Search Holiday Homes in Winter Park

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Winter Park Holiday Homes

Marriott's Sabal Palms

4.0 star property
9.6 out of 10, Exceptional, (192)
"Loved the huge rooms and quieter than the main hotel but still access to all amenities of resort"
The price is ฿7,298
฿8,210 total
includes taxes & fees
25 Jul - 26 Jul
Marriott's Sabal Palms

Marriott's Imperial Palm Villas

4.0 star property
9.2 out of 10, Wonderful, (55)
"Well run property, loved the 2 or three bedroom layout, with a lounge, dining and kitchen area. "
The price is ฿11,487
฿12,923 total
includes taxes & fees
25 Jul - 26 Jul
Marriott's Imperial Palm Villas

Vista Cay Resort by Casiola Vacation Homes

3.5 star property
8.8 out of 10, Excellent, (180)
"Excellent "
The price is ฿9,358
฿18,592 total
includes taxes & fees
8 Jul - 9 Jul
Vista Cay Resort by Casiola Vacation Homes

Splendid 5Bd Close to Disney at Storey Lake 4251

5.0 star property
9.0 out of 10, Wonderful, (10)
"Amazing Stay...Home away from Home... Definitely recommend for families..."
Splendid 5Bd Close to Disney at Storey Lake 4251

Lucaya Vacation Homes

3.5 star property
6.8 out of 10, (61)
"Excellent location, property. "
Lucaya Vacation Homes

Stunning 5Bd Close To Disney At Storey Lake 3199

2.0 star property
Stunning 5Bd Close To Disney At Storey Lake 3199

Stunning Game Room & Pool Jacuzzi Storey Lake 2799

2.0 star property
Stunning Game Room & Pool Jacuzzi Storey Lake 2799

Vacation USA LTD

3.5 star property
6.8 out of 10, (157)
"Loved the place. We had a mini family vacation, and the house was very well kept."
Vacation USA LTD

Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

5.0 star property
8.8 out of 10, Excellent, (3)
"Nice "
Marvelous 5Bd w/ Pool Close to Disney @ Storey Lake 2629

Family Friendly 4Bed Sleeps 8 Close Disney @CompassBayResort 5148

4.0 star property
8.6 out of 10, Excellent, (8)
"Great rental no issues at all. Checking and out is very easy and convenient since it’s contactless. House was very clean and spacious. About a 10 minute drive to Disney. Will definitely be back next time I’m in the area if it’s available. "
Family Friendly 4Bed Sleeps 8 Close Disney @CompassBayResort 5148

Gorgeous 4Bd W/ Pool & Waterpark @ Storey Lake 4836M

4.0 star property
7.6 out of 10, Good, (4)
"Excellent location and very well furnished. The theme rooms are spectacular"
Gorgeous 4Bd W/ Pool & Waterpark @ Storey Lake 4836M

4 Bd Sleeps 10 w/ GameRoom Close to Disney 5147

4.0 star property
8.0 out of 10, Very good, (12)
"The home proved to be incredibly spacious and accommodating. One drawback, however, was the parking situation, which became increasingly crowded in the evenings, making it difficult to navigate the slim driveway. Nevertheless, I was pleased with the location's accessibility, featuring a range of nearby stores, restaurants, and gas stations. The host's ongoing communication was also a significant aspect of my stay. Moreover, the unit's close proximity to the trash area was a convenient feature....
4 Bd Sleeps 10 w/ GameRoom Close to Disney 5147

Gorgeous 4 Bd w/ Pool Close to Disney @ Storey Lake 2963

4.5 star property
9.0 out of 10, Wonderful, (4)
"It was really nice and my family was able to enjoy it. The beds were very comfortable and the pool was so much fun! "
Gorgeous 4 Bd w/ Pool Close to Disney @ Storey Lake 2963

Family Friendly 4Bd Near Disney @ Compass Bay 5116

3.5 star property
Family Friendly 4Bd Near Disney @ Compass Bay 5116

Family Friendly 4Beds Close to Disney @Compass Bay Resort Orlando 5102

4.0 star property
8.0 out of 10, Very good, (3)
"This place was great, close to everything, perfect amenities and wonderful communication. We will definitely try and stay here again."
Family Friendly 4Beds Close to Disney @Compass Bay Resort Orlando 5102

Stylish Home w/ Private Pool, 10 Min. From Disney!

4.0 star property
9.4 out of 10, Exceptional, (6)
"I loved the location of the home. "
Stylish Home w/ Private Pool, 10 Min. From Disney!

Runaway Beach Club Resort

3.5 star property
6.2 out of 10, (247)
"Great place"
Runaway Beach Club Resort

Family Friendly Four Bedroom w GameRoom @Disney 5145

5.0 star property
8.4 out of 10, Very good, (5)
"Nice comfortable accomodation, only 2 minor complaints; a lot of parked cars in the streets makes it hard to get on and of the private driveways sometimes and our patio was not accessible due to renovations which we were not aware of."
Family Friendly Four Bedroom w GameRoom @Disney 5145

Stylish and Contemporary Vista Cay Hideaway - Lake View 3bd/2ba #3vc4126

3.5 star property
10.0 out of 10, Exceptional, (4)
"great location"
Stylish and Contemporary Vista Cay Hideaway - Lake View 3bd/2ba #3vc4126

Stunning 4 Bd Close to Disney @ Storey Lake 2569

5.0 star property
10.0 out of 10, Exceptional, (2)
Stunning 4 Bd Close to Disney @ Storey Lake 2569
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.
Save an average of 15% on thousands of hotels when you're signed in