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1 Aug - 3 Aug
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22 Aug - 24 Aug
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19 Sept - 21 Sept

Featured Condo Rentals in Kissimmee and around

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, (2596)
"Very nice place to stay."
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, (432)
"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, (2253)
"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

9.2 out of 10, Wonderful, (12)
"The home was small but beautiful nice location close to everything"
The price is €139
includes taxes & fees
2 Aug - 3 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, (45)
"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!

9.6 out of 10, Exceptional, (14)
"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!
"At Sea" Condo 15 Minutes from Disney
Relax by the pool surrounded by lush gardens and palm trees, with lounge chairs and umbrellas at your disposal.

"At Sea" Condo 15 Minutes from Disney

9.4 out of 10, Exceptional, (187)
"Clean property in a convenient location for us to visit the parks"
"At Sea" Condo 15 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, (75)
"Enjoyed our stay."
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
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, (102)
"Great property, great location, great host! Would stay again. "
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, (218)
"Our family has stayed at Windsor Hills for 3 years now. This is our first year at this particular condo and it was nothing short of amazing. The owners were very responsive and helpful, and the condo was beautifully decorated and stocked with everything we needed. It's top of our list for when we come back next year!"
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)
"Another great stay at Windsor Hill! Loved the unit & great communication with the host. "
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 !
Windsor Hills 3 bedroom Condo - Disney bunk room
Relax by the resort's central pool, surrounded by lounge chairs and palm trees, and enjoy the nearby water slide and children's play area.

Windsor Hills 3 bedroom Condo - Disney bunk room

9.4 out of 10, Exceptional, (35)
"Short stay but clean and nice "
Windsor Hills 3 bedroom Condo - Disney bunk room
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
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

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"This was a quick trip with my best friend. Although I stayed here before, she had ont and was overwhelmed with the room. Spacious layout, stocked with the necessities and quiet for some much needed relaxation. The front desk was a pleasant experience and the guard house security was great!"
Patricia 2-night trip
Posted 20 hours ago
Hilton Vacation Club Mystic Dunes Orlando

Frequently asked questions

How much do condos in Kissimmee cost?
You can expect to pay from €139 to €139 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.
What are the best condos in Kissimmee?
A favourite is Berkley Lake Townhomes. Settle in at this 3-star stay which comes with a garden and a terrace. Lovely Holiday Townhouse With Private Pool Sl3103 is another highly rated condo to check out. Book into this popular 3.5-star option and take advantage of amenities such as a terrace and a swimming pool. You can pick from multiple condos in Kissimmee with a total average guest review rating of 9.2.
How many condos are there in Kissimmee?
Use up your holiday days and pick from 2644 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.