Find All-inclusive Resorts in Kissimmee, FL

Most hotels are fully refundable. Because flexibility matters.

Save 10% or more on over 100,000 hotels worldwide as a One Key member.

Search over 2.9 million properties and 550 airlines worldwide.

Check availability on Kissimmee All-inclusive Resorts

Top Kissimmee All-inclusive Resorts | Reserve now, pay later

Expand your search

Most booked all-inclusive stays in Kissimmee in 2024

5 star all-inclusive resorts in Kissimmee

Bundle an all-inclusive hotel + a flight for exclusive savings

Westgate Vacation Villas Resort

Save 100% on your flight

per person

Jun 20 - Jun 23

Roundtrip flight included

Dallas (DFW) to Orlando (MCO)

7.4/10 Good! (1,043 reviews)

Quiet and clean area

Reviewed on Apr 19, 2024

Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel

Orange Lake

per person

Jun 20 - Jun 23

Roundtrip flight included

Philadelphia (PHL) to Orlando (MCO)

8.4/10 Very Good! (1,366 reviews)

Miguel and Shamar at registration were great!! Jean at the property was very helpful with getting us access to our villa.

Reviewed on Apr 19, 2024

Gaylord Palms Resort & Convention Center

per person

May 23 - May 26

Roundtrip flight included

Washington (DCA) to Orlando (MCO)

8.8/10 Excellent! (1,130 reviews)

Property is beautiful!

Reviewed on Apr 5, 2024

Don't see what you're looking for?

See all available trips from Ohio Statehouse to Kissimmee

View all trips

Prices and availability subject to change. Additional terms may apply.

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 accommodations where you can enjoy a good selection of amenities including entertainment, kid's clubs, and of course food and beverages all included in your stay. 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.

What is there to do near my all-inclusive resort in Kissimmee?

If you want to venture outside of your all-inclusive resort, head to Old Town and Medieval Times and see why travelers like the shopping and cultural scene in Kissimmee. Other favorite attractions include Disney's Animal Kingdom® Theme Park, Walt Disney World® Resort, and Disney Springs™.

When's the best time for an all-inclusive stay in Kissimmee?

There's nothing like an all-inclusive vacation in Kissimmee 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 February with an average of 64°F. December and February are the driest months while August and July are the rainiest months.

What's the best way to get to Kissimmee and explore the area?

With plenty of transportation options, seeing Kissimmee is a breeze. Nearby metro stations include Tupperware Station and Poinciana Station. To see more of the larger area, ride aboard one of the trains from Kissimmee Station. The closest major airport is Kissimmee, FL (ISM-Kissimmee Gateway), which is located 1.8 mi (2.9 km) from the city center.