Oakland Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Oakland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
Save 100% on your flight
Price was $745, price is now $377 per person
$377
per person
Jun 5 - Jun 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was $2,417, price is now $1,225 per person
$1,225
per person
Jun 5 - Jun 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Palazzo Lakeside Hotel
Save 100% on your flight
Price was $690, price is now $396 per person
$396
per person
Jun 5 - Jun 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $1,226, price is now $715 per person
$715
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
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 reviews. Popular attractions Orange County Convention Center and The Orlando Eye are located nearby.
The Delaney Hotel
South Orange
Save 100% on your flight
Price was $1,435, price is now $847 per person
$847
per person
Jun 5 - Jun 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Orlando International Premium Outlets are located nearby.
Parkway International Resort
Save 100% on your flight
Price was $788, price is now $491 per person
$491
per person
Jun 5 - Jun 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and ESPN Wide World of Sports Complex are located nearby.
Top Hotel Deals
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
24.26 km from Oakland
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 ...
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
18.52 km from Oakland
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 ...
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
21.59 km from Oakland
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 ...
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
19.18 km from Oakland
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 ...
Westgate Lakes Resort & Spa Universal Studios Area
9500 Turkey Lake Rd Orlando FL
20.86 km from Oakland
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 ...
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
20.67 km from Oakland
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
Vacation Village Orlando, Celebration
2975 Arabian Nights Blvd Kissimmee FL
26.32 km from Oakland
Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms ...
Walt Disney World Dolphin
1500 Epcot Resort Blvd Lake Buena Vista FL
22 km from Oakland
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 ...
Universal's Endless Summer Resort - Dockside Inn and Suites
7125 Universal Boulevard Orlando FL
19.76 km from Oakland
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 ...
Holiday Inn Resort Orlando Suites - Waterpark by IHG
18000 International Dr S. Orlando FL
25.1 km from Oakland
Book a stay at this family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 hot tubs. Our guests praise the clean rooms and the family ...
Fairfield Inn & Suites Lake Buena Vista in Marriott Village
8615 Vineland Avenue Orlando FL
23.56 km from Oakland
Book a stay at this family-friendly hotel in Orlando. Enjoy free breakfast, 3 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the helpful ...
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
7400 Canada Ave Orlando FL
19.59 km from Oakland
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Popular attractions Universal’s Volcano ...
Orlando International Drive North Hotel
5859 American Way Orlando FL
19.62 km from Oakland
Book a stay at this family-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Jun 6 - Thu, Jun 11
TTN
Mercer
MCO
Orlando Intl.
$90 Roundtrip, found 1 day ago
$90
Roundtrip
found 1 day ago
Sat, May 23 - Thu, Jun 11
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$148 Roundtrip, found 4 days ago
$148
Roundtrip
found 4 days ago
Tue, Jun 2 - Fri, Jun 5
BOS
Logan Intl.
MCO
Orlando Intl.
$148 Roundtrip, found 4 days ago
$148
Roundtrip
found 4 days ago
Wed, May 27 - Wed, Jun 17
LGA
LaGuardia
MCO
Orlando Intl.
$157 Roundtrip, found 15 hours ago
$157
Roundtrip
found 15 hours ago
Wed, May 27 - Thu, Jun 4
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$167 Roundtrip, found 4 hours ago
$167
Roundtrip
found 4 hours ago