
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
May 27 - Jun 2
found 24 hours ago
Roundtrip flight included
Boston (BOS) 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 Vacation Villas Resort
per person
May 21 - May 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 4 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 River Ranch Resort & Rodeo
Save 100% on your flight
per person
May 9 - May 12
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free resort. 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.

Westgate Blue Tree Resort in Lake Buena Vista
per person
May 28 - Jun 4
found 10 hours 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.

Boardwalk Inn and Suites
Davis
Save 100% on your flight
per person
May 21 - May 25
found 1 day ago
Roundtrip 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.
Top Kissimmee hotels deals

Vacation Village at Parkway
2975 Arabian Nights Blvd, Kissimmee, FL
The price is $122 per night
$122
includes taxes & fees
$108 per night
Apr 6 - Apr 7
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.
Pool
Hot Tub

Holiday Inn & Suites Orlando SW - Celebration Area by IHG
5711 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Free Cancellation
The price is $115 per night
$115
includes taxes & fees
$101 per night
Apr 6 - Apr 7
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Bring the family and enjoy the children's pool, free theme park shuttle, and playground. Enjoy the gym and perks like free WiFi.
Pool
Hot Tub

Holiday Inn Club Vacations at Orange Lake Resort by IHG
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Free Cancellation
The price is $229 per night
$229
includes taxes & fees
$203 per night
Apr 1 - Apr 2
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

Margaritaville Resort Orlando with H2O Waterpark
8000 Fins Up Circle, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
The price is $242 per night
$242
includes taxes & fees
$213 per night
Apr 13 - Apr 14
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. Unwind with drinks at one of the 3 bars/lounges or the poolside bar and make the most of the 3 outdoor pools.
Pool
Spa

Ramada by Wyndham Hotel & Water Park
Free Cancellation
Reserve now, pay when you stay
The price is $77 per night
$77
includes taxes & fees
$68 per night
Apr 1 - Apr 2
Free water park access and a restaurant are featured at this smoke-free hotel. Bring the family and enjoy the lazy river, children's pool, and kid-friendly dining. Enjoy the gym and perks like free WiFi.
Hot Tub
Pet friendly

Ramada by Wyndham Kissimmee Gateway
7470 W. Irlo Bronson Memorial Hwy., Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
The price is $84 per night
$84
includes taxes & fees
$74 per night
Apr 3 - Apr 4
This smoke-free hotel features 2 outdoor pools, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Pet friendly
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.
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