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
$117
per traveler
80% of travellers recommend
Orlando: Jet Ski Rentals from Lake Buena Vista Area
$79
per adult
74% of travellers recommend
Orlando: Polynesian Fire Luau with Dinner and Live Show
$75
per adult
92% of travellers recommend
Orlando: 7-D Dark Ride Entry Ticket
$12
per adult
86% of travellers recommend
Oakland Hotel Deals
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
$123 nightly
The price is $139 total per night from Sep 29 to Sep 30
$139 total
Sep 29 - Sep 30
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 ...
Rosen Inn Lake Buena Vista
8442 Palm Parkway Orlando FL
$60 nightly
The price is $68 total per night from Sep 17 to Sep 18
$68 total
Sep 17 - Sep 18
Total with taxes and fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
8.6/10 Excellent! (6,040 reviews)
"Had a hiccup with the staff were amazing and got us a new one right away! Helpful and friendly"
Reviewed on Sep 8, 2026
Walt Disney World Dolphin
1500 Epcot Resort Blvd Lake Buena Vista FL
$238 nightly
The price is $268 total per night from Sep 23 to Sep 24
$268 total
Sep 23 - Sep 24
Total with taxes and fees
Book a stay at this beach hotel in Lake Buena Vista. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant ...
9/10 Wonderful! (4,645 reviews)
"Perfect location. Staff were amazing. Food was excellent"
Reviewed on Sep 8, 2026
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
$95 nightly
The price is $107 total per night from Sep 29 to Sep 30
$107 total
Sep 29 - Sep 30
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 ...
Universal's Endless Summer Resort - Dockside Inn and Suites
7125 Universal Boulevard Orlando FL
$119 nightly
The price is $134 total per night from Sep 9 to Sep 10
$134 total
Sep 9 - Sep 10
Total with taxes and fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the restaurant in ...
9.2/10 Wonderful! (5,722 reviews)
"A lot of buses to transport the guests to the parks without long waiting time"
Reviewed on Sep 8, 2026
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
$148 nightly
The price is $166 total per night from Sep 28 to Sep 29
$166 total
Sep 28 - Sep 29
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 ...
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.
Photo by Shannon Maya
Open Photo by Shannon Maya
Downtown Winter Garden
While visiting Downtown Winter Garden, you might make a stop by sights like Garden Theatre and West Orange Trail.
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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