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Windsor Westside Private Oasis, Pool/Spa, By Disney

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Relax in the comfort of the living room, with plenty of plush seating
This Bedroom has King-Sized Bed with a Crib for your Baby
Dive into our Private Swimming Pool
Our home from the outside
Dine with your family in our dining area with two dining tables

Reviews

9.0 out of 10
Wonderful
8 bedrooms6 bathroomsSleeps 18375 sq m

Popular amenities

  • Parking available
  • Air conditioning
  • Hot tub
  • Gym
  • Dryer
  • Washer

Explore the area

Map
Kissimmee, FL
  • ChampionsGate Golf Club
    ‪12 min drive‬
  • Mystic Dunes Golf Club
    ‪14 min drive‬
  • Disney's Animal Kingdom® Theme Park
    ‪20 min drive‬
  • Kissimmee, FL (ISM-Kissimmee Gateway)
    ‪41 min drive‬

Rooms & beds

8 bedrooms (sleeps 18)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

1 Single Bed and 1 Double Bed

Bedroom 6

1 Single Bed and 1 Double Bed

Bedroom 7

2 Double Beds

Bedroom 8

2 Double Beds

6 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Bathroom 6

Spaces

Kitchen
Outdoor play area
Dining area

About this property

Windsor Westside Private Oasis, Pool/Spa, By Disney

Welcome to the Luxury Oasis at Windsor at Westside! This fully furnished vacation rental home features eight bedrooms and six bathrooms. It is not just a rental—it's an unforgettable experience waiting for you!

Upon entering, you'll be greeted by a grand foyer with soaring high ceilings, setting the stage for an extraordinary stay. The spacious great room seamlessly connects to a fully equipped kitchen featuring granite countertops, stainless steel appliances, and everything you need for gourmet meals or quick snacks.

Each bedroom is beautifully appointed with custom decor and themes, ensuring comfort and style. The downstairs master suite offers direct pool access and a luxurious bathroom with a double vanity, garden tub, and walk-in shower.

Upstairs, enjoy a spacious loft transformed into a game room, along with two additional master suites and four more bedrooms with two full bathrooms—plenty of space for everyone to spread out and relax.

Outside, discover your private paradise with a swimming pool and relaxing spa, perfect for unwinding after a day of adventure.

Bedroom/Bed Sizes:
Master 1 - King (Downstairs)
Suite 2 - King (Downstairs)
Suite 3 - King (Upstairs)
Bedroom 4- King(Upstairs)
Bedroom 5 - double and a twin/single (Upstairs)
Bedroom 6 - double and a twin/single (Upstairs)
Bedroom 7 - 1 Single and 1 Double (Upstairs)
Bedroom 8 - 2 Double (Upstairs)

Parking:
You can park up to 2 cars in the driveway

**Please note that, in accordance with resort policy, a maximum of 4 vehicles is permitted for this home, including any visitors.**

Experience resort-style living in this manned gated resort with 24/7 security features an 8,000-square-foot clubhouse, heated pools, a lazy river, water slides, a fitness center, and more. Located just minutes from Walt Disney World and Universal Studios, you're perfectly positioned to explore Orlando's best attractions, shopping, and dining.

Water features include:
• Lazy river
• Zero entry pool
• Heated spa
• Kids’ water slide playground,
• Private poolside cabana rentals

Recreation amenities include:
• Sand volleyball court
• Hardcourt Basketball

Other things to note:
*All guests can enjoy the resort amenities free of charge.

*Pool and Spa heat is an additional $40 per night and must be on for the duration of your stay. If the stay coincides with extremely cold temperatures, the pool may not heat all the way to the desired temperature.

-Please note that a professional pool technician visits once weekly at unannounced times for maintenance and cleaning, ensuring the pool meets safety standards. The technician enters the property from outside the home/exterior lanai and does not enter indoors.

*Please note that this home is considered to be self-catering. We do provide complimentary items to start your trip including one trash bag, toilet paper, paper towels, and dish detergent for your use. For additional supplies you may need to consume during your stay, you may purchase them from the nearby local markets.

