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Villas in Winter Park

Our top choices for Winter Park villas

2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
Front of property

2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms

5.0 star property
8.2 out of 10, Very Good, (15)
"Great stay"
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
Emerald Isle
House (3 Bedrooms) | Property amenity

Emerald Isle

3.5 star property
10.0 out of 10, Exceptional, (2)
"Spacious area with 3 floors. It was well organized, but one conplaint was that there were many ants. Other than that, the place was beautiful. Would recommend. "
Emerald Isle
Westgate spa and resort
Exterior

Westgate spa and resort

4.0 star property
Westgate spa and resort
Lakefront Luxury
Apartment (3 Bedrooms) | Property amenity

Lakefront Luxury

4.0 star property
10.0 out of 10, Exceptional, (6)
"Great Location, very nice and big place to stay very comfortable "
Lakefront Luxury
Family Vacation Home, Water Park+Endless Amenities
Deluxe Villa, 2 Bedrooms, Pool Access | Terrace/patio

Family Vacation Home, Water Park+Endless Amenities

5.0 star property
8.0 out of 10, Very Good, (22)
"Property is very well kept and close to attractions. Nick, the property manager is very attentive and responds immediately"
Family Vacation Home, Water Park+Endless Amenities
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Exterior

5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759

5.0 star property
10.0 out of 10, Exceptional, (2)
"Me encantó la propiedad, la comunicación que tuvieron conmigo en todo momento y el precio! Super recomendada!!! "
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Gorgeous 5Bd Close to Disney @ Storey Lake 2734
Aerial view

Gorgeous 5Bd Close to Disney @ Storey Lake 2734

4.5 star property
6.0 out of 10, (2)
"Enough space for everyone the pool for kids the hole community was very nice"
Gorgeous 5Bd Close to Disney @ Storey Lake 2734
Treat Retreat @ Storey Lake By Shine Villas #418 7 Bedroom Villa
Villa, Multiple Bedrooms | Pool

Treat Retreat @ Storey Lake By Shine Villas #418 7 Bedroom Villa

3.0 star property
Treat Retreat @ Storey Lake By Shine Villas #418 7 Bedroom Villa
Magic Villa With Themed Bedrooms and Private Pool
Villa | 4 bedrooms

Magic Villa With Themed Bedrooms and Private Pool

2.0 star property
Magic Villa With Themed Bedrooms and Private Pool
Cozy Condo Near Disney W/pool View! Free Waterpark
Miscellaneous

Cozy Condo Near Disney W/pool View! Free Waterpark

3.5 star property
2.0 out of 10, (1)
"The lock on our rental was faulty and we were locked out, forced to wait with bags outside for a handyman to come to fix the lock. We had one handyman come about 8:30pm and while he was nice, he was unable to figure out how to fix the lock, but he did get us inside the condo. He said someone would come in the morning who know how to work these locks. I explained that we had someplace to go at 11am, so we needed it completed by then. He assured me that their staff came in at 9am, so getting...
Cozy Condo Near Disney W/pool View! Free Waterpark
Elegant and Spacious 3BD Town Home With CDC Standards - Close to Convention Center #3vc007
Property grounds

Elegant and Spacious 3BD Town Home With CDC Standards - Close to Convention Center #3vc007

3.5 star property
10.0 out of 10, Exceptional, (1)
"The property is perfectly located for universal, seaworld & Disney, all within 10- 15min drive. Based on a complex the pool is approx 5min walk. The facilities are nice and clean. "
Elegant and Spacious 3BD Town Home With CDC Standards - Close to Convention Center #3vc007
Vista Cay Modern
House (3 Bedrooms) | Property amenity

Vista Cay Modern

4.0 star property
10.0 out of 10, Exceptional, (3)
Vista Cay Modern
Majestic Dreams
House (3 Bedrooms) | Property amenity

Majestic Dreams

4.0 star property
9.4 out of 10, Exceptional, (18)
"Centrally located by the thene parks in Orlando"
Majestic Dreams
All-new Mid Century Modern Penthouse 3 Bedroom Home by RedAwning
House, 3 Bedrooms | Pool

All-new Mid Century Modern Penthouse 3 Bedroom Home by RedAwning

3.5 star property
All-new Mid Century Modern Penthouse 3 Bedroom Home by RedAwning
Luxury Paradise in Orlando Best Location
Villa | 5 bedrooms

Luxury Paradise in Orlando Best Location

2.0 star property
Luxury Paradise in Orlando Best Location
Dreams Come True
Apartment (4 Bedrooms) | Property amenity

Dreams Come True

4.0 star property
10.0 out of 10, Exceptional, (2)
Dreams Come True
Renovated Condo by Convention Center & I-drive
Apartment (3 Bedrooms) | Property amenity

Renovated Condo by Convention Center & I-drive

4.0 star property
9.8 out of 10, Exceptional, (8)
"Great location, good access to anywhere. 10 minutes from Universal Studios and Disney. "
Renovated Condo by Convention Center & I-drive
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
Front of property - evening/night

5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney

5.0 star property
8.4 out of 10, Very Good, (8)
"My family and I truly enjoyed our stay. The team was friendly and communicated effectively the entire time. Will definitely stay again and recommend to others. "
5126 Compass Bay Resort Orlando 4Bedrooms Close to Disney
Vacation Vista
House (3 Bedrooms) | Property amenity

Vacation Vista

3.5 star property
Vacation Vista
Charming Mickey-themed Home Prime Location
Villa | 4 bedrooms

Charming Mickey-themed Home Prime Location

2.0 star property
10.0 out of 10, Exceptional, (2)
"Very accommodating and family friendly "
Charming Mickey-themed Home Prime Location
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 Winter Park Hotel Reviews

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Everything was great. The parking was a little confusing due to a blockage"
Lashawna 3-night trip
Posted 2 days ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Find out more about Winter Park

Find out more about Winter Park

Winter Park Villas information

Number of reviews
86
Accommodation
467 Villas
Lowest Price
Highest Price

Frequently asked questions

Why book your villa in Winter Park with Expedia?
With Expedia, it's easy to find your ideal villa in Winter Park. Traveling with the kids? Use our handy filters to look for stays with amenities like WiFi and a pool. If you have a set budget, choose how much you'd like to spend and the star rating of the property. We'll help you find the perfect fit in tune with your style and taste.
How can I find cheap villas in Winter Park?
The best way to compare cheap villas in Winter Park is with Expedia's useful filter tool. Narrow your search by amenities, star rating and budget to access awesome deals in only a click or two.
What is there to do near my villa in Winter Park?
Whatever you love to do, Winter Park has loads of things to keep you going. Winter Park Country Club, Crealde School of Art and Winter Park Village are on most travelers' agendas. Don't leave without exploring Casa Feliz Historic Home Museum, Albin Polasek Museum and Sculpture Gardens and Kraft Azalea Gardens either. With Expedia's Winter Park hotel deals, you can see more neat attractions like these with the cash you save.

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Explore a world of travel with Expedia