Oakland

Winter Garden

Photo by Gregg Yutko

Popular places to visit

Things to do


Top hotels in Oakland

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd, Orlando, FL
The price is €90 per night from 10 Sept to 11 Sept
€90
10 Sept - 11 Sept
includes taxes & fees
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (6,559 reviews)
"Not happy to have to pay for parking."

Reviewed on 24 Aug 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista, Orlando, FL
The price is €84 per night from 17 Sept to 18 Sept
€84
17 Sept - 18 Sept
includes taxes & fees
Stay at this 4-star spa hotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (2,931 reviews)
"The Wi-Fi was down for three days because of “upgrade issues.” Normally, that wouldn’t be a big deal, but it became a problem since at least two major cell carriers don’t get a signal inside the living spaces I stayed in. The staff and manager said it was being worked on, but there wasn’t much they ..."

Reviewed on 25 Aug 2025

Marriott's Grande Vista
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way, Orlando, FL
The price is €137 per night from 3 Sept to 4 Sept
€137
3 Sept - 4 Sept
includes taxes & fees
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.8/10 Excellent! (5,151 reviews)
"Staff was friendly and check in and check out process was so easy. Clean room on a quiet floor."

Reviewed on 24 Aug 2025

Universal's Cabana Bay Beach Resort
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive, Orlando, FL
The price is €87 per night from 8 Sept to 9 Sept
€87
8 Sept - 9 Sept
includes taxes & fees
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
Rosen Inn at Pointe Orlando
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive, Orlando, FL
The price is €83 per night from 3 Sept to 4 Sept
€83
3 Sept - 4 Sept
includes taxes & fees
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
7.4/10 Good! (6,077 reviews)
"Great place to stay. Friendly staff and close to Seaworld!!"

Reviewed on 25 Aug 2025

DoubleTree by Hilton Hotel Orlando at SeaWorld
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

4 out of 5
12401 International Dr, Orlando, FL
The price is €84 per night from 17 Sept to 18 Sept
€84
17 Sept - 18 Sept
includes taxes & fees
Stay at this 4-star eco-certified hotel in Orlando. Enjoy free WiFi, 5 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
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.

Other neighbourhoods around Oakland

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Killarney

Killarney might not have many top sights, but Bella Collina Golf Club and West Orange Trail are two attractions nearby that you can check out.

Killarney
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Downtown Winter Garden

If you're spending some time in Downtown Winter Garden, West Orange Trail and Central Florida Railroad Museum are top sights worth seeing.

Downtown Winter Garden
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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.

Vista del Lago

Oakland

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