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Check prices for these dates

Next weekend
Mar 21 - Mar 23
In two weeks
Mar 28 - Mar 30
In one month
Apr 11 - Apr 13
In two months
May 9 - May 11

Browse Select Winter Park Villas

Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (332)
"very nice. did not like the fact that you have to pay extra for the hot tub/pool to be heated. "
Lakeview Luxury Villa with Everything
Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

10.0 out of 10, Exceptional, (75)
"We really enjoyed our stay here with 3 generations able to stay together with plenty of room and everything we needed for an easy vacation. Our 3 and 5 year old LOVED the playroom, and the community pool areas with the lazy rivers, splash pads, mini golf, water slides, and a bar for the adults with food and drink options were great for our days off from Disney, which was a short 20 min drive away. Highly recommend for a Disney vacation or even just a relaxing vacation spot."
Lakeview Luxury Villa with Everything
Modern Luxury Villa with Everything
Pool

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (381)
"The house was situated wonderfully close to the main parks, super clean, with an easy check in process, plenty of parking, and all the elements you didn’t know you wanted-but that you needed. A millennium Falcon bed? Check. Harry Potter themed Game room? Check. Frozen themed room? Check. Theater room with reclining seats? Check. Fully stocked with the essential kitchen ? Check. "
Modern Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Pool

Ultimate Lakeview Villa with Everything!

9.8 out of 10, Exceptional, (336)
"Dope crib, Huge "
Ultimate Lakeview Villa with Everything!
Modern Luxury Villa with Everything
Pool

Modern Luxury Villa with Everything

9.6 out of 10, Exceptional, (213)
"Kids did not want to leave as there was so much for them to do at the home. Listing as described. They preferred this over the resorts at Disney. Drive to Disney parks was not that far. Would book again if back to the area. "
Modern Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Outdoor dining

Ultimate Lakeview Villa with Everything!

9.4 out of 10, Exceptional, (100)
"House was perfect for our two families with kids. Pool and hot tub got a lot of use! House was spacious and in pretty good shape. Was everything as perfect as it looked in the pictures? No. But really no complaints from our families - we would consider it well maintained. I would recommend not paying for check in day heat for the pool/hot tub. Only heats from 8-8 so the hot tub and pool were cool on day one but had no problem the remainder of the days getting up to 87 in the pool and over...
Ultimate Lakeview Villa with Everything!
Lakeview Luxury Villa in Storey Lake
Pool

Lakeview Luxury Villa in Storey Lake

9.8 out of 10, Exceptional, (15)
"The house is beautiful and big enough for our family of 7 adults and two children. We enjoy every minute of our vacation. My adult children said it was one of the best stays, so relaxing. The communication with the manager was excellent. Any questions or problems we had were taken care of immediately. Would definitely do it again. "
Lakeview Luxury Villa in Storey Lake
Cozy One Bedroom Lakefront Villa Close to the Attractions
Smart TV

Cozy One Bedroom Lakefront Villa Close to the Attractions

9.0 out of 10, Wonderful, (39)
"Close to attractions and nice view. Property could use some updates. They were seal coating the parking lot which made it look nicer. The condo was just what we were looking for. "
Cozy One Bedroom Lakefront Villa Close to the Attractions
Family-Friendly Villa: Pool, Spa, Game Room & Minutes to Disney
A heated pool

Family-Friendly Villa: Pool, Spa, Game Room & Minutes to Disney

9.0 out of 10, Wonderful, (56)
"The house could use some updating but was large, very clean and very comfortable for our stay. We had a few issues with things that are normal parts of FL (ants by the pool) and with the wear of the house, but the company was responsive and did their best to resolve issues. The location was great and the community pool and workout area is stunning. Very well maintained. "
Family-Friendly Villa: Pool, Spa, Game Room & Minutes to Disney
Beautiful lake view villa
Outdoor pool, a heated pool

Beautiful lake view villa

9.2 out of 10, Wonderful, (74)
"Great place "
Beautiful lake view villa
Storey Lake *10 mim -> Disney * Modern 4Bd/3Ba
Outdoor pool, a heated pool

Storey Lake *10 mim -> Disney * Modern 4Bd/3Ba

9.6 out of 10, Exceptional, (21)
"Matteus was very responsive in answering questions. The home was just what we needed while being in town for a wedding and vacation. Very comfortable stay. Highly recommend it. The pool resort was lots of fun!"
Storey Lake *10 mim -> Disney * Modern 4Bd/3Ba
Lakefront Villa at a Prime Location
Beach

