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 Palace Hotel / Universal / I-Drive
International Drive District
Price was $792, price is now $345 per person
$345
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Westgate Lakes Resort & Spa Universal Studios Area
Price was $1,027, price is now $462 per person
$462
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and perks like free valet parking and a free theme park shuttle.
Westgate Cocoa Beach Resort
Price was $1,505, price is now $722 per person
$722
per person
Nov 16 - Nov 21
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Free water park access and an outdoor pool are featured at this smoke-free condo resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a children's pool, and barbecue grills are available on site.
Boardwalk Inn and Suites
Davis
Save 100% on your flight
Price was $701, price is now $380 per person
$380
per person
Dec 18 - Dec 24
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the gym and perks like free valet parking and free WiFi. There's a hot tub on site, and a 24-hour front desk and a communal living room are also provided.
Hilton Daytona Beach Oceanfront Resort
Brush - Stewarts
Save 100% on your flight
Price was $893, price is now $486 per person
$486
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
4 restaurants, 2 outdoor pools, and 2 hot tubs are among this hotel's featured amenities. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Enjoy the 24-hour gym and visit the 2 beach bars and poolside bar for drinks.
Top Historic Downtown Kissimmee hotels deals
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $224 total per night
$224 total
Oct 6 - Oct 7
Total with taxes and fees
This eco-certified hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
Pool
Free WiFi
Marriott's Grande Vista
5925 Avenida Vista, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
$87 nightly
The price is $98 total per night
$98 total
Oct 26 - Oct 27
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 30 - Oct 1
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
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $114 total per night
$114 total
Oct 12 - Oct 13
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
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 21 - Oct 22
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 Hotel Orlando at SeaWorld
10100 International Drive, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $123 total per night
$123 total
Oct 10 - Oct 11
Total with taxes and fees
This smoke-free resort features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.
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
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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