Explore 5 Luxury Hotels in Historic Downtown Kissimmee

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Best Luxury Hotels in Historic Downtown Kissimmee

Park Royal Orlando

1500 North Thacker Ave Kissimmee FL

Fully refundableReserve now, pay when you stay

$74 nightly

$85 total

Dec 11 - Dec 12

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Enjoy the outdoor tennis court and perks like free self parking and free WiFi. A terrace, a garden, and ...

8/10 Very Good! (1,000 reviews)

Staff was very pleasant and courteous. Room was clean.

Reviewed on Nov 30, 2025

Home 1 Suites Extended Stay - Kissimmee

4156 West Vine Street Kissimmee FL

Fully refundableReserve now, pay when you stay

$60 nightly

$68 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

This hotel features an outdoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. Multilingual staff can provide ...

6.4/10 (1,022 reviews)

I recently stayed at this hotel during my trip to Florida, and overall it was a good experience. The rooms were clean and comfortable, but they could definitely use some updates to feel more modern. Even with that, my stay was still very enjoyable thanks to the amazing service. I want to give a special ...

Reviewed on Nov 27, 2025

Days Inn by Wyndham Kissimmee West

4125 W Vine St Kissimmee FL

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. Enjoy the free on-the-go breakfast each morning. There's a picnic area ...

5.6/10 (999 reviews)

Average place

Rooms are very old and outdated. Beds were all stained. Had to change rooms because tv didn’t work. Just didn’t feel comfortable in the area it was located. They said they offered breakfast but no one told us where to go for it and we didn’t see any signs.

Reviewed on Jan 19, 2025

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Super 8 by Wyndham Kissimmee

1815 W Vine Street Kissimmee FL

A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the business center and WiFi in public areas. Guests will ...

One of our rooms smelled like people had been smoking in it and both rooms had roaches in them. The A/C didn’t work the best

Reviewed on Oct 26, 2022

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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.

More 4 star hotels in Historic Downtown Kissimmee

Rosen Shingle Creek

9939 Universal Blvd Orlando FL

$100 nightly

$113 total

Dec 14 - Dec 15

Total with taxes and fees

9.4/10 Exceptional! (4,320 reviews)

5 star hotels in Historic Downtown Kissimmee

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

10100 Dream Tree Blvd. Lake Buena Vista FL

$1,155 nightly

$1,299 total

Jan 3 - Jan 4, 2026

Total with taxes and fees

9.6/10 Exceptional! (877 reviews)

Historic Downtown Kissimmee Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Historic Downtown Kissimmee luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in Historic Downtown Kissimmee to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in Historic Downtown Kissimmee will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Historic Downtown Kissimmee, and plan your next opulent escape.

Historic Downtown Kissimmee hotels essential information

Accommodation	53,873 hotels
Lowest Price	$68
Highest Price	$1,299
Popular hotels	Park Royal Orlando, Super 8 by Wyndham Kissimmee, Home 1 Suites Extended Stay - Kissimmee, Days Inn by Wyndham Kissimmee West