Title: Hotels by Diamond Resorts in Oakland from CA $232 | 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) ![Panoramic view of Lake Apopka and nature Florida.](https://images.trvl-media.com/place/6360403/5cbd79a8-2e61-4cef-8769-e792f96b305a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6360403/5cbd79a8-2e61-4cef-8769-e792f96b305a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 3 - Feb 4](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2026-02-03&endDate=2026-02-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 4 - Feb 5](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2026-02-04&endDate=2026-02-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6360404&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oakland Diamond Resorts ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/700000/692700/692651/fd297cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/700000/692700/692651/fa326de6.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) ![Reception](https://images.trvl-media.com/lodging/1000000/700000/692700/692651/bdb3ff6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parkway International Resort [](https://www.expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information) Kissimmee 9.6/10 Exceptional (2,204 reviews) "Spotless room, great staff, wonderful stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $220 CA $273 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information) ![43-inch TV with digital channels, DVD player, pay movies](https://images.trvl-media.com/lodging/1000000/10000/7300/7233/a4a92e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7300/7233/854eae41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![43-inch TV with digital channels, DVD player, pay movies](https://images.trvl-media.com/lodging/1000000/10000/7300/7233/c5ebfc6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/7300/7233/bdb95843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orbit One Vacation Villas [](https://www.expedia.ca/Orlando-Hotels-Orbit-One-Vacation-Villas.h7233.Hotel-Information) Kissimmee 9.4/10 Exceptional (1,460 reviews) "Very nice place highly recommended A+++++" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Madeline CA $171 CA $232 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Orlando-Hotels-Orbit-One-Vacation-Villas.h7233.Hotel-Information) ![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](https://images.trvl-media.com/lodging/1000000/10000/3000/2937/b302bac8.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) ![Condo, 2 Bedrooms, Kitchen | Living area](https://images.trvl-media.com/lodging/1000000/10000/3000/2937/1aa40444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bryan’s Spanish Cove [](https://www.expedia.ca/Orlando-Hotels-Bryans-Spanish-Cove.h2937.Hotel-Information) Orlando 9.4/10 Exceptional (1,005 reviews) "Everything about this resort was beyond amazing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ermilo CA $235 CA $288 total includes taxes & fees Mar 4 - Mar 5 [](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=2026-02-18&endDate=2026-02-19®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 ![Wyndham I-Drive Avanti Resort & Conference Center](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e_y.jpg) ### Wyndham I-Drive Avanti Resort & Conference Center 10/10 Excellent "Staff was very good " [](https://expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ![Rosen Inn at Pointe Orlando](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "The room was spotless" [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10/10 Excellent "Great cookies handed out during check in " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 10/10 Excellent "The condo was clean. The staff was friendly. The beds were comfortable and the coffee bar was great. Thank you so much." [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Marriott's Grande Vista](https://images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "Very quick and early check in, allowed late check out, clean rooms, gorgeous landscape " [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![Orlando International Drive North Hotel](https://images.trvl-media.com/lodging/1000000/50000/41500/41493/d062739a_y.jpg) ### Orlando International Drive North Hotel 10/10 Excellent "Staff were super friendly, especially the man at the front desk! Room was clean, no smell. Highly recommend. " [](https://expedia.ca/Orlando-Hotels-Orlando-International-Drive-North-Hotel.h41493.Hotel-Information) ![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5_y.jpg) ### Vacation Village Orlando, Celebration 10/10 Excellent "First time staying there. Loved everything about the property " [](https://expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information) ![Kompose Boutique Resort at Theme Parks](https://images.trvl-media.com/lodging/101000000/100840000/100837800/100837786/3cf09a4a_y.jpg) ### Kompose Boutique Resort at Theme Parks 10/10 Excellent "Always amazing " [](https://expedia.ca/Orlando-Hotels-Kompose-Boutique-Resort-At-Theme-Parks.h100837786.Hotel-Information) ![B&B Hotel Orlando International Drive Near Universal](https://images.trvl-media.com/lodging/1000000/30000/26800/26703/8aec2083_y.jpg) ### B&B Hotel Orlando International Drive Near Universal 10/10 Excellent "Very clean. The room was very cozy, clean, and modern. Check-in was quick, and Katherine and Alex are amazing. Thank you!" [](https://expedia.ca/Orlando-Hotels-Floridian-Express-Extended-Stay-Hotel.h26703.Hotel-Information) ## Find out more about Oakland ## Oakland Hotels Guide Expedia.ca offers a selection of 39710 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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