FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool

Kissimmee, Florida
$305 avg/night Minimum Stay 4 Nights
Bed 5

Bed

Bath 5

Bath

Home Villa

Property Type

Sleep 10

Max Sleeps

Night 4 nights

Min Stay

✨ Your Dream Disney Vacation Starts Here ✨

Welcome to your perfect getaway at Windsor Hills Resort, the closest 5-star resort to Walt Disney World — just 2 miles away! Our newly upgraded 5-bedroom, 5-bathroom luxury villa offers the space, comfort, and magic every family deserves.

A Home Designed for Magical Memories

Step inside and discover a bright, beautifully refreshed villa that sleeps up to 10 guests in style and comfort. The villa has been thoughtfully updated — from fresh paint and new bedding to themed bedrooms your kids will adore!

“Despicable Me” and “Encanto” themed bedrooms

70” LG HD Smart TV with Soundbar in the living room

Private south-facing pool and raised spa with an extended sun deck — perfect for BBQ nights evenings

️ Space for Everyone

This spacious retreat features:

3 King Bedrooms (all with their own en suites and closets)

2 Twin Bedrooms (with fun, kid-friendly themes)

Each bedroom has its own TV with cable, plus ceiling fans and air conditioning throughout for total comfort.

Fully Equipped Kitchen

Cook up a feast in your fully stocked kitchen with top-of-the-line stainless steel appliances, a French-door refrigerator, dishwasher, and everything you need — cookware, utensils, glassware, and even plastic cups for poolside dining.

Enjoy breakfast at the nook or bar counter, or gather for family dinners in the formal dining area.

Endless Entertainment

When you’re not at the parks, enjoy hours of fun right at home!

Full-size 8ft slate pool table

Air hockey and Foosball tables

A selection of books, board games, and more

All the Comforts of Home

We’ve thought of everything so you don’t have to:

Full-size washer and dryer

Towels and linens provided

Pack ’n' Play, strollers, high chair, and stair gate — all free of charge

Free high-speed WiFi

Perfect Location in Windsor Hills

Our villa is ideally located just a short stroll from the clubhouse and right across from the children’s playground — the best spot in the resort!

Windsor Hills Resort Amenities

Enjoy resort-style living with access to:

24-hour gated security

Clubhouse with HD movie theater, fitness center, and games room

Massive heated lagoon pool with 2 huge water slides

Tennis, basketball, and volleyball courts

Putting green, BBQ area, and scenic walking trails

On-site marketplace and café

✨ Why Stay With Us

Skip the cramped hotel room and enjoy a full luxury home where everyone has their own space — and every day ends with a dip in your private pool. Spend your mornings at Disney, come home for a relaxing swim and lunch, then head back to the parks for the evening fireworks.

No hidden fees. Just magical memories waiting to happen.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2850 Sq Ft (265 Sq M)
  • KITCHEN

    Blender Coffee/tea Maker Cookware/dishes/utensils Dishwasher Electric Kettle Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Required Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Outdoor Furniture Patio
  • POOL/SPA

    Fence Around The Pool Hot Tub Outdoor Pool Private Pool Shared/communal Pool
  • BATHROOMS

    5 Bathrooms Bathtub Or Shower Hair Dryer Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Fishing Nearby Fitness Center Fitness Facilities Nearby Golf Nearby Golfing On Site Hiking Nearby Hiking/biking Trails Nearby Sailing Nearby Swimming Nearby Tennis On Site Theme Parks Nearby Water Park Nearby
  • ENTERTAINMENT

    Arcade/game Room Foosball Table Games Music Library Pool Or Billiards Table Video Library Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware Children's Games Children's Toys Highchair Playground Stair Gate Travel Crib
  • LOCATION HIGHLIGHTS

    In A Rural Location Near A Hospital Near Outlet Shopping
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Phone Safe
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Ricatdo A.

    Submitted Dec 28, 2025

    Stayed Dec 24, 2025

    Everything was excelent

  • Annette S.

    Submitted Dec 24, 2025

    Stayed Dec 20, 2025

    The house was open, high ceilings, plenty of space for all of my family. The amenities were used daliy and very appreciated. Very clean and close to everything we wanted and needed. Very peaceful neighborhood/community which was great. Our host was wonderful and available at all times. Others should take note. We would all love to come back again!

  • Kate M.

    Submitted Nov 18, 2025

    Stayed Nov 7, 2025

    House was as described, location is excellent for the Disney parks. John was easy to work with.

  • David P.

    Submitted Oct 8, 2025

    Stayed Sep 26, 2025

    Had a great stay. Home accommodations were all in all good. Had an issue with the hot tub heater initially. Someone came out and repaired pretty quickly. Location was close to many great eating options. Host was responsive.

  • Heather W.

    Submitted Sep 16, 2025

    Stayed Aug 29, 2025

    Perfect rental for a large family

  • Emily D.

    Submitted Aug 6, 2025

    Stayed Aug 3, 2025

    We had a great visit. House was clean and neat, just as pictures showed. Owners were very easy to get into communication with.

  • Colin E.

