Search Best Resorts in Kissimmee

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Featured Resort in Kissimmee

Margaritaville Resort Orlando
4.0 star property
9.0 out of 10, Wonderful, (3153)
"Love the property Hate that pool closed so early At least have a jacuzzi open late"
The price is AU$326
includes taxes & fees
18 Dec - 19 Dec
Margaritaville Resort Orlando
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
4.0 star property
8.6 out of 10, Excellent, (1534)
"NA"
The price is AU$227
includes taxes & fees
2 Dec - 3 Dec
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Westgate Vacation Villas Resort
4.0 star property
7.8 out of 10, Good, (1462)
"The property was great. Easy check in process and onsite transportation to and from rooms. The customer service was outstanding. I would recommend this resort will stay again. Very convenient for visiting the Disney parks. "
The price is AU$208
includes taxes & fees
11 Dec - 12 Dec
Westgate Vacation Villas Resort
FantasyWorld Resort
4.0 star property
8.6 out of 10, Excellent, (1101)
"The resort was absolutely amazing. My family, friends, and children all enjoyed themselves very much. we love the extra activities that were available for the children. And the adults loved having A bar close to the pool. However, while at the pool, we were told by staff that the children were not able to jump into the pool. Even though we were the only ones in the pool at this time, the kids were not allowed to jump or play with their water toys. It’s a family resort. I found this extremely...
FantasyWorld Resort
WorldMark Reunion
4.0 star property
9.4 out of 10, Exceptional, (463)
"It was a great spacious property. Only negative is the amenities all were closed by 5pm or 6pm so if you are getting back from the parks in the heavy traffic you arrive back to your accomodations just as everything is closing so the evening is pretty boring"
WorldMark Reunion
Encore Resort at Reunion
5.0 star property
8.4 out of 10, Very good, (887)
"It was great"
Encore Resort at Reunion
Westgate Town Center Resort
4.0 star property
7.8 out of 10, Good, (1132)
"Everything is great "
The price is AU$208
includes taxes & fees
11 Dec - 12 Dec
Westgate Town Center Resort
All Suite Resort near Old Town Amusement Park and Disney World
9.4 out of 10, Exceptional, (60)
"Our week stay was above and beyond any expectations. Everyone was very friendly, the resort is clean and spacious. Very close to many attractions and numerous restaurants. Beautiful pools! "
All Suite Resort near Old Town Amusement Park and Disney World
Disney 2 miles w/Heated Pool, water park, basketball tennis courts, game room
9.6 out of 10, Exceptional, (5)
"We enjoyed this property!! Close enough to everything but far enough away to avoid the hustle. When we come back to Orlando we will be booking this property again!"
Disney 2 miles w/Heated Pool, water park, basketball tennis courts, game room
Fun in Fantasy very close to Disney 6pax
8.0 out of 10, Very good, (47)
"It is a quite cozy place. Great for a family of 4. "
Fun in Fantasy very close to Disney 6pax
1 BEDROOM WITH LOFT DISNEY AREA VACATION RENTAL AWARD WINNING MILL CREEK RESORT
10.0 out of 10, Exceptional, (11)
"My family of 3 absolutely loved staying here. We travel to this area twice a year and stay at hotels but this is now our favorite place to stay. We will be returning for sure. So cute and comfortable for my small family. "
The price is AU$348
includes taxes & fees
11 Dec - 12 Dec
1 BEDROOM WITH LOFT DISNEY AREA VACATION RENTAL AWARD WINNING MILL CREEK RESORT
1 BEDROOM WITH LOFT DISNEY AREA VACATION RENTAL AWARD WINNING MILL CREEK RESORT
9.6 out of 10, Exceptional, (8)
"Quite and convenient."
The price is AU$295
includes taxes & fees
22 Nov - 23 Nov
1 BEDROOM WITH LOFT DISNEY AREA VACATION RENTAL AWARD WINNING MILL CREEK RESORT
Lakefront Oasis: 10 Min to Disney, 5-Star Cleanliness + Resort Amenities!
10.0 out of 10, Exceptional, (50)
"This property and host were top notch. Communication with Jullian was timely and helpful in answering the questions we had. Property was clean and exactly as advertised. Close to all the parks and I4 so getting everywhere was a breeze. Pool on property was great with waterslides and the kids loved it. We will definitly be coming back!!!!"
Lakefront Oasis: 10 Min to Disney, 5-Star Cleanliness + Resort Amenities!
Disney Vacation Villa. Free Water park and Disney Shuttle. Themed Room.
10.0 out of 10, Exceptional, (3)
"Couldn’t have found a better place for our group. The house was absolutely perfect and so much space. Definitely on our saved for future trips list."
Disney Vacation Villa. Free Water park and Disney Shuttle. Themed Room.
Cozy 2-bedroom resort less than 20 minutes away from Orlando theme parks.
2.0 star property
10.0 out of 10, Exceptional, (1)
"This was the best place we have stayed at so far. We have annual passes and come to Orlando often. as a large family we try to find the best and affordable accommodations. This was beyond what we expected,, and definitely plan on staying here again. it is super close to the parks . has so many activities in the resort itself and just very comfy and in inviting.I highly recommend."
Cozy 2-bedroom resort less than 20 minutes away from Orlando theme parks.
AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY
9.0 out of 10, Wonderful, (84)
"I arrived very early and they accommodated me by having my room ready. "
AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY
GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY
9.2 out of 10, Wonderful, (57)
"Out vacation was simply amazing!!! We enjoyed the property and all it had to offer, will definitely book again."
GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY
STUNNING 🤩 9 BEDS POOL HOME !!
9.2 out of 10, Wonderful, (36)
"I had 2 fishing rods left at this home email owner no answer and the tods were very costly I really appreciate getting them back...But overall stay was Great"
STUNNING 🤩 9 BEDS POOL HOME !!
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
9.8 out of 10, Exceptional, (47)
"I really enjoyed my stay at Champions Gate. The property was very clean, located in a great area. Communication with the host Mark was great. I would most definitely stay at this property again."
The price is AU$340
includes taxes & fees
25 Nov - 26 Nov
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
Nice resort rented for 7 days and 6 nights
Nice resort rented for 7 days and 6 nights
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.
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Other property types in Kissimmee

Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5565)
"Foe the price you pay it s perfect!in a very good location. There could be some renovations done here and there..our door was about to break and the 2nd pool was not open. Resortfee is a little too much dor what you get!!.it used to be $9, now it s $20 per day!! Otherwise no problems. Thank you"
The price is AU$99
includes taxes & fees
26 Nov - 27 Nov
Seralago Hotel & Suites Main Gate East
Ramada by Wyndham Hotel & Water Park
3.0 star property
6.8 out of 10, (1298)
"The perfect size waterpark for families with kids. Good value. "
The price is AU$181
includes taxes & fees
22 Dec - 23 Dec
Ramada by Wyndham Hotel & Water Park
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (1084)
"The staff was great on check in, as well as checkout. We had a three bedroom, three bath condo that was lovely. We usually stay on Disney property, however, we decided to try Margaritaville, which was an excellent choice and will definitely stay again."
Margaritaville Resort Orlando Cottages by Rentyl
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

What can I expect from a resort holiday in Kissimmee?
Longing for a relaxing getaway? Indulge in the comforts and luxuries of a resort, where you can find everything you need for your trip—from convenient dining options to entertainment and shopping. Choose from 547 resorts in Kissimmee and discover the right one for you, whether you picture yourself sipping drinks by a sprawling pool or hitting the golf course for an afternoon round.
What's a top resort for my stay in Kissimmee?
Margaritaville Resort Orlando - Spa resort. Features 3 outdoor pools, 3 restaurants and 3 bars. Spacious rooms feature flat-screen TVs and coffee/tea makers. Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel - Family-friendly resort. Has 7 outdoor pools, 8 restaurants and 2 poolside bars. Westgate Vacation Villas Resort - Family-friendly resort. Spacious rooms feature flat-screen TVs and fridges. Enjoy the 14 outdoor pools, 4 restaurants and 2 bars. Westgate Town Center Resort - Family-friendly resort. Amenities include 14 outdoor pools, 4 restaurants and 3 bars. FantasyWorld Resort - Family-friendly resort. Access to 2 outdoor pools, a lazy river and 2 hot tubs.
How many resorts will I find in Kissimmee?
Choose from Expedia’s 547 resort hotels in Kissimmee, where you can enjoy fine dining, beautiful rooms and more.
What can I do in Kissimmee?
Travellers come to Kissimmee to experience its festivals, entertainment choices and other cultural offerings. Explore the interesting exhibits at Museum of Military History and Kissimmee Air Museum, or catch the latest production at Medieval Times or Capone’s Dinner Show. Other top attractions you can add to your list are Walt Disney World® Resort and Disney’s Animal Kingdom® Theme Park.
What's the seasonal weather like in Kissimmee?
The hottest months are usually July and August, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Kissimmee are August, July, September and June, with each month seeing an average of 196 mm of rainfall.
What's the best way to get to and around Kissimmee?
Fly into Kissimmee, FL (ISM-Kissimmee Gateway), which is located 1.8 mi (2.9 km) away. Otherwise, you can search for flights to Orlando International Airport (MCO), which is 11.4 mi (18.3 km) away. Metro stations nearby include Tupperware Station and Poinciana Station. If you want to explore the larger area, hop on a train at Kissimmee Station.