Kissimmee Vacation Packages 2025/2026 from $216

Kissimmee flight + hotel vacation packages

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

Westgate Towers Resort

Save 100% on your flight

$216

per person

Oct 28 - Nov 1

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) 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 Palace Hotel / Universal / I-Drive

International Drive District

Save 100% on your flight

$393

per person

Oct 30 - Nov 3

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) to Orlando (MCO)

This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

The Delaney Hotel

South Orange

Save 100% on your flight

$435

per person

Dec 17 - Dec 22

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Orlando (MCO)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a terrace, and a snack bar/deli are also offered.

Hilton Daytona Beach Oceanfront Resort

Brush - Stewarts

Save 100% on your flight

$294

per person

Oct 26 - Oct 31

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Orlando (MCO)

4 restaurants, 2 outdoor pools, and 2 hot tubs are among this hotel's featured amenities. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Enjoy the 24-hour gym and visit the 2 beach bars and poolside bar for drinks.

Westgate Lakes Resort & Spa Universal Studios Area

Save 100% on your flight

$541

per person

Dec 17 - Dec 22

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Orlando (MCO)

This smoke-free hotel features a full-service spa, a water park, and a marina. 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 perks like free valet parking and a free theme park shuttle.

Top Kissimmee hotels deals

Palazzo Lakeside Hotel

4944 W. Irlo Bronson Memorial Highway, Kissimmee, FL

$38 nightly

$77 total

Sep 28 - Sep 29

Total with taxes and fees

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.

Pool

Breakfast included

Holiday Inn Resort Kissimmee by the Parks by IHG

3011 Maingate Ln, Kissimmee, FL

Free Cancellation

Reserve now, pay when you stay

$53 nightly

$80 total

Sep 28 - Sep 29

Total with taxes and fees

2 outdoor pools, a 24-hour gym, and a hot tub are all featured at this smoke-free hotel. Bring the family and enjoy the children's pool, playground, and kid-friendly dining. Enjoy a meal from the a restaurant and perks like free self parking.

Pool

Hot Tub

Kompose Boutique Resort at Theme Parks

7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL

Free Cancellation

Reserve now, pay when you stay

$58 nightly

$78 total

Sep 29 - Sep 30

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 perks like free WiFi. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.

Pool

Hot Tub

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane, Kissimmee, FL

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$159 total

Oct 5 - Oct 6

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

Margaritaville Resort Orlando with H2O Waterpark

8000 Fins Up Circle, Kissimmee, FL

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$184 total

Sep 28 - Sep 29

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.

Pool

Hot Tub

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL

Free Cancellation

$119 nightly

$178 total

Sep 27 - Sep 28

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.

Pool

Hot Tub

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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 entertainment choices in this family-friendly area.

Universal Studios Florida

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

Universal Studios Orlando showing street scenes, a city and rides

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 $216. 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.