A street sign reading "Welcome to Kissimmee, Florida" with a mural of horses on a building.

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Check availability on Historic Downtown Kissimmee 5 Star Hotels

Our top choices for Historic Downtown Kissimmee 5-star hotels

A hotel with a swimming pool, lounge chairs, and palm trees.

1. Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
5.0 star property
Orlando
9.4 out of 10, Exceptional, (658 reviews)
"Great Hotel and Great Staff."
United States
Ray
The price is ₹32,970
₹42,481 total
includes taxes & fees
4 Oct - 5 Oct
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
A resort with multiple swimming pools, lounge areas, and a modern building with balconies.

2. Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (585 reviews)
"Great service, delicious food and tons to do!"
United States
Marlon
The price is ₹37,039
₹46,460 total
includes taxes & fees
11 Oct - 12 Oct
Conrad Orlando at Evermore
A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.

3. Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
5.0 star property
Golden Oak
9.6 out of 10, Exceptional, (959 reviews)
"Experience was amazing"
United States
Patrick
The price is ₹91,509
₹108,876 total
includes taxes & fees
30 Sept - 1 Oct
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
A water park with multiple slides and a pool area surrounded by palm trees and a golf course.

4. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
Orlando
9.2 out of 10, Wonderful, (1,003 reviews)
"Great hotel!"
United States
Teresa
The price is ₹40,628
₹51,636 total
includes taxes & fees
28 Oct - 29 Oct
The Ritz-Carlton Orlando, Grande Lakes
A pool area with lounge chairs and umbrellas, surrounded by tropical plants.

5. ette hotel Orlando

ette hotel Orlando
5.0 star property
Kissimmee
9.6 out of 10, Exceptional, (499 reviews)
"We had an amazing stay at Ette! Wonderful staff. Beautiful large rooms. Great amenities and perfect for the parks !"
United States
Manuel
The price is ₹21,819
₹24,764 total
includes taxes & fees
29 Sept - 30 Sept
ette hotel Orlando

6. Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
5.0 star property
Kissimmee
8.4 out of 10, Very good, (1,003 reviews)
"This place was so awesome, had a free shuttle to parks, and a great pool area!"
United States
Tara
The price is ₹25,786
₹80,384 total
includes taxes & fees
5 Oct - 6 Oct
Encore Resort and Water Park at Reunion by Rentyl
An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.

7. Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,625 reviews)
"Great stay! Will visit again."
United States
RYAN
The price is ₹22,068
₹29,589 total
includes taxes & fees
29 Sept - 30 Sept
Reunion Resort & Golf Club
A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.

8. Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
9.0 out of 10, Wonderful, (719 reviews)
"The best"
United States
Carl
The price is ₹51,240
₹57,646 total
includes taxes & fees
29 Sept - 30 Sept
Disney's Beach Club Resort
A pool with inflatable rings, lounge chairs, and a wooden deck with stairs.

9. Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
5.0 star property
Kissimmee
8.8 out of 10, Excellent, (5 reviews)
"Awesome pools. Family friendly."
United States
Nydia
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.

10. Disney's Beach Club Villas

Disney's Beach Club Villas
2.5 star property
Bay Lake
9.2 out of 10, Wonderful, (40 reviews)
"Clean and great location"
United States
Anonymous traveller
The price is ₹68,321
₹76,861 total
includes taxes & fees
29 Sept - 30 Sept
Disney's Beach Club Villas
A swimming pool with lounge chairs, palm trees, and a golf course.

11. 5 Bedroom at Storey Lake Orlando FL close to Disney 4851

5 Bedroom at Storey Lake Orlando FL close to Disney 4851
5.0 star property
Kissimmee
9.4 out of 10, Exceptional, (3 reviews)
"Pool heating cost additional. Property Lazy river and pool was heated in November, was awesome. great Spot for a vacation. Highly recomend."
United States
Nita
5 Bedroom at Storey Lake Orlando FL close to Disney 4851
A modern living room with a sofa, a TV mounted on the wall, and a balcony with glass doors.

12. Marvelous 3Bd w/ Pool Near Disney at Serenity 1536

Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
5.0 star property
Clermont
9.6 out of 10, Exceptional, (9 reviews)
"Wonderful stay!"
Canada
Angela
Marvelous 3Bd w/ Pool Near Disney at Serenity 1536
A modern kitchen with a granite countertop, stainless steel appliances, and wooden cabinets. There are three bar stools and a hanging light fixture above the counter.

13. Family Friendly 5 Bedrooms Home Close to Disney 4849

Family Friendly 5 Bedrooms Home Close to Disney 4849
5.0 star property
Kissimmee
9.0 out of 10, Wonderful, (4 reviews)
"Everything was well clean and very easy access"
United States
Raquel
Family Friendly 5 Bedrooms Home Close to Disney 4849
An aerial view of a resort with a large swimming pool, water slides, and a mini-golf area.

