Search and Rent Kissimmee Condos

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

Condo Rentals in Kissimmee

Aerial view
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3081)
"Great place to stay"
United States
Jose
$135 nightly
The price is $153
Dec 7 - Dec 8
Total with taxes and fees
Vacation Village Orlando, Celebration
Condo, 2 Bedrooms | Pool | A heated pool
Sunset Retreat At Storey Lake Resort By Shine Villas 2 Bedroom Condo

Sunset Retreat At Storey Lake Resort By Shine Villas 2 Bedroom Condo

3.0 star property
Kissimmee
$413 nightly
The price is $469
Dec 9 - Dec 10
Total with taxes and fees
Sunset Retreat At Storey Lake Resort By Shine Villas 2 Bedroom Condo
Exterior
Poolside Retreat at Reunion Resort Steps from the Water & Minutes to Disney

Poolside Retreat at Reunion Resort Steps from the Water & Minutes to Disney

2.0 star property
Reunion
$430 nightly
The price is $482
Dec 8 - Dec 9
Total with taxes and fees
Poolside Retreat at Reunion Resort Steps from the Water & Minutes to Disney
Smart TV, DVD player
Newly Renovated, Modern Two Bedroom Condo Minutes Away From Disney

Newly Renovated, Modern Two Bedroom Condo Minutes Away From Disney

Kissimmee
9.6 out of 10, Exceptional, (115)
"We had such a wonderful stay! Everything was so clean and well organized. Will stay here again if it is available!!!"
United States
Logan S.
$175 nightly
The price is $196
Dec 7 - Dec 8
Total with taxes and fees
Newly Renovated, Modern Two Bedroom Condo Minutes Away From Disney
Exterior
Cozy 2-bedroom condo in a gated community in lovely Poinciana

Cozy 2-bedroom condo in a gated community in lovely Poinciana

Poinciana
$135 nightly
The price is $149
Dec 6 - Dec 7
Total with taxes and fees
Cozy 2-bedroom condo in a gated community in lovely Poinciana
Property grounds
Pond View~Club Cortile Resort~Pool~Hot Tub~Themed

Pond View~Club Cortile Resort~Pool~Hot Tub~Themed

2.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
"Thanks to Derek and Lauren being such great Hosts our stay was amazing. Great communication from start to finish, the price is beautiful and amazing very comfortable and a great atmosphere. My family and I will definitely be revisiting next visit to Orlando."
United States
Eriq B.
$424 nightly
The price is $427
Dec 10 - Dec 11
Total with taxes and fees
Pond View~Club Cortile Resort~Pool~Hot Tub~Themed
Exterior
Luxe King Suite Bliss Getaway Condo Near Disney

Luxe King Suite Bliss Getaway Condo Near Disney

Kissimmee
9.6 out of 10, Exceptional, (25)
"Attractive place. "
United States
Kathryn B.
$128 nightly
The price is $143
Dec 30 - Dec 31
Total with taxes and fees
Luxe King Suite Bliss Getaway Condo Near Disney
Pool
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2

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

Kissimmee
9.6 out of 10, Exceptional, (192)
"The home was very welcoming and clean. The area is such a beautiful place. My kids loved it and so did we :)"
United States
Angela H.
$183 nightly
The price is $205
Dec 11 - Dec 12
Total with taxes and fees
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
Fridge, microwave, oven, stovetop
Resort stay~Pool Access~Peaceful Retreat~Balcony

Resort stay~Pool Access~Peaceful Retreat~Balcony

2.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
"The host was very nice and helpful The rooms were very clean Enjoyed our stay Would stay again"
United States
Anonymous traveler
$318 nightly
The price is $320
Dec 7 - Dec 8
Total with taxes and fees
Resort stay~Pool Access~Peaceful Retreat~Balcony
Exterior
Homelike Waterview-condo 2BR/2BA with elevator 10 min to Disney

Homelike Waterview-condo 2BR/2BA with elevator 10 min to Disney

Kissimmee
9.4 out of 10, Exceptional, (6)
"the location was excellent for our needs, just minutes from Walt Disney World. the booking was easy and precise. the check-in information was simple, but complete. all around experience was top notch."
United States
Gary S.
$274 nightly
The price is $306
Dec 7 - Dec 8
Total with taxes and fees
Homelike Waterview-condo 2BR/2BA with elevator 10 min to Disney
Pool
Windsor Hills Magical Retreat, Cinderella. Toy Story, Star Wars, 2mis to Disney!

