Staff friendly, clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David [](https://www.expedia.ca/Ocala-Hotels-Shamrock-Historic-Inn.h10253641.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102500000/102495800/102495796/aa87c0f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/103000000/102500000/102495800/102495796/f110f6d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102500000/102495800/102495796/93fc5cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102500000/102495800/102495796/37df9f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1 bedroom 1 bath RV near the Ocala forest and Springs. Altoona 9.8/10 Exceptional (19) "Beautiful place. Very relaxing and peaceful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daiva P. CA $118 CA $198 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Altoona-Hotels-2-Acre-Farm-Retreat-In-A-Modern.h102495796.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102580000/102579600/102579580/9f34316f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102580000/102579600/102579580/e795cc3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102580000/102579600/102579580/96e92e8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102580000/102579600/102579580/88c4e17a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet Friendly, Modern Tour Bus Oasis! Clermont 10/10 Exceptional (9) "Nice accommodations, easy check in, great communications, clean and nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John W. CA $208 CA $446 total includes taxes & fees Dec 6 - Dec 7 [](https://www.expedia.ca/Clermont-Hotels-Pet-Friendly-Tiny-Home.h102579580.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/107000000/106950000/106949600/106949570/5b352e14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/107000000/106950000/106949600/106949570/3eb5694c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106950000/106949600/106949570/f725fb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106950000/106949600/106949570/9147efd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy house with 1 bedroom and WiFi, AC, Huge Pool, 1 Acre Property Gym, Jacuzzi Fort King District 6.0/10 (1) "The listing indicated the rental was a house. However it is almost a studio apartment attached to a house.The space itself was clean and convenient for my overnight stay. Future renters should be aware there are dogs on the property that are quite vocal and the refrigerator is dorm sized but cold." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristine G. CA $208 CA $299 total includes taxes & fees Dec 6 - Dec 7 [](https://www.expedia.ca/Ocala-Hotels-Cozy-Cottage-With-1-Bedroom-And-WiFi.h106949570.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/49000000/48610000/48606300/48606285/fb4b005b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48610000/48606300/48606285/6e66ac5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48610000/48606300/48606285/93fc5e1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/49000000/48610000/48606300/48606285/43c8594a_edited_4526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### old Florida cottage canal front Lake Panasoffkee 7.6/10 Good (4) "I loved it here and it was very relaxing! The host was responsive and helpful! We are staying again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) AShley P. CA $94 CA $135 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Lake-Panasoffkee-Hotels-Old-Florida-Cottage-Canal-Front.h48606285.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/83660000/83659600/83659532/2a89ebb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83660000/83659600/83659532/eacb34c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83660000/83659600/83659532/3be4a308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/84000000/83660000/83659600/83659532/1a615ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ranch with pool/Lake fishing kayak Paddleboard Soccer Motocross 30 min to Disney Clermont 10/10 Exceptional (43) "Great place to relax and getaway. Owners are very responsive with communication. Former guests were disrespectful of such great amenities! Tons of space for kiddos and pets! We enjoyed it greatly!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Toby S. CA $440 CA $1,162 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Clermont-Hotels-Country-Home-With-Private-PoolLake-Fishing-Kayak-Paddle-Board-30-Min-FromDisney.h83659532.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/116000000/115830000/115820100/115820059/c34de1f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115830000/115820100/115820059/85950f7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/116000000/115830000/115820100/115820059/904b8792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115830000/115820100/115820059/3dccf7cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Close to WEC, Beach, Crystal River, & Everything in Central Florida Historic District 6.0/10 (1) "This place is in a great location and neighborhood in the close to downtown Ocala and my place of work for the week. As advertised it is a two bedroom, only one bathroom though. While it had everything we needed the cleanliness could be improved, particularly bathroom and windows. Jamie was very easy to communicate with and responded quickly when we had an issue with check-in. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ivette P. CA $145 CA $474 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Ocala-Hotels-Close-To-WEC.h115820059.Hotel-Information) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/94000000/93450000/93441300/93441290/5029568b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93450000/93441300/93441290/285207b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93450000/93441300/93441290/754d6dd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93450000/93441300/93441290/a72c35d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake View Retreat Loaded For Fun, with STUNNING Views! Inverness 10/10 Exceptional (38) "We had a wonderful stay in this absolutely beautiful house. The lake view is so peaceful and the house is equipped with everything that you could possibly need. We look forward to staying here again - hopefully many times. It is perfect for a family vacation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bonnie J. CA $544 CA $1,205 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Inverness-Hotels-Lake-View-Retreat-Loaded-For-Fun.h93441290.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=2025-12-18&endDate=2025-12-19®ionId=6053731&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top The Villages Hotel Reviews ## Explore a world of travel with Expedia - Lodging - More ways to book - [Business Hotels in Belle Aire ](https://www.expedia.ca/Belle-Aire-The-Villages-Hotels-Business-Hotel.0-n553248635976481681-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Belle Aire ](https://www.expedia.ca/Belle-Aire-The-Villages-Hotels-Couples-Resorts-Hotels.0-n553248635976481681-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Bonnybrook ](https://www.expedia.ca/Bonnybrook-The-Villages-Hotels-Pet-Friendly-Hotel.0-n553248635976482080-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Central Florida ](https://www.expedia.ca/Central-Florida-Hotels-Beach-Hotel.0-0-d6048177-tBeachHotel.Travel-Guide-Filter-Hotels) - 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