A restaurant and bar with a distinctive tower and palm trees.

West Kissimmee Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest West Kissimmee Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 9 - Jan 14

    Westgate Town Center Resort + Flight

    Kissimmee
    5 nights
    4.0 star property
    8.4/10 - Very good (2,071 reviews)
    Roundtrip • Toronto (YYZ) - Orlando (MCO)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    Save 100% on your flight
    CA $993
    CA $522
    per traveller
    found 16 hours ago
    Westgate Town Center Resort
  • Jan 20 - Jan 25

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    5 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    Roundtrip • Toronto (YTO) - Orlando (MCO)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    CA $2,154
    CA $1,138
    per traveller
    found 1 day ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • Jan 24 - Jan 28

    Westgate Cocoa Beach Resort + Flight

    Cocoa Beach
    4 nights
    4.0 star property
    8.6/10 - Excellent (577 reviews)
    "Great place!"
    Reviewed November 2, 2026
    Roundtrip • Toronto (YYZ) - Orlando (MCO)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    CA $1,703
    CA $966
    per traveller
    found 1 day ago
    Westgate Cocoa Beach Resort
  • Jan 14 - Jan 18

    The Delaney Hotel + Flight

    South Orange
    4 nights
    3.5 star property
    9.6/10 - Exceptional (1,244 reviews)
    "Great Hotel. Well Located and the staff is very friendly!"
    Reviewed November 6, 2026
    Roundtrip • Toronto (YTO) - Orlando (MCO)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    CA $1,383
    CA $819
    per traveller
    found 1 day ago
    The Delaney Hotel
  • Dec 18 - Dec 23

    Evermore Orlando Resort + Flight

    Orlando
    5 nights
    4.0 star property
    9.6/10 - Exceptional (860 reviews)
    Roundtrip • Hamilton (YHM) - Orlando (MCO)
    YHM - MCO • Nonstop MCO - YHM • Nonstop
    CA $3,927
    CA $2,371
    per traveller
    found 1 day ago
    Evermore Orlando Resort

Discover the most popular places to visit in West Kissimmee

West Kissimmee Hotel Deals

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.

Frequently Asked Questions

How much does a West Kissimmee vacation package cost?

The most affordable West Kissimmee package is CA $522, so the trip of your dreams can become a reality — without a hefty price tag. Bundle flights, hotels, car rentals and more to create a package that suits your travel style.

How do I get a cheap travel package to West Kissimmee?

If you love scoring a bargain, bundle your bookings into a West Kissimmee vacation package. Whether you're chasing hotels, flights, rental cars or tours, you can browse and book everything in one place. You'll have loads of choice at your fingertips too. Expedia has more than 550 air carriers and 1,000,000 hotel options all over the world to select from. Fly with who you prefer, stay where you like and save some cash — now that's the ideal vacation!

Where should I stay in West Kissimmee?

A vacation in West Kissimmee isn't complete without paying a visit to Orange Lake Golf, Northeast Regional Park and Surfari Water Park. Spend your evenings near these top sights and make sightseeing a breeze.

What are the top hotels in West Kissimmee?

Book a stay at Windsor Hills Villa With Themed Bedrooms 2mi To Disney. It's one of this neighborhood's most sought-after hotels. Another great option in West Kissimmee is Spacious Home With Avengers Themed Game Room.

How far in advance should I book my West Kissimmee vacation?

Travelers are generally able to compare international fares on Expedia up to 12 months prior to departure. Booking at the last minute? With a little bit of luck, it's still possible to purchase a cheap ticket just weeks before your journey.

What does an Expedia West Kissimmee travel package include?

It comes down to what you're after. If you're traveling solo, you might decide to combine flights and hotels. Taking the whole crew to West Kissimmee? A travel package including rental cars, flights and hotels might be a better fit. Expedia gives you the freedom and flexibility to tailor-make your travel package.

What should I know before booking a West Kissimmee travel package?

Our prices are always low. However, you'll score even more savings if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and loads of choice.

Can I choose my airline with a West Kissimmee Expedia vacation package?

Yes, you can. We offer more than 550 partner airlines globally, so go with the carrier that best suits your budget needs.

If I'm not able to travel, can I cancel my West Kissimmee vacation package?

Whether it's your hotel or flight, you can cancel or amend it. Booked your West Kissimmee vacation package in the last 24 hours? You may be able to make changes at no cost. For bookings older than that, you may incur a charge from your airline, hotel or car rental company. For further information, check out our Customer Service Portal. We'll help you every step of the way.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.