Title: Book the Best BEACH RESORTS in Oakland, Winter Garden - Oakland Hotels on the Beach| Expedia.ca [Vacation Rentals in Winter Garden](https://expedia.ca/Winter-Garden-Vacation-Rentals.d7898.Travel-Guide-VacationRentals)[Flights to Winter Garden](https://expedia.ca/Cheap-Flights-To-Winter-Garden.d7898.Travel-Guide-Flights)[Things to do in Winter Garden](https://expedia.ca/Things-To-Do-In-Winter-Garden.d7898.Travel-Guide-Activities)[Oakland Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland.d6360404.Car-Rental-Guide)[Oakland Vacations](https://expedia.ca/Oakland.d6360404.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/a8a5cc3452c5ce939a38ef30d23f8715.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Gregg Yutko # Find Beach Hotel in Oakland, Winter Garden ![](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 Oakland Beach Hotel Tonight [Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-10-22&endDate=2025-10-23&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Tomorrow [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-10-23&endDate=2025-10-24&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) ## Top Oakland Beach Hotel ## Find out more about Oakland ### Oakland and its attractions for beach lovers Oakland, nestled in the San Francisco Bay Area, offers a blend of urban culture and natural beauty, making it a fantastic choice for beach-loving travellers. For those keen on sandy shores, the nearby Jack London Square is perfect for leisurely strolls along the waterfront, where you can enjoy fresh seafood at local eateries while soaking in views of the marina. Just a short drive away, the stunning beaches of Alameda provide a more relaxed atmosphere, ideal for families looking to build sandcastles or take a dip in the calm waters. Adventure seekers can explore the scenic trails of the East Bay Regional Park District, with options for hiking or biking that lead to breathtaking vistas of the bay. For a unique experience, don’t miss the vibrant arts scene at the Oakland Museum of California, where you can appreciate local art and culture before heading to the beach. Staying at one of the hotels in Oakland allows you to enjoy convenient access to all these attractions, often featuring spacious family rooms, pools, and on-site dining options that cater to your every need. Many establishments also offer complimentary shuttle services to the nearby beaches, ensuring that a day by the water is just a stone's throw away. ## Top Oakland Hotel Reviews ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](//images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent "Very nice place for families. " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![Universal's Cabana Bay Beach Resort](//images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg) ### Universal's Cabana Bay Beach Resort 10/10 Excellent "I had a beautiful view volcano bay from my hotel room and there was beautiful pool with a little restaurant by the pool" [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![Marriott's Grande Vista](//images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "Comfortable " [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](//images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 10/10 Excellent "Room very clean and all staff we encountered were very helpful and pleasant." [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Avanti International Resort](//images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967_y.jpg) ### Avanti International Resort 10/10 Excellent "The theme park shuttle was extremely helpful!! " [](https://expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) ![Rosen Inn at Pointe Orlando](//images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "Good hotel." [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Holiday Inn Resort Kissimmee by the Parks by IHG](//images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b_y.jpg) ### Holiday Inn Resort Kissimmee by the Parks by IHG 10/10 Excellent "great keep it up " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information) ![DoubleTree by Hilton Hotel Orlando at SeaWorld](//images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10/10 Excellent "Staff was friendly and nice. Very helpful!" [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![Hyatt Regency Orlando](//images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg) ### Hyatt Regency Orlando 10/10 Excellent "The pool and hot tub were great." [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) ## Frequently asked questions ### What is Oakland like for travelers who love the beach? > Discover your ideal place to stay in Oakland, which has a lot to offer the traveler looking for a beach getaway. ### What is there to see and do around Oakland? > After arriving and settling in at your accommodation of choice, you might want to venture out and explore. If you're eager to check out the beaches, head to Beachcomber Beach or Hideaway Bay for some relaxation by the water. Discover a variety of local attractions, which include Oakland Nature Preserve and Magic Kingdom® Park. 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