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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Condo Rentals in Kissimmee

Vacation Village at Parkway
Relax by the resort's central pool, surrounded by lounge chairs and umbrellas.

Vacation Village at Parkway

3.0 star property
8.6 out of 10, Excellent, (2701)
"Stayed there over the weekend and everything was amazing!!!!"
Vacation Village at Parkway
Lifetime of Vacations Resort
Stroll along the paved walkway surrounded by lush greenery and tropical plants, leading to a charming covered seating area.

Lifetime of Vacations Resort

3.0 star property
9.4 out of 10, Exceptional, (142)
"Fairly quiet, beautiful view. We would 100% stay here again."
Lifetime of Vacations Resort
Berkley Lake Townhomes
Relax by the serene pool surrounded by lounge chairs and palm trees.

Berkley Lake Townhomes

3.0 star property
8.4 out of 10, Very good, (433)
"My kids love it "
Berkley Lake Townhomes
Caribe Cove Resort
Relax by the pool surrounded by lush greenery and trees.

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2256)
"Some things should be updated and someone needs to answer phone at front desk "
Caribe Cove Resort
Luxe King Suite Bliss Getaway Condo Near Disney
Stunning hotel with a beautifully manicured garden and central fountain, surrounded by palm trees and a charming entrance.

Luxe King Suite Bliss Getaway Condo Near Disney

9.4 out of 10, Exceptional, (16)
"The home was small but beautiful nice location close to everything"
The price is NZ$244
includes taxes & fees
10 Aug - 11 Aug
Luxe King Suite Bliss Getaway Condo Near Disney
3121 308 - 3 Bedroom Corner Condo Overlooking Pond in Storey Lake Resort
Relax by the resort's winding water park, featuring multiple pools, a lazy river, and a water slide.

3121 308 - 3 Bedroom Corner Condo Overlooking Pond in Storey Lake Resort

9.8 out of 10, Exceptional, (46)
"Nice place "
3121 308 - 3 Bedroom Corner Condo Overlooking Pond in Storey Lake Resort
LD8830-12-308DC - 4Beds - 2Baths - Fabulous Condo Next to Disney
Relax by the resort pool surrounded by palm trees and a rock formation.

LD8830-12-308DC - 4Beds - 2Baths - Fabulous Condo Next to Disney

8.8 out of 10, Excellent, (8)
"Great place to stay"
LD8830-12-308DC - 4Beds - 2Baths - Fabulous Condo Next to Disney
Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!
Relax by the pool surrounded by palm trees and shaded areas with umbrellas.

Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!

9.4 out of 10, Exceptional, (15)
"We enjoyed our stay. The location is beautiful, private, and safe. The pool is huge and great for all ages. The condo was spacious and our children loved the kids room with the different bed options. We plan to stay here again! "
Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
Relax by the pool surrounded by palm trees and a gazebo.

Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal

9.8 out of 10, Exceptional, (76)
"Enjoyed our stay."
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
Great 3 bed condo very close to pool and water park in Windsor Hills Resort
Relax in this stylish living room with a comfortable sofa, flat-screen TV, and balcony views.

Great 3 bed condo very close to pool and water park in Windsor Hills Resort

9.6 out of 10, Exceptional, (53)
"Great place to stay. The property was very clean. Management was very responsive."
Great 3 bed condo very close to pool and water park in Windsor Hills Resort
High Point World Resort
Relax in a serene outdoor spa area with a hot tub, accessible via a small deck, surrounded by palm trees and a tranquil atmosphere.

High Point World Resort

3.5 star property
8.8 out of 10, Excellent, (175)
"great place to stay!"
High Point World Resort
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, a large island, and a sink.

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!

9.6 out of 10, Exceptional, (103)
"Great property, great location, great host! Would stay again. "
The price is NZ$663
includes taxes & fees
8 Aug - 9 Aug
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
Relax by the resort's central pool surrounded by lush landscaping and palm trees, accessible via a paved walkway.

Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!

9.4 out of 10, Exceptional, (131)
"Nice getaway for family will be booking again."
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
Steps from Waterpark/Pool. Next to Disney w/ Frozen, Aladdin, Beauty&Beast theme
Relax by the pool surrounded by lush palm trees and a serene gazebo.

