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

The Shores Resort & Spa
Save 100% on your flight
Price was $664, price is now $323 per person
$323
per person
Feb 19 - Feb 22
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
Price was $1,108, price is now $409 per person
$409
per person
Feb 28 - Mar 3
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.

Westgate Towers Resort
Price was $1,062, price is now $409 per person
$409
per person
Feb 28 - Mar 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Westgate Leisure Resort
International Drive District
Price was $1,229, price is now $512 per person
$512
per person
Mar 19 - Mar 24
found 15 hours ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
2 outdoor pools, a hot tub, and a gym are all featured at this smoke-free hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a garden, and a grocery/convenience store are also on offer.

I-Drive Hotel at Universal
International Drive District
Price was $688, price is now $345 per person
$345
per person
Feb 1 - Feb 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
An outdoor pool is on site and multilingual staff is available around-the-clock at the 24-hour front desk. Enjoy the free on-the-go breakfast each morning. Luggage storage is also provided.
Top West Kissimmee hotels deals

Margaritaville Resort Orlando
8000 Fins Up Circle Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$195 nightly
The price is $222 total per night
$222 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
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.
Pool
Hot Tub

Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $148 total per night
$148 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
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

Holiday Inn Club Vacations at Orange Lake Resort by IHG
8505 W Irlo Bronson Memorial Hwy Kissimmee FL
Free Cancellation
$158 nightly
The price is $178 total per night
$178 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
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.

Hilton Vacation Club Aqua Sol Orlando West
17777 Bali Blvd Winter Garden FL
Free Cancellation
Reserve now, pay when you stay
$131 nightly
The price is $148 total per night
$148 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
This smoke-free hotel features free water park access, 2 outdoor pools, and a restaurant. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Hot Tub

Destiny Palms Hotel Maingate West
8536 W Irlo Bronson Memorial Hwy Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $74 total per night
$74 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Express check-out is provided and the front desk is staffed around-the-clock.

Quality Inn & Suites By the Parks
2945 Entry Point Blvd Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $73 total per night
$73 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This hotel features an outdoor pool and a gym. Families will appreciate the free theme park shuttle and onsite laundry facilities. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking.
Pool
Breakfast included
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

Mystic Dunes Golf Club
4/5(17 reviews)
Tee off at one of Orlando’s premier golf clubs and enjoy the championship course, the excellent facilities and the laid-back Florida vibe.
Northeast Regional Park
4/5(6 reviews)
Explore the lovely green spaces of Northeast Regional Park and enjoy the golf courses in Four Corners. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
Orange Lake Golf
1/5(1 review)
Enjoy a round of golf in Four Corners at Orange Lake Golf. Amble around this family-friendly area's lakeside or experience its entertainment choices.
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