
Deals on vacations and trips to Kissimmee
Save when you book Kissimmee package deals
Kissimmee flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Westgate Towers Resort
Save 100% on your flight
per person
Sep 5 - Sep 10
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
This hotel features an outdoor pool and a gym. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the hot tub and perks like free self parking.

Westgate Palace Hotel / Universal / I-Drive
International Drive
per person
Sep 3 - Sep 7
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 River Ranch Resort & Rodeo
per person
Aug 14 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
This smoke-free resort features free water park access, a marina, and 2 restaurants. There's fun for all ages with mini golf and a playground, and barbecue grills are available on site. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.

CoCo Key Hotel and Water Resort
International Drive
Save 100% on your flight
per person
Aug 11 - Aug 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Free water park access, 4 restaurants, and 3 outdoor pools are all featured at this traditional hotel. There's fun for all ages with a children's pool and a theme park shuttle, and families will appreciate the onsite laundry facilities. Traveling on business? Take advantage of the 24-hour business center, express check-out, and valet parking.

Westgate Blue Tree Resort in Lake Buena Vista
Save 100% on your flight
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool and a gym. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the hot tub and perks like free self parking.
Top Kissimmee hotels deals

Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
2 hot tubs, an outdoor pool, and a 24-hour gym are all featured at this smoke-free resort. Business travelers can take advantage of the free WiFi in public areas. Enjoy the sauna and free perks like buffet breakfast and free self parking.
Pool
Hot Tub

Palazzo Lakeside Hotel
4944 W. Irlo Bronson Memorial Highway, Kissimmee, FL
This hotel features an outdoor pool, a gym, and a restaurant. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Pool
Breakfast included

Vacation Village at Parkway
2975 Arabian Nights Blvd, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
7 outdoor pools, 7 hot tubs, and a gym are all featured at this smoke-free condo. Bring the family and enjoy the children's pool, playground, and arcade/game room. WiFi in public areas is free.

Margaritaville Resort Orlando with H2O Waterpark
8000 Fins Up Circle, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
This smoke-free resort features free water park access, a full-service spa, and 3 restaurants. Bring the family and enjoy the lazy river, waterslide, and arcade/game room. Enjoy the 3 outdoor pools and perks like free WiFi.

Holiday Inn Club Vacations at Orange Lake Resort by IHG
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Free Cancellation
This traditional resort features a golf course, free water park access, and 8 restaurants. 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 get free self parking.
Pool
Hot Tub
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.
Popular places to visit

Walt Disney World® Resort
4.5/5(2,427 reviews)
Have a fun-filled day at Walt Disney World® Resort and find out why this is a popular theme park in Lake Buena Vista. Discover the top-notch restaurants and acclaimed theater scene in this walkable area.

Universal Studios Florida
4.5/5(9,273 reviews)
Movie sets and thrill rides combine to create this internationally acclaimed theme park.

Universal Orlando Resort
4.5/5(4,155 reviews)
Have a fun-filled day at Universal Orlando Resort and see why people love this theme park in Orlando. Check out the shops and top-notch restaurants in this family-friendly area.
Frequently asked questions
Photos of local treasures
Browse Kissimmee vacation photos for more inspiration
Top all inclusive vacation packages with airfare
Book a vacation to Kissimmee
Most popular
Hotels
Cheap Hotels in Lake Buena VistaCheap Hotels in WindermereAltamonte Springs Pet Friendly HotelsCheap Hotels in Winter ParkSt. Pete Beach Beach Resorts & HotelsCheap Hotels in Altamonte SpringsAdults Only Resorts & Hotels in Lake Buena VistaCheap Hotels in MaitlandClearwater Beach Beach Resorts & HotelsCheap Hotels in Celebration
Cars
Activities
Vacation Rentals