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New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94

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A dining area with a view of the ocean through a mural, a wooden deck, and a table set for eight with blue tableware.
A swimming pool with three inflatable rings, palm trees, and a gazebo.
A modern living room with a large teal sectional sofa, a dining area with a wooden table and chairs, and a kitchen with dark cabinets and stainless steel appliances.

Reviews

9.2 out of 10
Wonderful

Entire home

8 bedrooms6 bathroomsSleeps 18372 sq m

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Explore the area

View map
Kissimmee, FL
  • Place, Northeast Regional Park
    ‪3 min drive‬
  • Place, Lake Davenport
    ‪4 min drive‬
  • Place, beach near Bahama Bay
    ‪4 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪41 min drive‬

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About the area

Kissimmee

A family-friendly stay in the heart of Kissimmee awaits you at this holiday home. You'll be 3.4 km (2.1 mi) from Lake Davenport and 4.9 km (3 mi) from Four Corners FC. Highlights at this holiday home include a kitchen, a private pool and a washer/dryer. .You can enjoy a TV with cable channels, and home features free WiFi, 6 bathrooms and a furnished balcony or patio. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a dining area and a fenced private garden are also available. Housekeeping is available on request. .Enjoy the water park, gym and Hot tub as well as access to a playground. Additionally, you'll find free Wi-Fi in public areas and laundry facilities. .Attractions within a 15-minute drive of this Kissimmee holiday home include Walt Disney World® Resort and Flamingo Crossings Town Center.
View more Holiday homes in OrlandoOpens in a new window

What's nearby

  • Northeast Regional Park - 3 min drive - 3.4 km
  • Lake Davenport - 4 min drive - 3.7 km
  • beach near Bahama Bay - 4 min drive - 3.7 km
  • Four Corners FC - 6 min drive - 5.7 km
  • Highland Reserve Golf Club - 7 min drive - 7.1 km

Getting around

  • Kissimmee Station - 33 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 30 min drive

Restaurants

  • ‪Wawa - ‬6 min drive
  • ‪Starbucks - ‬10 min drive
  • ‪7-Eleven - ‬12 min walk
  • ‪Twistee Treat Berry Town - ‬5 min drive
  • ‪McDonald's - ‬8 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94

SHVWW1 - Windsor at Westside #1 - 8 Bedroom Private Pool Villa in Brand New Resort:
From the developer of the popular Windsor Hills and Windsor Palms Resorts, brings you their brand new Resort Windsor at Westside, available to guests starting Late 2015!



Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this unique resort will provide a fabulous water park, clubhouse, sports and fitness center.



This extraordinary 8 bedroom 6 bath home will amaze you at each turn. With 4000sq/ft of indoor space plus a private pool and spa, your family will enjoy the gracious amount of space and relaxing atmosphere of this home. Step into luxury as you enter the home. Tiled throughout the main living area, you will immediately be impressed by the luxurious furniture, well appointed decorations and endless niceties of the home.



In the downstairs main Living Area you will find comfortable, upgraded furniture capped off with a large Flat Screen Smart TV w/cable. Large sliding doors open to the extended covered Lanai and impressive Pool & Spa area. Patio furniture including sun loungers are available for your pool time enjoyment. The Dining Area and Gourmet Kitchen are supplied with all the extras you can imagine.



This 4000sq/ft villa includes the following amenities:



- 8 Luxurious Bedrooms (3 King Rooms suites, 4 Queen Beds, and 4 Twin Beds)

- 6 Full Bathrooms

- 4 Bedrooms With Private En-Suite Bath

- Sleeps 18

- Loft with Big Screen TV and game Console

- Gourmet Kitchen

- Spacious Sitting and Dining Area

- Private Pool and Spa

- Access to many resort facilitles within the community

- Complementary high speed WiFi internet access in unit

- Digital Cable TV included

- Baby gear included (baby gate, crib, high chair, stroller)

- Fresh towels and linens included

- Fully equipped dine-in kitchen with stainless appliances

- Full sized washer and dryer included in unit

- Hair dryer, ironing board & iron included

- LCD TV with DVD player and Nintendo Wii gaming console

- Friendly customer support from a dedicated manager throughout your stay

- Gated community with 24 hour security guard

- Free on site parking

Sleeping Arrangements:
Bedroom 1 - One King Bed

Bedroom 2 - One King Bed

Bedroom 3 - One King Bed

Bedroom 4 - One Queen Bed

Bedroom 5 - One Queen Bed

Bedroom 6 - Two Queen Bed

Bedroom 7 - Two Twin Bed

Bedroom 8 - Two Twin Bed

Windsor At Westside Resort:
The stunning Windsor at West Side vacation rentals resort community features all the popular resort amenities of its sister communities – Windsor Hills Resort and Windsor Palms Resort, AND more! An extraordinary 10,000 sq.ft. clubhouse is the centerpiece and includes a huge resort-style pool and kids splash park with water slide – perfect for families to enjoy for hours.
Enjoy Windsor at Westside Resort, strategically located in the Kissimmee area, with easy access to theme parks, dining, and word-class shopping.