*There is no usable BBQ grill on the property. A BBQ grill with propane can be rented and delivered for your entire stay by a local vendor for an additional charge. If you may be interested, please let us know and we will provide you more information for setup.

*Please note that, in accordance with resort policy, a maximum of 4 vehicles is permitted for this home, including any visitors.

*Please note beginning January 2025, the resort will charge $20 per vehicle for parking and access to resort amenities during your entire stay (not per day) and is nonrefundable.

*Pets are NOT allowed.

*Smoking is not allowed inside.

*Parties and events are prohibited

*The HOA of the vacation home resort community this home is located in has strict quiet time rules after 10:00 pm

If the home is not available for your desired travel, please click our FunStay profile to view similar homes that might fit your vacation. We look forward to hosting you!

Property manager

FunStay Homes

Languages

English

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Kissimmee

Located in Kissimmee, this holiday home is near theme parks. Old Town and Disney Springs™ are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park. Travelling with kids? Don't miss Disney's Hollywood Studios® and Disney's Blizzard Beach Water Park.
Map
Kissimmee, FL

What's nearby

  • Highland Reserve Golf Club - 8 min drive - 4.6 km
  • ChampionsGate Golf Club - 12 min drive - 8.6 km
  • Mystic Dunes Golf Club - 14 min drive - 10.6 km
  • Disney's Animal Kingdom® Theme Park - 20 min drive - 17.1 km
  • Reunion Resort Golf Course - 20 min drive - 13.9 km

Getting around

  • Kissimmee Station - 33 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 41 min drive

Restaurants

  • ‪McDonald's - ‬9 min drive
  • ‪Culver's - ‬8 min drive
  • ‪Taco Bell - ‬8 min drive
  • ‪Best of British Cafe - ‬9 min drive
  • ‪IHOP - ‬8 min drive

Frequently asked questions

Does Windsor Westside Private Oasis, Pool/Spa, By Disney have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Windsor Westside Private Oasis, Pool/Spa, By Disney pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Windsor Westside Private Oasis, Pool/Spa, By Disney?

Check-in begins at 4:00 PM.

What time is check-out at Windsor Westside Private Oasis, Pool/Spa, By Disney?

Checkout is at 10:00 AM.

Where is Windsor Westside Private Oasis, Pool/Spa, By Disney located?

This family-friendly Kissimmee holiday home is within 3 mi (5 km) of Highland Reserve Golf Club and Lake Davenport. Surfari Water Park and Island H2O Live! are also within 6 miles (10 km).

Reviews

9.0

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 59 out of 93 reviews
Rating 8 - Good. 23 out of 93 reviews
Rating 6 - Okay. 9 out of 93 reviews
Rating 4 - Poor. 2 out of 93 reviews
Rating 2 - Terrible. 0 out of 93 reviews

9.0/10

Cleanliness

9.2/10

Check-in

9.2/10

Communication

9.2/10

Location

9.4/10

Listing accuracy

Reviews

10/10 Excellent

Lisa L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for a large family

Everyone was comfortable and had their own space. Made our stay easy so we could concentrate on the fun things! Thank you so much!!
Stayed 7 nights in Apr 2024

6/10 Okay

Kathy L.

Liked: Cleanliness, check-in, location
Disliked: Communication

March 2024

The house met the size needs of our family. We loved the pool. The washer was broken when we arrived. Host was notified but it never was fixed. They submitted the charge to fix it to our rental insurance along with charges for a broken mug and paint on couch (we did not use paint). It was very hot upstairs. One of the doors to the pool was very hard to open and close.
Stayed 6 nights in Mar 2024

10/10 Excellent

Larry V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

March break holiday

Large house that easily accomodates a large family or several families. Supplies are bare minimum as advertised. Beds are comfortable but could use a few more soft pillows. Pool and outside sitting area is spacious.
Stayed 11 nights in Mar 2024

