Compare and book 5 Star hotels in Historic Downtown Kissimmee, Orlando

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Check availability on Historic Downtown Kissimmee 5 Star Hotels

Top Historic Downtown Kissimmee 5 Star Hotels

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Exterior

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5.0 star property
9.2 out of 10, Wonderful, (340)
"Really enjoyed our stay! Convenient for golf and DisneyWorld."
The price is ₹27,262
₹35,628 total
includes taxes & fees
12 Sept - 13 Sept
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Conrad Orlando at Evermore
Outdoor pool, pool cabanas (surcharge), pool umbrellas

Conrad Orlando at Evermore

5.0 star property
9.6 out of 10, Exceptional, (279)
"Great place to stay with the family."
The price is ₹37,955
₹47,102 total
includes taxes & fees
2 Oct - 3 Oct
Conrad Orlando at Evermore
The Ritz-Carlton Orlando, Grande Lakes
View from property

The Ritz-Carlton Orlando, Grande Lakes

5.0 star property
9.4 out of 10, Exceptional, (1011)
"Top quality property with amazing restaurants and the staff very professional. Donna at the breakfast buffet is adorable. Great stay. Amazing hotel. "
The price is ₹33,145
₹42,743 total
includes taxes & fees
14 Sept - 15 Sept
The Ritz-Carlton Orlando, Grande Lakes
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
3 outdoor pools, pool cabanas (surcharge), pool umbrellas

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5.0 star property
9.6 out of 10, Exceptional, (869)
"Amazing property & spa experience ❤️"
The price is ₹82,782
₹98,084 total
includes taxes & fees
6 Sept - 7 Sept
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
ette hotel
Outdoor pool, open 9:00 AM to 6:00 PM, free pool cabanas, pool umbrellas

ette hotel

5.0 star property
9.8 out of 10, Exceptional, (331)
"Wonderful staff and beautiful rooms"
The price is ₹27,463
₹31,171 total
includes taxes & fees
6 Sept - 7 Sept
ette hotel
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1390)
"Staff was amazing and accommodating. "
Reunion Resort & Golf Club
Encore Resort and Water Park at Reunion by Rentyl
Outdoor pool, a heated pool, pool cabanas (surcharge), pool umbrellas

Encore Resort and Water Park at Reunion by Rentyl

5.0 star property
8.4 out of 10, Very good, (1005)
"A great place to stay "
The price is ₹23,699
₹64,918 total
includes taxes & fees
11 Sept - 12 Sept
Encore Resort and Water Park at Reunion by Rentyl
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
2 outdoor pools, free pool cabanas, pool umbrellas

Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131

5.0 star property
10.0 out of 10, Exceptional, (3)
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
Stunning 4Bd With Pool At Storey Lake Resort 4821
Golf

Stunning 4Bd With Pool At Storey Lake Resort 4821

5.0 star property
8.0 out of 10, Very good, (2)
Stunning 4Bd With Pool At Storey Lake Resort 4821
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
Townhome, 4 Bedrooms | Private pool

Gorgeous 4 Bedroom w/ Pool Close to Disney 4836

5.0 star property
9.4 out of 10, Exceptional, (11)
"Super clean and confortable. "
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
Amazing 4Bd Screened Pool Close to Disney 4572
Exclusive House | 4 bedrooms, in-room safe, individually decorated, individually furnished

Amazing 4Bd Screened Pool Close to Disney 4572

5.0 star property
9.4 out of 10, Exceptional, (3)
"The dryer didnt work and No Highchair , also never received my tickets to Water park with Lazy pool ticket. Other than that My Family enjoyed Everything. Pool is a Plus "
Amazing 4Bd Screened Pool Close to Disney 4572
WonderFull 4Bd with Pool at Champions Gate 1174
Resort view

WonderFull 4Bd with Pool at Champions Gate 1174

5.0 star property
9.0 out of 10, Wonderful, (4)
"This home was exactly as the pictures and more. It was beautiful and perfect size for my family. The pool was also perfect when we didn’t want to be in the crowds anymore at the resorts. Wonder vacation homes were amazing hosts and took great care of all of our questions "
WonderFull 4Bd with Pool at Champions Gate 1174
The Bear's Den Resort Orlando
Front of property

The Bear's Den Resort Orlando

5.0 star property
8.0 out of 10, Very good, (22)
"Great place , I recommend it to everyone."
The Bear's Den Resort Orlando
Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015
Water park

Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015

5.0 star property
Stunning 5 Bd w/ Pool Close to Disney @ Windsor Westside 2015
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
Outdoor pool

2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms

5.0 star property
8.0 out of 10, Very good, (14)
"Great stay"
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
Exclusive House | Private pool

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

5.0 star property
8.8 out of 10, Excellent, (3)
"Nice "
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629
Stunning 4 Bd Close to Disney @ Storey Lake 2569
Water park

Stunning 4 Bd Close to Disney @ Storey Lake 2569

5.0 star property
10.0 out of 10, Exceptional, (2)
Stunning 4 Bd Close to Disney @ Storey Lake 2569
Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432
House | Living room | 60-inch Smart TV with cable channels, fireplace, Netflix

Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432

5.0 star property
8.8 out of 10, Excellent, (3)
"There were lots of restaurants and fast food places to choose from just down the street. The beds were comfortable and the AC worked great. "
Luxurious 5Bd Single Family w Pool&Jacuzzi @Encore Resort 7432
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
Outdoor pool, pool loungers, lifeguards on site

Stunning 5Bd w/ Pool @ Windsor Island Resort 3814

5.0 star property
8.8 out of 10, Excellent, (6)
"Great resort with a beautiful house, big clean, the best part was the resort very nice for families and couples, will be back"
Stunning 5Bd w/ Pool @ Windsor Island Resort 3814
Gorgeous 2 Bedroom Apartment Close to Disney 305 3191
Aerial view

Gorgeous 2 Bedroom Apartment Close to Disney 305 3191

5.0 star property
9.0 out of 10, Wonderful, (6)
"Great location, beautiful spacious apartment, comfortable beds/space. It was well appointed with kitchen items, bathroom, and laundry. The apartment floors were a little dirty and there really needed to be a fan in the 2nd bedroom. It was pretty stuffy in there with the thermometer limited to 72 at night. The AC unit was a little loud but cooled well. Unfortunately, the pool was too packed to enjoy, and the gym that didn't open until 9am was also packed. The gym was well appointed, and there...
Gorgeous 2 Bedroom Apartment Close to Disney 305 3191
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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

Hyatt Regency Orlando

9801 International Dr, Orlando, FL
The price is ₹11,821 per night from 7 Sept to 8 Sept
₹11,821
₹18,192 total
7 Sept - 8 Sept
includes taxes & fees
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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.

Top Historic Downtown Kissimmee Hotel Reviews

Find out more about Historic Downtown Kissimmee

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

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 ₹7,572

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.