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Search and Rent Kissimmee Condos

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Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
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Feb 6 - Feb 8

Our top choices for Kissimmee condo rentals

Exterior
Vacation Village Orlando, Celebration

Condo in Kissimmee

Vacation Village Orlando, Celebration
3.0 star property
8.6 out of 10, Excellent, (3096)
"Great place to stay"
United States
Jose
$128 nightly
The price is $146
Dec 14 - Dec 15
Total with taxes and fees
Vacation Village Orlando, Celebration
Condo, 4 Bedrooms | Exterior
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo

Condo in Kissimmee

Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
3.0 star property
$533 nightly
The price is $533
Dec 14 - Dec 15
Total with taxes and fees
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
Pool
Newly Renovated, Modern Two Bedroom Condo Minutes Away From Disney

Condo in Kissimmee

Newly Renovated, Modern Two Bedroom Condo Minutes Away From Disney
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.
$187 nightly
The price is $209
Dec 15 - Dec 16
Total with taxes and fees
Newly Renovated, Modern Two Bedroom Condo Minutes Away From Disney
Interior
Poolside Retreat at Reunion Resort Steps from the Water & Minutes to Disney

Condo in Reunion

Poolside Retreat at Reunion Resort Steps from the Water & Minutes to Disney
2.0 star property
$428 nightly
The price is $480
Dec 15 - Dec 16
Total with taxes and fees
Poolside Retreat at Reunion Resort Steps from the Water & Minutes to Disney
Private kitchen
Cozy 2-bedroom condo in a gated community in lovely Poinciana

Condo in Poinciana

Cozy 2-bedroom condo in a gated community in lovely Poinciana
$135 nightly
The price is $149
Dec 19 - Dec 20
Total with taxes and fees
Cozy 2-bedroom condo in a gated community in lovely Poinciana
Exterior
Homelike Waterview-condo 2BR/2BA with elevator 10 min to Disney

Condo in Kissimmee

Homelike Waterview-condo 2BR/2BA with elevator 10 min to Disney
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.
$279 nightly
The price is $312
Dec 13 - Dec 14
Total with taxes and fees
Homelike Waterview-condo 2BR/2BA with elevator 10 min to Disney
Fridge, microwave, oven, stovetop
Luxe King Suite Bliss Getaway Condo Near Disney

Condo in Kissimmee

Luxe King Suite Bliss Getaway Condo Near Disney
9.6 out of 10, Exceptional, (26)
"Attractive place. "
United States
Kathryn B.
$136 nightly
The price is $152
Dec 16 - Dec 17
Total with taxes and fees
Luxe King Suite Bliss Getaway Condo Near Disney
Exterior
Resort stay~Pool Access~Peaceful Retreat~Balcony

Condo in Kissimmee

Resort stay~Pool Access~Peaceful Retreat~Balcony
2.0 star property
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
$308 nightly
The price is $310
Dec 17 - Dec 18
Total with taxes and fees
Resort stay~Pool Access~Peaceful Retreat~Balcony
Lake view
Lifetime of Vacations Resort

Condo in Kissimmee

Lifetime of Vacations Resort
3.0 star property
9.4 out of 10, Exceptional, (151)
"Very nice quiet place... very polite front desk personnel "
United States
Iliana
$134 nightly
The price is $150
Jan 11 - Jan 12, 2026
Total with taxes and fees
Lifetime of Vacations Resort
Terrace/patio
Parkway Palms Resort 1 bedroom condo mins to Disney World.

Condo in Kissimmee

Parkway Palms Resort 1 bedroom condo mins to Disney World.
10.0 out of 10, Exceptional, (1)
"The condo is ideally located for Disney World with many restaurants close by. The property manager was quick to respond to any questions and we would definitely stay there again."
United States
Michael G.
$356 nightly
The price is $383
Jan 7 - Jan 8, 2026
Total with taxes and fees
Parkway Palms Resort 1 bedroom condo mins to Disney World.
Spa
Westgate Vacation Villas

Condo in Kissimmee

Westgate Vacation Villas
3.5 star property
$296 nightly
The price is $335
Dec 16 - Dec 17
Total with taxes and fees
Westgate Vacation Villas
Condo, 2 Bedrooms | Pool
Two Bed Condo In Parkway Palms Resort 2 Bedroom Condo

Condo in Kissimmee

Two Bed Condo In Parkway Palms Resort 2 Bedroom Condo
2.0 star property
$378 nightly
The price is $429
Dec 15 - Dec 16
Total with taxes and fees
Two Bed Condo In Parkway Palms Resort 2 Bedroom Condo
Outdoor pool
Newly Remodeled 3BR Condo 5m to Disney – Steps from Pool

