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House holiday rentals in Windsor Hills, Four Corners

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Popular amenities for Windsor Hills, Four Corners house rentals

House rentals with a pool

Guest favourite
Home in Kissimmee
4.92 out of 5 average rating, 49 reviews

Luxury Poolside Escape w/ Pergola & Spacious Yard

AmiRating, 5 stars3 weeks ago
We enjoyed our stay and loved the place! Getting in and out of the house was especially easy. Would definitely book again if we are ever in the area.
Guest favourite
Home in Davenport
4.91 out of 5 average rating, 124 reviews

The Shire -Private Pool & Hot Tub, Close to parks!

JenniferRating, 5 stars3 months ago
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.
Superhost
Home in Davenport
4.86 out of 5 average rating, 21 reviews

Beautiful stylish Home in Davenport

JodiRating, 5 stars2 months ago
We came here to celebrate my son's 16th birthday with two of his friends. He was really wanting to swim (in January) so I was on the search for a house with a heated pool that could accommodate all of us. The check in instructions were excellent and we really loved the home. The boys spent alot of time at the pool, hot tub, and in the garage playing pool and other games. I loved the fireplace. It was a beautiful home in a great location close to many restaurants and not far from theme parks and such. The only cons are that there were barely any forks or teaspoons to use, but we really didn't need them since we mostly had fast food. Also, remember to bring your own bars of soap. I guess I'm just used to other places having some for the guests. Not big issues but I figured it was worth mentioning so you can be prepared.
Superhost
Home in Kissimmee
5 out of 5 average rating, 4 reviews

Disney Beautiful Home Pool and Spa

TammyRating, 5 stars3 weeks ago
Mariela replied to any questions within 10 minutes or less. A spacious home with 4 bathrooms. What really is telling of a good host is how they respond to an issue you are experiencing with your stay. Mariela responded back to us within minutes and continued to communicate with us until the issue was solved with a positive outcome. That to me is a super host!
Guest favourite
Home in Davenport
4.94 out of 5 average rating, 16 reviews

Casa El Paraiso pool house w| 5 bedrooms.

MiracleRating, 5 stars4 days ago
This place was absolutely fantastic... I would definitely stay again. The hosts were very responsive when needed... Amazing place to stay and enjoy... we had a family of 9 and still had more then enough room. Place was very very nice!!!!
Guest favourite
Home in Davenport
4.95 out of 5 average rating, 21 reviews

Retreat Race

JoshuaRating, 5 stars4 weeks ago
Everything was great. No issues
Superhost
Home in Davenport
4.81 out of 5 average rating, 179 reviews

4BR-2KingMasters-Private Pool-Spa*-Fully Remodeled

PaulRating, 5 stars2 months ago
We were very satisfied with our stay. We were here for 1 month in January. Tatyana was always very responsive and considerate. One night the smoke alarms went off for some reason. The fire department was called and they suspected that the system was too old. Tatyana immediately had a handyman come in the next day and replace them all. Anyone’s house may need some minor maintenance from time to time. Tatyana has a regular routine of maintenance that she adheres to strictly. We felt very much at home. The property was clean. The provisions were more than adequate. Thank you Tatyana!
Guest favourite
Home in Clermont
4.9 out of 5 average rating, 41 reviews

Lake Vista Getaway

CaitlinRating, 5 stars1 month ago
Lake Vista Getaway is a beautiful home. It's located in a quiet neighborhood off Hwy 27. It’s conveniently located to grocery stores, restaurants, and more. We were in town for an event at Lake Louisa and the house was very convenient to the park. We also headed into Disney a few times and it was a short 25m drive, so very convenient. The house was fantastic. It was very clean and well maintained. Lots of space for a big group. The outside pool area is very nice and was a fun place for the kids to relax after a long day. It felt like home. Towels, basic paper products and dish cleaning items are supplied. There were good pans for cooking. Just a note to be prepared: it does not have some basic food supplies that some Airbnbs have (spices, salt and pepper, etc). Barnaby is a fantastic host! He was super quick to respond to my questions. Very kind and helpful! He clearly makes sure this home is well taken care of! I would highly recommend this home and Barnaby!

