Villas in Winter Garden

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

Tonight
May 13 - May 14
Tomorrow
May 14 - May 15
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Compare 8094 Villas in Winter Garden with updated reviews, rates, and availability.

Lakeview Luxury Villa with Everything
Pool
Lakeview Luxury Villa with Everything
10.0 out of 10, Exceptional, (227)
"Love the place!"
Lakeview Luxury Villa with Everything
Modern Luxury Villa with Everything
Pool
Modern Luxury Villa with Everything
9.8 out of 10, Exceptional, (290)
"Overall very impressed with this property"
Modern Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Pool
Ultimate Lakeview Villa with Everything!
9.8 out of 10, Exceptional, (282)
"We loved the house. Plenty of space and lots to do between the pool, arcade room, and theater room. We also enjoyed the multiple clubhouse waterparks we had access to. We had a couple issues with the pool and a/c but property management resolved quickly. Highly recommend booking this house"
Ultimate Lakeview Villa with Everything!
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
3 MILES FROM DISNEY!! 4BR/ 3 Bath, Private SOUTH facing Pool/Spa
A heated pool
3 MILES FROM DISNEY!! 4BR/ 3 Bath, Private SOUTH facing Pool/Spa
9.6 out of 10, Exceptional, (196)
"The home was filled with kids coloring books, games, essentials, and pool toys. There were plenty of towels, bedding, & pillows. Everything was labeled so it made it stress free on finding things or trying to figure out what button worked what. We were very pleased and highly recommend!! Thank you!!"
3 MILES FROM DISNEY!! 4BR/ 3 Bath, Private SOUTH facing Pool/Spa
Spacious 6 bedroom home with private pool Gated community Lake Berkley Resort
Exterior
Spacious 6 bedroom home with private pool Gated community Lake Berkley Resort
10.0 out of 10, Exceptional, (7)
"My family and I really enjoyed staying at Phillip and Ambers property. The neighborhood was beautiful and they thought of everything- there were extra blankets and pillows, soap, games and even ponchos! I’m not sure that the cost for pool heat was worth it as it was still too cold to be tolerable but we made do inside. We thoroughly enjoyed our time and are grateful to our hosts for opening their home!"
Spacious 6 bedroom home with private pool Gated community Lake Berkley Resort
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
Exterior
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
9.2 out of 10, Wonderful, (198)
"The hosts were very communicative, all instructions were clear and simple. The house was super clean and had all the amenities we needed! Love the view and the pool! We had fun using the ping pong table! Would stay here again."
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
Beautiful South Facing Lake View 8BR/6BA, Custom Furniture
Pool
Beautiful South Facing Lake View 8BR/6BA, Custom Furniture
10.0 out of 10, Exceptional, (79)
"Very clean and very roomy…. We loved it… great location! Only 25-30 to Hollywood Studios , and like 45 min to Universal. Loved it!! Property manager was great also!"
Beautiful South Facing Lake View 8BR/6BA, Custom Furniture
Ultimate Lakeview Villa with Everything!
Pool
Ultimate Lakeview Villa with Everything!
9.6 out of 10, Exceptional, (47)
"Everything was as described, communication with host great and accurate. Would stay again definetly."
Ultimate Lakeview Villa with Everything!
Upgraded Orange Tree Home With Lots Of Extras!
Outdoor pool, a heated pool
Upgraded Orange Tree Home With Lots Of Extras!
9.8 out of 10, Exceptional, (78)
"We loved this beautiful home in a great location. The house was very spacious and clean. We would definitely stay here again. The spa and pool were very relaxing."
Upgraded Orange Tree Home With Lots Of Extras!
🥇Gorgeous Disney Home - Resort Free Access with Lazy River
Outdoor pool, a heated pool
🥇Gorgeous Disney Home - Resort Free Access with Lazy River
9.4 out of 10, Exceptional, (39)
"We had a fabulous stay at this lovely villa. The villa is as described. Perfect for our stay, thank you"
🥇Gorgeous Disney Home - Resort Free Access with Lazy River
Amazing Reunion Resort Vacation Villa With Pool
Property grounds
Amazing Reunion Resort Vacation Villa With Pool
9.0 out of 10, Wonderful, (8)
"Overall we were happy with the property! Our kids enjoyed the pool and the themed rooms.The front door lock was a bit hard to figure out at first, but the house was ready when we arrived at check in. The minimal toiletries that they stated would be there weren't (other than a trash bag), so we had to run out immediately after arriving for toilet paper and paper towels. Bummer they dont offer the Resort ammenties or we would book again next time to golf as well."
Amazing Reunion Resort Vacation Villa With Pool
Tropical Disney Villa: Internet, pool, golf-view, games room &...a treasure hunt
Pool | Outdoor pool
Tropical Disney Villa: Internet, pool, golf-view, games room &...a treasure hunt
9.0 out of 10, Wonderful, (73)