Condo in Windsor Hills

Newly Remodeled 3BR Condo 5m to Disney – Steps from Pool
2.0 star property
10.0 out of 10, Exceptional, (3)
"Amazing host!"
United States
Alfons L.
$281 nightly
The price is $314
Dec 14 - Dec 15
Total with taxes and fees
Newly Remodeled 3BR Condo 5m to Disney – Steps from Pool
Exterior
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Condo in Kissimmee

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
9.2 out of 10, Wonderful, (147)
"Great place! Close to everything we wanted to do, hosts were easy to communicate with, place was clean and the community felt safe and secure as a woman traveling with her kiddo. I would absolutely stay again!"
United States
Hope M.
$177 nightly
The price is $198
Dec 15 - Dec 16
Total with taxes and fees
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Pool
2BD/2BA condo close to Disney at Storey Lake #96

Condo in Kissimmee

2BD/2BA condo close to Disney at Storey Lake #96
10.0 out of 10, Exceptional, (12)
"We really enjoyed our stay and the condo was perfect for our family of four. It was clean, had all the supplies we needed and my kids enjoyed the pools. It was a quick drive to Disney, the convention area and also had restaurants and shopping nearby. We would stay here again!"
United States
Jessica G.
$269 nightly
The price is $300
Dec 14 - Dec 15
Total with taxes and fees
2BD/2BA condo close to Disney at Storey Lake #96
Interior
Bright & Cozy 2BR Condo Minutes from Disney Parks

Condo in Kissimmee

Bright & Cozy 2BR Condo Minutes from Disney Parks
10.0 out of 10, Exceptional, (1)
"Clean, everything okNo passion… just ok"
United States
Giovanni C.
$235 nightly
The price is $263
Dec 14 - Dec 15
Total with taxes and fees
Bright & Cozy 2BR Condo Minutes from Disney Parks
Interior
Pond View~Club Cortile Resort~Pool~Hot Tub~Themed

Condo in Kissimmee

Pond View~Club Cortile Resort~Pool~Hot Tub~Themed
2.0 star property
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.
$452 nightly
The price is $456
Jan 4 - Jan 5, 2026
Total with taxes and fees
Pond View~Club Cortile Resort~Pool~Hot Tub~Themed
A heated pool
Updated 3BR Monsters Inc themed condo with Water Park near Disney

Condo in Windsor Hills

Updated 3BR Monsters Inc themed condo with Water Park near Disney
2.0 star property
10.0 out of 10, Exceptional, (2)
"The pool was clean and set at a wonderful temperature. The kids loved the waterslides and kiddie area."
United States
cassandra p.
$326 nightly
The price is $364
Dec 16 - Dec 17
Total with taxes and fees
Updated 3BR Monsters Inc themed condo with Water Park near Disney
Fridge, microwave, oven, stovetop
Warm and cozy 1 bed/1 bath Condo Just 7 miles from Disney!

Condo in Kissimmee

Warm and cozy 1 bed/1 bath Condo Just 7 miles from Disney!
9.4 out of 10, Exceptional, (80)
"Our stay was wonderful! The place was adorable, well kept, clean, and comfortable. Would stay again! "
United States
Jaime M.
$207 nightly
The price is $232
Dec 14 - Dec 15
Total with taxes and fees
Warm and cozy 1 bed/1 bath Condo Just 7 miles from Disney!
Pool
2BD/2BA condo close to Disney at Storey Lake #80

Condo in Kissimmee

2BD/2BA condo close to Disney at Storey Lake #80
9.6 out of 10, Exceptional, (11)
"Great place to stay and only 15 min drive to Disney on a great road!"
United States
Kyle H.
$262 nightly
The price is $293
Jan 11 - Jan 12, 2026
Total with taxes and fees
2BD/2BA condo close to Disney at Storey Lake #80
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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Great hotel and amzing amenities. Louis was great "
guilherme 1-night trip
Posted 19 hours ago
Kompose Boutique Resort at Theme Parks

Price trends for Condo Rentals in Kissimmee

Less expensive
More expensive
This month
Next month
October
December
$186
$159
Month
Price
January
$159
February
$174
March
$171
April
$155
May
$151
June
$161
July
$165
August
$162
September
$131
October
$130
November
$140
December
$186
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
3,582
Accommodation
2715 Condo Rentals
Lowest Price
$146
Highest Price
$533

Frequently asked questions

How much do condos in Kissimmee cost?
You can expect to pay from $146 to $533 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 9.4.
How many condos are there in Kissimmee?
Use up your vacation days and pick from 2715 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 $146 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.

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