Search Deals onHistoric Downtown Kissimmee Vacation Packages
Historic Downtown Kissimmee Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Magic Moment Resort and Kids Club
per person
Jan 27 - Jan 31
found 2 days ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free breakfast, free parking, and a free theme park shuttle. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Palazzo Lakeside Hotel
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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
per person
Jan 27 - Jan 31
found 2 days ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this 4-star 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 Universal Orlando Resort and Universal CityWalk are located nearby.
Westgate Palace Hotel / Universal / I-Drive
Florida Center
per person
Jan 27 - Jan 31
found 2 days ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal Orlando Resort and Universal Studios Florida are located nearby.
Westgate Town Center Resort
Save 100% on your flight
per person
Feb 3 - Feb 8
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this 4-star 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 are located nearby.
Westgate Towers Resort
Save 100% on your flight
per person
Feb 3 - Feb 8
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). 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 are located nearby.
The Shores Resort & Spa
Save 100% on your flight
per person
Feb 3 - Feb 7
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this 4-star beach hotel in Daytona Beach Shores. Enjoy free WiFi, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Daytona International Speedway and Beach at Daytona Beach are located nearby.
Century Millenia
Florida Center
Save 100% on your flight
per person
Feb 3 - Feb 8
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this 3-star apartment in Orlando. Enjoy free WiFi, free parking, and a garden. Popular attractions Orlando International Premium Outlets and Universal Orlando Resort are located nearby.
3-4 Night Vacations in Historic Downtown Kissimmee
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Historic Downtown Kissimmee
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Historic Downtown Kissimmee
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd, Orlando, FL
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
Avanti International Resort
8738 International Dr, Orlando, FL
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, breakfast (surcharge), and a free theme park shuttle. Our guests praise the pool and the ...
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue, Winter Garden, FL
Stay at this 4-star family-friendly resort in Four Corners. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
Save an average of 15% on thousands of hotels when you're signed in
DoubleTree by Hilton Hotel Orlando at SeaWorld
10100 International Drive, Orlando, FL
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
14500 Continental Gateway, Orlando, FL
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 spa tubs. Our guests praise the clean rooms and the family ...
Universal's Cabana Bay Beach Resort
6550 Adventure Way, Orlando, FL
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Universal's Endless Summer Resort - Dockside Inn and Suites
7125 Universal Boulevard, Orlando, FL
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the restaurant in ...
Caribe Royale Orlando
8101 World Center Dr, Orlando, FL
Book a stay at this luxury hotel in Orlando. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant 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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Jan 14 - Wed, Jan 15
LGA
LaGuardia
MCO
Orlando Intl.
$64 Roundtrip, found 1 hour ago
$64
Roundtrip
found 1 hour ago
Tue, Jan 14 - Thu, Jan 16
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$76 Roundtrip, found 3 hours ago
$76
Roundtrip
found 3 hours ago
Tue, Jan 14 - Tue, Jan 14
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$77 Roundtrip, found 2 hours ago
$77
Roundtrip
found 2 hours ago
Tue, Jan 14 - Fri, Jan 24
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$82 Roundtrip, just found
$82
Roundtrip
just found
Discover Other Travel Deals
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- Walt Disney World® Resort Vacations
- Universal Studios Florida Vacations
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- Magic Kingdom® Park Vacations