Weekly house rentals

Guest favourite
Home in Davenport
4.78 out of 5 average rating, 46 reviews

969T-Single Storey House 20 min from Disney 4 bed

JasmineRating, 5 stars4 months ago
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
4.84 out of 5 average rating, 181 reviews

Weekly Discount!8Br/6Ba Villa-Pool-Near Disney

AngelynRating, 5 stars4 months ago
The house was clean and very well kept. Plenty of room for me and my family! We enjoyed our stay and would definitely consider returning again!
Guest favourite
Home in Kissimmee
4.95 out of 5 average rating, 21 reviews

9001-WW 5 Bedroom ALL Suites Pool Home

AmberRating, 5 stars3 months ago
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.
Guest favourite
Home in Kissimmee
5 out of 5 average rating, 20 reviews

SUPER WOW- 8BDR|6BAs w/POOL & SICK LAKE VIEWs!

SaNiyaRating, 5 stars3 weeks ago
I had a great stay with friends & family to celebrate my birthday. The house is very clean and the hosts respond fast and helped me with any questions I had. They also provide more than enough essentials 😊. Will definitely love to stay again !
Superhost
Home in Kissimmee
4.9 out of 5 average rating, 123 reviews

5BD Windsor Westside Private Pool (WW 9025)

LydiaRating, 5 stars1 month ago
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
Guest favourite
Home in Davenport
4.92 out of 5 average rating, 12 reviews

BRAND NEW 10Bedrms/Sleeps22 At Windsor Island

KelsiRating, 5 stars2 weeks ago
Bruce’s place was great. We had a family of 11. There were enough rooms for everyone, and the place matched the pictures. This was our first time staying at a resort, and it was worth it. The only problem we had was the long lines getting into the resort(they could use a second entrance, but it did not impact our overall stay! We had questions for Bruce, and each time he answered in a timely manner!
Guest favourite
Home in Davenport
4.91 out of 5 average rating, 11 reviews

Spacious 4BR Near All Florida Attractions!

BlandineRating, 5 stars3 months ago
Evening was as depicted, we really enjoyed the home and the area is really quiet and really close to everything ! Thank you again Michelle for a seamless journey and we will definitely book again !
Top Guest favourite
Home in Davenport
5 out of 5 average rating, 81 reviews

5 ⭐️Gorgeous*Gated*15 Min.Disney*Wi-Fi*GameRoom

AmandaRating, 5 stars3 months ago
Excellent space. Close to Disney and other dining options. Nice, gated community. Will recommend!

Private house rentals

Superhost
Home in Davenport
4.76 out of 5 average rating, 67 reviews

Vacation home

JaniquaRating, 5 stars4 days ago
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
Superhost
Home in Four Corners
4.77 out of 5 average rating, 97 reviews

Jas Vacation Home

CarmenRating, 5 stars3 months ago
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.
Home in Davenport
4.5 out of 5 average rating, 12 reviews

Family house w/free WiFi, near Disney & Champion G

JustinRating, 5 stars13 months ago
The stay was fantastic. We would rent again. Nice neighborhood.
Top Guest favourite
Home in Davenport
4.89 out of 5 average rating, 153 reviews

Private Haven: Free Pool Heat & BBQ/5Bedroom/4.5Ba

NataliaRating, 5 stars3 weeks ago
Pam’s place was lovely and a perfect place for our vacation. The heated pool was very appreciated, and there were plenty of towels, blankets, soap, dishes, blankets etc. The house was exactly as pictured and very spacious. Pam was very helpful with instructions and checked in regularly. We had no issues during our stay but we felt if anything did occur Pam would have been responsive which was nice to know. We would definitely recommend this place and would stay again if we came back to Orlando.
Superhost
Home in Kissimmee
4.89 out of 5 average rating, 27 reviews

Pelican House

JessicaRating, 5 stars2 months ago
Our family had a great stay at The Pelican House. Donna was very responsive and friendly. The house matched its description. Very clean, comfy beds and close to all the parks. Thank you for the outstanding stay.
Superhost
Home in Kissimmee
5 out of 5 average rating, 4 reviews

Sleeps 10 * House + Apt *Pool*Near Disney*GolfView

FrancisRating, 5 stars40 months ago
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 Davenport
4.59 out of 5 average rating, 44 reviews

Entire House Davenport My Dream House

HectorRating, 5 stars8 months ago
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 reviews

Stylish Lakefront Cottage Large South Facing Pool

CarrieRating, 5 stars24 months ago
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!

Quick stats about house rentals in Windsor Hills, Four Corners

  • Total rentals

    340 properties

  • Nightly prices starting at

    $126 AUD before taxes and fees

  • Total number of reviews

    8.1K reviews

  • Family-friendly rentals

    340 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    340 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Four Corners
  6. Windsor Hills
  7. House rentals