Kissimmee Vacations from $344

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Your Kissimmee Vacation

Lock in a custom vacation package to Kissimmee and get ready for your next big adventure. Consider basing yourself in the neighborhood of Historic Downtown Kissimmee, which is great for shopping and dining, for a true taste of this unique city. Ready to explore? Gatorland®, Osceola Heritage Park and Give Kids the World Village are some of the top-rated places to visit during your trip to Kissimmee. Stop daydreaming and start doing. Explore the wide range of options on Expedia today and finally put your Kissimmee vacation plans in motion!

The Latest Kissimmee vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $594, price is now $344 per person
$344
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (2,105 reviews)
Great place to stay!)

Reviewed on Nov 2, 2026

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $1,062, price is now $526 per person
$526
per person
Jan 9 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (4,064 reviews)
they are thieves, i paid for two nights, and had a delay with my flight because of bad weather, got there late at night and the was no receptionist, I called no answer. I was stranded out there alone. I called expedia and report because I paid through them. they called no answer. I had to go pay a different hotel. I asked for my refund ,the refused to refund my money back, the receptionist get off at 11pm. too bad. no one can predict this weather and all the flight delays and cancelations.

Reviewed on Nov 3, 2026

Disney's Animal Kingdom Lodge

Disney's Animal Kingdom Lodge

4.5 out of 5
Bay Lake
Save 100% on your flight
Price was $2,825, price is now $1,562 per person
$1,562
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (1,002 reviews)

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $1,861, price is now $1,036 per person
$1,036
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (2,033 reviews)
Loved all the activities! Good or bad weather there was always something to do!

Reviewed on Nov 2, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Save 100% on your flight
Price was $796, price is now $455 per person
$455
per person
Jan 21 - Jan 26
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
7.8/10 Good! (615 reviews)

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Where to stay in Kissimmee

Find the best Kissimmee areas and neighborhoods for the activities you enjoy most. Learn more about Kissimmee
A wooden boardwalk leading to a gazebo over a lake, surrounded by trees with autumn leaves.

Cumbrian Lakes

While there might not be top attractions in Cumbrian Lakes, you can explore the larger area and discover places like Give Kids the World Village and Old Town.

Find hotels in Cumbrian Lakes

Stay near popular Kissimmee attractions

A theme park entrance with a Ferris wheel and a roller coaster.

Old Town

8.6/10 (14,011 reviews)
This retro-themed district transports you to a nostalgic era with vintage architecture. Stroll the brick-paved streets at dusk when live music and illuminated attractions create a magical atmosphere.
See properties

What to do in Kissimmee

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

$33
per traveler
86% of travellers recommend
LEGOLAND® Florida Tickets
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

$27
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Universal Orlando Resort Express Passes

Universal Orlando Resort Express Passes

$138
per traveler
80% of travellers recommend
Universal Orlando Resort Express Passes
See all activities in Kissimmee

Kissimmee Hotel Deals

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $74 total per night from Nov 4 to Nov 5
$74 total
Nov 4 - Nov 5
Total with taxes and fees
Kompose Boutique Resort at Theme Parks
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
4944 W. Irlo Bronson Memorial Highway Kissimmee FL
$59 nightly
The price is $67 total per night from Nov 15 to Nov 16
$67 total
Nov 15 - Nov 16
Total with taxes and fees
Palazzo Lakeside Hotel
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
$177 nightly
The price is $201 total per night from Nov 23 to Nov 24
$201 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (3,798 reviews)
"Clean room, great staff , beautiful resort"

Reviewed on Nov 3, 2026

Margaritaville Resort Orlando with H2O Waterpark
See all 28,504 properties in Kissimmee
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.

Find the Best Kissimmee Vacation Packages

Things to do in and around Kissimmee

Kissimmee, Florida, is a fantastic destination for families and entertainment seekers alike, offering a variety of activities. Visitors can explore thrilling theme parks, enjoy scenic nature trails, and partake in outdoor adventures. The area is also home to vibrant shopping centers and resorts, making it perfect for both leisure and business trips. With friendly attractions and fun adventures at every turn, Kissimmee promises an unforgettable vacation experience.

