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 $530, price is now $283 per person
$283
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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.
I loved my stay at the Resort. It was clean and I had a great time. The staff were helpful and it is a safe locality. Would love to stay there again.
Reviewed on Aug 4, 2026
Palazzo Lakeside Hotel
Price was $1,168, price is now $398 per person
$398
per person
Oct 9 - Oct 13
found 12 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) 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 Cocoa Beach Resort
Save 100% on your flight
Price was $2,745, price is now $1,424 per person
$1,424
per person
Sep 26 - Oct 4
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Book a stay at this beach aparthotel in Cocoa Beach. Enjoy free parking, a beach locale, and free water park access. Our guests praise the helpful staff in our reviews. Popular attractions Cocoa Beach and Jetty Park are located nearby.
It is a time share property not a resort.
It has very little amenities and does not offer day to day room cleaning. We had to take our own trash out order fresh towels and go to store to buy shower items. None of this was listed in the details.
The place is old and tired, it needs a fresh coat of everything.
Kids are un supervised in the pool area and you cannot relax.
If you are hoping for a refreshing time this is not the place it’s very expensive and not worth the money. The beach walk is very hard to find. The map they offer does not depict the most accurate information.
There is no room service and the “restaurant” on property is very limited
Not worth the money at all
Reviewed on Jul 31, 2026
The Delaney Hotel
South Orange
Save 100% on your flight
Price was $973, price is now $557 per person
$557
per person
Oct 9 - Oct 13
found 12 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) 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 Florida Mall are located nearby.
NA
Reviewed on Aug 3, 2026
Florida Hotel & Conference Center in the Florida Mall
Save 100% on your flight
Price was $987, price is now $618 per person
$618
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Mall and Universal Epic Universe are located nearby.
Front desk and valet staff were very friendly and helpful
Reviewed on Aug 3, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Save 100% on your flight
Price was $1,814, price is now $1,140 per person
$1,140
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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.
One word: Phenomenal!
Reviewed on Aug 2, 2026
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 ...
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 ...
Rosen Inn Lake Buena Vista
8442 Palm Parkway Orlando FL
22.91 km from Oakland
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 ...
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 ...
Walt Disney World Swan
1200 Epcot Resort Blvd Lake Buena Vista FL
22.3 km from Oakland
Book a stay at this beach resort in Lake Buena Vista. Enjoy free WiFi, a private beach, and 3 hot tubs. Our guests praise the pool and the helpful staff in our ...
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 ...
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 ...
Wyndham I-Drive Avanti Resort & Conference Center
6515 International Drive Orlando FL
19.17 km from Oakland
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and private pools. Our guests praise the pool and the clean rooms in our ...
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
24.82 km from Oakland
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 ...
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 ...
Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
24.93 km from Oakland
Stay at this resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World ...
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 ...
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.
Mon, Oct 5 - Fri, Oct 9
TTN
Mercer
MCO
Orlando Intl.
$86 Roundtrip, found 1 day ago
$86
Roundtrip
found 1 day ago
Tue, Sep 1 - Sun, Sep 27
SWF
Stewart Intl.
MCO
Orlando Intl.
$173 Roundtrip, found 4 days ago
$173
Roundtrip
found 4 days ago
Sat, Sep 19 - Wed, Sep 30
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Wed, Sep 16 - Sat, Sep 26
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Sat, Sep 12 - Tue, Sep 15
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago