
Villa vacation rentals in Windsor Hills, Four Corners
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Top-rated villa rentals in Windsor Hills, Four Corners
Guests agree: these villas are highly rated for location, cleanliness, and more.
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Get the amount of space that is right for you
Popular amenities for Windsor Hills, Four Corners villa rentals
Private villa rentals

Luxury Wellness Villa - Private Spa & Pool
We had such a lovely stay! The place was just as pictured. Plenty of space for the 9 of us to lounge around the house and hangout by the pool. We will definitely be back!

Graystone Villa, 3 bedrooms with private pool
Can’t say enough about Nicola and her property. Our vacation started out rocky at a not so stellar condo. Thankfully we found her property and she was able to accommodate my family the very next day. The house is just as described, very spacious and clean! The location was perfect and close to many restaurants and shopping. Nicola was quick to respond to any of our needs. I will definitely be booking here if we are ever in the area. THANK YOU for being amazing!!

Luxury 9Beds Villas With Pool Spa In Solara
This was our second time staying at Chuck’s place. The resort amenities are great and our family utilized the splash pad, pool, gym, basketball courts and restaurant. The house is great and accommodates our family of 14 perfectly. We had a great stay!

Private Villa with Pool near Disney
It was a great place to stay. We would not hesitate to stay here again if we are in the area.

33 Disney Villa ★ GameRoom ★ Movie Theater ★ Pool
Had a great stay with our family. Lots to do in/around the area. Kids enjoyed the themed rooms as well as the pool. Cal was quick to get us setup with everything we needed after a last minute booking. Publix/target/walmart were all within a few min drive of the house. There was a bit of noise from one of the neighbouring houses one night but it wasn’t loud enough to disturb the children who were sleeping. Would definitely stay again!

Seasons Retreat, 5 Bed, 4 Bath, Private Pool Villa
Great home and very comfortable! We enjoyed our stay! Mr. George is a great host and very accommodating.

Wonderful Villa at Storey lake Resort 5 Rooms Pool
Adanel host my family of 15 and I , and one 5 pound potty trained Yokie. The living space and kitchen was what we needed. The kids enjoyed the games. He allowed early check in which was a plus. When we first walked in, it smelled very refreshing. The only downside was the people next door played music all night,but other than that we had a great time! I will stay again. communication was a great.

7BR Villa • Spa&Pool • 9 miles to WDW • Waterpark
We had a great stay with our two young kids. My son is non-verbal with ASD. We appreciated the kid’s plates/bowls that kept food from touching (iykyk!) The pool safety fence and locks on the doors were great. The bathroom door that leads to the pool didn’t have a higher up lock, but we just made sure an adult slept in that bedroom. Plenty of pool towels. They loved the treehouse bunk and toys to play with. The blackout curtains kept light out of the bedrooms so they didn’t wake too early. The hosts were great and always responsive. We had a fun stay!
Luxury villa rentals

Blue Paradise-15 Bdrms, Sleeps 32-Theater, GameRm
If I can give more than 5 stars, I would. My family and I felt right at home. From check in to check out, we were very pleased. Parmi’s home was bigger than I thought it would and accommodated my family of 20 with ease. The kids loved the heated pool, the arcade, the themed room with the slide, and the spacious flooring. Every adult was accommodated with their own room and bathroom which so top tier or myself. Not only will my family and I would be returning, but I just sent this home to my friends as well. Thanks Parmi.

DisneyMansion Golf Villa 10 KINGS @DisneyMansion
This booking was a last minute booking as another host canceled our stay 30 minute before checking only because I called to get the codes to the door. Ann and Lars to the rescue they accommodated my whole family in their spacious home and the rest was history. The place is clean and has plenty of beds to rest about 24 to be exact so if you traveling with a large party and need accommodations don’t hesitate to send them a message, they respond back pretty quick and are willing to work with you. The place was cleaned and the TVs are a plus when you back home from your adventures and want to catch up on your shows (Netflix) included. Again don’t hesitate to send them a message and see if it’s available. Thanks Ann and Lars for the accommodations. Great job making it feel homey.

Luxury Family Villa + Private Pool & 10 min Disney
My friends and I had a great stay at Joe’s place! The house was exactly as described—clean, comfortable, and well-equipped with everything we needed. The location was great, an easy drive to Orlando/ Kissimmee attractions. Joe was an excellent host—very responsive and helpful. We did have some issues with the cable and the AC at one point, but he quickly responded and addressed the issues; making sure we were comfortable throughout our stay. Overall, I definitely recommend this place to anyone looking for a great stay in Orlando/ Kissimmee!

*Private Resort Oasis: Golf-Front, Pool/Spa/Cinema
Michael’s place was very nice and spacious. Checking in and out was easy. We enjoyed the coffee station each morning, the spacious dining area with plenty of seating, and the play room which had a pool table and a movie screen sized tv to watch movies with amazing surround sound! We took an uber to the Disney parks for the 3 out of 4 days we were there. Make sure you bring the security card to come in and out of the gates for entry back in the Reunion area. We did not end up going to any of the Reunion resort pools. Although we were mostly busy and tired from the Disney Park days, we enjoyed a day at the jacuzzi and private pool with the pool basketball net at the house just relaxing.

