Name: Ramada by Wyndham Kissimmee Gateway
Price range: CA $80
Rating: 8

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!

Top Kissimmee Vacation Deals

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

Westgate Vacation Villas Resort

CA $633

per person

May 22 - May 29

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Orlando (MCO)

8/10 Very Good! (1,836 reviews)

Look, I’m not knocking the place, just sharing my experience. Take it for what it’s worth. After researching options for a 15-year-old spring break, I chose Westgate Villas Resort in Kissimmee. It’s a large, clean, very family-oriented property. Where it falls short is food and flexibility. There are four options. El Amigo is standard Mexican. The arcade spot is typical fried food. The water park burger spot is actually solid, but it closes whenever the weather shuts down the park, which happened daily. The one place with real upside, Sid’s sports bar, is closed Monday and Tuesday, which meant missing the college basketball championship. Oh…there is no place that services actual breakfast. There is a hotel coffee shop with long lines where you can grab Starbucks type drinks and bagels and lemon loafs but there’s no brick and mortar breakfast place. I still can’t get my head around that. When the weather turns, your options shrink fast. You’re left with just Mexican, ice cream, and the arcade. That’s the gap. Net, glad we came and made the most of it, but I wouldn’t return. If weather impacts your trip, there isn’t enough to do. We’ll look for more dynamic options next time.

Reviewed on Apr 10, 2026

Westgate Palace Hotel / Universal / I-Drive

International Drive District

CA $1,197

per person

Jun 27 - Jul 4

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Orlando (MCO)

8.8/10 Excellent! (1,233 reviews)

I enjoyed how comfortable my room was. Spacious and modern and clean. Thank you

Reviewed on Apr 10, 2026

Westgate Lakes Resort & Spa Universal Studios Area

CA $969

per person

Jun 27 - Jul 4

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Orlando (MCO)

8.4/10 Very Good! (6,071 reviews)

Where to start let’s start with the bad. I think it’s best not to go during spring break as it is crazy. They have rules everywhere by the pool and hot tub but nobody enforces them. No kids under 12 in hot tub and 12-15 need an adult, great except no adults are even there with most the kids who can’t swim and so 12 kids under

Reviewed on Apr 11, 2026

Westgate Town Center Resort

CA $781

per person

Jun 27 - Jul 4

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Orlando (MCO)

8.2/10 Very Good! (1,554 reviews)

Clean room, lots of amenities, quick response when needed! Stress free check in

Reviewed on Apr 10, 2026

Westgate Cocoa Beach Resort

CA $1,957

per person

May 20 - May 27

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Orlando (MCO)

8.6/10 Excellent! (534 reviews)

Everything was great! Less then 5 min walk to the beach. Big pool area and bar. When we needed something, they were kind and quick to get it to us! We would definitely stay again!

Reviewed on Apr 9, 2026

Things to do in and around Kissimmee

Kissimmee, Florida, offers a delightful mix of family-friendly activities, entertainment options, and business-themed attractions. Visitors can enjoy golf vacations, explore nearby theme and amusement parks, and indulge in shopping at local malls and centres. With a variety of day trips available, Kissimmee is an ideal destination for those seeking adventure and relaxation in a vibrant setting.

Shopping

Discover Disney Springs™, a vibrant shopping area located 14.5km from Kissimmee, offering a mix of dining and entertainment. In the heart of Kissimmee, Old Town provides a charming shopping mall experience with family-friendly vibes. If you're up for a drive, visit Oak Ridge Gun Range, situated 20.9km away.

Recreation

At Mystic Dunes Golf Club, enjoy a round of golf amidst beautiful landscapes, perfect for relaxation and outdoor activity. Meanwhile, the ESPN Wide World of Sports Complex offers thrilling sports vibes just 16.1km away, while Medieval Times combines culture and entertainment for a memorable family experience in Kissimmee.

Adventure

Experience thrilling water slides and lazy rivers at Aquatica, located 14.5km from Kissimmee. Enjoy family fun at Wonderworks' arcadeAdventureZone, 17.7km away, or feel the adrenaline rush at Kissimmee Go-Karts, right in the heart of the city. Adventure awaits you.

Nightlife

Kissimmee's nightlife features Indigo's Family Fun Center, a vibrant drinking pub 45.1km away, offering a mix of entertainment and romantic vibes. Enjoy a lively atmosphere with friends or a loved one while sipping on craft cocktails and enjoying the evening's energy.

*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 an ideal destination for families and entertainment seekers, offering a variety of attractions that cater to outdoor enthusiasts and culture lovers alike. Visitors can explore exciting theme parks, amusement parks, and picturesque lakes, making it perfect for both business and leisure vacations. Whether you're seeking thrilling adventures or cultural experiences, Kissimmee provides an enjoyable getaway for everyone.

Universal Orlando Resort: Experience the thrill of world-class attractions and immersive themed lands, perfect for families and entertainment seekers. From exhilarating rides to enchanting shows, it’s a must-visit destination just 20.9km from Kissimmee.
Orange County Convention Center: Embrace the vibrant cultural scene at this arts centre located 16.1km away. With various events, exhibitions, and conventions, it showcases the artistic spirit of the region and is an exciting hub for art enthusiasts.
Kissimmee Lakefront Park: Enjoy a serene escape in this urban park situated in the heart of Kissimmee. Ideal for families and outdoor lovers, it offers scenic views, walking trails, and recreational activities along the picturesque lake.

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 during the off-peak season (typically August to September and November) for more affordable package holidays to Kissimmee.
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.

Ready to book your vacation to Kissimmee?

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Kissimmee Hotel Deals

Kompose Boutique Resort at Theme Parks

7491 W Irlo Bronson Memorial Hwy Kissimmee FL

Fully refundableReserve now, pay when you stay

CA $76

CA $148 total

Apr 13 - Apr 14

includes taxes & fees

9.4/10 Exceptional! (3,500 reviews)

Todos muy bien limpios

Reviewed on Apr 11, 2026

Vacation Village Orlando, Celebration

2975 Arabian Nights Blvd Kissimmee FL

Fully refundableReserve now, pay when you stay

CA $99

CA $147 total

Apr 15 - Apr 16

includes taxes & fees

8.6/10 Excellent! (3,842 reviews)

Check-in process was a breeze. The room was huge and beautiful! The pool was amazing as well. There were plenty of daily activities as well for the kids. We definitely enjoyed our stay and would stay again!

Reviewed on Apr 10, 2026

Ramada by Wyndham Kissimmee Gateway

7470 W. Irlo Bronson Memorial Hwy. Kissimmee FL

Fully refundableReserve now, pay when you stay

CA $80

CA $120 total

May 3 - May 4

includes taxes & fees

8/10 Very Good! (3,900 reviews)

good hotel for a good price

Reviewed on Apr 10, 2026

See all 27,158 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.