A lake with a wooden bridge and a gazebo.

Search Condos Rentals in Osceola County from CA $150

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Top Cities in Osceola County

Our top choices for Osceola County condo rentals

1. Orbit One Vacation Villas by Coolvacay

Orbit One Vacation Villas by Coolvacay
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1,705 reviews)
"It was a lovely home away from home, everything we needed was there and around"
United States
Virginia
Orbit One Vacation Villas by Coolvacay

2. Parkway International Resort by Coolvacay

Parkway International Resort by Coolvacay
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (2,631 reviews)
"Very clean and friendly staff."
Canada
ADRIAN
Parkway International Resort by Coolvacay

3. Alhambra Villas by Coolvacay

Alhambra Villas by Coolvacay
3.0 star property
Solivita
9.2 out of 10, Wonderful, (1,032 reviews)
"Friendly staff,"
United States
Rdhamraj
Alhambra Villas by Coolvacay

4. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (186 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
The price is CA $111
CA $150 total
includes taxes & fees
Nov 30 - Dec 1
Lifetime of Vacations Resort

5. High Point World Resort

High Point World Resort
3.5 star property
Kissimmee
8.8 out of 10, Excellent, (178 reviews)
"everything was perfect and the bed was sooo soft"
United States
Evelyn
High Point World Resort

6. 3BR/2B condo with views of Disney FIREWORKS!!!!

3BR/2B condo with views of Disney FIREWORKS!!!!
Kissimmee
9.8 out of 10, Exceptional, (56 reviews)
"This was a great place for a family of five. We had a great time with plenty of space."
United States
Karen S.
3BR/2B condo with views of Disney FIREWORKS!!!!

7. 5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis

5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis
Kissimmee
9.4 out of 10, Exceptional, (103 reviews)
"Loved everything about this condo. Very clean, quiet, and 1st floor, can't get much better. We'll definitely stay again"
United States
Philip J.
5 Star Resort minutes from Disney 3 bedrooms & 2 baths, Wi-Fi, Pool, Tennis

8. GREAT PRICE! TOP RESORT! On Disney's Doorstep!

GREAT PRICE! TOP RESORT! On Disney's Doorstep!
Kissimmee
9.8 out of 10, Exceptional, (296 reviews)
"Wonderful property with great amenities. Anna was a great host. Very responsive. Sad to see our vacation end."
United States
Lisa N.
GREAT PRICE! TOP RESORT! On Disney's Doorstep!

9. Disney-themed bedrooms + sleeps 9 + water view + resort/lazy river

Disney-themed bedrooms + sleeps 9 + water view + resort/lazy river
Kissimmee
10.0 out of 10, Exceptional, (5 reviews)
"We loved our stay. The unit was spacious and comfortable. The balcony felt private and had a nice lake view. We were impressed with how well stocked the unit was, we had everything we needed. The decor had so many fun touches without being cheesy or over the top. The host was great at answering all our questions. We would absolutely book this unit again. "
United States
Emily S.
Disney-themed bedrooms + sleeps 9 + water view + resort/lazy river

10. Magic Tree Resort by Coolvacay

Magic Tree Resort by Coolvacay
3.0 star property
Kissimmee
9.8 out of 10, Exceptional, (8 reviews)
"Great hotel friendly staff definitely would recommend"
Canada
Tristen
Magic Tree Resort by Coolvacay

11. Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8

Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8
Windsor Hills
9.2 out of 10, Wonderful, (167 reviews)
"The property, the home, the amenities and the staff were all excellent. Check in was a breeze and the communication with the host was quick, clear and positive. The home was everything it was described to be with some of the cutest decorative touches I’ve ever seen."
United States
Kacy K.
Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8

12. Luxe King Suite Bliss Getaway Condo Near Disney

Luxe King Suite Bliss Getaway Condo Near Disney
Kissimmee
9.2 out of 10, Wonderful, (50 reviews)
"I was very pleased and happy with my stay at this property. It was clean, convenient to where I needed to be daily and I felt very safe. I definitely would return as it was a great stay!"
United States
Sarah M.
The price is CA $79
CA $216 total
includes taxes & fees
Nov 9 - Nov 10
Luxe King Suite Bliss Getaway Condo Near Disney

13. Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!

Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!
Windsor Hills
9.6 out of 10, Exceptional, (49 reviews)
"Family friendly and very well done"
United States
Jonathan
Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!

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

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Kissimmee
9.6 out of 10, Exceptional, (138 reviews)
"We liked everything"
United States
Jacklyn
The price is CA $180
CA $518 total
includes taxes & fees
Nov 10 - Nov 11
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!

15. Luxurious Reunion Grande Superior Vacation Villa with 2 Master Bedroom Suites

Luxurious Reunion Grande Superior Vacation Villa with 2 Master Bedroom Suites
Reunion
9.0 out of 10, Wonderful, (66 reviews)
"Great views and very clean,"
United States
Matt
Luxurious Reunion Grande Superior Vacation Villa with 2 Master Bedroom Suites

16. Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Kissimmee
9.2 out of 10, Wonderful, (177 reviews)
"Nicely kept and very roomy. "
United States
Sheila M.
The price is CA $84
CA $262 total
includes taxes & fees
Nov 10 - Nov 11
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

17. New Water Park! Huge Pool, 5 Minutes to Disney World!🏝

New Water Park! Huge Pool, 5 Minutes to Disney World!🏝
Windsor Hills
9.8 out of 10, Exceptional, (304 reviews)
"Very nice and clean place and close to the parks."
United States
Manny P.
New Water Park! Huge Pool, 5 Minutes to Disney World!🏝

18. Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal

Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
Windsor Hills
9.6 out of 10, Exceptional, (116 reviews)
"Place was very cute and the kids loved the pool area"
United States
Krista D.
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal

19. Reunion Resort - Near Theme Parks & Airport

Reunion Resort - Near Theme Parks & Airport
Reunion
9.6 out of 10, Exceptional, (62 reviews)
"Very comfortable and convenient!"
United States
NQuavah V.
The price is CA $119
CA $445 total
includes taxes & fees
Nov 10 - Nov 11
Reunion Resort - Near Theme Parks & Airport

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

Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath
Windsor Hills
10.0 out of 10, Exceptional, (159 reviews)
"Our family had a great time during our short stay at April’s condo. Very nice property and would recommend for families!"
United States
Jeffrey R.
Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath
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 Osceola County Hotel Reviews

Price trends for hotels in Osceola County

Less expensive
More expensive
This month
Next month
August
December
CA $132
CA $170
Month
Price
January
CA $144
February
CA $148
March
CA $152
April
CA $143
May
CA $124
June
CA $135
July
CA $138
August
CA $123
September
CA $134
October
CA $131
November
CA $132
December
CA $170
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 Osceola County. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Osceola County

Osceola County Condo Rentals information

Number of reviews
3,775
Accommodation
3052 Condo Rentals
Lowest Price
CA $150
Highest Price
CA $518

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