Shopping

In Kissimmee, you can shop at Disney Springs™, located 9 miles away, offering a vibrant atmosphere. Old Town provides a mix of entertainment and shopping right in the area. The 192 Flea Market is perfect for unique finds and local goods, adding to the city's charm.

Recreation

Play a round at Mystic Dunes Golf Club, where the lush landscapes and challenging holes create a perfect outdoor retreat. Experience the excitement at ESPN Wide World of Sports Complex, just 10 miles away, for a sports-filled day. Enjoy a captivating evening at Medieval Times for family-friendly entertainment and culture.

Adventure

Experience the thrill of Aquatica's exhilarating water slides and wave pools, located 9 miles from Kissimmee. Enjoy family-friendly fun at Wonderworks, an arcadeAdventureZone 11 miles away, or race your friends at Kissimmee Go-Karts, right in the heart of the city for an adrenaline-pumping day.

Nightlife

For a lively night in Kissimmee, don’t miss Indigo's Family Fun Center, a vibrant drinking pub 28 miles away. Enjoy a mix of entertainment and romance vibes, perfect for unwinding with friends or a special someone after a day of excitement.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Kissimmee

Kissimmee, Florida, is perfect for family-friendly vacations, offering a variety of entertainment options, including theme parks, amusement parks, and beautiful lakes. Visitors can enjoy outdoor adventures and cultural experiences, making it an ideal destination for all types of travelers. Don't miss the chance to fully immerse yourself in the local charm and attractions while exploring the vibrant surroundings of Kissimmee.

  • Universal Orlando Resort: Experience the thrill of Universal Orlando Resort, a vibrant theme park located 13 miles from Kissimmee. This destination offers exciting rides, immersive attractions, and the chance to meet your favorite characters, making it perfect for families and entertainment seekers alike.
  • Orange County Convention Center: Situated 10 miles from Kissimmee, the Orange County Convention Center is a cultural hub featuring art exhibits and events. Engage with local and international art, attend conventions, and explore the diverse cultural offerings that make this venue a cornerstone of the arts scene in the region.
  • Kissimmee Lakefront Park: Located within Kissimmee, this urban park is a family-friendly oasis. Enjoy beautiful waterfront views, picnic areas, and recreational activities, making it ideal for outdoor fun and relaxation amidst the city’s charm.

Tips to save on your trip to Kissimmee

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Kissimmee.
  • Consider traveling to Kissimmee during the low season (August to September and November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Kissimmee Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Population
69,200
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Walt Disney World® Resort, Disneys Animal Kingdom® Theme Park and Epcot®

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Frequently asked questions

What types of vacation packages are available in Kissimmee?
Kissimmee, known for its family-friendly attractions, offers vacation packages tailored to various travel styles:
  • Best Value Package: About half of Kissimmee hotels fall into the budget tier, making it easy to find affordable options. Quality Inn & Suites Kissimmee near Main Gate, rated 7.6 out of 10 by travelers, offers free breakfast and kitchenettes, with travelers often feeling comfortable in the rooms.
  • Family-Friendly Package: With its focus on attractions, Kissimmee is ideal for families. Comfort Suites Maingate East, rated 7.9 out of 10 by travelers, features family rooms and a game room, and travelers rate it great for families.
  • Pet-Friendly Package: Many hotels welcome pets, allowing you to bring your furry companions. Staybridge Suites Orlando Royale Parc Suites by IHG is a pet-friendly option that also includes a playground and kitchenettes.
  • Breakfast Included Package: Most hotels in Kissimmee offer free breakfast, a convenient perk for starting your day. SpringHill Suites by Marriott Orlando Lake Buena Vista South, rated 8 out of 10 by travelers, includes free breakfast, with travelers praising the great food and spacious rooms.
How can I save money on a Kissimmee vacation package?
When you bundle, you can save up to 30%*. To save money on a Kissimmee package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
How much does a Kissimmee vacation package cost?
A Kissimmee vacation package typically costs around $700 per adult for a week-long trip. Lower-priced bookings start from around $350 per adult, while packages with more amenities or longer stays can reach up to $1,300 per adult.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How do I find cheap Kissimmee vacation package deals?
The cheapest Kissimmee vacation package deals can be as low as around $280 per adult for weekend trips. Separately, January typically has the lowest average monthly price, around $500 per adult, for a 4-day trip, while October follows closely at around $540, also for a 4-day trip.

