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Check prices for these dates

Next weekend
20 Jun - 22 Jun
In two weeks
27 Jun - 29 Jun
In one month
11 Jul - 13 Jul
In two months
8 Aug - 10 Aug

Villas in Winter Park

Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (359)
"Wonderful house. Would stay again in a heartbeat "
Lakeview Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Pool

Ultimate Lakeview Villa with Everything!

9.4 out of 10, Exceptional, (120)
"Bart spacious house with great private pool and entertainment rooms."
Ultimate Lakeview Villa with Everything!
Modern Luxury Villa with Everything
Pool

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (412)
"Loved all the amenities. "
Modern Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Pool

Ultimate Lakeview Villa with Everything!

9.8 out of 10, Exceptional, (357)
"clean and a nice place"
Ultimate Lakeview Villa with Everything!
Modern Luxury Villa with Everything
Pool

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (227)
"Wonderful to have a pool at the house for the kids to enjoy anytime. Very spacious. Loved the theater and game rooms. "
Modern Luxury Villa with Everything
Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

10.0 out of 10, Exceptional, (94)
"Beautiful home very comfortable. We will stay here the next time we are in town if if it is available."
Lakeview Luxury Villa with Everything
Villa in Kissimmee next to Disney!
Pool

Villa in Kissimmee next to Disney!

8.6 out of 10, Excellent, (24)
"Great location, great host , "
Villa in Kissimmee next to Disney!
Lakeview Luxury Villa with Everything!
Pool

Lakeview Luxury Villa with Everything!

9.6 out of 10, Exceptional, (91)
"Well maintained, very convenient location, very responsive management; themed bedrooms big hit!And fun game room. All around excellent stay"
Lakeview Luxury Villa with Everything!
Lakeview Luxury Villa in Storey Lake
Pool

Lakeview Luxury Villa in Storey Lake

9.8 out of 10, Exceptional, (29)
"Great hostClean homePrompt to answer questionsSimpe check-in and check out processWould definitely come back to stay on our next trip to the area"
Lakeview Luxury Villa in Storey Lake
Lakeview Luxury Villa with Everything!
Pool

Lakeview Luxury Villa with Everything!

9.8 out of 10, Exceptional, (30)
"Dave the owner was great, we are already considering a another trip next year!"
Lakeview Luxury Villa with Everything!
Lakeview Luxury Villa with Everything!
Pool

Lakeview Luxury Villa with Everything!

9.8 out of 10, Exceptional, (87)
"The management company was great to deal with"
Lakeview Luxury Villa with Everything!
Ask about Early Check in! Master Bedroom on Main Floor. 10 Min Away from Disney
A heated pool

Ask about Early Check in! Master Bedroom on Main Floor. 10 Min Away from Disney

9.6 out of 10, Exceptional, (135)
"Great place, will definitely stay here again "
Ask about Early Check in! Master Bedroom on Main Floor. 10 Min Away from Disney
Near Disney and USTA tennis campus - Pool Villa on the Lake - Stunning Views!
A heated pool

Near Disney and USTA tennis campus - Pool Villa on the Lake - Stunning Views!

9.8 out of 10, Exceptional, (56)
"The house was perfectly located near the lacrosse fields, easy access to amenities and great communication from the host. "
Near Disney and USTA tennis campus - Pool Villa on the Lake - Stunning Views!
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, (10)
"Great communication with management company. Everything was as expected. Would stay again"
Gorgeous 4Bd Close to Disney w/ Pool @ Storey Lake 4245
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
Outdoor pool

2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms

5.0 star property
7.8 out of 10, Good, (12)
"Is at family place very beautiful place and very friendly too "
2 Bedroom l Waterpark & Resort Amenities Included, Themed Rooms
Modern Luxury Villa in Storey Lake
Pool

Modern Luxury Villa in Storey Lake

9.6 out of 10, Exceptional, (41)
"Had a great day at this property. "
Modern Luxury Villa in Storey Lake
Beautiful Home, 6-Bdrm, 5-Baths, Very Near Disney, Private Pool & Spa
Outdoor pool, a heated pool

Beautiful Home, 6-Bdrm, 5-Baths, Very Near Disney, Private Pool & Spa

10.0 out of 10, Exceptional, (145)
"Clean and spacious home convenient for visiting Disney parks. Emma and Rene were wonderful hosts - very accommodating and easy to communicate with."
Beautiful Home, 6-Bdrm, 5-Baths, Very Near Disney, Private Pool & Spa
Unbeatable Location: Your Dream Villa Next to SeaWorld
Microwave, oven, stovetop, dishwasher

Unbeatable Location: Your Dream Villa Next to SeaWorld

9.2 out of 10, Wonderful, (60)
"Great location, close to international drive trolley. "
Unbeatable Location: Your Dream Villa Next to SeaWorld
Once Upon A Time@Storey Lake-9 Bedroom Disney Haven w/ Game Room & Private Pool!
Property grounds

Once Upon A Time@Storey Lake-9 Bedroom Disney Haven w/ Game Room & Private Pool!

10.0 out of 10, Exceptional, (61)
"Great location for visiting the parks. House was clean and nicely stocked. We would stay again."
Once Upon A Time@Storey Lake-9 Bedroom Disney Haven w/ Game Room & Private Pool!
Enchanted Escape-Perfect Pool to Relax & Recharge!
Pool

Enchanted Escape-Perfect Pool to Relax & Recharge!

9.2 out of 10, Wonderful, (9)
"Great place to stay. Great location and excellent customer service. "
Enchanted Escape-Perfect Pool to Relax & Recharge!
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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Frequently asked questions

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How can I find cheap villas in Winter Park?
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