Title: Book the Best Pine Ridge WINERY Hotels in 2025 | Expedia.ca [Vacation Rentals in Beverly Hills](https://expedia.ca/Beverly-Hills-Vacation-Rentals.d177474.Travel-Guide-VacationRentals)[Flights to Beverly Hills](https://expedia.ca/Cheap-Flights-To-Beverly-Hills.d177474.Travel-Guide-Flights)[Pine Ridge Car Rentals](https://expedia.ca/Car-Rentals-In-Pine-Ridge.d553248635975876735.Car-Rental-Guide)[Pine Ridge Vacations](https://expedia.ca/Pine-Ridge.d553248635975876735.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Pine Ridge, FL from CA $341 ![](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 Pine Ridge Winery Hotels Tonight [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975876735&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=553248635975876735&startDate=2025-10-26&endDate=2025-10-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635975876735&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975876735&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pine Ridge Winery Hotels ![Property grounds](https://images.trvl-media.com/lodging/64000000/63930000/63929000/63928955/42f338c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63930000/63929000/63928955/6bfd9a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63930000/63929000/63928955/9aaf53ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63930000/63929000/63928955/e36a0602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy quiet home close to tourist attractions & airboating. Pet-friendly! Floral City 9.4/10 Exceptional (16) "We only stayed a night but it was nice. The place is clean and very cozy. I" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abigail C. CA $132 CA $341 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Floral-City-Hotels-Cozy-Quiet-Home-Close-To-Tourist-Attractions-Airboating-Pet-Friendly.h63928955.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114170000/114165300/114165251/f2e7f02b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114170000/114165300/114165251/cdd92fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114170000/114165300/114165251/4c3408b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114170000/114165300/114165251/c0d5ff42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ocala Modern Ranch Retreat Ocala 9.4/10 Exceptional (6) "Very cozy home with all the small details covered. Owner is quick and precise with communication. Close to Rainbow Springs which was a relaxing experience. Would definitely stay at this property again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerry C. CA $126 CA $410 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Ocala-Hotels-The-Ocala-Modern-Ranch-Retreat.h114165251.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76520000/76514800/76514774/5cea7e44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76520000/76514800/76514774/350cdb11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76520000/76514800/76514774/f553120c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76520000/76514800/76514774/49ef20ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Home w/boat ramp, dock, trailer parking, EV Charger, Kayak & golf cart. homossassa 10/10 Exceptional (58) "We had a great time. The house was comfortable. Easy communication with property management. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joy H. CA $250 CA $808 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Homosassa-Hotels-Luxury-River-Home-Wboat-Ramp.h76514774.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113100000/113095700/113095674/f794dbde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113100000/113095700/113095674/7e8a6360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113100000/113095700/113095674/bf41a2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113100000/113095700/113095674/13275bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Waterfront Home - Dock Access - Fishing Retreat - Pool - AC - King Bed! Crystal River 9.8/10 Exceptional (22) "We enjoyed staying at the Sawgrass once again this is a cute remodeled place and we were comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bernice W. CA $160 CA $393 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Crystal-River-Hotels-Charming-Waterfront-Retreat-With-Dock-Pool-King-Bed-AC.h113095674.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104180000/104179600/104179596/db75bbda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/105000000/104180000/104179600/104179596/8ef02e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104180000/104179600/104179596/a4fd6d4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/105000000/104180000/104179600/104179596/c4e674ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 Bdrms & Private Backyard Tiki Courtyard & more Homosassa 9.8/10 Exceptional (7) "Great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca J. [](https://www.expedia.ca/Homosassa-Hotels-3-Bdrms-Your-Own-Private-Backyard-Tiki-Courtyard.h104179596.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) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93450000/93441300/93441290/a72c35d6.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) ### Lake View Retreat Loaded For Fun, with STUNNING Views! Inverness 10/10 Exceptional (37) "Worked out well for golfing trip just a great place to stay and the host or excellent" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary S. CA $491 CA $1,132 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Inverness-Hotels-Lake-View-Retreat-Loaded-For-Fun.h93441290.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/77000000/76420000/76412300/76412230/d3c720ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/77000000/76420000/76412300/76412230/w1021h768x3y0-9e3c9fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/77000000/76420000/76412300/76412230/354e4664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/77000000/76420000/76412300/76412230/d083a9bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire 4 Suite Botique Hotel like home w/ Indoor Pool & Waterfalls Homosassa 9.0/10 Wonderful (25) "Awesome place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ernie P. CA $1,257 CA $1,714 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Homosassa-Hotels-Entire-4-Suite-Botique-Hotel-Like-Home-W-Indoor-Pool-Waterfalls.h76412230.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=2025-11-08&endDate=2025-11-09®ionId=553248635975876735&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Pine Ridge Hotel Reviews ## Explore a world of travel with Expedia - Lodging - More ways to book - [Adults Only Resorts & in Beverly Hills](https://www.expedia.ca/Beverly-Hills-Hotels-Adults-Only-Resorts.0-0-d177474-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Beverly Hills](https://www.expedia.ca/Beverly-Hills-Hotels-Beach-Hotel.0-0-d177474-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Beverly Hills](https://www.expedia.ca/Beverly-Hills-Hotels-Boutique-Hotel.0-0-d177474-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Beverly Hills](https://www.expedia.ca/Beverly-Hills-Hotels-Business-Hotel.0-0-d177474-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Beverly Hills](https://www.expedia.ca/Beverly-Hills-Hotels-Casino-Hotel.0-0-d177474-tCasinoHotel.Travel-Guide-Filter-Hotels) - 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[Hotels with a Lazy River in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-A-Lazy-River.0-n553248635976473287-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248635976473287-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Free-Breakfast.0-n553248635976473287-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Free-Parking.0-n553248635976473287-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Hot-Tubs.0-n553248635976473287-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Kitchenettes.0-n553248635976473287-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Hotels-With-Waterslides.0-n553248635976473287-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Lake Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Lake-Hotels.0-n553248635976473287-0-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Luxury-Hotel.0-n553248635976473287-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Mountain-Hotels.0-n553248635976473287-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Oceanfront-Hotels.0-n553248635976473287-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Pet-Friendly-Hotel.0-n553248635976473287-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Romantic-Hotel.0-n553248635976473287-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Spa-Hotel.0-n553248635976473287-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Waterpark-Hotels.0-n553248635976473287-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Business Hotels in Tampa](https://www.expedia.ca/Tampa-Hotels-Business-Hotel.0-0-d602996-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Tampa](https://www.expedia.ca/Tampa-Hotels-Couples-Resorts-Hotels.0-0-d602996-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Green Hotels in Tampa](https://www.expedia.ca/Tampa-Hotels-Green-Sustainable.0-0-d602996-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Tampa](https://www.expedia.ca/Tampa-Hotels-Hotel-With-Pool.0-0-d602996-tHotelwithPool.Travel-Guide-Filter-Hotels) - 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