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Featured Condo Rentals in Kissimmee

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1394)
"Near parks"
Vacation Village at Parkway
Berkley Lake Townhomes
2 outdoor pools, open 8:00 AM to 7:00 PM, pool loungers

Berkley Lake Townhomes

3.0 star property
8.4 out of 10, Very good, (407)
"Over all good very need more cleaness "
Berkley Lake Townhomes
Lifetime of Vacations Resort
Lake

Lifetime of Vacations Resort

3.0 star property
9.2 out of 10, Wonderful, (110)
"I loved the charming feel of the property. The rooms were very spacious and clean. The property was very well maintained and the staff was terrific "
Lifetime of Vacations Resort
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (81)
"This place is 15 minutes from Disney (with traffic).. Spacious 4 bedroom 3 bath.. and taylor made for 1 family 3 or 4 kids or 2 family with 4 kids with bunks. Close to all morning coffee places and evening frachises like Olive graden, Outback Firdays amd more. Great screened in porch for the evening"
The price is AU$629
includes taxes & fees
10 Dec - 11 Dec
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
Pool

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

9.6 out of 10, Exceptional, (112)
"We stayed here for a quick Disney trip with our kiddo. It was 2 parents, kid, and grandma. Place was very clean and had everything we needed. The owners were very prompt in responding to any messages. Definitely will consider stayong here again."
The price is AU$313
includes taxes & fees
15 Dec - 16 Dec
Fabulous Award Winning Newly Renovated Condo 2+2 Near Disney 5 Stars!
3BR/2B condo with views of Disney FIREWORKS!!!!
Exterior

3BR/2B condo with views of Disney FIREWORKS!!!!

10.0 out of 10, Exceptional, (10)
"The property was perfect for my family of 5 to stay for a weekend of high school band competition and a visit to Disney. Very spacious and comfortable. Very close to Magic Kingdom. We would definitely stay here again. "
The price is AU$530
includes taxes & fees
29 Nov - 30 Nov
3BR/2B condo with views of Disney FIREWORKS!!!!
Reunion Resort - Near Theme Parks & Airport
Outdoor pool, a heated pool

Reunion Resort - Near Theme Parks & Airport

9.4 out of 10, Exceptional, (30)
"Great place in a great spot. "
The price is AU$500
includes taxes & fees
24 Nov - 25 Nov
Reunion Resort - Near Theme Parks & Airport
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
Pool

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

9.8 out of 10, Exceptional, (164)
"Great location! Place was perfect our family of four"
The price is AU$325
includes taxes & fees
10 Dec - 11 Dec
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
Stylish 2 bed condo in Oakwater Resort just 2 miles from Disney World!
Exterior

Stylish 2 bed condo in Oakwater Resort just 2 miles from Disney World!

9.6 out of 10, Exceptional, (101)
"For my family of 4 this was our first trip to Disney World and this location is great! The condo itself was a nice, very comfortable and had everything we needed."
Stylish 2 bed condo in Oakwater Resort just 2 miles from Disney World!
5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis
A heated pool

5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis

9.6 out of 10, Exceptional, (51)
"Had a lovely time "
5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis
The Splash Shot Modern Suite | Pool & Resort Amenities
Pool

The Splash Shot Modern Suite | Pool & Resort Amenities

9.8 out of 10, Exceptional, (6)
"This home appeared to be new and was very accommodating. Our host would always respond in a timely manner. You can't go wrong with this home. "
The Splash Shot Modern Suite | Pool & Resort Amenities
Caribe Cove Resort
Outdoor pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2239)
"It was spacious and felt like you were at home"
Caribe Cove Resort
Brand New Award Winning Newly Renovated Condo Near Disney and Universal Studios
Pool

Brand New Award Winning Newly Renovated Condo Near Disney and Universal Studios

9.4 out of 10, Exceptional, (141)
"We stayed here to evacuate from Hurricane Milton. We had to extend our stay due to weather conditions and the hosts were very gracious and accommodating. The property was very clean, newly renovated, the neighbors were really friendly and disney is right up the road! What more could you ask for? We highly recommend this property! "
Brand New Award Winning Newly Renovated Condo Near Disney and Universal Studios
Fully Remodeled~Windsor Hills~2.5 Miles from Disney World Main Entrance
Exterior

Fully Remodeled~Windsor Hills~2.5 Miles from Disney World Main Entrance

10.0 out of 10, Exceptional, (145)
"We loved staying here as part of our Disney trip! We stayed at the hotel all day our second full day and it was exactly the refreshing day we needed in between our days at Disney. It’s right next to a nice Walmart to get everything you need! It’s only 15 minutes from Disney and has on site attractions to keep you busy and fed! We would love to come back one day!"
Fully Remodeled~Windsor Hills~2.5 Miles from Disney World Main Entrance
Windsor Hills - Large 3BR/2BA - 5 Min to Disney
Pool