Windsor Hills Magical Retreat, Cinderella. Toy Story, Star Wars, 2mis to Disney!

2.0 star property
Windsor Hills
10.0 out of 10, Exceptional, (1)
"This home was a great stay..our family enjoyed every minute of our stayThe home was clean and well kept and was within walking and a short drive to restaurants gricery stores and shoppingI would definitely recommend to book your stay at this condo The owner Richard was pleasant to deal with and check in was easy and convenient I would definitely stay here again"
United States
Paul S.
$244 nightly
The price is $273
Dec 10 - Dec 11
Total with taxes and fees
Windsor Hills Magical Retreat, Cinderella. Toy Story, Star Wars, 2mis to Disney!
Exterior
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

3.0 star property
Kissimmee
$530 nightly
The price is $530
Dec 7 - Dec 8
Total with taxes and fees
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
Outdoor pool
2025 Big Summer Blowout! Windsor Hills! 1st Floor-Waterpark! Close to Disney!

2025 Big Summer Blowout! Windsor Hills! 1st Floor-Waterpark! Close to Disney!

Windsor Hills
10.0 out of 10, Exceptional, (16)
"It was a fun place to stay with kids since there’s a pool and slides where we all enjoyed our time together. The condo was a perfect size with everything you need for your stay!"
United States
Baris D.
$259 nightly
The price is $290
Dec 8 - Dec 9
Total with taxes and fees
2025 Big Summer Blowout! Windsor Hills! 1st Floor-Waterpark! Close to Disney!
Outdoor dining
Sophisticated Retreat

Sophisticated Retreat

Kissimmee
9.4 out of 10, Exceptional, (3)
"Amazing! I will be staying here again!"
United States
MikeD
$132 nightly
The price is $147
Dec 16 - Dec 17
Total with taxes and fees
Sophisticated Retreat
Property grounds
Homely spacious 2BD Close to Disney

Homely spacious 2BD Close to Disney

Kissimmee
9.2 out of 10, Wonderful, (13)
"We chose this place because of its proximity to Disney and we loved it because we were able to use ride share to get to the parks. It was super clean, adequately furnished, and beds were very comfortable. Very fair price"
United States
Linda S.
$188 nightly
The price is $211
Dec 10 - Dec 11
Total with taxes and fees
Homely spacious 2BD Close to Disney
Pool
Cozy Lakeview / Clubhouses / Themed Stay

Cozy Lakeview / Clubhouses / Themed Stay

Kissimmee
9.0 out of 10, Wonderful, (6)
"Was a great place to stay! Definitely recommend. The place was very clean and owner was easy to communicate with. "
United States
Angela R.
$248 nightly
The price is $277
Dec 7 - Dec 8
Total with taxes and fees
Cozy Lakeview / Clubhouses / Themed Stay
Pool
Relaxed Hideaway / 2 Clubhouses / Splash Zone

Relaxed Hideaway / 2 Clubhouses / Splash Zone

Kissimmee
9.8 out of 10, Exceptional, (11)
"Very nice, clean, modern unit but very loud. Outside noise and neighboring units were distracting and everything in the unit echoed due to the tile floors and hard surfaces. Also, there unit only supplied 2 towels per bathroom for our 8 day stay."
United States
Karen B.
$248 nightly
The price is $277
Dec 7 - Dec 8
Total with taxes and fees
Relaxed Hideaway / 2 Clubhouses / Splash Zone
Pool
2bd/2ba condo close to Disney, Storey Lake

2bd/2ba condo close to Disney, Storey Lake

Kissimmee
8.0 out of 10, Very Good, (4)
"The property manager contact me the day before my arrival that Pest Control will be visiting the following business ( they never came). This had me wonder what’s the need for pest control. When we first arrive, we love the lay out of the place and how spacious it was. But after a day of our stay, I woke up to roaches in the kitchen and then it progressively got worse. I found spider and roaches flying in the master bedroom. I took multiple pictures of these. I contacted the property management...
United States
Yenibeth B.
$270 nightly
The price is $301
Dec 8 - Dec 9
Total with taxes and fees
2bd/2ba condo close to Disney, Storey Lake
Pool
Lake Retreat / Waterpark / Near Disney

