
House vacation rentals in Windsor Hills, Four Corners
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Top-rated house rentals in Windsor Hills, Four Corners
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Windsor Hills, Four Corners house rentals
House rentals with a pool

Luxury Poolside Escape w/ Pergola & Spacious Yard
This place was perfect for us! It was super clean and comfortable, and nicely furnished and decorated. The beds were very comfortable. We all slept very well! We liked the quiet neighborhood and felt safe there. We enjoyed our stay!

The Shire -Private Pool & Hot Tub, Close to parks!
Monica was very responsive when we had an issue with one of the bathrooms and got it promptly fixed! We have stayed at this house previously and love the location and amenities. We will be back!

Beautiful stylish Home in Davenport
If you enjoy visiting Orlando as much as I do, it’s really important to stay at a private house with a private pool. Nothing beats a long day at Disney followed by jumping in a pool at 2 AM. Guerline has thought of everything with this property, I cannot say enough to thank her for the hospitality.

Disney Beautiful Home Pool and Spa
My family and I have a wonderful time at this place. All updated appliances, very clean, everything was just as we expected if not better! If I had a question she would reply in minutes! I would recommend staying here, you will not be disappointed. I hope she has an opening for when we come back in a couple months, beautiful place!

Stylish Villa Private Pool-SPA Near Parks Disney!
Guillermo was an amazing host with a beautiful location. 10/10 would visit again.

Pool House in Kissimmee
Everything was great. We came down to see our granddaughters on spring break. Usually don’t want to swim,this time they did. Wish I would have spent the money to heat the pool. They enjoyed playing pool and wanted to play air hockey but no puck but amazon took care of that. The master on one end and other bedrooms on the opposite end was a big plus for we got up earlier so we didn’t wake them. Would definitely recommend and would love to come back next year.

Retreat Race
Beautiful, spacious and clean home. Great stay. Hope to be back in the future.

4BR-2KingMasters-SpaHeat-Private Pool-Remodeled
Tetyana’s place was very clean, welcoming, and felt like home away from home. It was conveniently located near Disney and easy to access. The bed was very comfortable and I slept like a baby. The master bath was a great way to unwind and relax after walking over 10,000 steps at the Disney parks. We LOVED the jacuzzi/pool combo and how secluded it was. Very quiet neighborhood, responsive host, and easy check-in. We’ll be back. :)
Weekly house rentals

7 BD/ 5.5 BA Sleeps 18! Windsor Cay (16200SK)
The home was absolutely beautiful and spotless! What my son loved most was the slide in the room—he played on it all day and night. The game room was also amazing and kept everyone entertained. We really enjoyed the pool and the chance to relax and enjoy quality time as a family. Everything was perfect, and we will definitely be booking again—just for that awesome slide!

969T-Single Storey House 20 min from Disney 4 bed
Tatiana is an excellent professional, friendly, she is attentive to all the requirements. The house is spacious, bright and with all the details for a comfortable and pleasant stay Nothing negative to mention, on the contrary

9001-WW 5 Bedroom ALL Suites Pool Home
Found this air b&b last minute and late due to having to leaving our precious air b&b. Magic was very helpful and responsive on such short notice. I’m so thankful we found this place my kids absolutely loved it and they will remember it forever! It was very clean. They were also very accommodating. Had an issue with the dishwasher but it was quickly fixed. We absolutely loved it, thank you again!! You made our vacation amazing. Perfect house for our Disney Christmas surprise. We will be back.

7 Bd/ 5.5 Ba Sleeps 18! Windsor Cay (16200SK)
Home space was excellent. Looked just like the pictures in the description. Stores & restaurants close by. Overall great, will be using host again.

SUPER WOW- 8BDR|6BAs w/POOL & SICK LAKE VIEWs!
We had an amazing stay!! The Airbnb exceeded our expectations and is absolutely gorgeous. Andres and the other hosts responded quickly when we needed them. I highly recommend this Airbnb!!

