Best Resorts in Kissimmee

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Compare 268 Resorts in Kissimmee with updated reviews, rates, and availability.

Pool | Outdoor pool, a heated pool
Spacious 2 Bedroom 2 Bathroom, Family Friendly Resort Condo, Near Disney ++++++
10.0 out of 10, Exceptional, (5)
"This property had a great layout and very spacious! The kitchen was stocked with the necessities. The bathrooms were also stocked well. Not those tiny bottles of shampoo and conditioner but full size pump bottles of shampoo, conditioner and body wash! So nice!! Owner was very easy to access and quick to answer all questions or address any concerns! We will definitely book with Louie again!!"
Spacious 2 Bedroom 2 Bathroom, Family Friendly Resort Condo, Near Disney ++++++
Pool
Lakefront Oasis: 10 Min to Disney + Free Wifi, Disney+, and Resort Amenities!
10.0 out of 10, Exceptional, (42)
"Highly recommend this condo. It was clean, well stocked and the host was great! You are close to all the parks and espn center! We were in town for a cheer competition and it was so easy to get to all the Disney properties within minutes. We’ll stay here again!"
Lakefront Oasis: 10 Min to Disney + Free Wifi, Disney+, and Resort Amenities!
Smart TV
1 BEDROOM WITH LOFT DISNEY AREA VACATION RENTAL AWARD WINNING MILL CREEK RESORT
10.0 out of 10, Exceptional, (3)
"We enjoyed this property. Quiet area and perfect for our dog"
The price is $79
$206 total
includes taxes & fees
May 13 - May 14
1 BEDROOM WITH LOFT DISNEY AREA VACATION RENTAL AWARD WINNING MILL CREEK RESORT
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Pool
2 BEDROOM DISNEY AREA VACATION RENTAL IN AWARD WINNING "MILL CREEK RESORT"
10.0 out of 10, Exceptional, (2)
"this is a cute little tiny home. it was very clean and the neighborhood was quite It's perfect for a couple and its cheaper than a hotel room."
The price is $89
$222 total
includes taxes & fees
May 12 - May 13
2 BEDROOM DISNEY AREA VACATION RENTAL IN AWARD WINNING "MILL CREEK RESORT"
Exterior
5 BR 6 BA Villa 5min to Disney!
10.0 out of 10, Exceptional, (1)
"The pictures online looked great and it was actually better than that. The townhome was spacious, stylish, comfortable, super clean, and located in a great spot close to everything."
5 BR 6 BA Villa 5min to Disney!
Pool
1 Grand Bedroom Lock-Off
10.0 out of 10, Exceptional, (2)
"Seamless rental, everything went smooth, was clean and in a great location. Would def stay here again!"
1 Grand Bedroom Lock-Off
Fridge, microwave, oven, stovetop
1 BEDROOM WITH LOFT DISNEY AREA VACATION RENTAL AWARD WINNING MILL CREEK RESORT
10.0 out of 10, Exceptional, (1)
The price is $79
$210 total
includes taxes & fees
May 12 - May 13
1 BEDROOM WITH LOFT DISNEY AREA VACATION RENTAL AWARD WINNING MILL CREEK RESORT
Private kitchen
Mystical Orlando Theme Park Resort
10.0 out of 10, Exceptional, (1)
"Spent 5 nights here while attending a conference. It was large and clean with no issues. Be forewarned that the suite may not look exactly like the pictures, but mine was much better because I was on a high floor with balcony. Amenities matched, though! Easy check in/out process."
The price is $235
$358 total
includes taxes & fees
May 12 - May 13
Mystical Orlando Theme Park Resort
Exterior
All Suite Resort near Old Town Amusement Park and Disney World
9.8 out of 10, Exceptional, (21)
"Great location to parks and surrounding area - clean and very functional."
All Suite Resort near Old Town Amusement Park and Disney World
Outdoor pool, a heated pool
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
9.8 out of 10, Exceptional, (44)
"I am glad I didn't listen to the reviews because we are more than satisfied with this stay, I won't lie after I booked it I was so concerned on the property not being anything as the picture and when I speak I speak on building 7 with Mark the property was exactly as pictured I arrived at 3:45 sat in the car until 4 pm but in those 15 minutes I was praying because my fiance is very picky so 4 pm hits we get out the car get our luggage and proceed to the door still praying lol once the door open...
The price is $70
$223 total
includes taxes & fees
May 19 - May 20
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
Outdoor pool
Disney, Universal! 4 BR Resort Style Townhouse
9.6 out of 10, Exceptional, (13)
"We really enjoyed our stay. The house was very welcoming and had all we needed. The pool was directly behind the home , which allowed the kids to swim for hours. The parks were in close proximity to the house and provided easy travel distance. Tons of restaurants and shopping around the area. I extremely fun times. I will be booking again in the future."
Disney, Universal! 4 BR Resort Style Townhouse
10 outdoor pools, cabanas (surcharge), pool umbrellas
Club Wyndham Reunion
4.0 star property
9.4 out of 10, Exceptional, (315)
"Safe and quiet place , good for families. Offers good dining, golfing and pool options "
Club Wyndham Reunion
Indoor pool, outdoor pool
Exquisite 🤩 9 BEDS POOL HOME ! 15min to Disney World!
9.4 out of 10, Exceptional, (42)
"Our trip was due to our travel basketball team playing in the YBOA Magic Classic. Our coaching staff and basketball team stayed at the property. It was a great experience, the property owner was wonderful and very helpful/understanding to what we needed. We came back to Waycross GA with the championship trophies!!!! It was nice to have our team under one roof and bond a little as this was our first trip this season. Thank you so much!"
Exquisite 🤩 9 BEDS POOL HOME ! 15min to Disney World!
Outdoor pool, a heated pool
Impressive Condo Newly Renovated 2+2 Near Disney
9.4 out of 10, Exceptional, (22)
"The property was wonderful and just as advertised…very clean, well stocked and extremely comfortable beds. The grounds were well maintained and the pool was wonderful and warm…plenty of seating although we reserved our spot usually by 10 am. The newly open restaurant and bar at the pool was an added bonus. We had never stayed in the Champions Gate area but once we got our bearing, we were able to find everything pretty easily…Disney Springs (we weren’t planning on going to any parks),...
Impressive Condo Newly Renovated 2+2 Near Disney
Indoor pool, outdoor pool
STUNNING 🤩 9 BEDS POOL HOME !!
9.2 out of 10, Wonderful, (34)
"Great place had everything we needed for"
STUNNING 🤩 9 BEDS POOL HOME !!
Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (2993)
"Nice cottage, good amenities "
The price is $128
$191 total
includes taxes & fees
May 13 - May 14
Margaritaville Resort Orlando
2 outdoor pools, a heated pool, cabanas (surcharge), pool umbrellas
FantasyWorld Resort
4.0 star property
8.8 out of 10, Excellent, (1329)
"Wish it had more direction signs for front desk, and activities. The unit we were in was run down and our screen door was broke When we tried to use the slides and lazy river on our one day to enjoy the pool (reason we book) it was closed for painting so very unhappy about that. Will book again all around clean and people are nice "
FantasyWorld Resort
Exterior
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
4.0 star property
8.4 out of 10, Very Good, (1363)
"Highly recommend this property over other options in the area. Close to theme parks and shopping. When we first checked in we were assigned a very old unit (in Cypress Circle). The carpets were old and the bathrooms were dated - not like the pictures we saw online. We went back to the Registration Desk and spoke with Daniel who switched us to a newly renovated condo located in a building in the Tennis Villa Circle. Daniel was so helpful and kind - and made our stay much more pleasant. "
The price is $129
$175 total
includes taxes & fees
May 13 - May 14
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
8 Bedroom Home Elite Near Water Park, Private Pool | Living room | Flat-screen TV
Encore Resort at Reunion
5.0 star property
8.4 out of 10, Very Good, (718)
"the waterpark and that I was able to fit my family in it."
Encore Resort at Reunion
Outdoor pool, a heated pool
Fun in Fantasy very close to Disney 6pax
8.4 out of 10, Very Good, (39)
"Overall great experience, nice little resort. Plenty of space for all 6 of us. Ghost was friendly and responsive. Lacked on cleanliness in some areas, but we made due. Recommend bringing toilet paper, paper towels and dish pods."
Fun in Fantasy very close to Disney 6pax
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See all available properties in Kissimmee
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.

