Search Deals onUptown Vacation Packages
Uptown Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Seasons Florida Resort
Save 100% on your flight
Price was $443, price is now $264 per person
$264
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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 Disney Springs™ and ESPN Wide World of Sports Complex are located nearby.

Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was $1,404, price is now $562 per person
$562
per person
Jul 9 - Jul 15
found 11 hours ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, free parking, and a free theme park shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and The Orlando Eye are located nearby.

Westgate Town Center Resort
Save 100% on your flight
Price was $659, price is now $370 per person
$370
per person
Jul 8 - Jul 12
found 7 hours ago
Roundtrip flight included
Baltimore (BWI) 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 $608, price is now $344 per person
$344
per person
Jul 24 - Jul 28
found 17 hours ago
Roundtrip flight included
Baltimore (BWI) 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.

Boardwalk Inn and Suites
Davis
Save 100% on your flight
Price was $687, price is now $390 per person
$390
per person
Jul 23 - Jul 28
found 11 hours ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Book a stay at this beach hotel in Daytona Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Daytona Beach Boardwalk and Daytona International Speedway are located nearby.

Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Save 100% on your flight
Price was $1,551, price is now $890 per person
$890
per person
Jul 16 - Jul 21
found 16 hours ago
Roundtrip flight included
Baltimore (BWI) 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.

Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $658, price is now $380 per person
$380
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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 Aquatica are located nearby.

Westgate Cocoa Beach Resort
Save 100% on your flight
Price was $1,529, price is now $954 per person
$954
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Cleveland (CLE) 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.
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 ...

Spark by Hilton St. Augustine Historic District
42 San Marco Ave St. Augustine FL
Stay at this hotel in St. Augustine. Enjoy free breakfast, free WiFi, and a sauna. Our guests praise the clean rooms in our reviews. Popular attractions St. ...

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. ...
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.

Tue, Aug 25 - Thu, Aug 27
ORD
O'Hare Intl.
MCO
Orlando Intl.
$108 Roundtrip, found 15 hours ago
$108
Roundtrip
found 15 hours ago

Wed, Sep 2 - Thu, Sep 3
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$108 Roundtrip, found 13 hours ago
$108
Roundtrip
found 13 hours ago

Sat, Oct 3 - Mon, Oct 19
TTN
Mercer
MCO
Orlando Intl.
$113 Roundtrip, found 5 hours ago
$113
Roundtrip
found 5 hours ago

Thu, Jul 23 - Sun, Aug 2
BOS
Logan Intl.
MCO
Orlando Intl.
$154 Roundtrip, found 7 hours ago
$154
Roundtrip
found 7 hours ago
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