Search Deals onUptown Vacation Packages
Uptown Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort
Save 100% on your flight
Price was $786, price is now $361 per person
$361
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Westgate Cocoa Beach Resort
Price was $1,537, price is now $974 per person
$974
per person
Jun 4 - Jun 8
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Ron Jon Surf Shop are located nearby.
Westgate Town Center Resort
Save 100% on your flight
Price was $864, price is now $388 per person
$388
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Westgate Vacation Villas Resort
Save 100% on your flight
Price was $809, price is now $371 per person
$371
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Westgate Blue Tree Resort in Lake Buena Vista
Save 100% on your flight
Price was $850, price is now $441 per person
$441
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free parking, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney Springs™ and Epcot® are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $1,308, price is now $690 per person
$690
per person
Jun 21 - Jun 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Seasons Florida Resort
Save 100% on your flight
Price was $682, price is now $379 per person
$379
per person
Jun 21 - Jun 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
WorldQuest Orlando Resort
Save 100% on your flight
Price was $1,166, price is now $659 per person
$659
per person
May 29 - Jun 6
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, free parking, and a free theme park shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
3-4 Night Vacations in Uptown
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Uptown
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Uptown
Villa 1565
137 San Marco Ave St. Augustine FL
Stay at this hotel in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hampton Inn St. Augustine Downtown Historic District
1302 N Ponce De Leon Blvd St. Augustine FL
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff ...
DoubleTree by Hilton St. Augustine Historic District
116 San Marco Ave St. Augustine FL
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Save an average of 15% on thousands of hotels when you're signed in
Days Inn by Wyndham St Augustine/Historic Downtown
1300 N Ponce De Leon Blvd St. Augustine FL
Stay at this hotel in St. Augustine. Enjoy free WiFi, a free area shuttle, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in ...
Hilton Garden Inn St. Augustine Historic District
1600 N Ponce De Leon Blvd St. Augustine FL
Stay at this hotel in St. Augustine. Enjoy breakfast (surcharge), parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the ...
Renaissance St. Augustine Historic Downtown Hotel
6 W Castillo Dr St. Augustine FL
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
Guy Harvey Resort on St Augustine Beach
860 A1A Beach Blvd St. Augustine FL
Book a stay at this beach hotel in St. Augustine. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
Quality Inn St Augustine Historic District Area
2800 N. Ponce de Leon Blvd St. Augustine FL
Book a stay at this business-friendly motel in St. Augustine. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the ...
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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sun, Jun 14 - Thu, Jun 18
TTN
Mercer
MCO
Orlando Intl.
$82 Roundtrip, found 10 hours ago
$82
Roundtrip
found 10 hours ago
Wed, Jun 3 - Mon, Jun 8
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$92 Roundtrip, just found
$92
Roundtrip
just found
Sat, Jun 6 - Wed, Jun 10
LGA
LaGuardia
MCO
Orlando Intl.
$104 Roundtrip, just found
$104
Roundtrip
just found
Tue, May 19 - Tue, May 19
ORD
O'Hare Intl.
MCO
Orlando Intl.
$111 Roundtrip, found 10 hours ago
$111
Roundtrip
found 10 hours ago
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