Bundling flights and hotel together also typically saves money on a week-long trip — nearly all Kissimmee vacation package deals include some savings versus booking separately, typically around $55 per adult. Longer, two-week trips can save even more, often around $85 per adult. Most hotels in Kissimmee also offer free breakfast, which can help stretch your budget further. Browse cheap vacation packages in Kissimmee on Expedia for current deals.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
What is the best time to go to Kissimmee?
The best time to go for a Kissimmee vacation package is during the peak booking months of December and March, when demand is highest for its family-friendly attractions. These months tend to be the busiest, offering a lively atmosphere.

For those seeking a more affordable Kissimmee vacation, consider traveling in January, or from September to October. During these months, prices are typically lower, and you can still enjoy the destination's offerings with fewer crowds.
What's included in a Kissimmee vacation package?
A Kissimmee vacation package lets you combine round-trip flights, a hotel stay, and a rental car, offering convenience and often better value. Given Kissimmee's focus on family-friendly attractions, many hotels are well-equipped for leisure travelers. Nearly all hotels offer airport shuttle service to and from Orlando International Airport (MCO), and most hotels also provide free breakfast, which can be a great perk for families.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
What's the best vacation package for Kissimmee?
For families seeking a Kissimmee vacation package, a stay at Comfort Suites Maingate East is a strong choice. Rated 7.9 out of 10 by travelers, this hotel offers family rooms and a game room, with travelers rating it great for families looking for convenience near attractions.

Couples looking for a romantic getaway might consider a package with a stay at Kompose Boutique Resort at Theme Parks. Rated 9.2 out of 10, this resort provides a hot tub, spa, and a bar/lounge, creating a relaxing atmosphere.

For a luxury Kissimmee vacation package, the 5-star ette hotel Orlando, rated 9.3 out of 10 by travelers, stands out. It features a spa, pet-friendly options, and a restaurant, with travelers often noting the comfortable rooms and attention to detail.
Is Kissimmee a good choice for a family vacation package?
Kissimmee is an excellent choice for family vacation packages, with nearly a third of all bookings being family trips. Most resorts offer kids clubs and playgrounds, and nearly a third provide family rooms, making stays comfortable for all ages. Some properties even feature waterparks for added fun.

Families can explore attractions like Universal Studios Florida, about 8 miles from central Kissimmee. For a family-friendly stay, FantasyWorld Resort, a 4-star property rated 8.8 out of 10 by travelers, offers amenities like a game room, hot tub, outdoor pool, and playground, with travelers often highlighting the spacious pool and good facilities.
Which Kissimmee vacation packages include a pool?
Nearly all hotels in Kissimmee offer both outdoor and indoor pools, making it easy to find a Kissimmee vacation package with pool access.

SpringHill Suites by Marriott Orlando Lake Buena Vista South, rated 8 out of 10 by travelers, features an outdoor pool and hot tub, with travelers appreciating the spacious rooms.

Holiday Inn & Suites Orlando SW - Celebration Area by IHG, rated 7.9 out of 10 by travelers, also provides an outdoor pool, hot tub, and a playground, and travelers are often impressed with their stay.

For another option, The Adventure Hotel by the parks includes an outdoor pool and hot tub, with travelers highlighting its perfect location.

Filter by pool type when comparing Kissimmee vacation packages to find the setup that works for your stay.
Are airport transfers included in Kissimmee vacation packages?
Nearly all hotels in Kissimmee offer airport shuttle services, making it convenient to arrange transfers to and from Orlando International Airport (MCO). While these shuttles are a hotel-level amenity, they can often be bundled into your Kissimmee vacation package.