    Submitted Jul 27, 2025

    Stayed Jul 5, 2025

    Our stay in this villa was wonderful. Villa could not be faulted in any way. Check in and villa entry easy. All information stated was correct and any questions before and during booking answered quickly and honestly by John, a fantastic host. A couple of issues arose during stay but sorted within minuets, not hours, with a very efficient maintenance setup. I would highly recommend this villa to anyone. If I return to Orlando I would not hesitate to book this villa again. FANTASTIC

  • Lavadar C.

    Submitted Jun 30, 2025

    Stayed Jun 25, 2025

    The pictures didnt show the real beauty and how spacious the house was. The only negative I had was there's no handrails for the pool so it's hard for me to get on and out of the pool due to a disability with my foot. This has no bearings on the house just a personal issue for me. The children LOVED the pool to the point they didnt go to the community pool so I cant give a review on the common area. I will gladly stay at this property again.

  • Andrew S.

    Submitted Jun 28, 2025

    Stayed Jun 20, 2025

    This property had everything we needed. The owner was exceptionally fast at responding to questions and did everything possible to make our stay as comfortable as possible. We would definitely stay here again!

  • jennifer L.

    Submitted May 4, 2025

    Stayed Apr 30, 2025

    Everything was really really great about the house, location. Having three king bedrooms all with private baths worked great and the kids loved the themed bedrooms. My only critique is we had to buy additional TP, there was only one roll of paper towels and not much soap, shampoo etc… thinking it was provided, one little tube for four nights was not enough. Also, we were expected to start a load of towels (which is totally fine) but no laundry detergent. Thankfully my daughter in law brought some powdered detergent. The kids big and small, all loved the house and was plenty of room for our family of nine.

  • Rob F.

    Submitted Apr 14, 2025

    Stayed Mar 27, 2025

    We've just returned from 2 weeks staying in this villa. It's been a great place for us - we were impressed by the cleanliness of the place and how accurate the pictures were in capturing what the property is like. Kitchen was well stocked with all the tools needed and the villa was well furnished throughout. I'm struggling to think of anything we were disappointed by.We enjoyed the pool facilities very much - pool heating as an extra is essential, and has a hot tub which works really well. I've had various communications with John since booking this villa, each time messages were responded to quickly and helpfully. It's been an ideal experience of using Vrbo, and we were really glad we booked this place. Windsor Hills itself is set up for holidaying families like ourselves. We actually didn't use the communal facilities as much as we originally expected, but when we did we were happy with the large communal pool (it was incredibly warm!) as well as the 'market place' which sells essentials as well as a selection of take out food (not amazing food but good enough).Having not used Vrbo before and with this property having relatively few reviews compared to others, there was a bit of apprehension of what we'll encounter - fortunately you can be assured it is genuine and John (the owner) is a genuine and decent person.I'm sure we'll return to Florida in the future, and when we do this place will definitely be on our shortlist.

  • Amanda H.

    Submitted Mar 21, 2025

    Stayed Mar 12, 2025

    We loved our stay at John and Ciara’s home in Windsor Hills! It was the perfect location- close to Disney Parks, a walmart and lots of restaurants. The house was equipped with everything we needed and very clean. We enjoyed days and evenings in the pool and hot tub. John was an excellent host! He was quick to respond to any questions we had and was very helpful.

  • Jennifer C.

    Submitted Mar 20, 2025

    Stayed Mar 5, 2025

    We were very happy with our stay at your rental house. Very clean and well maintained. Communication with John was very good as well the people that look after the property were very attentive. We needed to call them once and they showed up right away and looked after us. I would stay here again for sure. We did not use the resort amenities but the pool on the website looks much larger than it actually is.

  • Michael S.

    Submitted Mar 14, 2025

    Stayed Feb 27, 2025

    House was great

  • Donna W.

    Submitted Feb 21, 2025

    Stayed Feb 12, 2025

    Property listed accurately. Host responded quickly to questions. Great location to walk to pool/waterpark. Convenient drive to Disney.

  • Katie B.

    Submitted Dec 3, 2024

    Stayed Nov 23, 2024

    Excellent house that is just as described in a desirable neighborhood! Fantastic access to Disney (15 minutes door to door) that felt like it was a peaceful paradise! Community pool and hot tub was excellent and easy to walk or drive to. Hot tub and pool at the house was nice, but not super warm even with the heat. We used it during our down days, but not at night. Great kitchen that had everything you needed to cook and prep meals. Would definitely stay here again!! Great home for multiple generations - three first floor bedrooms with bathrooms. Highly recommend!!

  • Jane S.

    Submitted Sep 13, 2024

    Stayed Sep 3, 2024

    The property was clean, comfortable and well furnished. The location was great and John was easy to deal with. Highly recommend

  • Brady S.

    Submitted Jul 24, 2024

    Stayed Jul 15, 2024

    This home is situated conveniently to local shopping, grocery, and Disney parks. John was easy to contact and quick to respond. The house was as described and was neat and clean.

  • Lauren L.

    Submitted Jun 30, 2024

    Stayed Jun 17, 2024

    We just had a fantastic stay at this property! The location was perfect, and the accommodations were superb. We particularly enjoyed the pool, hot tub, and resort amenities, which made our stay even more enjoyable. A couple of minor suggestions for improvement: the master shower downstairs has a bit of a whistling sound, especially when someone is using the shower upstairs. Updating the shower heads to more modern ones would be a great enhancement. Overall, our experience was wonderful

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Total

Includes taxes and fees
$305+
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