Price trends for Resorts in Kissimmee

Less expensive
More expensive
This month
Next month
January
February
$142
$152
Month
Price
January
$127
February
$169
March
$155
April
$169
May
$142
June
$152
July
$169
August
$147
September
$146
October
$142
November
$149
December
$159
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Resorts in Kissimmee. Select dates and complete search for nightly totals inclusive of taxes and fees.

Other property types in Kissimmee

Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (829)
"The property was very nice but we had no idea what layout we would be getting until we arrived which made it hard to plan. The villa did not come with the frozen drink machine it was supposed to have and had no extra blankets or pillows "
Margaritaville Resort Orlando Cottages by Rentyl
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5878)
"Nice value hotel. older with some updating needs (carpets, curtains) but clean and nice otherwise. Pool appeared clean, staff were very accommodating and friendly. Would stay again."
The price is $55
$79 total
includes taxes & fees
May 12 - May 13
Ramada by Wyndham Kissimmee Gateway
Water park
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1140)
"Excelente "
The price is $76
$119 total
includes taxes & fees
May 28 - May 29
Flamingo Waterpark Resort
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.

Kissimmee Resorts information

Number of reviews
6,969
Accommodation
268 Resorts
Lowest Price
$70
Highest Price
$235

Frequently asked questions

What can I expect from a resort vacation in Kissimmee?
Longing for a relaxing getaway? You deserve all the comforts of a resort, where you can find everything you need for your trip from convenient food and drink options to activities and shopping. Choose from 523 resorts in Kissimmee and discover the best one for you, whether you envision yourself kicking back in a luxury suite or heading to the spa for a deep-tissue massage.
What's the best 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. Westgate Vacation Villas Resort - Family-friendly resort. Has 14 outdoor pools, 4 restaurants, and 2 bars. Spacious rooms feature flat-screen TVs and refrigerators. Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel - Family-friendly resort. Enjoy the 7 outdoor pools, 8 restaurants, and 2 poolside 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 spa tubs.
How many hotel resorts are there in Kissimmee?
Choose among Expedia’s 523 resort hotels in Kissimmee where you can enjoy top-notch bars, beautiful rooms, and more.
What can I do in Kissimmee?
Travelers come to Kissimmee to experience its festivals, entertainment choices, and other cultural offerings. Check out the interesting exhibits at Museum of Military History and Kissimmee Air Museum, or catch the latest production at Osceola Performing Arts Center or Medieval Times. 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 temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Kissimmee are August, July, September, and June, with each month seeing an average of 8 inches 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 from the city center. You can also search for flights into Orlando Intl. Airport (MCO), which is 11.4 mi (18.3 km) away. Local metro stations include Tupperware Station and Poinciana Station. If you want to venture outside of the area, hop aboard a train at Kissimmee Station.

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