The Best 5 Star Hotels in Historic Downtown Kissimmee, Kissimmee

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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

Orlando

John

₹44,307 total

includes taxes & fees

23 Nov - 24 Nov

A resort with multiple swimming pools, lounge areas, and a modern building with balconies.

2. Conrad Orlando at Evermore

Orlando

Kelly

₹45,629 total

includes taxes & fees

29 Nov - 30 Nov

A water park with multiple slides and a pool area surrounded by palm trees and a golf course.

3. The Ritz-Carlton Orlando, Grande Lakes

Orlando

Teresa

₹56,307 total

includes taxes & fees

25 Nov - 26 Nov

A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.

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

Golden Oak

Benjamin

₹139,124 total

includes taxes & fees

11 Dec - 12 Dec

A pool area with lounge chairs and umbrellas, surrounded by tropical plants.

5. ette hotel Orlando

Kissimmee

Wigberto

₹33,019 total

includes taxes & fees

22 Nov - 23 Nov

6. Encore Resort and Water Park at Reunion by Rentyl

Kissimmee

Jose

₹73,120 total

includes taxes & fees

14 Dec - 15 Dec

An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.

7. Reunion Resort & Golf Club

Reunion

Karen G

₹33,095 total

includes taxes & fees

14 Dec - 15 Dec

A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.

8. Disney's Beach Club Resort

Bay Lake

Carl

₹83,902 total

includes taxes & fees

3 Dec - 4 Dec

A modern living room with a sofa, a TV mounted on the wall, and a balcony with glass doors.

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

Clermont

Angela

A bedroom with a brick wall, a large bed with red bedding, two bedside lamps, a nightstand, a potted plant, and a red door.

10. Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills

Tuscan Hills

Tiffany

An aerial view of a resort with a large swimming pool, water slides, and a mini-golf area.

11. Stunning 2 Bd Condo Close to Disney 304 3191

Kissimmee

Stephanie

An aerial view of a resort with a central swimming pool, surrounded by lounge chairs and palm trees, with a body of water and buildings in the background.

12. Amazing 4Bd Screened Pool Close to Disney 4572

Bellavida

Charlene

A swimming pool with a glass enclosure, surrounded by a patio area with a view of a residential building.

13. 5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759

Kissimmee

Kimesha

A row of modern two-story houses with attached garages, well-maintained lawns, and a street lamp.

14. 5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

Kissimmee

Ben-Jade

15. Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887

Kissimmee

Pareshkumar

An aerial view of a resort with a large water park, multiple swimming pools, and a variety of recreational facilities.

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

Kissimmee

Prasad

A rectangular swimming pool with a tiled edge, surrounded by a brick patio. There are lounge chairs and a small table near the pool.

17. Wonderful 8Bd w/ Pool & GameRoom @ Encore 461

Kissimmee

Denise

An aerial view of a resort with a large swimming pool, palm trees, and a water slide.

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

Kissimmee

Thomas

A resort with multiple swimming pools, palm trees, and lounge areas.

19. Gorgeous 5Bd Screened Pool at Champions Gate 1125

Davenport

Carmen

A modern indoor pool area with a dining setup and a view of the ocean.

20. The Ritz-Carlton Residences Orlando, Grande Lakes

Orlando

Top Historic Downtown Kissimmee Hotel Reviews

Conrad Orlando at Evermore

Orlando

10/10 Excellent

Donna

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Golden Oak

10/10 Excellent

We had an amazing stay at the Four Seasons Hotel Orlando. There was a small hiccup at the beginning as we had arranged to be picked up from the airport by the hotel but couldn’t readily locate the driver. Once we found the driver, everything onwards went smoothly. There were two cold and refreshing bottles of water in the car and the drive to the hotel was pleasant. Once at the hotel, we were impressed by the hotel décor and liked the modern feel to it. Every single staff at the hotel...

Wang

The Ritz-Carlton Orlando, Grande Lakes

Orlando

10/10 Excellent

We have just completed a 16 night stay here and the old saying "you get what you pay for" certainly applies. It is a superb and superior hotel, obvious from the moment you arrive. Not cheap - we knew that - but worth it. Breakfast every morning was a feast for eyes and tummies! The Highball & Harvest staff are fantastic. Faultless house-keeping and even during Hurricane Matthew, the "Ride-Out" team did a superb job. The personal touches, like being addressed by name by staff (how do they...

Karen

Disney's Beach Club Resort

Bay Lake

10/10 Excellent

Family of 5

Reunion Resort & Golf Club

Reunion

10/10 Excellent

Ian

Encore Resort and Water Park at Reunion by Rentyl

Kissimmee

10/10 Excellent

Darren John

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 ₹20,387

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.

Are there any 5-star holiday rentals in Historic Downtown Kissimmee?

Our site doesn't offer any 5-star holiday rentals in Historic Downtown Kissimmee. However, you can still find a few top-rated escapes where the only thing on your itinerary will be to kick back and enjoy yourself. View what's available by searching through our holiday rentals in Historic Downtown Kissimmee.

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

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Historic Downtown Kissimmee 5-star hotels

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

2. Conrad Orlando at Evermore

3. The Ritz-Carlton Orlando, Grande Lakes

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

5. ette hotel Orlando

6. Encore Resort and Water Park at Reunion by Rentyl

7. Reunion Resort & Golf Club

8. Disney's Beach Club Resort

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

10. Marvelous 4Bd Close to Disney w/ Pool at 313 Tuscan Hills

11. Stunning 2 Bd Condo Close to Disney 304 3191

12. Amazing 4Bd Screened Pool Close to Disney 4572

13. 5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759

14. 5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

15. Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887

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

17. Wonderful 8Bd w/ Pool & GameRoom @ Encore 461

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

19. Gorgeous 5Bd Screened Pool at Champions Gate 1125

20. The Ritz-Carlton Residences Orlando, Grande Lakes

Top Historic Downtown Kissimmee Hotel Reviews

Conrad Orlando at Evermore

10/10 Excellent

Find out more about Historic Downtown Kissimmee

Stay in Luxury: 5 Star Hotels in Historic Downtown Kissimmee

5-Star Hotels in Historic Downtown Kissimmee

Make Your Escape

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?

What makes a hotel 5 stars in Historic Downtown Kissimmee?

Are there any 5-star all-inclusive resorts in Historic Downtown Kissimmee?

Are there any 5-star holiday rentals in Historic Downtown Kissimmee?

Explore a world of travel with Expedia