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Featured Condo Rentals in Kissimmee and around

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 €401
includes taxes & fees
3 Dec - 4 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 €198
includes taxes & fees
2 Dec - 3 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)
"Pics do not do justice to how well the propeety actually is. Peaceful, close to nature, secured surroundings. Quality of furniture was solid, i have been to other properties where owner put any kind of furniture to fill in the space but this property changed that experience. Big rooms to sleep in with open concept living room including dinnjng area. We were family of 5 joined by my sister but this property can easily accomodate more than 6. Neat and clean provides by ample quantity of...
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 €322
includes taxes & fees
25 Nov - 26 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 €206
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)
"Great location. Great amenity property. Instructions were spot on and property was updated and clean. Great experience. "
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)
"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 €62
includes taxes & fees
25 Nov - 26 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)
"Pleasant check in and overall stay"
The price is €114
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.

Frequently asked questions

How much do condos in Kissimmee cost?
Condos in Kissimmee range from €198 to €401 per night. This means plenty of space for your whole family at a price you can afford. 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?
Hit holiday mode and enjoy extra space in one of Kissimmee’s multiple condos. With a total average guest review rating of 9.4, there’s a place for everyone’s budget and taste. Many visitors to Four Corners book a stay at Posh And Spacious Lake View Home, a 4-star property with a garden and individually decorated rooms. Another top choice here is Otterspool Place 326097. This 4-star escape features a swimming pool and individually decorated rooms.
How many condos are there in Kissimmee?
Pack your bags and pick from 2555 condos in Kissimmee. For official business travel, a family holiday and everything in between, Expedia will help you find the ideal place in a few easy clicks.
What are the best cheap condos in Kissimmee?
Runaway Beach Condo By Orlando Short Term is one of the most affordable condos in Kissimmee and comes with a swimming pool and a garden. Another popular choice that’s easy on the budget is 1608 Carey Palm Circle. It features a swimming pool and WiFi. Rates for condos start from €198 per night. Taking advantage of free attractions in Kissimmee makes your travel budget stretch even further. Osceola County Welcome Centre and History Museum and Kissimmee Lakefront Park are visitor favourites. With the money you save, 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.
Are there any family-friendly condos in Kissimmee?
Get cosy at Berkley Lake Townhomes, a 3-star option only a quick drive from downtown. Amenities here include a garden and tennis. Another family-friendly condo is Lovely Holiday Townhouse With Private Pool Sl3103. A swimming pool and a terrace help make this 3.5-star escape a hit with guests. Once you’ve checked in and unpacked, there are lots of family-friendly attractions to explore around Kissimmee. Fun Spot America and Medieval Times guarantee fun for young and old.
Are there any 5-star condos in Kissimmee?
Unfortunately, there aren’t any 5-star condos in Kissimmee. However, there are some terrific 4-star accommodation that have this feature. Book a few nights at 3 - Bedroom Villa - - | Star Island Holiday Resort, about 8 kilometres from downtown. a sauna and a king bed are a couple of the many conveniences available here. Lincoln Townhome at Lucaya Resort is another upscale option. It comes with a swimming pool and a separate dining area and is located about 10 kilometres from central Kissimmee.
Why book your condo in Kissimmee with Expedia?
Booking a condo in Kissimmee is as simple as deciding on your travel dates and choosing a place that suits your style. In search of something affordable or luxurious, or a stay that also features a laundry and kitchen? Use Expedia’s search filters to narrow your results even further and find the perfect fit.
How can I find cheap condos in Kissimmee?
Expedia can help you locate cheap condos in Kissimmee. To find your dream stay in a couple of clicks, simply use our convenient filter tool to refine your search by amenities, star rating and budget.
What is there to do in Kissimmee near my condo?
Kissimmee has enough sights to entertain you for weeks (or months!), starting with Fun Spot America. Medieval Times, Capone’s Dinner Show and Skate Reflections are other popular attractions. If you’re hanging around a while, AMF Bowling Centre and Wizardz Magic Theatre will add the finishing touches to your itinerary.