Kissimmee Vacation Packages 2026 from $311

Kissimmee flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Westgate Vacation Villas Resort

$311

per person

Apr 4 - Apr 11

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.

Palazzo Lakeside Hotel

$344

per person

Mar 26 - Mar 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features an outdoor pool, a gym, and a restaurant. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

Residence Inn by Marriott Daytona Beach Oceanfront

$872

per person

Feb 26 - Mar 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.

Westgate Towers Resort

$322

per person

Feb 26 - Mar 4

just found

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 Cocoa Beach Resort

$1,074

per person

Feb 22 - Feb 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Free water park access and an outdoor pool are featured at this smoke-free condo resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a children's pool, and barbecue grills are available on site.

Top Kissimmee hotels deals

Kompose Boutique Resort at Theme Parks

7491 W Irlo Bronson Memorial Hwy Kissimmee FL

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$115 total

Jan 19 - Jan 20

Total with taxes and fees

2 hot tubs, an outdoor pool, and a 24-hour gym are all featured at this smoke-free resort. Enjoy the sauna and free perks like buffet breakfast and WiFi in public areas. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.

Pool

Hot Tub

Margaritaville Resort Orlando

8000 Fins Up Circle Kissimmee FL

Free Cancellation

Reserve now, pay when you stay

$180 nightly

$204 total

Jan 19 - Jan 20

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.

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane Kissimmee FL

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$148 total

Jan 21 - Jan 22

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

$173 nightly

$195 total

Jan 21 - Jan 22

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.

Gaylord Palms Resort & Convention Center

6000 West Osceola Parkway Kissimmee FL

$302 nightly

$343 total

Jan 28 - Jan 29

Total with taxes and fees

This smoke-free hotel features a full-service spa, a water park, and 6 restaurants. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Traveling on business? Take advantage of the business center, express check-in, and airport shuttle.

Palazzo Lakeside Hotel

4944 W. Irlo Bronson Memorial Highway Kissimmee FL

$88 nightly

$100 total

Jan 18 - Jan 19

Total with taxes and fees

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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

Walt Disney World® Resort

Have a fun-filled day at Walt Disney World® Resort and find out why this is a popular theme park in Lake Buena Vista. Discover the top-notch restaurants and acclaimed theater scene in this walkable area.

Universal Studios Florida

Movie sets and thrill rides combine to create this internationally acclaimed theme park.

Universal Orlando Resort

Have a fun-filled day at Universal Orlando Resort and see why people love this theme park in Orlando. Check out the shops and top-notch restaurants in this family-friendly area.

Frequently asked questions

How much are vacation packages to Kissimmee?

With a Travelocity vacation package, you could be living it up in Kissimmee for as little as $311. Hotels, flights and adventures — we've got you. You're bound to save loads just for bundling your bookings. And with all of that taken care of before you go, you won't have to worry about a thing.

How long should my Kissimmee vacation be?

Many travelers pack their suitcase and kick back in Kissimmee for about 4 nights. That's a good starting point, but don't be limited by it. Whether you only stay for a day or two to see the big attractions or settle in to discover the lesser-known sights, an unforgettable journey awaits.

Where can I get the best vacation package deals for Kissimmee?

No matter how you like to travel, Travelocity can help you snap up an unbeatable Kissimmee package deal. The only thing you need to do is pick and choose between our 400 partner airlines and 1,000,000 properties around the world.

Why should I book my Kissimmee vacation package via Travelocity?

With exceptional service, 24/7 customer support and some of the most incredible getaways imaginable, you'll never roam alone. And if you happen to find a better price, we'll match it. That's our Price Match Guarantee.

Can I save on my Kissimmee car rental if I bundle it with hotels and flights?

You certainly can — combine your flight, hotel and car into a Kissimmee vacation package and you can save a ton. With so many places to explore in Kissimmee, having your own ride will make exploring a joy. Once you're behind the wheel, get out on the wide open road and head to Daytona International Speedway, a must-see attraction about 65 mi from Kissimmee.

Which airport is best for Kissimmee?

Many travelers arrive at Orlando Intl. Airport (MCO). After you've landed and found your luggage, make your way 11 mi southwest to reach central Kissimmee. Orlando Sanford Intl. Airport (SFB) is your other option, 35 mi from the city center.

What is there to do in Kissimmee?

Kissimmee is overflowing with places to explore, including Old Town and Reunion Resort Golf Course. These two impressive attractions are at the top of most tourists' travel schedules.

Where should I stay when visiting Kissimmee?

If you're after someplace comfortable to base yourself, have a look at the Red Lion Hotel Orlando Lake Buena Vista South. It's the top pick for many travelers.