Deals on vacations and trips to Historic Downtown Kissimmee
Historic Downtown Kissimmee flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort
Save 100% on your flight
Price was $534, price is now $274 per person
$274
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.
Westgate Towers Resort
Price was $1,660, price is now $674 per person
$674
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Westgate Town Center Resort
Save 100% on your flight
Price was $569, price is now $278 per person
$278
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Save 100% on your flight
Price was $870, price is now $437 per person
$437
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
The Delaney Hotel
South Orange
Save 100% on your flight
Price was $850, price is now $444 per person
$444
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a terrace, and a snack bar/deli are also offered.
Top Historic Downtown Kissimmee hotels deals
Marriott's Grande Vista
5925 Avenida Vista, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $116 total per night
$116 total
Oct 13 - Oct 14
Total with taxes and fees
This eco-certified hotel features a golf course, a full-service spa, and 3 restaurants. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi.
Pool
Hot Tub
Universal's Cabana Bay Beach Resort
6550 Adventure Way, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
$133 nightly
The price is $150 total per night
$150 total
Sep 29 - Sep 30
Total with taxes and fees
This smoke-free hotel features 2 restaurants, 2 outdoor pools, and 2 hot tubs. There's fun for all ages with a lazy river and a bowling alley, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a theme park shuttle.
Pool
Hot Tub
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
12401 International Dr, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
$96 nightly
The price is $108 total per night
$108 total
Oct 12 - Oct 13
Total with taxes and fees
This smoke-free hotel features 2 restaurants, 5 outdoor pools, and 2 outdoor tennis courts. Bring the family and enjoy the children's club, children's pool, and waterslide. Enjoy the 4 hot tubs and perks like free WiFi.
Pool
Hot Tub
DoubleTree by Hilton Orlando Airport
5555 Hazeltine National Drive, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
$83 nightly
The price is $93 total per night
$93 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi and a free airport shuttle. You'll appreciate the free area shuttle, valet parking, and 24-hour business center.
Pool
Free airport shuttle
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $128 total per night
$128 total
Oct 12 - Oct 13
Total with taxes and fees
This smoke-free hotel features 3 restaurants, 6 outdoor pools, and 10 outdoor tennis courts. There's fun for all ages with a free kid's club and mini golf, and barbecue grills are available on site. Enjoy the 8 hot tubs and perks like free WiFi.
Pool
Hot Tub
Hyatt Regency Orlando
9801 International Dr, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
$161 nightly
The price is $181 total per night
$181 total
Sep 22 - Sep 23
Total with taxes and fees
A full-service spa, 3 restaurants, and 2 outdoor pools are all featured at this luxury hotel. Bring the family and enjoy the children's pool, free theme park shuttle, and waterslide. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and an area shuttle.
Pool
Spa
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See all available properties in Historic Downtown Kissimmee
View all propertiesLowest 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.
Popular places to visit
Kissimmee Lakefront Park
Kissimmee Lakefront Park is just one of the places to see in Kissimmee, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the entertainment choices in this family-friendly area.
Osceola County Clerk of the Court
After visiting Osceola County Clerk of the Court, make a plan to see the other sights and activities in Kissimmee. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Kissimmee Civic Center
Kissimmee Civic Center is just one of the places to see in Kissimmee, so why not enjoy the other things to explore during your travels? Discover the entertainment choices and shops in this family-friendly area.
Frequently asked questions
Photos of local treasures
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