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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Villas in Winter Park

Modern Luxury Villa with Everything
Exterior

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (432)
"This the best place I’ve stayed at!!! Thank you so much and we made many sweet memories!!! "
Modern Luxury Villa with Everything
Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (382)
"Location was great! House was great lots to do, lots of space, clean, absolutely loved it!"
Lakeview Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Outdoor dining

Ultimate Lakeview Villa with Everything!

9.4 out of 10, Exceptional, (134)
"Fantastic stay"
Ultimate Lakeview Villa with Everything!
Modern Luxury Villa with Everything
Exterior

Modern Luxury Villa with Everything

9.6 out of 10, Exceptional, (239)
"Stayed here for a cheer comp at ESPN Wide World of Sports. Also did a few days at the Disney Parks. Communication and ease of stay was top notch."
Modern Luxury Villa with Everything
Unbeatable Location: Your Dream Villa Next to SeaWorld
Exterior

Unbeatable Location: Your Dream Villa Next to SeaWorld

9.4 out of 10, Exceptional, (65)
"Needed a place to stay the night before a cruise and the night after it. Chris was accommodating, responded to my messages and inquiries promptly. The staff at the check in place was nice as well and pointed us to the pool and laundry areas. Great place! "
Unbeatable Location: Your Dream Villa Next to SeaWorld
Lakeview Luxury Villa in Storey Lake
Pool

Lakeview Luxury Villa in Storey Lake

9.8 out of 10, Exceptional, (35)
"Loved our time here! It was absolutely amazing! Perfect for all our needs! "
Lakeview Luxury Villa in Storey Lake
Lakeview Luxury Villa with Everything!
Exterior

Lakeview Luxury Villa with Everything!

9.8 out of 10, Exceptional, (35)
"Perfect location and home was beautiful. "
Lakeview Luxury Villa with Everything!
Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (103)
"Overall was a great stay. Good location. Close to attractions. Only negative would be pool furniture was poor quality. Beds were very comfortable. "
Lakeview Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Pool

Ultimate Lakeview Villa with Everything!

9.8 out of 10, Exceptional, (372)
"A fantastic experience and would rent again."
Ultimate Lakeview Villa with Everything!
180 Degree Water Views. No rear Neighbours. Games Rm. Spa. Cinema Star Wars.
A heated pool

180 Degree Water Views. No rear Neighbours. Games Rm. Spa. Cinema Star Wars.

9.2 out of 10, Wonderful, (7)
The price is NZ$1,396
includes taxes & fees
18 Aug - 19 Aug
180 Degree Water Views. No rear Neighbours. Games Rm. Spa. Cinema Star Wars.
Close to Disney and Universal
Property grounds

Close to Disney and Universal

9.8 out of 10, Exceptional, (102)
"Such a great location and beautiful home! Perfect for my sister, her girls and I. Any issues were handled and Corey was an excellent host! Will definitely stay here again!!"
Close to Disney and Universal
Lakeview Luxury Villa with Everything!
Pool

Lakeview Luxury Villa with Everything!

9.6 out of 10, Exceptional, (91)
"It was everything we were looking for. We enjoyed our stay!"
Lakeview Luxury Villa with Everything!
Villa in Kissimmee next to Disney!
Pool

Villa in Kissimmee next to Disney!

8.2 out of 10, Very good, (30)
"The property was close to everything needed....Universal, SeaWorld, Publix, shopping and Walmart for any last minute items. The home was perfect size for a family of 4-5 people with all kitchen and bath items provided. "
Villa in Kissimmee next to Disney!
Beautiful lake view villa with own pool.
Outdoor pool, a heated pool

Beautiful lake view villa with own pool.

9.2 out of 10, Wonderful, (80)
"Great place "
Beautiful lake view villa with own pool.
Veranda Palms Resort 10 Bedroom Luxury Villa
Exterior

Veranda Palms Resort 10 Bedroom Luxury Villa

8.0 out of 10, Very good, (1)
"Overall our visit in this home was great. Bedding was way more suitable for my family than anticipated. There was minor maintenance thing with the air conditioner making the carpet wet in the upstairs hallway, they sent someone out in a timely manner which was satisfactory. Everything else about the home was great. The clubhouse just had a basic bigger pool. Other subdivisions I've rented had alot more things to do, that you could spend half the day there amd enjoy. But if you know how to keep...
Veranda Palms Resort 10 Bedroom Luxury Villa
6 Bedrooms,4 miles - Disneys, CHECK THIS OUT!!
Outdoor pool

6 Bedrooms,4 miles - Disneys, CHECK THIS OUT!!

9.4 out of 10, Exceptional, (115)
"This rental was a beautiful. The house accommodated all 9 of us perfectly. We loved the heated pool and hot tub. If I had to say one bad thing about this place it was the door to the pool was hard to open and close from the outside. But I still give it a 5 star rating "
6 Bedrooms,4 miles - Disneys, CHECK THIS OUT!!
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, (1)
5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
Beautiful Lakefront Villa - 5 Minutes to the Attractions!
Exterior

Beautiful Lakefront Villa - 5 Minutes to the Attractions!

9.0 out of 10, Wonderful, (179)
"Located near lots of restaurants and close to the convention center. Great value for the price!"
Beautiful Lakefront Villa - 5 Minutes to the Attractions!
Gorgeous 4Bd Close to Disney w/ Pool @ Storey Lake 4245
Aerial view

Gorgeous 4Bd Close to Disney w/ Pool @ Storey Lake 4245

4.5 star property
8.4 out of 10, Very good, (11)
"Great communication with management company. Everything was as expected. Would stay again"
Gorgeous 4Bd Close to Disney w/ Pool @ Storey Lake 4245
Group Reception/Two Villas/24BR 24BA/60 ppl/pool/pool table/near by Disney
Exterior

Group Reception/Two Villas/24BR 24BA/60 ppl/pool/pool table/near by Disney

Group Reception/Two Villas/24BR 24BA/60 ppl/pool/pool table/near by Disney
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

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Great vacation spot if traveling with kids "
Sarah 5-night trip
Posted 7 hours ago
Universal's Cabana Bay Beach Resort

Frequently asked questions

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 travellers' 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.