This stunning vacation rental resort community features an extraordinary 10,000 sq.ft. clubhouse with:

*Huge resort-style pool

*Tu Casa (full-service restaurant)

*Interactive children's splash park with water slide

*Fire pit

*State-of-the-art fitness

*Sand volleyball court

*Multi-purpose sports courts

*Sundry shop

*Ice cream parlor

*Video arcade



Distances:

Walt Disney World® 7 miles

Orlando Airport 28 miles

Supermarket 3 miles

Dining onsite

Sweet Home Vacation:
We are a professional Vacation Home Rental Agency with over 14 years of experience In the Orlando, Florida area. Your safety and comfort Is our top priority, and all of our homes are cleaned with enhanced safety and cleaning methods. No check-In is required as you may go directly to the home with the provided access code. If you have any questions, our reservation team at Sweet Home Vacation is available to help you 7 days a week. We can also help you locate car rentals and tickets for Orlando's famous attractions. Whether this is your first time, or you are a returning guest, we will make sure you have an amazing trip.

Book now or send us your inquiry. We are looking forward to accommodating you!

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Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Massage
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Limo/town car service
  • Car available
  • Car recommended
  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Chef service
  • Dining table

Bedrooms

  • 8 bedrooms
  • Bedsheets provided

Bathroom

  • 6 bathrooms
  • Bathtub
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • DVD player
  • Games
  • TV with cable channels
  • Video game console
  • Video games

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Furnished balcony/patio
  • Garden

Laundry

  • Laundry facilities
  • Washer/dryer

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Housekeeping on request
  • Iron/ironing board
  • Meal delivery service
  • Phone
  • Tour and ticket assistance
  • Unlimited free smartphone calls

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre

Things to do

  • Billiards/pool table
  • Foosball table
  • Golf
  • Gym
  • Heated pool
  • Tennis
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Rock climbing nearby
  • Swimming nearby
  • Theme park nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Gated community
  • Housekeeping (on request)
  • Property located in a resort
  • Unit size: 4,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

Events

Events allowed

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
Parties and events are allowed on site
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, a first aid kit and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. Parties and events are allowed on site. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.

Property is also known as

1006143

Frequently asked questions

Are there any beaches close to New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94?

The closest beach to New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94 is Melt-Away Bay (7.9 km).

Does New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94 have a pool?

New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94 has a heated pool and a communal pool.

Does New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94 have a waterslide?

No, but it has a waterpark and lazy river.

What luxury perks are available at New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94?

This property features a heated pool, as well as a private pool and a living room.

What makes New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94 a romantic place to stay?

1 hot tub, private pools, and private balconies all help set the scene for a sizzling getaway at New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94.

Is New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94 family-friendly?

You bet! With amenities such as a playground and a water park, as well as highchairs and children's dinnerware, it's no surprise that New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94 is a winner with our family travellers.

Is there a private hot tub at New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94?

Yep, there is a hot tub.

Is there a free airport shuttle available at New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94?

No, New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94 does not offer an airport shuttle service.

What time are check-in & check-out at New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

New Listing! Windsor At Westside Resort, 8mi to Disney & 15mi to Universal - 94 Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 36 out of 46 reviews
Rating 8 - Good. 4 out of 46 reviews
Rating 6 - Okay. 2 out of 46 reviews
Rating 4 - Poor. 2 out of 46 reviews
Rating 2 - Terrible. 2 out of 46 reviews

6.4/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Carmen G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful place and the resort was amazing!
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Donald W.

Liked: Cleanliness, communication, location, listing accuracy
Disliked: Check-in
Was a perfect house for our family. Besides the horribly rude woman at the gate when we checked in, it was excellent. Whoever was working the gate at 4pm on the 16th needs to not be interacting with paying guests.
Stayed 6 nights in Feb 2026
Verified review

10/10 Excellent

Jason H.

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

Excellent

Overall impression: perfect for us!
Stayed 5 nights in May 2023
Verified review

10/10 Excellent

Ken and Maggie M.

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

Family Vac

Loved the neighborhood the kids had a blast at the water park and pool. Loved my daily walk around with my two small dogs
Stayed 7 nights in Mar 2022
Verified review

10/10 Excellent

Carol B.

