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Historic Downtown Kissimmee Vacation Packages

Historic Downtown Kissimmee Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
Westgate River Ranch Resort & Rodeo
Barefoot'n Resort
Conrad Orlando
Westgate Town Center Resort
Westgate Palace Hotel / Universal / I-Drive
The Shores Resort & Spa
Westgate Blue Tree Resort in Lake Buena Vista

3-4 Night Vacations in Historic Downtown Kissimmee

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort
Westgate River Ranch Resort & Rodeo
Westgate Lakes Resort & Spa Universal Studios Area
Westgate Town Center Resort

5-7 Night Vacations in Historic Downtown Kissimmee

Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort
Parkway International Resort
Westgate Palace Hotel / Universal / I-Drive
The Shores Resort & Spa

Cheap Hotel Deals in Historic Downtown Kissimmee

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd, Orlando, FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
DoubleTree by Hilton at the Entrance to Universal Orlando
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
Book a stay at this business-friendly aparthotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
Hyatt Regency Orlando International Airport
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Stay at this 4-star family-friendly resort in Winter Garden. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful ...
The Grove Resort & Water Park Orlando
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Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel

3.5 out of 5
14500 Continental Gateway, Orlando, FL
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 spa tubs. Our guests praise the clean rooms and the family ...
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way, Orlando, FL
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Universal's Cabana Bay Beach Resort
Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

3 out of 5
7125 Universal Boulevard, Orlando, FL
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the restaurant in ...
Universal's Endless Summer Resort - Dockside Inn and Suites
Avanti International Resort

Avanti International Resort

3 out of 5
8738 International Dr, Orlando, FL
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, breakfast (surcharge), and a free theme park shuttle. Our guests praise the pool ...
Avanti International Resort
Caribe Royale Orlando

Caribe Royale Orlando

4.5 out of 5
8101 World Center Dr, Orlando, FL
Book a stay at this luxury hotel in Orlando. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our ...
Caribe Royale Orlando
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Frontier Airlines
Spirit Airlines
Spirit Airlines

Find cheap hotels in Historic Downtown Kissimmee

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Historic Downtown Kissimmee hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Historic Downtown Kissimmee.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Historic Downtown Kissimmee’s 51,438 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $95. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Historic Downtown Kissimmee hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Historic Downtown Kissimmee. No matter your reason for visiting Historic Downtown Kissimmee, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Historic Downtown Kissimmee hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Historic Downtown Kissimmee for as low as $95.

How many hotels are there in Historic Downtown Kissimmee?

With over 51,438 hotels in Historic Downtown Kissimmee, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $95.

How to find cheap car rentals in Historic Downtown Kissimmee?

Finding a cheap car rental deal in Orlando is as easy as scoring cheap hotels in Historic Downtown Kissimmee. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Historic Downtown Kissimmee now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Historic Downtown Kissimmee right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.