Oakland, FL
Winter Garden
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
$27
per adult
92% of travellers recommend
Universal Orlando Resort Express Passes
$138
per traveler
80% of travellers recommend
Orlando: Polynesian Fire Luau with Dinner and Live Show
$75
per adult
94% of travellers recommend
Orlando: 7-D Dark Ride Entry Ticket
$12
per adult
84% of travellers recommend
WonderWorks All Access After Dark
$28
per traveler
90% of travellers recommend
Oakland Hotel Deals
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
$96 nightly
The price is $108 total per night from Nov 15 to Nov 16
$108 total
Nov 15 - Nov 16
Total with taxes and fees
Book a stay at this spa aparthotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (5,267 reviews)
"The restroom is not spacious and there’s no enough parking spot on the building. The bed is comfortable."
Reviewed on Oct 23, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
$111 nightly
The price is $125 total per night from Nov 16 to Nov 17
$125 total
Nov 16 - Nov 17
Total with taxes and fees
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
$93 nightly
The price is $104 total per night from Nov 16 to Nov 17
$104 total
Nov 16 - Nov 17
Total with taxes and fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.6/10 Excellent! (7,128 reviews)
"Let start with, I do not leave reviews often, and never negative until now. We were placed on the 18th floor, the elevators were always slow to arrive. The water pressure in shower was horrible, very light. The toilet could barely flush regardless if anything in it or not, and the overall condition ..."
Reviewed on Oct 23, 2026
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
$153 nightly
The price is $172 total per night from Nov 23 to Nov 24
$172 total
Nov 23 - Nov 24
Total with taxes and fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (7,774 reviews)
"Clean, great pool and close to Universal with free shuttles."
Reviewed on Oct 23, 2026
Westgate Lakes Resort & Spa Universal Studios Area
9500 Turkey Lake Rd Orlando FL
$120 nightly
The price is $135 total per night from Oct 27 to Oct 28
$135 total
Oct 27 - Oct 28
Total with taxes and fees
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
$228 nightly
The price is $257 total per night from Oct 24 to Oct 25
$257 total
Oct 24 - Oct 25
Total with taxes and fees
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (10,913 reviews)
"Clean room everything we would need for our stay. Upgraded room. Very spacious with big beds and good size bathrooms"
Reviewed on Oct 23, 2026
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.
Where to stay in Oakland
Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
Learn more about Oakland
Horizon West
While visiting Horizon West, you might make a stop by sights like Walt Disney World® Resort and Orange County National Golf Club.
Vista del Lago
While Vista del Lago isn't home to many top sights, Orange Lake Golf and Island H2O Live! are some notable places to visit nearby.
Downtown Winter Garden
While visiting Downtown Winter Garden, you might make a stop by sights like Garden Theatre and Winter Garden Heritage Museum.
Killarney
If you're spending some time in Killarney, Oakland Nature Preserve and Johns Lake are top sights worth seeing.
Oakland, FL
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