Search Deals onHistoric Downtown Kissimmee Vacation Packages
Historic Downtown Kissimmee Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Westgate Vacation Villas Resort
Save 100% on your flight
Price was $473, price is now $224 per person
$224
per person
Mar 10 - Mar 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Town Center Resort
Price was $514, price is now $229 per person
$229
per person
Mar 10 - Mar 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

The Shores Resort & Spa
Save 100% on your flight
Price was $863, price is now $427 per person
$427
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this 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.

Westgate Cocoa Beach Resort
Price was $1,649, price is now $842 per person
$842
per person
Feb 27 - Mar 3
found 8 hours ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
Book a stay at this beach condo 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 Pier and Cocoa Beach are located nearby.

Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $634, price is now $327 per person
$327
per person
Mar 10 - Mar 14
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 Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.

Boardwalk Inn and Suites
Davis
Save 100% on your flight
Price was $557, price is now $288 per person
$288
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 International Speedway and Daytona Beach Boardwalk are located nearby.

Flamingo Inn Beachfront
Save 100% on your flight
Price was $674, price is now $353 per person
$353
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this beach hotel in Daytona Beach Shores. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Daytona International Speedway and Beach at Daytona Beach are located nearby.

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
International Drive District
Price was $588, price is now $317 per person
$317
per person
Mar 10 - Mar 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Universal’s Islands of Adventure 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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in ...

DoubleTree by Hilton Hotel Orlando at SeaWorld
10100 International Drive Orlando FL
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...

DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
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 ...
Save an average of 15% on thousands of hotels when you're signed in

Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...

Wyndham I-Drive Avanti Resort & Conference Center
6515 International Drive Orlando FL
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 ...

The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
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 ...

Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
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 ...

Westgate Lakes Resort & Spa Universal Studios Area
9500 Turkey Lake Rd Orlando FL
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 ...
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, Mar 3 - Wed, Mar 4
ORD
O'Hare Intl.
MCO
Orlando Intl.
$46 Roundtrip, found 1 hour ago
$46
Roundtrip
found 1 hour ago

Tue, Feb 10 - Fri, Feb 13
LGA
LaGuardia
MCO
Orlando Intl.
$49 Roundtrip, found 5 hours ago
$49
Roundtrip
found 5 hours ago

Wed, Feb 18 - Wed, Feb 25
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$54 Roundtrip, found 1 hour ago
$54
Roundtrip
found 1 hour ago

Tue, Feb 17 - Wed, Feb 25
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$66 Roundtrip, found 1 hour ago
$66
Roundtrip
found 1 hour ago
Discover Other Travel Deals
- Kissimmee Lakefront Park Vacations
- Osceola County Clerk of the Court Vacations
- First United Methodist Church Vacations
- Kissimmee Civic Center Vacations
- Bataan-Corregidor Memorial Vacations
- Monument of States Vacations
- Walt Disney World® Resort Vacations
- Universal Studios Florida Vacations
- Disney SpringsTM Vacations
- Universal Orlando Resort Vacations
- Magic Kingdom® Park Vacations
- Orange County Convention Center Vacations
