10 Best Vrbo Vacation Rentals In Windsor Hills, Orlando, Florida - Updated 2021

vrbo orlando windsor hills
Franchesca
Franchesca
Updated

Windsor Hills Resort has gained its reputation as one of the best locations for an enjoyable family vacation as it offers the best and the safest rental homes to ensure that your stay is comfortable and relaxing. Windsor Hills Resort in Orlando Florida is a top-notch secured resort that has all-around amenities from shops, restaurants, and outdoor entertainment like its multi-million dollar water park and well-equipped luxurious clubhouses. It is also equipped with tennis, basketball, and a volleyball court so you can have fun and still stay in shape during your vacation. Walt Disney World, Universal Studios, Sea World and other attractions in Orlando are just minutes away from this resort. Having said that, expect some rooms to be Disney themed. Keep reading to find out the best Vrbo accommodations in Windsor Hills, Orlando, Florida.

1. Luxurious condominium with three bedrooms (from USD 119)

This large condominium in Windsor Hills Resort is a luxurious accommodation suitable for eight people. It has three bedrooms with a king, queen, and twin beds respectively. The condo has an elongated kitchen with complete cooking appliances, dishes, and utensils. There has an expansive living room and dining area. The living room is equipped with a 37" HD television with a DVD and surround sound. The condo also comes with a private screened lanai, high-speed wireless internet, air conditioning, and other basic necessities.

Windsor Hills - Large 3BR/2BA - 5 Min to Disney
103 reviews
condo 8 Guests 3 Bedrooms 2 Bathrooms

2. Disney-themed townhouse for eight guests (from USD 168)

This cozy two-story disney-themed townhouse is perfect for eight people. It has three bedrooms and bathrooms with complete amenities. The carpeted living room has a television and a large sofa. Right beside the living room is a balcony that has a private south-facing pool. The kitchen is equipped with all necessary pantry items. Indoor entertainment includes a game room, ping pong table, toys, and a pool table.

South Facing Pool; Disney Themed Townhouse- Updated Flooring! Special Pricing
19 reviews
townhome 8 Guests 3 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
The kitchen was nicely stocked for making some meals at home
Everything Clean and rules correctly detailed at the rules folder/tips and tricks provided over the TV furniture
Everyone had their own space - and their own bathrooms
It was great to have a washer/dryer and a functioning kitchen
The mickey room was the favorite of the trip as well as the pool
Cleanliness:
Very clean and enough space & bathrooms for 4 girls
We had 3 separate bathrooms for getting ready in the morning (and evening)
Host:
as was the small store and game room
Run down worn gloomy lighting clogged sinks
Unfortunately we could not use the pool as we hade many Days scheduled for the theme parks
The main pool with slide was great
Hey well taken care of place nice and clean
Location:
The location was PERFECT for Disney attractions and you could not get much closer
The community pool was also fun Close to everything but tucked away from the busy areas
Very quiet comfortable and convenient to grocery stores/restaurants - which is so appreciated after long days at Disney World
For instance we did not have any need to Contact the Property Manager
but it stays pretty busy during the day
Read more reviews

3. Fully equipped condo for six people (from USD 99)

This condominium is your home away from home. It has two bedrooms and a couple of bathrooms that can comfortably accommodate six guests. The first bedroom is equipped with a king-size bed, a 32" flat-screen wall-mounted television, and the second bedroom is a Mickey-themed room with two full-size beds, another 32" flat-screen television, and a beanbag chair to ensure that movie nights will be fun and comfortable. The living room of this condo has an ample seating area, a 50" smart television, and a DVD player while the kitchen is well equipped with all appliances and cutlery needed for your stay. The host also provides a Welcome Package that includes all basic necessities to ensure that your stay will be worthwhile and hassle-free.