8/10 Good

John O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Disney vacation

Nice home, close to shopping and Disney parks.
Stayed 7 nights in Jan 2024

10/10 Excellent

Brittany P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Presidents Day Soccer Tournament

We had 7 families stay for our soccer tournament and it had plenty of rooms and bathrooms to accommodate all 20 of us!! Nicely stocked kitchen, very open layout. Close to the grocery store and a 7-eleven. We did have a couple rainy days but it didnt stop us from having a blast! Community pool was awesome!
Stayed 6 nights in Feb 2024

10/10 Excellent

Kevin B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house!

We had a family trip to Disney. This house was great for our family of 13! From the location to the pool and game room. There was a lot to keep the kids and adults busy while relaxing after a day at the theme parks!
Stayed 7 nights in Feb 2024

10/10 Excellent

Shayla J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Christmas Trip

The property was amazing. We enjoyed our stay. Everything was very clean and neat. The community was awesome. The home was amazing. Definitely would stay again. Wish the pool and jacuzzi were heated but other than that it was great.
Stayed 4 nights in Dec 2023

10/10 Excellent

Anita J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lima

The house was perfect for our large group! Everyone had a wonderful time!
Stayed 6 nights in Nov 2023

8/10 Good

Jeff S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice house, needs upkeep

Owners were great to respond, very quick for the most part. Like other posted, the guard and parking are different then listed. Hard to believe house is only 3 years old, would have thought older with the wear and tear (I would have thought 3x age). Slider super hard to open, appliances were lacking (only 1 fridge, 1 dishwasher). Fridge filter needs changing. No large icemaker. Pots and pans, sparse and scratched up, only 4 steak knives. Carpets were stained, no ceiling fans on 2nd floor (we bought fans at walmart). Description says start up items included, no dish soap. I've stayed in many VRBO, always had a welcome package or something, this one didn't have anything. There is no hotub, however, a spa connected to the pool. Nice place, just needs some attention and updated descriptions. Makes me wonder if owners are an investment corporation or really owners?
Stayed 3 nights in Nov 2023

10/10 Excellent

Ryan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lots of room

Place was great. Highly recommended.
Stayed 8 nights in Oct 2023

8/10 Good

Kandice M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great House

The house was good and nice location. You do not need to check in with security like noted. We had issues with the hot tub warming up after the fort day. The host responded with no issue. We tried a few times and juts stayed in the pool! You definitely should bring your own toilet paper, dish detergent per notes since only a starter kit is provided. There were plenty cooking utensils for us! Everyone does park on the side of the road which can be a bit inconvenient but over all it was a great house and experience which the entire family enjoyed!!
Stayed 5 nights in Aug 2023

8/10 Good

charisse S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Me and my family enjoyed our stay. The house was very clean. Check in was easy and the resort amenities were awesome. Definitely will rent again.
Stayed 3 nights in Jul 2023

10/10 Excellent

jachell p.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Home away from home

We enjoyed every minute in this house. It was clean with alot of space. Had all the appliances and pots and pans in the kitchen. It had a stroller walker and highchair for the baby. We love it. Worth the money
Stayed 4 nights in Jul 2023

10/10 Excellent

Tichelle S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

We stayed for 5 nights here and it was absolutely amazing -
Stayed 5 nights in Jul 2023

8/10 Good

Dean B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Celebrating my mil

We appreciated getting the house before check in. The house was clean. The house could use a second refrigerator. The one picture that is at night looks like it is a lake in the background. It is not but a fence. The picture is not great quality.
Stayed 4 nights in Jun 2023

10/10 Excellent

Jasmonique B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Home away from home

Everything was nice. The home was clean and the host reply back quickly. About 20 mins from Disney and 30 mins from the outlet so very convenient.
Stayed 3 nights in May 2023