14. Stunning 2 Bd Condo Close to Disney 304 3191

Stunning 2 Bd Condo Close to Disney 304 3191
5.0 star property
Kissimmee
5.0 out of 10, (6 reviews)
"Pools were filthy. The washer dryer combo did not work. Like a previous "
United States
Stephanie
Stunning 2 Bd Condo Close to Disney 304 3191
A resort with multiple swimming pools, sun loungers, and palm trees.

15. Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
5.0 star property
Kissimmee
9.6 out of 10, Exceptional, (9 reviews)
"Overall wonderful home, great price, great property and amenities for families. Location is great near absolutely everything. "
United States
Lance
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
An aerial view of a resort with a large swimming pool, palm trees, and a water slide.

16. Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
5.0 star property
Kissimmee
8.6 out of 10, Excellent, (8 reviews)
"The accommodation not only has a good equipment and location, but is also absolutely top and highly recommended. I will be very happy to book here again."
Germany
Thomas
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

17. Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
5.0 star property
Davenport
9.4 out of 10, Exceptional, (9 reviews)
"House was super clean, felt like I was home…"
United States
Emmanuel
Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158
A swimming pool with a glass enclosure, surrounded by a patio area with a view of a residential building.

18. 5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759

5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
5.0 star property
Kissimmee
10.0 out of 10, Exceptional, (4 reviews)
"Looks just like photos, very nice and spacious. I would book again."
United States
Kimesha
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
An aerial view of a resort with a large water park, multiple swimming pools, and a variety of recreational facilities.

19. Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort

Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
5.0 star property
Kissimmee
8.4 out of 10, Very good, (11 reviews)
"Very roomy, clean and equipped apartment, worth for the money paid."
United States
Prasad
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
A resort with multiple swimming pools, palm trees, and lounge areas.

20. Gorgeous 5Bd Screened Pool at Champions Gate 1125

Gorgeous 5Bd Screened Pool at Champions Gate 1125
5.0 star property
Davenport
9.6 out of 10, Exceptional, (8 reviews)
"The house was exactly as the pictures posted. Very well maintained, cleaned, and well equipped with all essential equipment for cooking ext. My family and I loved it. It exceeded our expectations! We truly recommend this house, and will definitely rent this house again."
United States
Carmen
Gorgeous 5Bd Screened Pool at Champions Gate 1125
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Historic Downtown Kissimmee.
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard Orlando FL
The price is ₹20,985 per night from 5 Oct to 6 Oct
₹20,985
₹23,608 total
5 Oct - 6 Oct
includes taxes & fees
9.4/10 Exceptional! (4,488 reviews)
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Top Historic Downtown Kissimmee Hotel Reviews

Find out more about Historic Downtown Kissimmee

Stay in Luxury: 5 Star Hotels in Historic Downtown Kissimmee

There's nothing wrong with enjoying the finer things in life. Indulge your every desire on your upcoming leisure time. Treat yourself with a stay in a 5-star hotel during your Historic Downtown Kissimmee trip. You'll join the multitudes of holidaymakers who have made Historic Downtown Kissimmee so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Don't wait any longer. Reserve one of our 5-star hotels in Historic Downtown Kissimmee and indulge in the finer things in life for a while.

5-Star Hotels in Historic Downtown Kissimmee

You'll have a wonderful time at one of these 5-star hotels. Exceptional customer care, luxurious bedding, and deeply relaxing spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that berry tart in the wee hours of the morning? A body scrub that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs. 

But you aren't going to spend your entire holiday in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Historic Downtown Kissimmee are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Historic Downtown Kissimmee 5-star hotels are the place to be when you book your next holiday. If you've been dreaming about a holiday set here, then go ahead and book it. It's time to plan your next great escape -- this is a great time to find 5-star hotel deals in Historic Downtown Kissimmee! Choose one of our Historic Downtown Kissimmee 5-star hotels today and soothe yourself in luxe surroundings at your convenience.


Expedia India is rated 4 stars by Feefo based on 1038 reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Historic Downtown Kissimmee?
The amount you pay for a 5-star hotel in Historic Downtown Kissimmee can vary depending on the time of year you travel and how long you plan to stay, among several factors. Use our price per night filter and other search tools to find the best rate on a luxurious getaway.

  • Search for the lowest price per night from ₹9,616

What makes a hotel 5 stars in Historic Downtown Kissimmee?
From high-end dining venues and all-day gyms to pools and dreamy bedding, the 5-star experience in Historic Downtown Kissimmee is all about comfort and luxury. But it requires more than just top-notch perks to get a 5-star rating. Accommodation must also deliver outstanding guest-focused services like beauty treatments, on-site dry cleaning and laundry and room service any time night or day.
Are there any 5-star all-inclusive resorts in Historic Downtown Kissimmee?
Our handy filters are the best way to narrow down what you're looking for. Select "All inclusive" and "5-star" to see the most upscale properties in Historic Downtown Kissimmee where your accommodation, meals, activities and entertainment are included in the price. At these stays, your trip is pure extravagance from the moment you enter the lobby.

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