Title: Book the Best Golden Oak WINERY Hotels in 2025 | Expedia.ca [Vacation Rentals in Orlando](https://expedia.ca/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals)[Flights to Orlando](https://expedia.ca/Cheap-Flights-To-Orlando.d178294.Travel-Guide-Flights)[Things to do in Orlando](https://expedia.ca/Things-To-Do-In-Orlando.d178294.Travel-Guide-Activities)[Golden Oak Car Rentals](https://expedia.ca/Car-Rentals-In-Golden-Oak.d553248635074842377.Car-Rental-Guide)[Golden Oak Vacations](https://expedia.ca/Golden-Oak.d553248635074842377.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/9cdb13dd3bd83aca0ca3ea971700b529.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Golden Oak, FL from CA $150 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Golden Oak Winery Hotels Tonight [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=553248635074842377&startDate=2025-09-29&endDate=2025-09-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=553248635074842377&startDate=2025-09-30&endDate=2025-10-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635074842377&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635074842377&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Golden Oak Winery Hotels ![Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/107000000/106950000/106949300/106949261/64152500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/107000000/106950000/106949300/106949261/4e1a8475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/107000000/106950000/106949300/106949261/53c77212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms | Balcony](https://images.trvl-media.com/lodging/107000000/106950000/106949300/106949261/312897a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Century Millenia Florida Center 9.0/10 Wonderful (88) "Perfect stay for family or any vacation" CA $123 CA $243 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Orlando-Hotels-Century-Millenia.h106949261.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/100000000/99750000/99745600/99745525/w2500h1668x0y1-80d8e0be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/100000000/99750000/99745600/99745525/w1267h2103x18y12-52f6b910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/100000000/99750000/99745600/99745525/67b89553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99750000/99745600/99745525/a1cae537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Spacious Room in Home, with Pool-The Oasis Room Clermont 9.6/10 Exceptional (19) "Wonderful, Quite and Comfortable ! Easy check in and out ! Wonderful Host !" CA $75 CA $150 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Clermont-Hotels-Private-Spacious-Room-In-Home.h99745525.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/89000000/88310000/88304500/88304425/1d1520a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88310000/88304500/88304425/02d63818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/89000000/88310000/88304500/88304425/c52f0c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88310000/88304500/88304425/e767449f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🌿Welcome to the Jungle🌿 Loughman 9.0/10 Wonderful (16) "As advertised, safe and quiet neighborhood, the house was wonderful and the grandkids had a great time in pool and jacuzzi." CA $173 CA $621 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Orlando-Hotels-Welcome-To-The-Jungle.h88304425.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/119000000/118010000/118002800/118002784/94a8508b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118010000/118002800/118002784/0980f18a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118010000/118002800/118002784/481ba0f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118010000/118002800/118002784/c11ccaaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Stay at Grandma’s Home Kissimmee CA $94 CA $253 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Poinciana-Hotels-Peaceful-Stay-At-Grandmas-Home.h118002784.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/43000000/42320000/42319500/42319446/7c6a1040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42320000/42319500/42319446/3c225749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42320000/42319500/42319446/751e6d67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/43000000/42320000/42319500/42319446/b3691c65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cottage Lakefront Tiny Home 6 plus month Rental Orlando 10/10 Exceptional (13) "Was amazing… would definitely stay again!" CA $141 CA $279 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-The-Cottage-The-Cottage.h42319446.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100940000/100935900/100935858/6537c23c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100940000/100935900/100935858/9def0990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/101000000/100940000/100935900/100935858/50bdd69b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100940000/100935900/100935858/e45b93b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Lake Front Cottage Clermont 10/10 Exceptional (17) "As advertised!" CA $166 CA $335 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Clermont-Hotels-Cozy-Lake-Front-Cottage.h100935858.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74990000/74989800/74989710/5c68f513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74990000/74989800/74989710/92fd482f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/75000000/74990000/74989800/74989710/78d3f8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74990000/74989800/74989710/6ac53d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Lake Resort ✨ Cumbrian Lakes 10/10 Exceptional (41) "The house and pool were great! The games were amazing too. Hosts were amazing as well and answered any questions I had very quickly! " CA $182 CA $607 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Kissimmee-Hotels-Luxury-Lake-Resort.h74989710.