Steps from Waterpark/Pool. Next to Disney w/ Frozen, Aladdin, Beauty&Beast theme

10.0 out of 10, Exceptional, (220)
"Our granddaughters (6 and 8) loved this “hotel”! In fact, while we were at Disney, they couldn’t wait to get back to the pool! This particular unit is the perfect distance to the pool, clubhouse, and resort entrance. Owners were very responsive to any inquiries we made. Would highly recommend!"
Steps from Waterpark/Pool. Next to Disney w/ Frozen, Aladdin, Beauty&Beast theme
2 Bd - 2 Ba Condo 1 1/2 Miles From Disney World Entrance
Relax by the pool surrounded by palm trees and lounge chairs.

2 Bd - 2 Ba Condo 1 1/2 Miles From Disney World Entrance

9.6 out of 10, Exceptional, (142)
"We stayed at this property for 2 weeks and it was amazing. The property is very clean and has everything you need. It was a real home away from home. It’s very close to lots of attractions and it also has ample free parking. The beds were super comfy and we had very peaceful nights. It’s very quiet. The pool and other amenities on site were really clean. We would absolutely recommend this property. "
2 Bd - 2 Ba Condo 1 1/2 Miles From Disney World Entrance
Family friendly & Cozy 3-bedroom condo close to Disney
Compact kitchen with modern layout, featuring a microwave, refrigerator, stove, and dishwasher, with ample storage and workspace.

Family friendly & Cozy 3-bedroom condo close to Disney

2.0 star property
8.0 out of 10, Very good, (1)
"Property was clean, comfortable and conveniently located for visiting Walt Disney World."
Family friendly & Cozy 3-bedroom condo close to Disney
Remodeled - Windsor Hills - Ground Floor - No Carpets Quiet Area - Disney Area
Relax by the pool surrounded by palm trees and lounge chairs under a pergola.

Remodeled - Windsor Hills - Ground Floor - No Carpets Quiet Area - Disney Area

10.0 out of 10, Exceptional, (146)
"We enjoyed the pool, workout room, arcade and community center. Great hang out for spring break."
Remodeled - Windsor Hills - Ground Floor - No Carpets Quiet Area - Disney Area
Poolside ! Luxury Chic !
Relax by the resort's central pool, surrounded by palm trees and sun loungers, with a water slide and play area nearby.

Poolside ! Luxury Chic !

9.8 out of 10, Exceptional, (40)
"Thank you so much for sharing your place with us! Best location in Windsor Hills! You have everything you need to fully enjoy all the amenities that Windsor Hills offers! Looking forward to our next vacation!!!"
Poolside ! Luxury Chic !
Luxury 3 bedroom condo close to Disney with access to resort facilities
Relax by the pool surrounded by lush greenery and enjoy a refreshing swim in one of the multiple lanes.

Luxury 3 bedroom condo close to Disney with access to resort facilities

9.4 out of 10, Exceptional, (111)
"Great property to spend on vacation. Safely gated, awesome little neighborhood with its own arcade/gym/bar/shop at the community house. Pleasantly located near all the attractions!"
Luxury 3 bedroom condo close to Disney with access to resort facilities
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
Relax by the resort's central pool surrounded by lush landscaping and palm trees, accessible via a paved walkway.

Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2

9.6 out of 10, Exceptional, (186)
"This was an excellent condo - clean, very well supplied, beautiful area, close to lots of attractions and restaurants. We would definitely book again next time we are in Kissimmee area. "
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
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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Top Kissimmee Hotel Reviews

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Great place to stay can’t wait to go back"
Nepolee 5-night trip
Posted 1 day ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Frequently asked questions

How much do condos in Kissimmee cost?
You can expect to pay from NZ$244 to NZ$663 per night for condos in Kissimmee. Whatever your budget, an epic stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Kissimmee?
Use up your holiday days and pick from 2640 condos in Kissimmee. For an official business trip, a family getaway or anything in between, Expedia can help you find an ideal stay in just a few clicks.
What are the best cheap condos in Kissimmee?
Condos start at just NZ$244 per night, so your Kissimmee trip doesn't have to cost a fortune! Runaway Beach Condo By Orlando Short Term is a money-saving option that features many amenities, including a swimming pool and a garden. Fiona's Fortress - 4 Bedroom Townhouse By Redawning is another of our popular condos. You'll appreciate its conveniences, such as a swimming pool and an oven. Taking advantage of free attractions in Kissimmee will stretch your travel budget even further. Osceola County Welcome Centre and History Museum and Kissimmee Lakefront Park are on the itineraries of many tourists. With the money you save, why not explore some more? This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.