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
Get the amount of space that is right for you
Popular amenities for Windsor Hills, Four Corners house rentals
House rentals with a pool
Home in Kissimmee
4.91 out of 5 average rating, 45 reviewsLuxury Poolside Escape: 3BR, 2BA w/ Large Driveway
I had an incredible experience at this Airbnb! The place was clean, cozy, and had everything I needed. The location was perfect, and my host was super friendly and helpful. I loved the outdoor space for relaxing. I can’t wait to go back for another amazing stay! Highly recommend!
Home in Davenport
4.91 out of 5 average rating, 124 reviewsThe Shire -Private Pool & Hot Tub, Close to parks!
This home has such a great layout. Monica was a wonderful and attentive host. This location is close to everything Orlando has to offer. The pool and hot tub were lovely. This home looked even better in person. The beds and pillows were so comfortable. We cannot wait to come back.
Home in Davenport
4.82 out of 5 average rating, 11 reviewsSplash & Play ~ Poolside Bliss ~ 15 Mins to Disney
Amazing and beautiful house. Everything was up to par and some more
Home in Davenport
4.83 out of 5 average rating, 18 reviewsBeautiful stylish Home in Davenport
The home was perfect, it was clean, private and fun. I enjoyed the spacious pool area and speakers to play music. We also enjoyed playing pool the neighborhood is quiet and a gated community. I would definitely return again!
Home in Davenport
5 out of 5 average rating, 7 reviewsCasa El Paraiso pool house w| 5 bedrooms.
Henry and Jaileen were accommodating and had the place well prepared for our stay
Home in Clermont
4.92 out of 5 average rating, 142 reviewsStylish Villa Private Pool-SPA Near Parks Disney!
Bringing my family of 5 this house gave us plenty of room to get away from each other when needed. Also had things to bring us together and enjoy our time.
Home in Kissimmee
4.82 out of 5 average rating, 114 reviewsPool House in Kissimmee
this my second year in a row at the Florida classic and I love this air bnb..I'm getting it again next year...it's safe and peaceful.. and the price is amazing..next year will make the 3rd time i stayed there i love it
Home in Davenport
4.94 out of 5 average rating, 16 reviewsCarrera retreat
Thank you for helping me on my amazing family trip . We felt right at home . kids enjoyed the pool every day after you turned on the heater “thanks for coming in such short notice by the way” Amazing home already looking for next trip to book it ! .
Weekly house rentals
Home in Kissimmee
4.83 out of 5 average rating, 12 reviewsSUPER VILLA - 7BDR|5.5BAs POOL & THEME ROOMs!
Place was beautiful, Justin was amazing very friendly and fast in responding one of the best properties we have stayed in the area!!!!
Home in Kissimmee
4.95 out of 5 average rating, 20 reviews9001-WW 5 Bedroom ALL Suites Pool Home
Beautiful home, very welcoming, and cozy home to be in. This home was just as nice in person than the pictures. 10/10 stay and would recommend this nice home.
Home in Davenport
5 out of 5 average rating, 3 reviews2024 Brand NEW 10Bdrms/7Bath At Windsor Island
the house was beautiful my family liked the kikitchen and the dining 🍽
Home in Clermont
4.97 out of 5 average rating, 174 reviewsCaribe Villa Brisa- Disney is only 6 miles away!
We love staying here as it is so relaxing but within so many good restaurants and things to do. The house is clean and beautiful. We spent most of time in the pool and spa. This is our second time staying here because we like it so much! Randy and Barb are great and so responsive!
Home in Kissimmee
4.9 out of 5 average rating, 120 reviews5BD Windsor Westside Private Pool (WW 9025)
Nice space for a group of 5 adults
Home in Kissimmee
4.89 out of 5 average rating, 131 reviews6BR Disney Vacation Home w\2 Suites Pool + Hot Tub
We had a really nice stay at Troys house. Troy has everything a group needs for their stay. The place was very clean. The home is well laid out for large groups. And the community center is a really nice benefit. I highly recommend choosing this home for your visit to Orlando.
Home in Davenport
5 out of 5 average rating, 6 reviewsBRAND NEW 2024 10Bedrms/Sleeps22 At Windsor Island
The house was incredible for our family vacation! It was very clean and we had a great time during our stay. The host was responsive and helpful with any question I had. Highly recommended staying here. It was close to nearby grocery stores and fast food, convenient location! The resort had great amenities such as pool and mini golf, something for everyone!
Home in Davenport
5 out of 5 average rating, 79 reviews5 ⭐️Gorgeous*Gated*15 Min.Disney*Wi-Fi*GameRoom
We stayed at Eric's place for a week during our Disney vacation in Orlando. The place was exactly as described and was very spacious and clean. The pool was clean and we enjoyed swimming on couple of days when we were not visiting the parks. The kitchen was well stocked and had all needed appliances and utensils. The house is in a gated community and is peaceful and safe. Disney parks are about 20-30 mins drive and there are plenty of grocery stores and restaurants nearby. Eric provided all the instructions beforehand and there was no issues checking in. Overall it's a great place to stay and would recommend it to anyone visiting Orlando.
Private house rentals
Home in Davenport
4.78 out of 5 average rating, 45 reviews969T-Single Storey House 20 min from Disney 4 bed
Loved this property, it had everything we needed for a thanksgiving weekend. Publix was 8 mins away, very large driveway. And they supplied the bathrooms with plenty of tissue paper. A lot to do on the property such as fire pit and game room
Home in Kissimmee
5 out of 5 average rating, 7 reviews3840 Supreme Trendy Place
Bruna has been incredibly responsive for our stay. No issues whatsoever, thanks a ton.
Home in Kissimmee
4.88 out of 5 average rating, 25 reviewsPelican House
Had a great month long stay. Took a daily walk on the walkway throughout the community. The home is set up nicely and the lanai is a great place to sit outside with a pet.
Home in Kissimmee
5 out of 5 average rating, 4 reviewsWow House PLUS Apartment*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.
Home in Kissimmee
4.81 out of 5 average rating, 101 reviewsLuxury vacation house near Disney World
Host is very reasonable, very communicative. Great place for big groups. Definitely recommend.
Home in Davenport
4.6 out of 5 average rating, 43 reviewsEntire House Davenport My Dream House
An excellent, very cozy place to spend a vacation both inside and outside the hotel. Very nice, excellent place. I hope to visit this place again and find it available. Thank you very much.
Home in Kissimmee
5 out of 5 average rating, 24 reviewsStylish Lakefront Cottage w/Huge South Facing Pool
This was a beautiful place to stay. Close to all the Disney parks and Universal Studios. The gated community is very quiet and peaceful. Sitting out by the pool, or in the hot tub was the best. Great location with tons of restaurants and Wal-Mart close by. Charles & Jo were wonderful host and very responsive. Checked in during the stay just to make sure everything was going well and we didn’t need anything. I would definitely stay here again next time I was in the area. Thanks Charles & Jo for a wonderful Disney experience!
Home in Four Corners
4.82 out of 5 average rating, 141 reviewsLux 7 Bdr~Private Pool ~Golf at Champions Gate
Great hosts! Spacious and clean house. Everything was perfect! We had a wonderful time with the family. We had to rescheduled twice because of the hurricane and every time the communication was great!
Quick stats about house rentals in Windsor Hills, Four Corners
Total rentals
340 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
8.1K reviews
Family-friendly rentals
330 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
340 properties have a pool
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