Osceola County Holiday Rentals

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Our top choices for Osceola County holiday rentals

Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,281 reviews)
"My family and I loved our stay at this resort."
United States
April
The price is S$138
includes taxes & fees
28 Jun - 29 Jun
Vacation Village Orlando, Celebration
2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers

Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (154 reviews)
"Nice and friendly staff; it is a family friendly place."
United States
Leonel
The price is S$121
includes taxes & fees
7 Jun - 8 Jun
Villas at Fortune Place
Outdoor pool

Maple Leaf Inn & Suites

Maple Leaf Inn & Suites
2.5 star property
Kissimmee
6.8 out of 10, (71 reviews)
"The room was clean and the staff was okay "
United States
Shaneka
The price is S$87
includes taxes & fees
7 Jun - 8 Jun
Maple Leaf Inn & Suites
Exterior

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (314 reviews)
"Staff were excellent."
United States
Luz
The price is S$193
includes taxes & fees
10 Jun - 11 Jun
Barefoot'n Resort Kissimmee Orlando
2 outdoor pools

Value Edge

Value Edge
Kissimmee
The price is S$173
includes taxes & fees
7 Jul - 8 Jul
Value Edge
Outdoor pool, pool umbrellas, pool loungers

Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,878 reviews)
"Great for families"
United States
Frank
The price is S$151
includes taxes & fees
13 Jun - 14 Jun
Barefoot Suites
Outdoor pool

Harmony Ensuite Room Shared Home No Car

Harmony Ensuite Room Shared Home No Car
2.5 star property
Kissimmee
The price is S$255
includes taxes & fees
17 Jun - 18 Jun
Harmony Ensuite Room Shared Home No Car
Exterior

Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
Kissimmee
8.4 out of 10, Very good, (3,143 reviews)
"The price is reasonable and staff are really nice."
Canada
Moonyeen
The price is S$372
includes taxes & fees
7 Jun - 8 Jun
Regal Oaks Resort Vacation Townhomes by IDILIQ
Exterior

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (1,997 reviews)
"Great place for families "
United States
Luis
The price is S$579
includes taxes & fees
30 Jun - 1 Jul
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Flat-screen TV, DVD player

Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (175 reviews)
"Great place to stay "
United States
Dian
The price is S$113
includes taxes & fees
28 Jun - 29 Jun
Grand Lake Resort
Exterior

Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (166 reviews)
"The kitchen was fully equipped and there were plenty of beds, all of which were comfortable. The grounds are gorgeous! An excellent play are for kids is provided and the pool is huge, and clean. The staff are all friendly and personable. When I return in May, this is where I will stay again. Highly recommend!"
United States
Robin
The price is S$131
includes taxes & fees
7 Jun - 8 Jun
Lifetime of Vacations Resort
4 bedrooms

Star Wars Pool Home - Emerald Island Resort

Star Wars Pool Home - Emerald Island Resort
2.0 star property
Kissimmee
The price is S$726
includes taxes & fees
7 Jun - 8 Jun
Star Wars Pool Home - Emerald Island Resort
Interior

Storey Lake Resort Condo w Patio5 Miles to Disney

Storey Lake Resort Condo w Patio5 Miles to Disney
3.0 star property
Kissimmee
Storey Lake Resort Condo w Patio5 Miles to Disney
Private kitchen

LOVELY LUXURY APARTMENT CLOSE DISNEY

LOVELY LUXURY APARTMENT CLOSE DISNEY
3.5 star property
Kissimmee
8.4 out of 10, Very good, (8 reviews)
"Nice appartment, everything you needed and clean and modern"
United Kingdom
Martyn
The price is S$390
includes taxes & fees
7 Jun - 8 Jun
LOVELY LUXURY APARTMENT CLOSE DISNEY
Outdoor pool

The Irlo

The Irlo
3.0 star property
Kissimmee
7.6 out of 10, Good, (28 reviews)
"Management and staff have been amazing gave me a tour the facility"
United States
Robert
The price is S$257
includes taxes & fees
7 Jun - 8 Jun
The Irlo
Interior

Oasis Near Disney w Golf View, Family&pet Friendly

Oasis Near Disney w Golf View, Family&pet Friendly
3.0 star property
Reunion
The price is S$541
includes taxes & fees
7 Jun - 8 Jun
Oasis Near Disney w Golf View, Family&pet Friendly
2 outdoor pools

Storey Lake condos by UNE Homes

Storey Lake condos by UNE Homes
3.5 star property
Kissimmee
8.4 out of 10, Very good, (6 reviews)
"Location, location, location. It was a great location. It was clean, and everything went smoothly."
United States
Carrie
The price is S$483
includes taxes & fees
7 Jun - 8 Jun
Storey Lake condos by UNE Homes
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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"We have stayed at many hotels in Orlando, but this one has been the perfect fit for our family. The service, staff, amenities, breakfast, pools, gym—everything is excellent and designed with families in mind. The gym is very clean and well-equipped with everything you may need for a good workout. The jacuzzis and sauna located next to the pool are a great feature because the kids can play nearby while we relax and keep an eye on them. The rooms are clean, smell fresh, and the beds and pillows are extremely comfortable. I have never found another hotel in Orlando that offers everything in one place like this one does. The location is also fantastic—only about six minutes from the Disney parks, which are our family’s favorite destinations. The breakfast offers a wide variety of options for the entire family, making it easy for everyone to find something they enjoy. Last but not least, the atmosphere is very relaxed. Unlike some hotels that have endless restrictions, this property manages to stay clean, organized, and well-maintained without making guests feel uncomfortable. The pool and jacuzzis are open until late in the evening and can be enjoyed early in the morning as well. Overall, this hotel truly makes you feel at home, and we look forward to staying here again."
Vanessa 4-night trip
Posted less than an hour ago
Kompose Boutique Resort at Theme Parks