Title: Hotels by Diamond Resorts in Oakland from CA $188 | Expedia.ca [Oakland Travel Guide](https://expedia.ca/Winter-Garden-Oakland.dx6360404)[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 Hotels by Diamond Resorts in Oakland from CA $188 ![](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 prices for these dates Tonight [Oct 22 - Oct 23](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-10-22&endDate=2025-10-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oakland Diamond Resorts Hotels ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/700000/692700/692651/fd297cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/692700/692651/d658e6bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/692700/692651/b97f34d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/700000/692700/692651/8df59585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parkway International Resort Kissimmee 9.6/10 Exceptional (2026) "Brilliant value for money absolutely mind blown by the quality of the rooms and resort. Staff were so friendly to this is our second stay we will be back!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Charlotte CA $144 CA $188 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/7300/7233/f7cffdb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/10000/7300/7233/c0d66da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/10000/7300/7233/85826b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/10000/7300/7233/26ae59e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orbit One Vacation Villas Kissimmee 9.4/10 Exceptional (1416) "The staff and facilities were excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara CA $138 CA $196 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Orlando-Hotels-Orbit-One-Vacation-Villas.h7233.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/3000/2937/c7920e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3000/2937/c34c3dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, Kitchen | In-room dining](https://images.trvl-media.com/lodging/1000000/10000/3000/2937/d00c44e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/1000000/10000/3000/2937/6e28d805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bryan’s Spanish Cove Orlando 9.4/10 Exceptional (1000) "Great place for a vacation " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Antony CA $158 CA $201 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Orlando-Hotels-Bryans-Spanish-Cove.h2937.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=2025-11-05&endDate=2025-11-06®ionId=6360404&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOakland-Winter-Garden-Hotels-Diamond-Resorts.0-n6360404-0--bDiamondResorts.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOakland-Winter-Garden-Hotels-Diamond-Resorts.0-n6360404-0--bDiamondResorts.Travel-Guide-Filter-Hotels) ## 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) ![Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](//images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/2b752fc1_y.jpg) ### Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center 10/10 Excellent "Everything was great." [](https://expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) ![Universal's Endless Summer Resort - Dockside Inn and Suites](//images.trvl-media.com/lodging/34000000/33780000/33770400/33770341/c8859517_y.jpg) ### Universal's Endless Summer Resort - Dockside Inn and Suites 10/10 Excellent "El cuarto lo limpiaban, pero es algo como por encima para salir del paso." [](https://expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.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) ![DoubleTree by Hilton at the Entrance to Universal Orlando](//images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg) ### DoubleTree by Hilton at the Entrance to Universal Orlando 10/10 Excellent "I enjoyed this hotel during our stay. We visited universal IOA and it is definitely walkable, but the hotel offers shuttles throughout the day. The sign up for these shuttles was super easy - just visit the universal counter the day before and pick a time. We also had no problems getting the return shuttle. They were offered for universal and epic universe. We utilized shuttles for both. The hotel room was always clean and towels were changed when we arrived back in the evenings. The room was big for just us 2. There is a Walgreens, hot pot, sushi, and other restaurants within walking distance. This is awesome when you don’t want to rent a car. Also, the staff was friendly and let us check in early. We waited in the lobby until we could check in and the lounging area is very comfy and I’m glad they will take your luggage if you want to walk around. I’ve really never had a bad experience at a Hilton and I will definitely continue to use them in the future! " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ## Find out more about Oakland ## Oakland Hotels Guide Expedia.ca offers a selection of 39345 hotels in Oakland. You are sure to find cheap deals and discount rates among them with our Best Price Guarantee. No matter what type of hotel strikes your fancy, we will let you search for your preferred one to accommodate your travel needs. Expedia.ca will not only save you time, but also money when booking your stay at a hotel in Oakland. Making reservations so you can stay within your budget is easy with us. Expedia.ca even provides you with a map so you may find hotels in the Oakland neighborhood you prefer. Go ahead. 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