Windsor Hills - Large 3BR/2BA - 5 Min to Disney

9.4 out of 10, Exceptional, (193)
"Upon check in security didn’t have our reservation. They were able to give me a phone number for management that they answered. Condo was very clean. Using the little key box for key was a pain. Other than that and the tv’s were all messed up probably from the previous guest that I was able to figure out. All was good. "
Windsor Hills - Large 3BR/2BA - 5 Min to Disney
3 Bdrm near Disney, Universal, & Sea World - gated resort with pools
Outdoor pool, a heated pool

3 Bdrm near Disney, Universal, & Sea World - gated resort with pools

10.0 out of 10, Exceptional, (16)
"Perfect for families with toddlers, clean and spacious"
3 Bdrm near Disney, Universal, & Sea World - gated resort with pools
Newly furnished and Updated Windsor Hills Resort Condo! Stay in excellence.
A heated pool

Newly furnished and Updated Windsor Hills Resort Condo! Stay in excellence.

10.0 out of 10, Exceptional, (8)
"The condo was great very clean and in a great location to everything. Would definitely recommend this place. The owner is wonderful to work with."
Newly furnished and Updated Windsor Hills Resort Condo! Stay in excellence.
Beautiful - Luxury Condo! Top Resort! 3 Miles From Disney! More For Your Money!
A heated pool

Beautiful - Luxury Condo! Top Resort! 3 Miles From Disney! More For Your Money!

10.0 out of 10, Exceptional, (151)
"We stayed 3 nights while visiting Disney with family. Very nice clean place/area and great communication with host Anna. Thank you Anna for your hospitality and I highly recommend your beautiful condo!"
Beautiful - Luxury Condo! Top Resort! 3 Miles From Disney! More For Your Money!
Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath
A heated pool

Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath

10.0 out of 10, Exceptional, (89)
"This condo is so nice! Clean and more than enough room for seven of us. Close to the pool as well. We liked the fact that it was close to all the Disney parks. Would definitely stay again but maybe not during a Hurricane!! We never lost power during the storm either. Great communication with the owner. Thank you April!"
Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath
Pool view * Themed bedrooms * FREE Waterpark!
Pool

Pool view * Themed bedrooms * FREE Waterpark!

9.2 out of 10, Wonderful, (15)
"Clean, nice, great location."
Pool view * Themed bedrooms * FREE Waterpark!
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
2 outdoor pools, a heated pool, pool loungers

Seralago Hotel & Suites Main Gate East

3.0 star property
5.2 out of 10, (5565)
"I had to wait 20 minutes for the front counter lady to come in from smoking. The security guard was sitting in the lobby playing on his phone and he just kept saying she will be back soon.. Then she told me I had booked a double bed room and I said no I booked a family suite.. So I had to show her my email and she said well I don't know why they put you in another room, let me make sure I have a clean one.. After standing in the lobby for a total of 40 minutes (including her smoke break time), I...
The price is AU$100
includes taxes & fees
26 Nov - 27 Nov
Seralago Hotel & Suites Main Gate East
Ramada by Wyndham Hotel & Water Park
Water park

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$182
includes taxes & fees
1 Dec - 2 Dec
Ramada by Wyndham Hotel & Water Park
Margaritaville Resort Orlando Cottages by Rentyl
Interior

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1084)
"Very pretty, and spacious- but a bit far from the resort "
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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Frequently asked questions

How much do condos in Kissimmee cost?
Condos in Kissimmee range from AU$313 to AU$629 per night. This will give you lots of space for your whole family at a price that doesn’t break the bank. 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.
How many condos are there in Kissimmee?
Kissimmee has 2555 condos. To help you locate a stay that’s right for you, make use of our filters to search for the must-have hotel conveniences.
What are the best cheap condos in Kissimmee?
It all depends on which part of Kissimmee you’re going to visit! If you’re headed to Four Corners, Solara Resort 1503 is a popular pick. This pocket-friendly escape features a furnished patio and a swimming pool. Spending time in Reunion? Solara Resort 1503 has the space you desire plus a swimming pool and a furnished patio. Condos start at only AU$313 per night, so your break doesn’t have to stretch your budget! Want to do some sightseeing in Kissimmee without hurting your hip pocket? Add some free attractions to your to-do list, such as Northeast Regional Park in Four Corners. Reunion also has loads of things to do that won’t cost a dime, including Lake Davenport. 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.
What is there to do in Kissimmee near my condo?
Whatever your tastes or interests, Kissimmee has a whole lot to keep you on the move. Discovery Cove, Aquatica and Disneys Typhoon Lagoon Water Park are on many visitors’ trip plans. Don’t go home without exploring Gatorland®, Medieval Times and Fun Spot America either. With Expedia’s condo deals in Kissimmee, you’ll be able to discover more wonderful attractions like these with the cash you save.