Explore top 2026 5 Star Hotels in Kissimmee

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Top Kissimmee 5 Star hotels

Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl

5 out of 5
7635 Fairfax Dr Kissimmee FL
Fully refundableReserve now, pay when you stay
$635 nightly
The price is $721 total per night from Jun 15 to Jun 16
$721 total
Jun 15 - Jun 16
Total with taxes and fees
This smoke-free resort features free water park access, a full-service spa, and 2 restaurants. There's fun for all ages with a free kid's club and a children's ...
8.2/10 Very Good! (1,005 reviews)
"Everything was perfect"

Reviewed on Jun 12, 2026

Opens in a new windowEncore Resort and Water Park at Reunion by Rentyl
ette hotel

ette hotel

5 out of 5
3001 Sherberth Rd Kissimmee FL
Fully refundableReserve now, pay when you stay
$268 nightly
The price is $304 total per night from Jul 1 to Jul 2
$304 total
Jul 1 - Jul 2
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
9.6/10 Exceptional! (459 reviews)
"Amazing service and staff. Breakfast is fresh a wide variety of options. My go-to hotel in Orlando."

Reviewed on Jun 12, 2026

Opens in a new windowette hotel
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
7593 Gathering Drive Kissimmee FL
This luxury aparthotel features a golf course, free water park access, and 7 restaurants. Bring the family and enjoy the lazy river, mini golf, and kid-friendly ...
8.8/10 Excellent! (1,567 reviews)
"Nice pools and golf courses. A little outdated and room had a perpetual musty smell."

Reviewed on Jun 9, 2026

Opens in a new windowReunion Resort & Golf Club
Marvelous 4Bd with Pool at Storey Lake Resort 2601

Marvelous 4Bd with Pool at Storey Lake Resort 2601

5 out of 5
2601 Reading Trail Kissimmee FL
Free water park access and an outdoor pool are featured at this luxury vacation home. There's fun for all ages with a lazy river and a children's pool, and families ...
10/10 Exceptional! (6 reviews)
"Communication was great with the host! The property and included club house access was perfect for my family! We loved how spacious the home was and how we could easily walk to the club house. Everyone who worked at the gated community was friendly & we had a great time. We have to say that there ..."

Reviewed on Jun 11, 2026

Opens in a new windowMarvelous 4Bd with Pool at Storey Lake Resort 2601
Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

Gorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653

5 out of 5
2653 Reading Trail Kissimmee FL
Free water park access and an outdoor pool are featured at this luxury vacation home. Bring the family and enjoy the lazy river, children's pool, and waterslide. ...
9.8/10 Exceptional! (8 reviews)
"family friendly"

Reviewed on May 24, 2026

Opens in a new windowGorgeous 4 Bd w/ Pool @ Storey Lake Resort 2653
Fantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887

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

5 out of 5
2887 Stanza Ct Kissimmee FL
Free water park access and an outdoor pool are featured at this luxury vacation home. There's fun for all ages with a lazy river and a children's pool, and barbecue ...
Opens in a new windowFantastic Eight Bedrooms SF w/ Screened Pool at Storey Lake Resort 2887
Gorgeous 2 Bedroom Apartment Close to Disney 305 3191

Gorgeous 2 Bedroom Apartment Close to Disney 305 3191

5 out of 5
3191 Paradox Circle Kissimmee FL
Free water park access and an outdoor pool are featured at this smoke-free condo. There's fun for all ages with a lazy river and a waterslide, and barbecue grills ...
9.4/10 Exceptional! (8 reviews)
"Enjoyed the pools. The apartment included a washer and dryer. It was a calm, quiet community."

Reviewed on Jun 7, 2026

Opens in a new windowGorgeous 2 Bedroom Apartment Close to Disney 305 3191
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms

2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms

5 out of 5
3191 Sea World Court Kissimmee FL
Free water park access and an outdoor pool are featured at this luxury villa. Bring the family and enjoy the free kid's club, waterslide, and playground. Enjoy ...
8.2/10 Very Good! (20 reviews)
"Pool was great kids loved it. Came with blender and coffe maker."

Reviewed on Apr 19, 2026

Opens in a new window2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
7 Bedroom Villa, Private Pool, Resort Amenities

7 Bedroom Villa, Private Pool, Resort Amenities

5 out of 5
112 Madiera Beach Boulevard Kissimmee FL
This villa features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. There's a poolside bar on site, and a terrace ...
7.6/10 Good! (20 reviews)
"We were very disappointed with this property. I asked to get hot tub and pool heated and i was willing to pay the $40 fee. I received no response from Expedia or the property manager until 2nd last day. I was trying everyday a few times a day. I finally got a response that the hot tub and pool heater ..."

Reviewed on Apr 9, 2026

Opens in a new window7 Bedroom Villa, Private Pool, Resort Amenities
Amazing 4Bd Screened Pool Close to Disney 4572

Amazing 4Bd Screened Pool Close to Disney 4572

5 out of 5
4572 Baleno Ln Kissimmee FL
Free water park access and an outdoor pool are featured at this luxury vacation home. There's fun for all ages with a lazy river and a children's pool, and families ...
8.4/10 Very Good! (6 reviews)
"Great for our family, close to activities, parks, attractiins"

Reviewed on Jan 11, 2026

Opens in a new windowAmazing 4Bd Screened Pool Close to Disney 4572
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Five Star Hotels in Kissimmee

Looking for your own little slice of heaven during your next trip? Check out all the best 5 star hotels in Kissimmee to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the five star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Kissimmee 5 star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5 star hotels in Kissimmee before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.

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