It's always a good idea to confirm the specifics of airport transfers, such as whether they are complimentary or incur an additional fee, directly with your chosen hotel or package provider when booking.
What is the best time to book a Kissimmee vacation package?
Book your Kissimmee vacation package around 4 weeks before you travel. This gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 2 and 8 weeks out.

from February to April is the most popular months for Kissimmee packages, so booking earlier is advisable if you're traveling during these times.
What are the top things to do in Kissimmee?
A Kissimmee vacation centers on its renowned family-friendly attractions and entertainment options. Here are some top things to do:

Browse and book things to do in Kissimmee on Expedia.
How many days do you need for a Kissimmee vacation?
A typical Kissimmee vacation package lasts around 4 days, which allows ample time to explore some of the area's main attractions like Universal Studios Florida, Disney Springs™, or Old Town. Nearly a third of travelers choose weekend trips, while most opt for week-long trips.

Some travelers also choose two-week trips, providing more opportunity to visit multiple theme parks, enjoy various entertainment options, and explore the wider central Florida region at a relaxed pace.
Is Kissimmee a good destination for a weekend vacation?
Kissimmee is a great choice for a weekend vacation package, especially if you're looking to focus on a few key attractions. Nearly a third of travelers choose weekend trips to this central Florida destination.

In a short trip, you can easily visit a major theme park like Universal Studios Florida or explore the entertainment at Old Town. While many travelers opt for longer stays to experience more, a weekend in Kissimmee offers a concentrated dose of fun and excitement.
Do you need to rent a car in Kissimmee, or is public transport enough?
For a Kissimmee vacation package, renting a car offers the most flexibility, as many of the area's family-friendly attractions are spread out. Major highways like Interstate 4 and US 192 connect key tourist areas, though I-4 can experience congestion.

Kissimmee does have the Lynx bus service for local public transportation. However, a rental car allows for easier access to various theme parks and entertainment options at your own pace. When booking Kissimmee vacation packages with flights, you'll find that nearly all hotels offer airport shuttle services to and from Orlando International Airport (MCO), which can help with initial arrival and departure.
Are Kissimmee vacation package hotels conveniently located?
Kissimmee vacation package hotels are generally well-located, with many properties offering convenient access to central Kissimmee and the area's famous theme parks. For example, Embassy Suites by Hilton Orlando Lake Buena Vista South, rated 9.2 out of 10, is about 5 miles from central Kissimmee, while Hilton Vacation Club Polynesian Isles Kissimmee, rated 9.3 out of 10, is about 6 miles away.

Other options like the 5-star ette hotel Orlando and Kompose Boutique Resort at Theme Parks are about 11 to 12 miles from central Kissimmee, placing them closer to the major theme parks. The 4-star Gaylord Palms Resort & Convention Center, rated 9.2 out of 10, is about 8 miles from central Kissimmee. Travelers can choose a location that best suits their planned activities, whether it's closer to downtown or the theme park corridor.
Are there vacation package hotels in Kissimmee within walking distance of restaurants and shops?
Kissimmee vacation package hotels can place you within walking distance of various dining and shopping options, particularly around popular entertainment districts. For instance, Wyndham Lake Buena Vista – Disney Springs® Area, a 4-star hotel rated 8.7 out of 10, and Wyndham Garden Lake Buena Vista – Disney Springs® Area, a 3.5-star hotel rated 8 out of 10, are both about a 5-minute walk from Disney Springs™.

Another option, Holiday Inn Orlando - Disney Springs® Area by IHG, a 3.5-star hotel rated 8.5 out of 10, is about a 10-minute walk from Disney Springs™. While some areas like Old Town also offer walkable entertainment, checking the specific location of your chosen hotel relative to your preferred restaurants and shops is always recommended.
Can I change or cancel my Kissimmee vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Kissimmee vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Kissimmee vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Kissimmee vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Kissimmee?
To find last-minute vacation packages to Kissimmee, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Kissimmee vacation packages?
Free cancellation on a Kissimmee vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Kissimmee vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Kissimmee getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Kissimmee vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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