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

Westgate Palace Hotel / Universal / I-Drive
Florida Center
Save 100% on your flight
per person
Jun 1 - Jun 4
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 Blue Tree Resort in Lake Buena Vista
per person
Jun 6 - Jun 13
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.

Meliá Orlando Celebration
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
A full-service spa, an outdoor pool, and a restaurant are all featured at this traditional hotel. There's fun for all ages with a free kid's club and mini golf, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a theme park shuttle.

The Shores Resort & Spa
Save 100% on your flight
per person
Jun 2 - Jun 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and an arcade/game room, and complimentary bicycles are available on site. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Westgate Vacation Villas Resort
Save 100% on your flight
per person
Jul 9 - Jul 13
found 1 day 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.
Top Kissimmee hotels deals

Vacation Village at Parkway
2975 Arabian Nights Blvd, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
The price is $97 per night
$97
includes taxes & fees
$86 per night
May 18 - May 19
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 $98 per night
$98
includes taxes & fees
$86 per night
Apr 29 - Apr 30
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

Palazzo Lakeside Hotel
4944 W. Irlo Bronson Memorial Highway, Kissimmee, FL
The price is $95 per night
$95
includes taxes & fees
$83 per night
Apr 29 - Apr 30
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

Seasons Florida Resort
4736 W Irlo Bronson Hwy Memorial, Highwa, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
The price is $60 per night
$60
includes taxes & fees
$52 per night
May 11 - May 12
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.
Pool
Parking included

Margaritaville Resort Orlando with H2O Waterpark
8000 Fins Up Circle, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
The price is $231 per night
$231
includes taxes & fees
$203 per night
Apr 29 - Apr 30
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 $78 per night
$78
includes taxes & fees
$69 per night
Apr 29 - Apr 30
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 and a free theme park shuttle.
Hot Tub
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.

Disney Springs™
4.5/5(11,529 reviews)
You can search for that perfect souvenir when you visit Disney Springs™, a favorite shopping spot in Lake Buena Vista. Experience the entertainment choices and acclaimed theater scene in this family-friendly area.
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