LARGE 6 BDR Home | Private Pool | Close to Disney
We had an amazing time at the house everything was perfect !!! We had our pool heated last minute and it was perfect ! The grill was clean , property security was perfect and very informative as well ! The rooms were beautiful & we absolutely can not wait to rebook for next spring break our group of 10 felt happy , safe & very well rested ! The neighborhood was nice , quiet and very clean ! Can’t wait to do it again !!! This place deserves more then 5 stars ❤️

5BD Windsor Westside Private Pool (WW 9025)
Jose is very friendly and respond most of the time within 15 minutes. Easy to talk to. We loved the place. We were already familiar with the subdivision and the area. We were with 6 and had plenty of rooms and bathrooms

BRAND NEW 10Bedrms/Sleeps22 At Windsor Island
Our stay was fantastic!! Close to all the parks, but with all the amenities here, you can enjoy your entire stay within the community! Perfect for large groups with kids! Game space upstairs is awesome! Would love to stay here again when we are in the area. Highly recommend!
Private house rentals

3840 Supreme Trendy Place
Bruna has been incredibly responsive for our stay. No issues whatsoever, thanks a ton.

Dream vacation, near Disney
What an incredible stay we had at Rosario's place! We even extended 2 extra nights. Rosario was responsive, helpful, and so kind - she even left a birthday balloon and some treats for my mom's birthday! The house was impeccable and they were great about everything, from changing dates to heating the pool, and keeping it clean, and the pool was a perfect balmy respite. The next time we're in town (and we will be, this is our old neighborhood!), we will definitely try to book here again. Can't wait to come back!

Vacation home
Me and my Family enjoyed our days there! Miguel was very friendly and nice and welcome us to a little welcome gift I mean who dosen’t love chocolate

Jas Vacation Home
Great place for my family to spend Christmas together. The place had enough space, quite, easy access, and mostly the kitchen space was more than enough to cook a holiday dinner.

Private Haven: Free Pool Heat & BBQ/5Bedroom/4.5Ba
Pam’s place was perfect for our family vacation to Disney. It was in a quiet neighborhood and it was perfect to have a space to come back to after long days at the park, and the pool was everything we were looking for. Thanks again Pam for making our trip so magical :)

Pelican House
We stayed at the Pelican House for three whole months. This home worked well for our extended stay because of its proximity to restaurants, groceries and Disney World! The neighborhood was quiet pretty much every night and having the open green space in the back was really nice, especially when the Sandhill Cranes came by in the mornings. They were awesome to watch. Donna was very responsive to any questions or concerns we had during the stay. She would reply within 10 minutes usually. The biggest benefit for us was proximity to Disney World. We could leave the house and be at the parks within 15-20 minutes most days. Traffic coming back from Disney was typically a challenge, though I feel the whole area in Kissimmee would be the same. All in all, we would absolutely stay at the Pelican house again for any future long-term stay in that area. It worked great for our needs this trip! Thanks Donna!!

Sleeps 10 * House + Apt *Pool*Near Disney*GolfView
Walk in the door of the main house and first thing is “wow.” Spaciousness and high ceilings and the view all the way through to the back windows of the golf course was impressive. Neighborhood very walkable and safe Little traffic within the complex for kids. Nice to have easy driveway parking right out front for unloading. Plenty of space to fit my people. Nicely decorated and not full of a bunch of bling on end tables and shelves that the kids would run into and break. I was not just clean but had a sense of clean, design-wise, with the modern but comfy furniture, giant kitchen island, table surfaces… all that and, again, the spaciousness gives you the ability to breathe! But it still had a homey feel – way better than a hotel setting where we would have all been on top of each other. The cute coffee station was a really nice touch with everything you needed right there in one spot off the kitchen. Because the house is set back on the property it was like a real get-away, and with the guest house, my parents were able to have their privacy and we could have ours – when we needed it. The guest house is exactly what they needed. Separated from main house it is perfect for the grandparents to spend alone time with the kids for a while. But it’s also like a real house by itself! Very open and comfortable – and a great view of the action in the pool and courtyard. Pool is just big enough to enjoy and with the protective fence, you don’t really have to worry about the kids running around in the yard – that was also a nice touch. And even though there’s a Wa Wa right outside the complex gate, for quick lunches and coffee – and gas – we discovered an area ChampionsGate, a suburban community with all the restaurants and shops and places to do errands. About a 5-10 minute drive. Lastly, I really liked the big walk-in shower, and my partner absolutely loved the big tub – all that in the en suite bathroom off the master bedroom. It was out of the way and private – like our own a retreat spot.

Peaceful 3BR Oasis: Private Pool
We had a blast ! Loved the house
Quick stats about house rentals in Windsor Hills, Four Corners
Total rentals
340 properties
Nightly prices starting at
$111 CAD before taxes and fees
Total number of reviews
8.2K reviews
Family-friendly rentals
330 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
330 properties have a pool
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Disney Springs
- SeaWorld Orlando
- 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
- Blue Spring State Park
- Magic Kingdom Park
- Aquatica
- ICON Park
- Island H2O Water Park
- Streamsong Resort