Windsor Hills 2 Bedroom Condo, Close To Disney, Gated Community
78 reviews
condo 4 Guests 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
and the kitchen was well-stocked
The only wish that we had was the use of a luggage cart to unload the car
The kids loved the Mickey Mouse themed room and bathroom
The second bedroom looked great if you had had children with you Sitting out on the balcony in the morning in the morning sun
Kids room is well suited with two double beds
Cleanliness:
The condo was very clean and had everything we needed
It was very clean and comfortable
Property was clean and well maintained
It was exceptionally clean comfortable
splash pad and water slides Very good value for price
Host:
Communication with the owner was exceptional
The condo is spotless very well maintained and super comfortable
The unit is a quick walk to the community pool and new splash pad area making it convenient with small children Will definitely be looking to book again in the future
so that made getting groceries easy
This Unit is beautiful and clean Stocked with many amenities which means less to pack from home I would highly recommend this rental
Location:
Very close to Disney attractions
We stayed here for a Disney World vacation and getting to and from the parks was pretty easy
We loved how close we were to the Disney Parks shopping and restaurants
Great place to stay very close to Disney World
The pool area was a refresher after long days at the parks
Read more reviews

4. Expansive condominium with ample amenities (from USD 220)

This is a fully air-conditioned condominium for 12 guests. Upon entering, the expansive living room welcomes you. It has a 40" HD LCD television with cable channels. The kitchen features stainless steel appliances, breakfast bar, granite counters, etc., while the formal dining area is furnished with plush furniture. There is a large family room with another 55" flat-screen HD LCD television. This property has six bedrooms and four bathrooms. The two master bedrooms are equipped with king-size beds and one is equipped with an en suite bath and shower. Two other bedrooms are equipped with queen-size beds and a television. The remaining two bedrooms have twin beds, cable television, and video games. There is also a family bathroom with a large bathtub and a Harley Davidson themed game room. Outside, there is a heated swimming pool, spa whirlpool, covered lanai.

Luxury Windsor Hills home, gated community, 2 miles to Disney, pool!
51 reviews
House 12 Guests 6 Bedrooms 4 Bathrooms
Top guest reviews
Amenities & Room:
It was nice to have everything included in the one price
The reasoning is because the air conditioner might freeze below that temparture
everything was just like the pictures
one is downstairs and the other has a baby
Super comfortable Plenty of room and lots of amenities
Cleanliness:
Very nicely decorated and spacious
Super clean and had everything you needed
The house was clean with plenty of towels
The house was clean and ready for occupation for our vacation
Home was clean and spacious
Host:
She answered all our questions immediately
Very family oriented and kid friendly
The owner Natasha is very quick to respond to questions
this home and Natasha is the best owner I have dealt with in all the homes I've stayed in through hideaway She made is simple and a pleasure to work with
so all the family can be accommodated
Location:
It's very near Disney and lots of shops and restaurants
The property was great Really easy to get to Disney from here
It's in a gated community
-we found ourselves spoilt for choice when deciding where to eat Spoilt for choice when deciding where to go shopping too
The location to all parks or any other activity is well located
Read more reviews

5. Five-bedroom property with Jacuzzi and game room (from USD 205)

This 5-bedroom property is the ideal accommodation for 12 guests. The two master suites are furnished with king-size beds, 50" television, and a large bathroom. The third bedroom also has a king-sized bed with 40" television and the fourth bedroom has twin beds, 43" television, and a bathroom. The last bedroom has two bunk beds and a 40" television. There is a large kitchen with complete appliances and a dining area while the living room is equipped with a 55" flat-screen television with surround sound system. This property also comes with a spacious game room furnished with a PlayStation and a pool table. There is also a private pool, Jacuzzi, and an outdoor dining area.

Luxury Home, Windsor Hills, 5 BR/5 BA, Game Room, High Speed Internet
134 reviews
House 12 Guests 5 Bedrooms 5 Bathrooms
Top guest reviews
Amenities & Room:
The description of the amenities is accurate
The kitchen was gorgeous and well-equipped and included everything you might need to prepare meals
There was plenty of room for everyone as well plenty of privacy
We have 8 adults and 4 kids
The only thing that was not great was the softness of the beds in two of the master
Cleanliness:
Everything was very clean and decorated nicely
the house was very clean and spacious
The house being very clean and had everything you needed
The house is very spacious well decorated and very clean
The home itself was well decorated and very clean
Host:
but also that Bjarne was so very responsive to assist us with the rental on the very day of our arrival
Bjarne was wonderful to work with
The owner Bjarne is responsive and really wants you to have a great vacation
He answers your questions personally and quickly 3)
well furnished and well cared for
Location:
Restaurants and grocery stores are very close by
The location was close to Disney and there are tons of nice restaurants and stores within a 10-15 minute drive
The location was very convenient to all of the Disney parks stores restaurants
It is also only a few minutes drive to many restaurants and stores such as Target Publix and Walmart
The location is convenient and quiet
Read more reviews