"Weather was perfect. Location and view were even better than expected. While there are trees on the lot. There is plenty of sun on the pool area. The retractable awning was a nice addition and supplied relief when we wanted shade. Great golf course, near perfect condition. The club house is very nice. Food prices are very reasonable. Looking forward to possibly vacating again at this site"
Tropical Disney Villa: Internet, pool, golf-view, games room &...a treasure hunt
Modern Luxury Villa with Everything
Pool
Modern Luxury Villa with Everything
9.6 out of 10, Exceptional, (173)
"The house was amazing! Exactly as described. It was clean and everything seemed new. The host was very responsive and accommodated to all our needs. Would highly recommend!"
Modern Luxury Villa with Everything
Luxury Orlando Villa with PrivateTheater at pool area
Property grounds
Luxury Orlando Villa with PrivateTheater at pool area
9.8 out of 10, Exceptional, (15)
"This was such an amazing property for our family. Great location for my family to enjoy the parks and an excellent pool and game room to unwind with after a long day. Communication with the property management was speedy and super helpful. I wish we could have stayed longer and will definitely be a location at the top of our list to visit again when we are in the area! Thanks again for a great stay!"
Luxury Orlando Villa with PrivateTheater at pool area
Pristine 8BR villa near Disney equipped with a heated pool and spa!!
Outdoor pool, a heated pool
Pristine 8BR villa near Disney equipped with a heated pool and spa!!
9.4 out of 10, Exceptional, (25)
"We loved the house is very spacious and welcoming. We had a great time in the pool the food was good at the resort we enjoy the pool and the games."
Pristine 8BR villa near Disney equipped with a heated pool and spa!!
Magical 8-Bdrm Villa: Theater, Themed Rooms, Arcade, Pool Table & Shuffleboard
Outdoor pool, a heated pool
Magical 8-Bdrm Villa: Theater, Themed Rooms, Arcade, Pool Table & Shuffleboard
9.4 out of 10, Exceptional, (82)
"We stayed for a week at this property. We have stayed in Champions Gate 6-7 times now. This was the best one yet! The house was beautiful, well equipped, well decorated, and everything worked. Our host was attentive, and was able to help with anything I needed or requested. You cannot go wrong renting this house! Highly recommend!"
Magical 8-Bdrm Villa: Theater, Themed Rooms, Arcade, Pool Table & Shuffleboard
Grand Opening! Windsor 10BD Disney Villa for large group! Pool/Game/BBQ/5 Kings!
Property grounds
Grand Opening! Windsor 10BD Disney Villa for large group! Pool/Game/BBQ/5 Kings!
10.0 out of 10, Exceptional, (22)
"We had a wonderful 10-day stay in your house. It was perfect for our five families--very spacious and the kids loved the pool. Ages ranged from 5 to 73. We also loved the Windsor Island Community area. The kids had a blast on the slides and lazy river, Putt Putt Golf, and the game room. They also enjoyed the Family Night activities especially the Bounce houses. The house was located with easy access to all the Disney parks. We also went to Legoland and SeaWorld and two people went to...
Grand Opening! Windsor 10BD Disney Villa for large group! Pool/Game/BBQ/5 Kings!
Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View
Pool
Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View
8.8 out of 10, Excellent, (69)
"Very nice home with enclosed pool on the lake. We had some issues at check in with alarm code and owner was quick to offer help. We messaged owner about the in home temperature and thermostat not working but did not hear back through vrbo messaging, so we delt with it being 80-83 degrees inside the home. Luckily we were gone most of the day Saturday and Sunday for work functions and left first thing Monday morning. Wish we had more time to enjoy the property though, it was beautiful. The...
Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View
Villa With Private Pool And Double Garage
Pool | A heated pool
Villa With Private Pool And Double Garage
9.2 out of 10, Wonderful, (39)
"The overall stay was great. It’s just the alarm on the patio door took me by surprise. And it goes off every time the door is open or isn’t closed correctly"
Villa With Private Pool And Double Garage
Luxury 4 Bedroom Villa on the gated Bellavida Resort close to the Theme parks
Exterior
Luxury 4 Bedroom Villa on the gated Bellavida Resort close to the Theme parks
9.6 out of 10, Exceptional, (148)
"We loved the house. This house is in a great central location for all the major Orlando activities - Universal, various Disney parks, Legoland, etc. Legoland is just under and hour away but the Disney parks are all within 25 minutes or less. The house offers 4 bedrooms each en-suites so everyone in the family has their own space. The pool, hot tub, and BBQ in the backyard coupled with game room (garage conversion) make for great quality down time after all the busy activities. One bedroom...
Luxury 4 Bedroom Villa on the gated Bellavida Resort close to the Theme parks
Don't see what you're looking for?
See all available properties in Winter Garden
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.