8/10 Good

Kimberly S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place to get away

This house is great and accommodates a large group of people comfortably. In a nice, quiet, safe gated community. Although the house was clean, is in need of cosmetic work especially new carpeting. Almost every room had stains or paths worn in the carpet of high traffic areas. The pool and hot tub were both somewhat green and cold when we arrived but our concern was quickly rectified and a pool technician was called right away. He arrived early the next morning to address the issue. There is plenty of cutlery, pots/pans and small appliances to prepare/cook any meal desired. Overall is a nice place to stay and would definitely recommend it.
Stayed 5 nights in Apr 2023

10/10 Excellent

Nakisha W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great House

We had a group of friends who flew in from all over to stay in this amazing home!! The owners responded very quickly and everything was spotless and clean when we arrived. They rooms are very nice size and comfortable!! The pool and jacuzzi was perfect for a pool party. Will definitely book again our next trip back to Orlando!!! You won’t go wrong booking this house!!
Stayed 3 nights in Apr 2023

8/10 Good

Stephanie B.

Liked: Check-in, communication, location, listing accuracy

Nice home, great communication!

Home is exactly as posted. Perfect for our group of 16 - including 6 adults and 10 kids ranging from 4-17. We did have a couple of issues that the manager was on top of! They always replied to texts within minutes. Very accommodating and very kind. To no fault of the owners though, the rules state no parking on the side of the road yet there were so many cars parked along the road that it was difficult to get up and down the street. The community should enforce that rule for safety sake!
Stayed 7 nights in Apr 2023

10/10 Excellent

Kim M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hope to rent again next year!

We had a great stay! Beautiful house with so much space. Great outdoor space and beautiful pool/spa! Will definitely be looking into renting this again next year.
Stayed 4 nights in Mar 2023

10/10 Excellent

Patrick C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

I would definitely book there again

Went online. Person got in contact quickly.
Stayed 5 nights in Mar 2023

8/10 Good

Leslie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house for a crowd

House was clean. Beds are very comfortable. Kitchen has enough of everything needed. Pool/spa is nice. Outdoor furniture really good, better than other places I have rented. Overall, very pleased. Couple of minor inconveniences noted below but again, these were minor. Appears that thermostat is controlled remotely which is not convenient. When we arrived house was at 75 degrees and too hot to sleep. Property manager did respond within a couple of hours and lowered to 72 which was OK. The pictures on the VRBO listing that look out past the pool need to be updated. One main reason I picked this particular house was no houses behind. Now there are a bunch of houses very close behind and they are noisy. Definitely not private like I though we were getting. Check in instructions need to be updated as the email says to go to another subdivision to check in but you actually can just go straight to the house. Batteries were missing in many of the remotes in the rooms that actually have a TV. I also did not realize there are not TV’s in all bedrooms which is frustrating for those that like to watch TV to go to sleep. We only had 6 adults staying there, but if we had filled up the house there would not have been near enough towels or pillows. The security system that announces when a door is opened is really loud, waking up the entire house. Back sliding door is very hard to open/shut. Needs some WD40 or a better handle.
Stayed 4 nights in Feb 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best family vacation ever

16 of us comfortably stayed in this fantastic house. It’s so roomy yet has cozy spaces for the family to come together. If I could improve anything: provide sponges, dish soap, garbage bags, salt & pepper - buying everything was a little bit of a hassle. Also more furniture in the bedrooms. There wasn’t adequate storage/ dresser space to really unpack. Those are such minor items though! Communication with the owners was east prior to stay and unnecessary during. Highly recommend
Stayed 5 nights in Feb 2023

8/10 Good

Alyse S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Overall we enjoyed our stay

We enjoyed the house. The only thing I’d recommend is having pest control service the property. We seen a few pest in the kitchen during our stay.
Stayed 3 nights in Feb 2023

10/10 Excellent

Daniel S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Buddies golf

Nice big open space for conversing, enough rooms for everyone to have their own space as well. We would look to stay here again if we return to Orland/Kissimmee area.
Stayed 4 nights in Jan 2023

About the host

Hosted by FunStay Homes

Host profile image

Languages:

English