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Compare the biggest hotels in Kissimmee
Same order as the list above: largest guest-room count first. A dash means the hotel's data doesn't list that detail, not that it's unavailable.
| # | Hotel | Guest rooms | Guest rating |
|---|---|---|---|
| 1 | Holiday Inn Club Vacations at Orange Lake Resort by IHG | 2,478 | (4,214) |
| 2 | Vacation Village at Parkway | 1,968 | (7,285) |
| 3 | Westgate Town Centre Resort | 1,708 | (3,132) |
| 4 | Gaylord Palms Resort & Convention Center | 1,416 | (1,788) |
| 5 | Westgate Vacation Villas Resort | 1,184 | (2,083) |
| 6 | Hilton Vacation Club Mystic Dunes Orlando | 986 | (4,798) |
| 7 | Encore Resort at Reunion | 800 | |
| 8 | Delta Hotels by Marriott Orlando Celebration | 718 | (4,576) |
| 9 | Celebration Suites At Old Town | 582 | (5,048) |
| 10 | Ramada by Wyndham Kissimmee Gateway | 500 | (5,935) |
| 11 | Silver Lake Resort | 468 | (1,787) |
| 12 | Regal Oaks Resort | 454 | (3,239) |
| 13 | Holiday Inn & Suites Orlando SW - Celebration Area by IHG | 444 | (2,994) |
| 14 | Holiday Inn Resort Kissimmee by the Parks by IHG | 436 | (4,858) |
| 15 | Radisson Hotel Orlando Lake Buena Vista South | 410 | (3,857) |
Group and Event Travel in Kissimmee
This page ranks the biggest hotels in Kissimmee by room count based on what you can book through Engine. Holiday Inn Club Vacations at Orange Lake Resort by IHG leads the list with 2478 rooms, offering the scale and capacity teams need for large groups, conferences, and events. These properties serve organizations booking blocks of rooms for meetings, training sessions, and gatherings of every size.
Large-capacity hotels matter in Kissimmee because the city sits just outside Orlando's theme park corridor and attracts organizations booking room blocks for conferences, corporate events, and group travel year-round. When you need to accommodate dozens or hundreds of travelers under one roof, properties with four-digit room counts offer the scale and meeting space to support your plans. These hotels serve organizations of every size and industry, from annual sales meetings to training programs and multi-day events. Engine lists the biggest hotels in Kissimmee alongside the rest of the city's inventory, with Engine Groups handling bookings of 9 or more rooms and self-serve booking available for smaller stays. Engine is the #1 corporate travel management platform.
Frequently asked questions
Why book one of the biggest hotels in Kissimmee for a company trip?
A large hotel like Holiday Inn Club Vacations at Orange Lake Resort by IHG (2478 rooms) or Vacation Village at Parkway (1968 rooms) can keep your entire team under one roof, which simplifies logistics and gives everyone easy access to shared spaces. Many of these properties offer meeting and event space, though that varies by property. Booking through Engine gives you access to pre-negotiated rates and consolidated invoicing across your stay.
Are the biggest hotels in Kissimmee only for groups, or can one traveler book there too?
These hotels work just as well for individual business travelers as they do for groups. You can search, compare, and book properties like Westgate Town Centre Resort (1708 rooms) on Engine whether you need one room or many. Larger hotels often have amenities and flexibility that make them convenient for any size booking.
How far ahead should I book if my team needs a block of rooms at a large Kissimmee hotel?
Booking as early as possible gives you the best selection, especially during busy travel periods or if you need many rooms at once. For a stay of 9 or more rooms, Engine Groups handles the booking. The earlier you start, the easier it is to secure the capacity and rates your team needs.
What's the process for booking 20 rooms at one of the big hotels in Kissimmee?
For a stay of 9 or more rooms, Engine Groups handles the booking. For 8 rooms or fewer, you can book self-serve on the platform. Engine connects to a large hotel network in Kissimmee, including properties like Holiday Inn Club Vacations at Orange Lake Resort by IHG and Vacation Village at Parkway, so you have options at scale.
How does billing work when my company books multiple rooms or recurring stays in Kissimmee?
Engine offers consolidated invoicing, so you get one invoice even when booking multiple rooms or repeat trips. You also have multiple payment options and there's no membership fee. This makes it simpler to manage costs and reconcile travel spend across your team.
Why don't you show rates for these hotels?
Hotels give Engine rates they only allow us to show business travelers, so a public page cannot list them. Create a free account with your work email to see them.
Is Engine free?
Yes. An Engine account is 100% free and without commitment, and you can leave anytime. Sign up with your work email.