Other property types in Winter Garden

Avanti International Resort
Outdoor pool, pool umbrellas, sun loungers
Avanti International Resort
3.0 star property
7.6 out of 10, Good, (2047)
"Overall a very good stay. The night crew at the cafe was not very approachable or friendly. The morning and day staff at cafe was great! The cleaning staff was so helpful. "
The price is $81
$109 total
includes taxes & fees
May 20 - May 21
Avanti International Resort
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, (7170)
"This was a very nice place to stay with my family. "
The price is $144
$188 total
includes taxes & fees
May 19 - May 20
Lake Buena Vista Resort Village & Spa
Hyatt Regency Orlando International Airport
Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4804)
"Very convenient. We stayed before our Disney Cruise. "
The price is $199
$224 total
includes taxes & fees
May 29 - May 30
Hyatt Regency Orlando International Airport
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.

Winter Garden Villas information

Number of reviews
1,921
Accommodation
8094 Villas
Lowest Price
Highest Price

Frequently asked questions

How much do villas in Winter Garden cost?
Villas in Winter Garden range between and per night. These getaways give you the privacy of your own space at a price that doesn’t break the bank. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your villa in Winter Garden with Expedia?
We think that vacations shouldn’t be hard, so if you’re on the lookout for villas at a competitive rate, Expedia has you covered. Keep the budget in check and select an all-inclusive stay, or splurge on a plush villa to spoil your loved ones. Our search filters make it easy to find a property in Winter Garden that suits your needs.
How can I find cheap villas in Winter Garden?
Expedia can help you locate cheap villas in Winter Garden. Simply use our convenient filter tool to choose budget, amenities and star rating to refine your search and find a great place to stay in just a few keystrokes.
What is there to do near my villa in Winter Garden?
Whatever you love to do, Winter Garden has plenty to keep you busy. The Wizarding World of Harry Potter™, Winter Garden Heritage Museum and Garden Theatre are on most travelers’ lists. Don’t forget to check out Museum of the Apopkans, The Woods Laser Tag and Carter Family Bowl either. With Expedia’s Winter Garden hotel deals, you’ll be able to discover more neat attractions like these with the money you save.

Recent reviews of Winter Garden hotels
Expedia verified reviews

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

5/5 Excellent
"We come here every year and we love it so much! There is so much to do and it is so beautiful! The rooms are amazing and spacious and clean. It is out favorite vacation spot!"
A verified traveler stayed at Hilton Vacation Club Mystic Dunes Orlando
Posted 5 hours ago
Hilton Vacation Club Mystic Dunes Orlando