Oakland

Winter Garden

A wooden pier extending into a calm body of water, surrounded by lush greenery and a distant forest.
A calm lake with lily pads and reeds in the foreground, surrounded by trees and a cloudy sky.

Things to do


Oakland Hotel Deals

Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Dec 10 to Dec 11
CA $137
CA $154 total
Dec 10 - Dec 11
includes taxes & 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 ...
Marriott's Grande Vista
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
The price is CA $159 per night from Dec 15 to Dec 16
CA $159
CA $179 total
Dec 15 - Dec 16
includes taxes & 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 ...
9.2/10 Wonderful! (7,332 reviews)
"Beautiful property and location"

Reviewed on Nov 15, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
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 CA $132 per night from Nov 23 to Nov 24
CA $132
CA $149 total
Nov 23 - Nov 24
includes taxes & 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 ...
DoubleTree by Hilton at the Entrance to Universal Orlando
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
9500 Turkey Lake Rd Orlando FL
The price is CA $123 per night from Nov 16 to Nov 17
CA $123
CA $187 total
Nov 16 - Nov 17
includes taxes & 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 ...
Westgate Lakes Resort & Spa Universal Studios Area
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
The price is CA $247 per night from Dec 7 to Dec 8
CA $247
CA $357 total
Dec 7 - Dec 8
includes taxes & 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 ...
The Grove Resort & Water Park Orlando
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 CA $214 per night from Dec 14 to Dec 15
CA $214
CA $241 total
Dec 14 - Dec 15
includes taxes & 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! (7,872 reviews)
"The room was cleaned properly. Amazing and kind staff with a variety of options to eat for breakfast dinner and lunch"

Reviewed on Nov 15, 2026

Universal's Cabana Bay Beach Resort
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.

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

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