Search Deals onHistoric Downtown Kissimmee Vacation Packages
Historic Downtown Kissimmee Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel
Price was $932, price is now $222 per person
$222
per person
Feb 28 - Mar 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Town Center Resort
Save 100% on your flight
Price was $1,040, price is now $476 per person
$476
per person
Mar 14 - Mar 21
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Grove Resort & Water Park Orlando
Price was $1,067, price is now $493 per person
$493
per person
Mar 24 - Mar 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
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 in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Westgate Towers Resort
Save 100% on your flight
Price was $721, price is now $339 per person
$339
per person
Mar 18 - Mar 23
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Orlando (MCO)
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 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.
Seasons Florida Resort
Save 100% on your flight
Price was $458, price is now $231 per person
$231
per person
Feb 28 - Mar 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Old Town and Disney Springs™ are located nearby.
Westgate Cocoa Beach Resort
Price was $1,937, price is now $992 per person
$992
per person
Feb 28 - Mar 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $717, price is now $379 per person
$379
per person
Mar 21 - Mar 25
just found
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.
Westgate Blue Tree Resort in Lake Buena Vista
Save 100% on your flight
Price was $580, price is now $309 per person
$309
per person
Mar 20 - Mar 24
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
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.
Wed, Feb 18 - Wed, Feb 25
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$53 Roundtrip, found 1 hour ago
$53
Roundtrip
found 1 hour ago
Wed, Mar 4 - Wed, Mar 4
LGA
LaGuardia
MCO
Orlando Intl.
$55 Roundtrip, found 1 hour ago
$55
Roundtrip
found 1 hour ago
Tue, Mar 3 - Wed, Mar 4
ORD
O'Hare Intl.
MCO
Orlando Intl.
$60 Roundtrip, found 1 hour ago
$60
Roundtrip
found 1 hour ago
Wed, Feb 4 - Tue, Feb 10
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$66 Roundtrip, found 1 hour ago
$66
Roundtrip
found 1 hour ago
Discover Other Travel Deals
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