6. Disney-themed property with upgraded furniture (from USD 139)

This Disney-themed accommodation can comfortably host up to eight guests. There are three bedrooms, the two master suite comes with a king-sized bed and a 50" smart television. The third bedroom is equipped with twin beds, 32" HD television, and a DVD plater. The living room is furnished with a queen-sized sleeper sofa and a 50" television with Playstation 4. The brand-new kitchen is fully equipped with new stainless steel appliances and granite countertops.

Poolside: Spectacular Pool & Water park views
175 reviews
condo 8 Guests 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
The couple of down sides were
although one is the official master
The movie room was one of our favorite features
Also the lack of curtains on the bedroom windows prohibited being able to sleep in (there are blinds
Very impressed with the condo everything we could possibly want Beds very comfortable and all upto date kitchen equipment Lovely fluffy white towels and pool towels
Cleanliness:
Everything was exactly as illustrated -
The condo was clean and beatifully decorated and the ammenities were top notch
Very clean and so close to everything we desired to go to as a family
just to name the few that we used) were
Host:
His communication was always very prompt
The owner was great to work with and very responsive to any questions
We appreciated extra touches of hospitality provided by the owner
He was so accomodating when we needed to make a slight change in our trip
great Dealing with Richie was an absolute pleasure and he is 100% honest
Location:
It also only took about 15 minutes to get to the Disney parks
Nice property in a great location
Beautiful views from every window Convenient to many shops and restaurants and very nice people at the pool
It is an excellent condo overlooking a huge pool and water slide in a gated complex and a great location Richie
It's been a few months since we left (my bad)
Read more reviews

7. Modern and luxurious property near Disney (from USD 153)

This home features six spacious bedrooms and four bathrooms, and it is a suitable accommodation for six guests. The kitchen is fully equipped with all cooking appliances for basic meals and complete dining necessities. The house comes with an expansive game room with pool table, air hockey, and darts. You can also find a private screened pool, lanai, and a patio outside with outdoor furniture where you can hang out or dine in.

Beautiful 6Bd Pool Gm Hm The Windsor Hills-7767TS
15 reviews
House 12 Guests 6 Bedrooms 4 Bathrooms
Top guest reviews
Amenities & Room:
The pool heater was TOO hot - felt more like a sauna than a swimming pool
The kitchen was stocked with enough stuff to cook with but the stove burners were not plugged in
Cleaness could be improved ( air wents pool) but all in all we had a great time
We were there for our wedding and it was hard not being able to turn the air down
Cleanliness:
The house was very nice and clean
the beds were comfortable and it was clean
Host:
Home met all of our needs
House is nice and big but lacks fonctionnal equipments (toaster sharpness of knifes
Some electrical circuit breakers were tripped and had to be reset
Had a wonderful family holiday at this home Plenty of space and good facilities made this ideal for us
This is a good proximity to Disney which was great for us
Location:
The house is in a great location for Disney World
Nice pool in backyard and nice pool/water slides within neighborhood Community is gated and secure
Property was nice but lacked proper maintenance and cleaning Property management service failed to program entry lock which resulted in delayed entry and unnecessary frustration
Love the house the community complex and kids loved the pool at the house
The house was just like the picture they had on line
Read more reviews

8. Luxurious home with a private pool and game room (from USD 223)

This luxurious house is the perfect accommodation for a group of six. It is equipped with six bedrooms furnished with two queen beds, two king beds, and two twin beds. The living room is very spacious with enough room for everyone and there is also a television with a DVD player. This home has complete kitchen appliances and amenities to bathroom needs. There is also a game room where everyone can have fun indoors, it is furnished with a pool table, air hockey, and darts. Otherwise, there is a patio with outdoor furniture, private screened pool, and a lanai if you prefer spending time outdoors.