Lake Retreat / Waterpark / Near Disney

Kissimmee
10.0 out of 10, Exceptional, (5)
"Perfect size and location for family of 4, bouncing between LEGOLAND and Universal! Extra bonus is the amazing clubhouse pool/mini golf/waterslides for the kiddos on property! We will be back again next year!"
United States
HEATHER C.
$248 nightly
The price is $277
Dec 7 - Dec 8
Total with taxes and fees
Lake Retreat / Waterpark / Near Disney
Pool
Bright & Cozy 2BR Condo Minutes from Disney Parks

Bright & Cozy 2BR Condo Minutes from Disney Parks

Kissimmee
10.0 out of 10, Exceptional, (1)
"Clean, everything okNo passion… just ok"
United States
Giovanni C.
$236 nightly
The price is $264
Dec 10 - Dec 11
Total with taxes and fees
Bright & Cozy 2BR Condo Minutes from Disney Parks
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kissimmee Hotel Reviews

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

10/10 Excellent
"Clean room, location, facilities "
Jeffry 6-night trip
Posted 2 days ago
Ramada by Wyndham Kissimmee Gateway

Price trends for Condo Rentals in Kissimmee

Less expensive
More expensive
This month
Next month
October
February
$174
$166
Month
Price
January
$166
February
$175
March
$175
April
$152
May
$149
June
$156
July
$150
August
$140
September
$130
October
$128
November
$133
December
$174
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 Condo Rentals in Kissimmee. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Kissimmee

Kissimmee Condo Rentals information

Number of reviews
3,424
Accommodation
2687 Condo Rentals
Lowest Price
$143
Highest Price
$530

Frequently asked questions

How much do condos in Kissimmee cost?
You can expect to pay from $143 to $530 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 favorite is Berkley Lake Townhomes. Settle in at this 3-star stay which comes with a garden and a terrace. Lovely Vacation 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 9.3.
How many condos are there in Kissimmee?
Use up your vacation days and pick from 2687 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 $143 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 Center 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.
Are there any family-friendly condos in Kissimmee?
A trip with your group in Kissimmee is a breeze at Berkley Lake Townhomes. With conveniences like a barbecue grill and an espresso maker, your crew will enjoy their space at this 3-star stay. Lovely Vacation Townhouse With Private Pool Sl3103 is another family-friendly condo. It has a 3.5-star rating and conveniences including a terrace and a swimming pool. Kissimmee has lots of family-friendly attractions to discover when the kids are getting restless. Discovery Cove and Aquatica promise fun for young and old.
Are there any 5-star condos in Kissimmee?
Kissimmee does not have any 5-star condos — but you and your travel buddies can still enjoy a stylish getaway! Why not try 3 - Bedroom Villa - - | Star Island Vacation Resort? Located about 5 miles from the downtown area, this 4-star option offers massage services and a furnished patio. Lincoln Townhome At Lucaya Resort is another excellent pick just 6 miles from the center of Kissimmee. Also with a 4-star rating, it features amenities such as a swimming pool and a separate dining area.
Why book your condo in Kissimmee with Expedia?
Booking a condo in Kissimmee is as easy as working out your travel dates and picking the option that suits your needs. In search of something budget friendly or upmarket, or a stay that also features a kitchen and laundry? Use Expedia's search filters to further narrow your search results and find your dream fit.
How can I find cheap condos in Kissimmee?
Expedia can help you narrow your search for cheap condos in Kissimmee. To discover your ideal stay in a few quick keystrokes, simply use the filter tool to tailor your search results by amenities, budget and star rating.
What is there to do in Kissimmee near my condo?
Kissimmee has enough activities and experiences to keep you going for weeks, starting with 192 Flea Market. Osceola Square Mall, Lake Cecile and Kissimmee Golf Club are other renowned attractions. If you're staying a while longer, Old Town and Silver Spurs Arena are nice final touches to your itinerary.

Explore a world of travel with Expedia