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 $439, price is now $215 per person
$215
per person
Jan 8 - Jan 12
found 10 hours ago
Roundtrip flight included
Boston (BOS) 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 Palace Hotel / Universal / I-Drive
International Drive District
Price was $913, price is now $377 per person
$377
per person
Jan 4 - Jan 9
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
Price was $863, price is now $395 per person
$395
per person
Jan 4 - Jan 9
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.
Florida Hotel & Conference Center in the Florida Mall
Price was $734, price is now $341 per person
$341
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
This traditional aparthotel includes 3 restaurants, an outdoor pool, and a gym. Bring the family and enjoy the free theme park shuttle and kid-friendly dining. Enjoy the hot tub and perks like free WiFi.
Westgate Town Center Resort
Price was $613, price is now $297 per person
$297
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip flight included
Hartford (BDL) 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.
Top Historic Downtown Kissimmee hotels deals
Universal's Cabana Bay Beach Resort
6550 Adventure Way, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
The price is $150 total per night
$150 total
per night
Nov 5 - Nov 6
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 Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr, Orlando, FL
The price is $103 total per night
$103 total
per night
Dec 1 - Dec 2
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
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue, Winter Garden, FL
Free Cancellation
Reserve now, pay when you stay
The price is $231 total per night
$231 total
per night
Dec 1 - Dec 2
Free water park access, 3 restaurants, and 6 outdoor pools are all featured at this resort. Bring the family and enjoy the lazy river, children's club, and mini golf. Enjoy the 2 hot tubs and perks like free WiFi.
Pool
Hot Tub
Ramada by Wyndham Suites Orlando Airport
7500 Augusta National Dr, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
The price is $90 total per night
$90 total
per night
Nov 24 - Nov 25
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like self-serve breakfast and free self parking.
Pool
Breakfast included
Rosen Inn at Pointe Orlando
9000 International Drive, Orlando, FL
The price is $84 total per night
$84 total
per night
Nov 5 - Nov 6
This hotel features 3 outdoor pools, a gym, and a restaurant. Bring the family and enjoy the free theme park shuttle, playground, and kid-friendly dining. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi.
Pool
Pet friendly
Rosen Inn Lake Buena Vista
8442 Palm Parkway, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
The price is $78 total per night
$78 total
per night
Nov 10 - Nov 11
This hotel features 2 outdoor pools, a restaurant, and a bar/lounge. Bring the family and enjoy the children's pool, free theme park shuttle, and playground. Guests will appreciate perks like free WiFi and a free shopping center shuttle.
Pool
Pet friendly
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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
4/5(12 reviews)
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
5/5(1 review)
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.
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