The Windsor Hills Resort
House 12 Guests 6 Bedrooms 4 Bathrooms

9. Gorgeous villa with a private pool (from USD 115)

This newly updated villa can comfortably accommodate eight guests. It has a contemporary interior design and modern appliances with an expansive living room equipped with a comfortable leather sofa and flat-screen television. There is a total of four bedrooms, a master suite, a king bedroom, a queen bedroom, and a Disney character-themed room with two single beds. The kitchen has complete appliances and a granite counter with seats. The villa also has an under the sea Disney themed game room with air hockey, Playstation 4, and a retro-style arcade game. If you enjoy some outdoor activities, there is a patio with a seating area and a pool.

Enjoy the Sun! Featuring South Facing Pool - 4 Bdrm Villa At Windsor Hills
40 reviews
villa 8 Guests 4 Bedrooms 4 Bathrooms
Top guest reviews
Amenities & Room:
We watched 3 movies when the cable went out on the living room tv
Kids had their own room/bathroom and each couple had a spacious bedroom and bathroom Kitchen so complete and convenient for making meals as well as making sandwiches to take to parks in the provid...
tv watching and games room
The use of the bbq was great to have dinner around the pool
There was a BR set off by itself for my husband and I while our daughter and her family had the remaining 3 BRs to the front of the house
Cleanliness:
It was sparkling clean and so beautifully decorated
The house was very clean and tidy when we arrived and very well equiped with everything we needed
The pool and hot tub were wonderful and there were lots of towels for us to use
Host:
family absolutely loved everything about the home
the best Janice is wonderful and so helpful
Janice was wonderful to work with
We also appreciated that the weather was fabulous
Even prettier than pictures loved the pool and hot tub
Location:
it only takes about 10 minutes to get there
it rained Location easy and convenient for groceries restaurants and getting to Disney
House is very convenient to all the parks
And on the last day we discovered we were close to a ton of restaurants on 192
perfect location for visiting the parks restaurants and shopping The owners are a pleasure to deal with and we would certainly be delighted to stay here again
Read more reviews

10. Contemporary villa located near Disney (from USD 115)

This four-bedroom villa is just minutes away from Disney. Perfect for eight guests, this villa has complete amenities that will make your stay enjoyable and hassle-free. It boasts of a refreshing south-facing pool and spa equipped with an outdoor seating area. The villa also has a game room for your indoor entertainment while the living room has ample space and seating for everyone. If you prepare to cook your own meal, the kitchen is stocked with basic cooking appliances and dining ware.

Enjoy the Sun! Featuring South Facing Pool - 4 Bdrm Villa At Windsor Hills
40 reviews
villa 8 Guests 4 Bedrooms 4 Bathrooms
Top guest reviews
Amenities & Room:
We watched 3 movies when the cable went out on the living room tv
Kids had their own room/bathroom and each couple had a spacious bedroom and bathroom Kitchen so complete and convenient for making meals as well as making sandwiches to take to parks in the provid...
tv watching and games room
The use of the bbq was great to have dinner around the pool
There was a BR set off by itself for my husband and I while our daughter and her family had the remaining 3 BRs to the front of the house
Cleanliness:
It was sparkling clean and so beautifully decorated
The house was very clean and tidy when we arrived and very well equiped with everything we needed
The pool and hot tub were wonderful and there were lots of towels for us to use
Host:
family absolutely loved everything about the home
the best Janice is wonderful and so helpful
Janice was wonderful to work with
We also appreciated that the weather was fabulous
Even prettier than pictures loved the pool and hot tub
Location:
it only takes about 10 minutes to get there
it rained Location easy and convenient for groceries restaurants and getting to Disney
House is very convenient to all the parks
And on the last day we discovered we were close to a ton of restaurants on 192
perfect location for visiting the parks restaurants and shopping The owners are a pleasure to deal with and we would certainly be delighted to stay here again
Read more reviews

Windsor Hills has got it all

From Disney-themed accommodations to luxurious homes, these wonderful stays can accommodate any of your preferences. Just sit back, relax, and enjoy its multi-faceted amenities or better yet, unleash the kid in you and visit Walt Disney World to make the most out of your trip.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Franchesca is a 20 year old Filipina who currently resides in Singapore. She has a deep appreciation for anything that is art-related and she finds excitement in documenting her trips through...Read more

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