Lakefront Villa at a Prime Location

9.2 out of 10, Wonderful, (51)
"the place was excellent for a stay with family. It's clean, safe, and very close to Orlando's famous attractions. I definitely recommend it. "
Lakefront Villa at a Prime Location
Family Vacation Home, Water Park+Endless Amenities
Water park

Family Vacation Home, Water Park+Endless Amenities

5.0 star property
8.8 out of 10, Excellent, (17)
"Awesome staff, super helpful. And the resort was amazing"
Family Vacation Home, Water Park+Endless Amenities
Modern Luxury Villa in Storey Lake
Pool

Modern Luxury Villa in Storey Lake

9.4 out of 10, Exceptional, (38)
"Had a great day at this property. "
Modern Luxury Villa in Storey Lake
9 BR Villa In Storey Lake Resort 8 Miles To Disney
Outdoor pool

9 BR Villa In Storey Lake Resort 8 Miles To Disney

9.0 out of 10, Wonderful, (2)
"We went for my daughters birthday with family, we were 15. The house was great. Exactly how it was described. The management company replied right away with any questions I had."
9 BR Villa In Storey Lake Resort 8 Miles To Disney
Grand Opening! 9BD/5BA-Storey Lake Resort/Lake View/GameRoom
Outdoor pool, a heated pool

Grand Opening! 9BD/5BA-Storey Lake Resort/Lake View/GameRoom

10.0 out of 10, Exceptional, (5)
"We enjoyed our time immensely. The home is spacious and lots of room for our family. Grandkids loved the pool and game room. Kids bedrooms were adorable. Our granddaughter loved the Encanto room! Thanksgiving football on 120” projection TV: fantastic! Only issue is evening traffic getting thru security into the development. Just be prepared and informed it may take a few minutes waiting in line. But we would definitely stay again. Thanks for letting us borrow your home!"
Grand Opening! 9BD/5BA-Storey Lake Resort/Lake View/GameRoom
private pool/communal pool/games room/themed bedrooms
Property grounds

private pool/communal pool/games room/themed bedrooms

9.0 out of 10, Wonderful, (22)
"The property was wonderful. It is just what we expected from the listing, no surprises! We would not hesitate to stay at this property again. My granddaughter will never forget the experience. Thank you!"
private pool/communal pool/games room/themed bedrooms
Unbeatable Location: Your Dream Villa Next to SeaWorld
Microwave, oven, stovetop, dishwasher

Unbeatable Location: Your Dream Villa Next to SeaWorld

9.4 out of 10, Exceptional, (55)
"Unit was as described. However, could not get the coffee maker to work and the tv remote did not work."
Unbeatable Location: Your Dream Villa Next to SeaWorld
NEW Themed 10B Villa|Pool|Spa
A heated pool

NEW Themed 10B Villa|Pool|Spa

9.0 out of 10, Wonderful, (7)
"The house overall was decent a few small issues but the host communication was very good just the pool never heated for the kids and the bed linens in some rooms were stained and dingy "
NEW Themed 10B Villa|Pool|Spa
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, (58)
"We had plenty of bedrooms and bathrooms, heated pool and Jacuzzi and the most important thing of all is the game room! There was ping-pong, shuffleboard, basketball and foosball and a whole bunch of cards available for us to use! It was so much fun! And, the owner responded quickly to any questions I had, for which I was very grateful! Good times!"
Once Upon A Time@Storey Lake-9 Bedroom Disney Haven w/ Game Room & Private Pool!
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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Other property types in Winter Park

Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very good, (8418)
"We loved the 3 bedrooms to be able to spread out and cook our own meals. Two bathrooms made getting ready for the day easierKids enjoyed the Pirate Ship pool although the heater wasn’t working and it was a little chilly. Note the slide has a height requirement of 48in which disappointed our almost 6 year old, wished we would have known that ahead of time. Property was great overall, but one toilet had a black ring around the outer edge and the couch is ready to be replaced, as well as some...
Lake Buena Vista Resort Village & Spa
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (1806)
"Great, clean property and friendly staff! Only issue is the check-in time 4pm is crazy as an initial check-in time really!……the day is pretty much over! "
The price is CA $264
CA $335 total
includes taxes & fees
Mar 16 - Mar 17
Florida Hotel & Conference Center in the Florida Mall
The View Studio Suites and Event Venue
Exterior

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very good, (922)
"Lovey bed and linens but very cheap furniture. Some base board damage which should be repaired. Very nice people who checked us in. Nice breakfast!"
The price is CA $123
CA $139 total
includes taxes & fees
Mar 17 - Mar 18
The View Studio Suites and Event Venue
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.

Frequently asked questions

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How can I find cheap villas in Winter Park?
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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.