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9a8a6f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9512806c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/ccd30aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/08ef9167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Orlando at Flamingo Crossings Bay Lake 9.2/10 Wonderful (4712) "Great place to stay " CA $170 CA $192 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26690000/26685200/26685198/62ea5ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26690000/26685200/26685198/e7278a58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/27000000/26690000/26685200/26685198/c882a453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/27000000/26690000/26685200/26685198/119abca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Remodeled 3/2 condo minutes to Parks, shopping and entertainment Royal Palm Bay 9.4/10 Exceptional (44) "Overall our stay was great. " CA $124 CA $358 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Orlando-Hotels-Remodeled-32-Condo-Minutes-To-Parks.h26685198.Hotel-Information) ![Smart TV, video games, books, video library](https://images.trvl-media.com/lodging/72000000/71680000/71678200/71678119/ac4504a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, books, video library](https://images.trvl-media.com/lodging/72000000/71680000/71678200/71678119/57164b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/72000000/71680000/71678200/71678119/2ac1dab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71680000/71678200/71678119/038d5842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Booking Summer! Epic custom themed rooms Kissimmee 10/10 Exceptional (11) "Very clean, comfortable,fun property. Perfect for our vacation. Close to theme parks." CA $164 CA $920 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Orlando-Hotels-FALL-SPECIAL-400-To-Solara-Resort.h71678119.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=2025-10-13&endDate=2025-10-14®ionId=553248635074842377&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Golden Oak Hotel Reviews ## Explore a world of travel with Expedia - Lodging - More ways to book - [Adults Only Resorts & in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Adults-Only-Resorts.0-0-d6048177-tAdultsOnlyResorts.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) - [Boutique Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Boutique-Hotel.0-0-d6048177-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Business-Hotel.0-0-d6048177-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Central Florida](https://www.expedia.ca/Central-Florida-Hotels-Casino-Hotel.0-0-d6048177-tCasinoHotel.Travel-Guide-Filter-Hotels) - 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[Hotels with Kitchenettes in Lake Buena Vista](https://www.expedia.ca/Lake-Buena-Vista-Hotels-Hotels-With-Kitchenettes.0-0-d10870-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Lake Buena Vista](https://www.expedia.ca/Lake-Buena-Vista-Hotels-Hotels-With-Smoking-Rooms.0-0-d10870-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Lake Buena Vista](https://www.expedia.ca/Lake-Buena-Vista-Hotels-Hotels-With-Tennis-Courts.0-0-d10870-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Lake Buena Vista](https://www.expedia.ca/Lake-Buena-Vista-Hotels-Hotels-With-Waterslides.0-0-d10870-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Lake Buena Vista](https://www.expedia.ca/Lake-Buena-Vista-Hotels-LGBT-Friendly-Hotel.0-0-d10870-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Lake Hotels in Lake Buena Vista](https://www.expedia.ca/Lake-Buena-Vista-Hotels-Lake-Hotels.0-0-d10870-tLakeHotels.Travel-Guide-Filter-Hotels) - 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[Hotels with Hot Tubs in Lake Buena Vista North](https://www.expedia.ca/Lake-Buena-Vista-North-Hotels-Hotels-With-Hot-Tubs.0-0-d553248625403845610-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Lake Buena Vista North](https://www.expedia.ca/Lake-Buena-Vista-North-Hotels-Hotels-With-Indoor-Pool.0-0-d553248625403845610-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Lake Buena Vista North](https://www.expedia.ca/Lake-Buena-Vista-North-Hotels-Hotels-With-Kitchenettes.0-0-d553248625403845610-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Lake Buena Vista North](https://www.expedia.ca/Lake-Buena-Vista-North-Hotels-Hotels-With-Waterslides.0-0-d553248625403845610-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Lake Hotels in Lake Buena Vista North](https://www.expedia.ca/Lake-Buena-Vista-North-Hotels-Lake-Hotels.0-0-d553248625403845610-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Lake Buena Vista North](https://www.expedia.ca/Lake-Buena-Vista-North-Hotels-Luxury-Hotel.0-0-d553248625403845610-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Lake Buena Vista North](https://www.expedia.ca/Lake-Buena-Vista-North-Hotels-Pet-Friendly-Hotel.0-0-d553248625403845610-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Lake Buena Vista North](https://www.expedia.ca/Lake-Buena-Vista-North-Hotels-Wedding-Hotels.0-0-d553248625403845610-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Adults-Only-Resorts.0-n553248635976473287-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-All-Inclusive-Hotel.0-n553248635976473287-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Beach-Hotel.0-n553248635976473287-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Orange Lake](https://www.expedia.ca/Orange-Lake-Orlando-Hotels-Cheap-Hotels.0-n553248635976473287-0-tCheapHotels.Travel-Guide-Filter-Hotels) - 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[Book Hotels in Golden Oak on Expedia.com](https://www.expedia.com/Golden-Oak-Orlando-Hotels-Winery-Hotel.0-n553248635074842377-0-tWineryHotel.Travel-Guide-Filter-Hotels)