Search Deals onHistoric Downtown Kissimmee Vacation Packages
Historic Downtown Kissimmee Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Boardwalk Inn and Suites
Davis
Price was $520, price is now $240 per person
$240
per person
Jan 14 - Jan 18
found 11 hours 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.
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was $714, price is now $308 per person
$308
per person
Jan 14 - Jan 18
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this 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’s Islands of Adventure and Universal Orlando Resort are located nearby.
Ocean Sands Beach Boutique Inn - 1 Acre Private Beach
Vilano Beach
Price was $1,346, price is now $588 per person
$588
per person
Jan 7 - Jan 14
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Book a stay at this beach hotel in St. Augustine. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Castillo de San Marcos National Monument and St. George Street are located nearby.
Doppio Westside
Price was $2,342, price is now $1,055 per person
$1,055
per person
Dec 31 - Jan 7
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this vacation home in Four Corners. Enjoy free WiFi, free parking, and private pools. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Price was $662, price is now $307 per person
$307
per person
Jan 8 - Jan 16
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this family-friendly hotel in Four Corners. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Westgate Blue Tree Resort in Lake Buena Vista
Price was $960, price is now $468 per person
$468
per person
Jan 8 - Jan 13
found 13 hours 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.
Summer Bay Orlando by Exploria Resorts
Save 100% on your flight
Price was $526, price is now $260 per person
$260
per person
Jan 10 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly hotel in Four Corners. Enjoy free parking, 5 outdoor pools, and 4 hot tubs. 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.
Parkway International Resort
Save 100% on your flight
Price was $666, price is now $334 per person
$334
per person
Jan 11 - Jan 17
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 a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and ESPN Wide World of Sports Complex 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
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 ...
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 ...
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
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 ...
Hyatt Regency Orlando
9801 International Dr Orlando FL
Book a stay at this luxury hotel in Orlando. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our ...
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 ...
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 ...
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 ...
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.
Mon, Dec 8 - Wed, Dec 10
LGA
LaGuardia
MCO
Orlando Intl.
$62 Roundtrip, found 6 hours ago
$62
Roundtrip
found 6 hours ago
Sun, Jan 11 - Sun, Jan 11
TTN
Mercer
MCO
Orlando Intl.
$63 Roundtrip, found 2 days ago
$63
Roundtrip
found 2 days ago
Tue, Jan 6 - Fri, Jan 16
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$68 Roundtrip, found 2 hours ago
$68
Roundtrip
found 2 hours ago
Tue, Dec 16 - Sat, Jan 10
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Kissimmee Lakefront Park Vacations
- Osceola County Clerk of the Court Vacations
- Kissimmee Civic Center Vacations
- First United Methodist Church Vacations
- Monument of States Vacations
- Bataan-Corregidor Memorial Vacations
- Walt Disney World® Resort Vacations
- Universal Studios Florida Vacations
- Universal Orlando Resort Vacations
- Disney SpringsTM Vacations
- Magic Kingdom® Park Vacations
- Orange County Convention Center Vacations