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
per person
Dec 9 - Dec 15
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.
Residence Inn by Marriott Orlando Downtown
Downtown Orlando
Save 100% on your flight
per person
Jan 12 - Jan 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a terrace, and a garden are also offered.
Westgate Towers Resort
Save 100% on your flight
per person
Dec 2 - Dec 9
found 15 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 spa tub and perks like free self parking.
The Shores Resort & Spa
Save 100% on your flight
per person
Dec 24 - Dec 28
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. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
Top Kissimmee hotels deals
Palazzo Lakeside Hotel
4944 W. Irlo Bronson Memorial Highway, Kissimmee, FL
The price is $87 per night
$87
includes taxes & fees
$77 per night
Oct 30 - Oct 31
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
Margaritaville Resort Orlando
8000 Fins Up Circle, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
The price is $194 per night
$194
includes taxes & fees
$171 per night
Oct 30 - Oct 31
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free resort. Enjoy the gym and visit the 3 bars/lounges and poolside bar for drinks.
Pool
Spa
Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane, Kissimmee, FL
The price is $145 per night
$145
includes taxes & fees
$128 per night
Nov 4 - Nov 5
A golf course, 4 outdoor pools, and 2 outdoor tennis courts are all featured at this smoke-free property. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
Pool
Parking included
Red Lion Hotel Orlando Lake Buena Vista South
5150 West Irlo Bronson Memorial Highway, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
The price is $100 per night
$100
includes taxes & fees
$91 per night
Nov 3 - Nov 4
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a lazy river. There's fun for all ages with a waterslide and a playground, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free parking.
Legacy Vacation Resorts - Kissimmee/Orlando
2800 N Poinciana Blvd, Kissimmee, FL
Free Cancellation
Reserve now, pay when you stay
The price is $96 per night
$96
includes taxes & fees
$85 per night
Nov 6 - Nov 7
4 outdoor pools, 3 spa tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.
Delta Hotels by Marriott Orlando Celebration
2900 Parkway Blvd, Kissimmee, FL
The price is $109 per night
$109
includes taxes & fees
$96 per night
Nov 3 - Nov 4
This smoke-free hotel features 2 restaurants, 2 outdoor pools, and 2 outdoor tennis courts. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 2 spa tubs, and relax with drinks at the bar/lounge and poolside bar.
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 entertainment choices in this family-friendly 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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