Uptown Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
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 $787, price is now $438 per person
$438
per person
Dec 14 - Dec 19
found 8 hours ago
Roundtrip flight included
Cleveland (CLE) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a free theme park shuttle. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Los cuartos son grandes. Me parece muy buena ubicación si quieren ir a los parques. Es un poco antiguo, pero a la final uno no pasa mucho tiempo ahí ya que pasa todo el día en la calle
Reviewed on Nov 10, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was $1,854, price is now $900 per person
$900
per person
Dec 14 - Dec 19
found 8 hours ago
Roundtrip flight included
Cleveland (CLE) 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 $868, price is now $503 per person
$503
per person
Dec 17 - Dec 22
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 Universal’s Volcano Bay are located nearby.
The Delaney Hotel
South Orange
Save 100% on your flight
Price was $1,178, price is now $780 per person
$780
per person
Dec 25 - Dec 29
found 15 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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 Camping World Stadium are located nearby.
First off the location! But LOVED EVERYTHING!
Reviewed on Nov 9, 2026
Florida Hotel & Conference Center in the Florida Mall
Price was $994, price is now $714 per person
$714
per person
Dec 25 - Dec 29
found 18 hours ago
Roundtrip non-stop 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 Orlando International Premium Outlets and Universal CityWalk are located nearby.
Pinnacle Apartments W Amenties by Heavenly Homes
Price was $1,074, price is now $793 per person
$793
per person
Dec 25 - Dec 29
found 15 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Orlando (MCO)
Stay at this apartment in Orlando. Enjoy free parking, a water park, and a fitness center. Popular attractions Florida Mall and Orlando Kart Center are located nearby.
Very nice apartment, simple furnishings. Co
Reviewed on Aug 2, 2026
Top Hotel Deals
Villa 1565
137 San Marco Ave St. Augustine FL
0.21 km from Uptown
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. ...
DoubleTree by Hilton St. Augustine Historic District
116 San Marco Ave St. Augustine FL
0.12 km from Uptown
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 ...
Hampton Inn St. Augustine Downtown Historic District
1302 N Ponce De Leon Blvd St. Augustine FL
0.39 km from Uptown
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 ...
Renaissance St. Augustine Historic Downtown Hotel
6 W Castillo Dr St. Augustine FL
0.56 km from Uptown
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 ...
Hilton Garden Inn St. Augustine Historic District
1600 N Ponce De Leon Blvd St. Augustine FL
0.51 km from Uptown
Stay at this hotel in St. Augustine. Enjoy breakfast (surcharge), a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean ...
Days Inn by Wyndham St Augustine/Historic Downtown
1300 N Ponce De Leon Blvd St. Augustine FL
0.37 km from Uptown
Stay at this hotel in St. Augustine. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
Guy Harvey Resort on St Augustine Beach
860 A1A Beach Blvd St. Augustine FL
8.92 km from Uptown
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. ...
The Ponce St. Augustine Hotel
1111 N. Ponce De Leon Blvd St. Augustine FL
0.41 km from Uptown
Stay at this hotel in St. Augustine. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the restaurant and the helpful staff in our reviews. ...
Best Western Seaside Inn
541 A1A Beach Boulevard St. Augustine FL
7.67 km from Uptown
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the ...
Homewood Suites by Hilton St. Augustine San Sebastian
10 PRAWN STREET St. Augustine FL
1.74 km from Uptown
Book a stay at this business-friendly hotel in St. Augustine. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and ...
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort
300 A1A Beach Blvd St. Augustine FL
7.06 km from Uptown
Book a stay at this beach resort in St. Augustine. Enjoy free breakfast, free WiFi, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
Hyatt Place St. Augustine/Vilano Beach
117 Vilano Road St. Augustine FL
2.64 km from Uptown
Stay at this hotel in St. Augustine. Enjoy free breakfast, free WiFi, and a free beach shuttle. Our guests praise the breakfast and the helpful staff in our ...
Regency Inn & Suites
331 A1a Beach Blvd St. Augustine FL
7.09 km from Uptown
Stay at this motel in St. Augustine. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful staff 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
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, Jan 30 - Sun, Jan 31
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$106 Roundtrip, found 1 day ago
$106
Roundtrip
found 1 day ago
Sat, Dec 5 - Tue, Dec 8
BOS
Logan Intl.
JAX
Jacksonville Intl.
$189 Roundtrip, found 5 days ago
$189
Roundtrip
found 5 days ago
Thu, Jan 21 - Sun, Jan 24
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$258 Roundtrip, found 5 days ago
$258
Roundtrip
found 5 days ago
Fri, Dec 11 - Wed, Dec 16
LGA
LaGuardia
JAX
Jacksonville Intl.
$269 Roundtrip, found 4 days ago
$269
Roundtrip
found 4 days ago
Mon, Apr 26 - Fri, Apr 30
MSP
Minneapolis - St. Paul Intl.
JAX
Jacksonville Intl.
$284 Roundtrip, found 1 day ago
$284
Roundtrip
found 1 day ago