Windsor Island Villa
The house was wonderful, and exactly as pictured. Comfortable for both kids and adults. The beds were comfortable and everything was spotless clean. There was a little miscommunication on pool heat, but the host was very responsive and remedied almost immediately which was greatly appreciated. The only real issue was traffic upon arrival. “Saturday is arrival day” is the only answer we got, as it wasn’t bad the rest of the week. We sat on the road outside of the resort for an hour waiting to get in after a long day of travel.

9BR/6BA Pool Resort Villa 5 mile to Disney #4049J
Everything was spectacular. The house was very large with plenty of space for all 16 of us. The location was great, the resort was beautiful, the pool and sauna were warm and lovely. When advising host we were short on towels and a kettle, he had both delivered within an hour. The house had 2 washers and dryers which was very helpful. We could not have asked for a better place to stay, we will definitely be back.

New Luxury 9-BR Villa w. Pool/SPA and Amazing View
George was a great host! We loved the place! It was very clean and comfortable. There were great entertainment amenities. It was a fantastic spot for our family vacation!

Luxury Themed Villa 9 BR | Close to Disney
We had an amazing week, and Jennifer and her team were fantastic! She provided thorough information about the property, how to access it, and all of the available amenities. The check-out process was easy and seamless. We would absolutely stay at one of her properties again.
Villa rentals with a pool

5bedroom,pool,18min to Disney, Kissimmee davenport
Very satisfied with our stay! Thank you Miguel for providing a clean, beautiful home for us to stay with our kids. ⭐️⭐️⭐️⭐️⭐️

Nr Disney Villa with private pool and cinema room
We had very few issues at Paula”s but when we did, it was very comforting to have a local maintenance contact we could call who were always responsive and helpful with local activities suggestions. If the opportunity comes again, we would stay at Paula”s.

4 Bedroom Villa - with Pool - Near Disney & More
This house is very comfortable! We have 5 kids and they all enjoyed using the pool and pool table. I recommend highly paying for the pool heat; more so for the evening swim. We still used the pool daily, but I will definitely ask to have it heated before we come next time. We felt very safe in this location. Clean, family-friendly surroundings. Easily accessible to all Disney activities! We also spent time in Clearwater and on the Atlantic coast. About 1.5 hours to Gulf or Ocean from her place. We will definitely be back!!❤️

Luxury Villa Pool/Spa 2 Masters, Highlands Reserve
10/10 would recommend this vacation home! Beautiful, spacious home with an awesome outdoor living area. We thoroughly enjoyed the pool and spa as well as the outdoor dining/fire table area that comfortably seated our entire family. The kids really liked the game room. The beds and pillows throughout the home were very comfortable. Dawn was a great host and she has fully stocked the house with all the supplies you could ever need. Plenty of extra towels, blankets, pillows, kitchen items, etc. She even keeps it stocked with a few convenient snacks as well as essentials like spices, coffee, tea, dishwasher tabs, dish liquid, cleaning supplies, etc. There are even little baskets in the bathrooms filled with things you may have forgotten such as toothbrushes, toothpaste, Q-tips, etc. Since we were there around Christmas time, there was a cute little Christmas tree, stockings and a couple of other decorations around the house. She really has thought of everything!

4-bed villa w/ beautiful pool 15 mins from Disney!
It felt right at home from the moment we arrived to the minute we left. Every thing was clean, comfortable and overall a wonderful experience. We would definitely stay there again. Thank you for your hospitality in letting our family stay in your beautiful home. Brittni

Home in Davenport FL, near Disney
The house was spacious in a convenient location and exactly what we were looking for.

Sharedale Lakeside Villa
Spacious house within 25 minutes of the Disney Parks. Liliana was very responsive to all emails and was a pleasure to deal with.

4 Bedroom Villa with Private Pool Near Disney!
We really enjoyed our stay with our daughter and grandchildren. The house had everything we needed for the week. We had no complaints. Location was really close to all parks we visited as well as restaurants. We also felt comfortable to take a nice long evening walk with the babies, the neighborhood was very friendly.
Quick stats about villa rentals in Windsor Hills, Four Corners
Total rentals
140 properties
Nightly prices starting at
$110 before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
130 properties have a pool
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Disney's Animal Kingdom Theme Park
- SeaWorld Orlando
- Disney Springs
- ESPN Wide World of Sports
- Universal Orlando Resort
- Reunion West
- Amway Center
- Kissimmee Lakefront Park
- ChampionsGate Golf Club
- Epcot
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Magic Kingdom Park
- Blue Spring State Park
- Aquatica
- ICON Park
- Island H2O Water Park
- Streamsong Resort
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