Kissimmee Vacation Packages 2025 from $345

Kissimmee flight + hotel vacation packages

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

Westgate Towers Resort

Save 100% on your flight

per person

Jul 11 - Jul 16

found 20 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Orlando (MCO)

This hotel features an outdoor pool and a gym. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the hot tub and perks like free self parking.

Westgate River Ranch Resort & Rodeo

Save 100% on your flight

per person

Jul 6 - Jul 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

A marina, 2 restaurants, and an outdoor tennis court are all featured at this smoke-free resort. There's fun for all ages with mini golf and a playground, and barbecue grills are available on site. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.

Westgate Palace Hotel / Universal / I-Drive

Florida Center

Save 100% on your flight

per person

Aug 12 - Aug 16

found 1 day ago

Roundtrip 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.

Villas At Regal Palms

Highlands Reserve

Save 100% on your flight

per person

Aug 1 - Aug 8

found 9 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free aparthotel. Bring the family and enjoy the lazy river, waterslide, and arcade/game room. Enjoy the outdoor pool and perks like free self parking and free WiFi.

Westgate Vacation Villas Resort

Save 100% on your flight

per person

Jul 23 - Jul 27

found 1 day ago

Roundtrip flight included

Hartford (BDL) 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.

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

$90 nightly

$102 total

Jun 2 - Jun 3

Total includes taxes and fees

2 hot tubs, an outdoor pool, and a 24-hour gym are all featured at this smoke-free resort. Business travelers can take advantage of the free WiFi in public areas. Enjoy the sauna and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

Palazzo Lakeside Hotel

4944 W. Irlo Bronson Memorial Highway, Kissimmee, FL

$86 nightly

$97 total

Jun 2 - Jun 3

Total includes 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

Vacation Village at Parkway

2975 Arabian Nights Blvd, Kissimmee, FL

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$119 total

Jun 2 - Jun 3

Total includes taxes and fees

7 outdoor pools, 7 hot tubs, and a gym are all featured at this smoke-free condo. Bring the family and enjoy the children's pool, playground, and arcade/game room. WiFi in public areas is free.

Pool

Hot Tub

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane, Kissimmee, FL

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$145 total

Jun 9 - Jun 10

Total includes 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

Delta Hotels by Marriott Orlando Celebration

2900 Parkway Blvd, Kissimmee, FL

Free Cancellation

Reserve now, pay when you stay

$96 nightly

$109 total

Jun 3 - Jun 4

Total includes taxes and fees

This smoke-free hotel features 4 restaurants, 2 outdoor pools, and 2 outdoor tennis courts. Traveling on business? Take advantage of the 9 conference rooms, free WiFi in public areas, and express check-in. Unwind with drinks at one of the 2 bars/lounges or the poolside bar and make the most of the 2 hot tubs.

Pool

Hot Tub

Staybridge Suites Orlando Royale Parc Suites by IHG

5876 W Irlo Bronson Memorial Hwy, Kissimmee, FL

Free Cancellation

$110 nightly

$124 total

Jun 8 - Jun 9

Total includes taxes and fees

This hotel features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the hot tub and free perks like buffet breakfast and WiFi in public areas.

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

4.5/5(2,427 reviews)

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

4.5/5(9,273 reviews)

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

4.5/5(4,155 reviews)

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 $345. 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.