join Orbitz Rewards

By clicking, I agree to the terms

Kissimmee Vacations

Your Kissimmee vacation

From family vacations to last-minute romantic getaways, make Orbitz your first and only stop for Kissimmee vacations. You can customize your trip with flights, hotels and activities to match your travel plans and tastes. Sweeten the pot with extra savings when you book your flight and hotel together.

Create your own Kissimmee travel plans
Build your own Kissimmee vacation itinerary. Choose a flight that matches your schedule and a hotel with the amenities you need. Book them together for extra discounts you won't find when booking separately.

Find Kissimmee travel discounts
Be the first to know about exclusive offers and last-minute deals on Kissimmee travel. Sign for our deals e-mail , or follow us on Twitter and Facebook for promo codes, discounts and more. Our global network of travel experts find big-time savings and travel deals just for you.

Get Kissimmee travel support 24/7
Reach out to an Orbitz travel specialist for Kissimmee vacation assistance. Our specialists are available around the clock at 1-800-504-3248. We can even help with last-minute Kissimmee vacations.

Sign up for free Kissimmee travel alerts
Make travel plans smoother with Orbitz Care Alerts. Receive real-time info about flight delays, weather and other events via phone, e-mail or text. Keep up to six other people in the loop with travel alerts, too.

Scope out your Kissimmee vacation options and savings
With the Orbitz Matrix Display, you can view all your flight and hotel options quickly. Plus, you'll see what you can save on your travel packages when you book them together.

Sign up to receive our best deals

Get insider access to our best hotel deals, coupons and more!

Kissimmee Vacation Packages

Hotel only $175

1 Gaylord Palms Resort & Convention Center

5 stars
4.4 / 5 282 reviews

6000 West Osceola Parkway Map

Rate Includes Breakfast

Florida -- in all its incarnations -- and free shuttles to Disney parksThe Gaylord Palms epitomizes Florida grandeur. The sprawling resort pays homage to the various regions of the state, from breezy Key West to old-world St. Augustine. Four and a half acres of themed... More

Hotel only $279

2 Waldorf Astoria Orlando

5 stars
4.6 / 5 54 reviews

14200 Bonnet Creek Resort Lane Map

Best of Waldorf - Includes hotel credit

Superior luxury in the center of Walt Disney World resort  The Waldorf Astoria Orlando offers the ultimate in convenience, comfort and luxury. This Orlando gem is ideally located within Bonnet Creek, surrounded by Walt Disney World Resort, and central to Orlando's... More

Hotel only $129

3 Arnold Palmer's Bay Hill Club and Lodge

5 stars
4.4 / 5 112 reviews

9000 Bay Hill Blvd Map

5% OFF

Home of the Bay Hill Invitational on the PGA TourLegendary golfer Arnold Palmer lives and plays at the Bay Hill Club and Lodge, which hosts the annual Bay Hill Invitational, part of the PGA Tour. Seventy residential-style lodges occupy the same grounds as chipping and... More

Hotel only $186

4 JW Marriott Orlando Grande Lakes

5 stars
4.3 / 5 44 reviews

4040 Central Florida Parkway Map

Rate includes breakfast

Set within 500 acres of tropical landscape, the JW Marriott Orlando Grande Lakes is a luxury resort located just two miles from SeaWorld, seven miles from Universal Studios, and fifteen miles from the Walt Disney World Resort. The resort boasts an 18-hole Greg... More

Hotel only $195

5 Reunion Resort and Club Wyndham Grand Resort

5 stars
4.3 / 5 46 reviews

7593 Gathering Dr. Map

Save 30%

Reunion Resort is an exclusive 2300-acre private resort conveniently located in Southwest Orlando next to Disney's town of Celebration, within 6 miles of the Walt Disney World Resort entrance. This luxury resort offers a unique vacation experience that includes exclusive... More

Hotel only $209

6 The Ritz-Carlton Orlando, Grande Lakes

5 stars
4.6 / 5 35 reviews

4012 Central Florida Parkway Map

Rate includes breakfast

Luxury Lakeside Resort With Golf And SpaThe Ritz-Carlton Orlando, Grande Lakes is the epitome of a modern, sophisticated hotel resort, with elegant rooms containing upmarket furniture set in magnificent landscaped grounds based on the architectural style of an Italian... More

Hotel only $38

7 Seralago Hotel and Suites Maingate East

3 stars
3.1 / 5 964 reviews

5678 W. Irlo Bronson Memorial Hwy Map

Business Advantage - Arrival Day Cancel

Seralago Hotel and Suites Maingate East in Orlando offers affordable rooms that please the budget traveler, as well as suites designed for maximum comfort. Children come first at this hotel, which is divided into two distinct sections: one for the adults and one for the... More

Hotel only $63

8 Legacy Vacations Resorts - Orlando

3 stars
3.6 / 5 131 reviews

2800 N. Poinciana Blvd. Map

Take 30% Off Your Stay

Spacious Central Florida resort chock full of activities, pools and moreSettle in to the Legacy Vacation Club Orlando, where guests discover the comforts of home and the magic of Orlando. Take advantage of spacious suites with a kitchen – a boon for savings and family... More

Hotel only $69

9 Magical Memories Villas - Disney Area

4 stars
3.5 / 5 351 reviews

2801 North Poinciana Blvd Map


Magical Memories Villas provide vacation rentals with pristine landscaping, private sparkling pools and spacious living quarters, providing all the comforts of home in a central Florida setting. Vacation homes, resort villas and townhomes have between one and seven... More

Hotel only $68

10 Inn at Calypso

3 stars
3.0 / 5 182 reviews

4991 Calypso Cay Way Map

Continental Breakfast Included

The Inn at Calypso is located just 3 miles from the roads of Walt Disney World/ESPN Sports Complex. Breakfast is included in rates for Double Suite and King Suite room types only. Each Villa room has a kitchen in their unit. The hotel offers 4 pools, 3 water slides, 18... More