Search and Rent Kissimmee Condos

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Our top choices for Kissimmee condo rentals

Aerial view
Vacation Village Orlando, Celebration

Condo in Kissimmee

Vacation Village Orlando, Celebration
3.0 star property
8.6 out of 10, Excellent, (3092)
"Great place to stay"
United States
Jose
$128 nightly
The price is $146
Dec 11 - Dec 12
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

Condo in Kissimmee

Sunset Retreat At Storey Lake Resort By Shine Villas 2 Bedroom Condo
3.0 star property
$437 nightly
The price is $496
Dec 11 - Dec 12
Total with taxes and fees
Sunset Retreat At Storey Lake Resort By Shine Villas 2 Bedroom Condo
Property grounds
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.
$422 nightly
The price is $425
Dec 11 - Dec 12
Total with taxes and fees
Pond View~Club Cortile Resort~Pool~Hot Tub~Themed
Smart TV, DVD player
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.
$188 nightly
The price is $210
Dec 15 - Dec 16
Total with taxes and fees
Newly Renovated, Modern Two Bedroom Condo Minutes Away From Disney
Private kitchen
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
$430 nightly
The price is $482
Dec 11 - Dec 12
Total with taxes and fees
Poolside Retreat at Reunion Resort Steps from the Water & Minutes to Disney
Pool
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2

Condo in Kissimmee

Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
9.6 out of 10, Exceptional, (193)
"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.
$172 nightly
The price is $193
Dec 11 - Dec 12
Total with taxes and fees
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
Pool
Beautiful 1st Floor Condo in Gated Cane Island, Close to Parks

Condo in Kissimmee

Beautiful 1st Floor Condo in Gated Cane Island, Close to Parks
9.4 out of 10, Exceptional, (19)
"Spacious unit, great proximity to the parks. Close to stores and restaurants. "
United States
Erika D.
$351 nightly
The price is $379
Dec 30 - Dec 31
Total with taxes and fees
Beautiful 1st Floor Condo in Gated Cane Island, Close to Parks
Pool
Windsor Hills Magical Retreat, Cinderella. Toy Story, Star Wars, 2mis to Disney!

Condo in Windsor Hills

Windsor Hills Magical Retreat, Cinderella. Toy Story, Star Wars, 2mis to Disney!
2.0 star property
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.
Windsor Hills Magical Retreat, Cinderella. Toy Story, Star Wars, 2mis to Disney!
Exterior
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.
$274 nightly
The price is $306
Dec 11 - Dec 12
Total with taxes and fees
Homelike Waterview-condo 2BR/2BA with elevator 10 min to Disney
Exterior
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 11 - Dec 12
Total with taxes and fees
Luxe King Suite Bliss Getaway Condo Near Disney
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
$532 nightly
The price is $532
Dec 11 - Dec 12
Total with taxes and fees
Paradise Breeze Cottage By Shine Villas Margaritaville Resort Orlando 4 Bedroom Condo
Outdoor dining
Sophisticated Retreat

Condo in Kissimmee

Sophisticated Retreat
9.0 out of 10, Wonderful, (4)
"Your curtain rod in bathroom needs to be replaced or redone. Flooring is in need of repairs in living room and bathroom. Beds were a little short. "
United States
Ken P.
$175 nightly
The price is $196
Jan 1 - Jan 2, 2026
Total with taxes and fees
Sophisticated Retreat
Property grounds
Homely spacious 2BD Close to Disney

Condo in Kissimmee

Homely spacious 2BD Close to Disney
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.
$187 nightly
The price is $210
Dec 11 - Dec 12
Total with taxes and fees
Homely spacious 2BD Close to Disney
3 outdoor pools
Westgate Vacation Villas

Condo in Kissimmee

Westgate Vacation Villas
3.5 star property
$296 nightly
The price is $335
Dec 18 - Dec 19
Total with taxes and fees
Westgate Vacation Villas
Pool
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
Fridge, microwave, oven, stovetop
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
$315 nightly
The price is $318
Dec 17 - Dec 18
Total with taxes and fees
Resort stay~Pool Access~Peaceful Retreat~Balcony
Exterior
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.
$348 nightly
The price is $375
Jan 7 - Jan 8, 2026
Total with taxes and fees
Parkway Palms Resort 1 bedroom condo mins to Disney World.
Children's area
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.
$195 nightly
The price is $219
Dec 11 - Dec 12
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 #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.
$269 nightly
The price is $300
Dec 11 - Dec 12
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

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

10/10 Excellent
"The room was very clean as were all areas around the hotel, we enjoyed the coffee and water in the lobby, we also enjoyed the deli bar, this was our third stay and we will return again. Thanks to the staff for honering our request."
julie ann 7-night trip
Posted 19 hours ago
Ramada by Wyndham Kissimmee Gateway

Price trends for Condo Rentals in Kissimmee

Less expensive
More expensive
This month
Next month
October
December
$181
$160
Month
Price
January
$160
February
$176
March
$171
April
$155
May
$148
June
$160
July
$163
August
$152
September
$135
October
$133
November
$139
December
$181
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
3,575
Accommodation
2715 Condo Rentals
Lowest Price
$146
Highest Price
$532

Frequently asked questions

How much do condos in Kissimmee cost?
You can expect to pay from $146 to $532 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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