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Holiday Homes in Osceola County

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Our top choices for Osceola County holiday homes

Holiday Home in Kissimmee

Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (194)
"Loved our stay here. Would highly recommend "
United States
Walter
The price is Rp3.140.654
Rp8.941.060 total
includes taxes & fees
6 Jan - 7 Jan 2026
Formosa Valley Resort by UNE Homes

Holiday Home in Davenport

Doppio Westside
4.0 star property
9.6 out of 10, Exceptional, (29)
"Great stay , very clean & modern, staff checked in throughout stay to see if we needed anything, would stay again!"
United States
Cuauhtemoc
The price is Rp3.321.846
Rp7.769.094 total
includes taxes & fees
4 Jan - 5 Jan 2026
Doppio Westside
4.0 star property
8.4 out of 10, Very good, (152)
"Not enough parking "
United States
Corey
Summerville Vacation Homes by Columbia Management

Holiday Home in Kissimmee

Encore Resort
4.0 star property
6.4 out of 10, (117)
"Great place "
United States
Jesus
Encore Resort

Holiday Home in Reunion

The Bear's Den Resort Orlando
5.0 star property
8.0 out of 10, Very good, (22)
"Great place , I recommend it to everyone."
United States
Jacqueline
The Bear's Den Resort Orlando
2.0 star property
10.0 out of 10, Exceptional, (5)
"Excellent family accommodation. Close to shops and supermarkets. "
United Kingdom
Michelle
Stunning 4Bd W/ Pool @ Storey Lake 5019
3.5 star property
8.6 out of 10, Excellent, (365)
"The house was very clean and the owners were extremely responsive to my requests. I would definitely recommend this place and would stay here again in the future!!"
United States
Sarah
Kissimmee Maingate Area Pool Homes by SVV

Holiday Home in Crystal Cove

Crystal Cove Resort
3.5 star property
8.0 out of 10, Very good, (14)
"Our stay at this property was excellent! It was nice, quiet, clean and peaceful! "
United States
Moeisha
Crystal Cove Resort

Holiday Home in Kissimmee

Orlando Select Vacation Homes
3.5 star property
8.0 out of 10, Very good, (73)
"The property has a lot of space for a family and is really comfortable. Has everything you need to utilize the kitchen. It does have a washer and dryer. It is safe area with a gate guard and you can walk around the neighborhood. Seems to be really close to everything that Orlando offers. We were there waiting for Ian to pass so we did not get a chance to enjoy what the area has to offer. "
United States
Lourdes
Orlando Select Vacation Homes
Lovely 7 Bed Pool Home With Game Room-8510phd 7 Bedroom Home by RedAwning

Holiday Home in Kissimmee

Lucaya Vacation Homes
3.5 star property
6.8 out of 10, (61)
"My family enjoyed their trip so much and we felt right at home although I clean up after us constantly with my mom and my mother so naked help we left it looking as good as it was when we seen it the first time "
United States
Jessica
Lucaya Vacation Homes
2.0 star property
9.4 out of 10, Exceptional, (8)
"Beautiful accommodations. The grandchildren had a great time in the private pool. What a lovely vacation!!"
United States
Tracy
Stunning Game Room & Pool Jacuzzi Storey Lake 2799

Holiday Home in Kissimmee

Maple Leaf Inn & Suites
2.5 star property
6.6 out of 10, (67)
"We need a better bathroom then the place will be excellent "
United States
Camille
The price is Rp886.664
Rp1.006.284 total
includes taxes & fees
4 Jan - 5 Jan 2026
Maple Leaf Inn & Suites
5.0 star property
10.0 out of 10, Exceptional, (4)
"It was a clean and nice "
United States
Danielle
Luxurious 2 Bd Close to Disney @ Storey Lake 204 3131
5.0 star property
9.2 out of 10, Wonderful, (13)
"Clean, loved the pool"
United Kingdom
Stuart
Gorgeous 4 Bedroom w/ Pool Close to Disney 4836
5.0 star property
7.6 out of 10, Good, (5)
"First off the house was not clean. It was only clean where a vacuum can fit. Behind all toilets was dirty, every shower had hair from previous guests. We have a three year old so we were in a rush to leave to get on our cruise and left behind our iPad. We wrote and apparently a cleaner took over two days to get to the house to only come back and say there was no iPad. Security didn’t even ask for ID. The back gate is open to let anyone just enter. Would never stay here again. Didn’t feel clean...
Canada
Shawnte
Gorgeous 4Bd with Pool @ Storey Lake Resort 4475
4.5 star property
10.0 out of 10, Exceptional, (1)
Gorgeous 4 Bd w/ Pool at Storey Lake Resort 4277
7.6 out of 10, Good, (5)
"The property was well maintained. The communication was excellent with prompt replies when queried. The streets were rather crowded with parked cars but it was quiet nonetheless. Would stay there again and the value was excellent. "
United States
Gregg
Family Friendly 4 Bedroom close to Disney in Compass Bay Resort 5108
3.5 star property
7.4 out of 10, Good, (6)
"A nice place to stay at super quiet."
United States
Joseph
Four Bedrooms TownHome Close to Disney 5162A
4.5 star property
9.6 out of 10, Exceptional, (9)
"The home was nice, pool was perfect. Everything about the stay was relaxing. "
United States
Jasmin
Splendid 4 Bd w/ Pool Close to Disney @ Champions Gate 1006
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

Find out more about Osceola County

Osceola County Holiday Homes information

Number of reviews
1,054
Accommodation
6254 Holiday Homes
Lowest Price
Rp1.006.284
Highest Price
Rp8.941.060