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Find All Inclusive Resorts and Hotels in Kissimmee, FL from CA $55

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Top Kissimmee All Inclusive Resorts and Hotels

Gaylord Palms Resort & Convention Center
4 out of 5
6000 West Osceola Parkway, Kissimmee, FL
Free cancellationReserve now, pay when you stay
The price is CA $180 per night from Nov 3 to Nov 4
4.3/5Excellent! (1,488 reviews)

"Beautiful Resort and great customer service. The amenities are super and nice view."…"

Reviewed on Oct. 19, 2020

Gaylord Palms Resort & Convention Center
Holiday Inn Club Vacations at Orange Lake Resort
4 out of 5
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Free cancellation
The price is CA $155 per night from Nov 1 to Nov 2
4.2/5Very Good! (1,607 reviews)

"good ❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️❤️🥰🥰❤️❤️❤️❤️❤️"…"

Reviewed on Oct. 27, 2020

Holiday Inn Club Vacations at Orange Lake Resort
Westgate Vacation Villas Resort
3.5 out of 5
7700 Westgate Blvd., Kissimmee, FL
Free cancellationReserve now, pay when you stay
The price is CA $110 per night from Nov 1 to Nov 2
3.7/5Good! (1,095 reviews)

"Love this place. Clean and friendly staff. We love the water park"…"

Reviewed on Sep. 29, 2020

Westgate Vacation Villas Resort

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The Grand Orlando Resort at Celebration
3.5 out of 5
2900 Parkway Blvd, Kissimmee, FL
Free cancellationReserve now, pay when you stay
The price is CA $55 per night from Nov 16 to Nov 17
3.2/5 (4,231 reviews)

"The pool scene was very enjoyable faculty staff was very helpful and friendly. Only negative thing I have to say is the beds were very uncomfortable and it would be nice if each room had a microwave. But other than that the trip was really good."…"

Reviewed on Oct. 26, 2020

The Grand Orlando Resort at Celebration
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All-Inclusive Hotels and Accommodations in Kissimmee

Finding the right all-inclusive hotel for your vacation in Kissimmee has never been so simple, and with the array of hotel options on our site you're sure to find one that suits your needs. The closest major airport is in Kissimmee, FL (ISM-Kissimmee Gateway), which is located 1.9 mi (3 km) from the city center. Kissimmee is known for shopping and culture, and offers a host of things to see and do such as Osceola Square Mall and Kissimmee Air Museum. View our choice of all-inclusive hotels where you can enjoy a range of amenities such as entertainment, kid's clubs, and of course food and beverages all included in the price. Many of our all-inclusive hotels also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any additional cost. Expedia even has hotels with all-inclusive room rates and there's a varied list to choose from. If you have a few hotels in mind but need a little more time deciding, you can save them to your favorites, so you don’t lose track of the best ones for your vacation. From resorts to all-inclusive rooms, it's all right here, and it’s only a click away.

Planning Your Trip to Kissimmee

If you'd like to know the best time to visit Kissimmee, here is a summary of the weather throughout the year:

  • Hottest months: July, August, June, and September, with an average temperature of 91°F
  • Coldest months: January, December, February, and March, with an average temperature of 48°F
  • Driest months: November, April, January, and December, with an average rainfall of 2.33 inches
  • Rainiest months: August, June, July, and September, with an average rainfall of 7.32 inches

Sightseeing In and Around Kissimmee

Venture out to Osceola Square Mall and Kissimmee Air Museum, and see why travelers like the shopping and cultural scene in Kissimmee. Other top attractions include SeaWorld® Orlando, Universal Studios Florida™, and Walt Disney World®.

Kissimmee is also known for its:

  • Theme parks
  • Entertainment
  • Sports
  • Restaurants
  • Opera

Getting Around Kissimmee

To see more of the larger area, hop on a train at Kissimmee Station. Kissimmee may not have many public transportation choices so consider a car rental to maximize your time.

Frequently asked questions

Looking for Kissimmee all-inclusive resorts?
Kissimmee is known for shopping and culture, and offers a host of things to see and do such as Old Town and Medieval Times. Browse our choice of all-inclusive resorts where you can enjoy a range of amenities like entertainment, kid’s clubs, and of course food and beverages all included in your room rate. Many of our all-inclusive accommodations also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any additional cost. The closest major airport is Orlando Intl. Airport (MCO), which is located 11.2 mi (18 km) from the city center.
When is the best time to book an all-inclusive trip to Kissimmee?
There’s nothing like an all-inclusive vacation to refresh you, especially when you know what kind of weather to expect. Here’s some info to help you decide when to book: The hottest months are usually July and August with an average temp of 81°F, while the coldest months are January and December with an average of 62°F. The rainiest months in Kissimmee are August, June, July, and September, with each month seeing an average of 7 inches of rainfall.
What is Kissimmee famous for?
Venture out to Old Town and Medieval Times, and see why travelers like the shopping and cultural scene in Kissimmee. Other top attractions include Kissimmee Lakefront Park, Silver Spurs Arena, and Osceola Heritage Park.
What's the best way to get to Kissimmee and explore the area?
With plenty of transportation options, making the most of your time in Kissimmee is a breeze. To see more of the larger area, ride aboard one of the trains from Kissimmee Station. Kissimmee might not have many public transit options to choose from so consider renting a car to explore more.

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