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

Book Club Get-away

10 women - 3 days. We were most happy with the large table that sat us all. We gathered there for meals, games, an art project, book discussion and white elephant swap. Great fun, lots of laughter. The pool and hot tub were a big hit too. Perfect house for our adventure.
Stayed 3 nights in Mar 2023
Verified review

6/10 Okay

Robert D.

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

Nice house needs TLC

This property was a nice big house for our large family. The house was not dirty per say, just needs a lot of TLC. The whole house needs to be painted. There were nicks in the toilets, and where there must have been holes in the walls, there was just plaster slapped on to cover it. There was light covers missing in the ceiling lights and was very dusty. Also, there wasn’t enough towels. We were constantly washing towels every day. There was one towel per family member. Overall, the house felt neglected.
Stayed 7 nights in Feb 2023
Verified review

2/10 Terrible

Justin T.

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

House was Filthy. Property Manager was Responsive.

The house itself was is terrible condition. Broken furniture, dirty floors (which were cleaned again during our stay, but the bottom of everyone’s feet were constantly filthy, dust on most surfaces, the dryer vents were detached shooting lint everywhere, hair (short looking, like a dogs) all over the sheets on one of the upstairs beds. The list goes on. The pictures on the listing don’t accurately reflect the state of the house itself. The property manager was responsive for most of our issues, but I can’t get past how gross the house was.
Stayed 5 nights in Jul 2023
Verified review

4/10 Poor

Dave G.

Liked: Check-in, location
Disliked: Listing accuracy

DISAPPOINTED- Not what is pictured

The photos of the house must be 10 years ago. The house is worn and the furniture his broken, missing or been replaced with older cheaper furniture. There is no furniture in the room with the pool table. The living room sofa has been replaced with an old cloth sofa that is ripped. There were only two bar stools and one was broken. Patio furniture chairs and table was broken. The place hasn’t been maintained ( paint and repair light fixtures) The size and location were fine. We made the best of it but it’s definitely not what is presented.
Stayed 7 nights in Apr 2023
Verified review

10/10 Excellent

Cheryl S.

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

Disney weekend

House was large and roomy - great for a family our size. A few items were in need of repair and we couldn’t get any of the upstairs televisions to work but we were on the Disney grounds two days so it wasn’t a major issue for us. We were terribly disappointed that we could not park in the 2 car garage as it was pouring rain when we arrived from the grocer. The garage door was not connected to the electric motor and was secured so it could not be opened. The pool was perfect for family to relax on arrival, prior to rain. Pool table and foosball table provided fun for kids. They are true to their word in limited supplies upon arrival- two bath towels and hand towels per room so we washed regularly but there are two washer and dryers to accommodate large groups. Well located to community pool complex. Great area with sidewalks for walking/ running. After being in small rooms on a cruise, we were thrilled with the space provided. The two dining tables provided ample space for meals although 3 of the 4 bar stools were broken and in the garage. The drive to Disney was not bad at all so the house was great for us. 4.5 out of 5….. thank you
Stayed 3 nights in Jun 2023
Verified review

2/10 Terrible

Tim H.

Liked: Check-in
Disliked: Cleanliness, communication

Terrible

When we arrived the floor was so dirty that our feet were black. We had to clean them first. The dishes were also dirty, and the table was dirty, there were still food crumbs - even under the glass top. We had to clean the first day, just to feel comfortable. There is dust and lint hanging from the TV’s, air vents, and in the beds and along the baseboards. We paid extra to use the spa/hot tub… it was broken the whole time. We reached out for help the first day, and everyday after that… and never got a response or a call from the manager. We were there from Sunday to Saturday, and as of Saturday night… still no response. We received a parking citation, because the neighboring properties had so many vehicles, they blocked the driveway… no help there either. The house itself was spacious so that’s why I gave that portions a better rating. There were missing lightbulbs all through out the house, and we found a cockroach in the upstairs bathroom. Would not recommend this property.
Stayed 6 nights in Nov 2023
Verified review

6/10 Okay

Barb G.

Disliked: Cleanliness, communication

Little things made our stay disappointing!

Dirty! Our feet and socks were black after 2 hours of walking around the house checking things out. Dusty and unkept...needs a through cleaning. I paid $ for cleaning fee??!!! Pool heater and pump was not on, water level in spa half full and pool below the skimmer line. We had to fill the pool and spa with the hose, fix the pump and prime it to get it started, then waited 2 days for them to turn on the heater. Ordered a highchair, crib and booster seat. No booster seat (recieved a call on 2nd to last day asking if we still needed it?!?!?! High chair delivered at the end of day 2 (unassembled and no tools to assemble it) and no crib sheet for the crib (we had to buy one). 2 pool side tables available but were so flimsy and wobbly we couldnt use them for fear of them falling over and shattering glass all over the pool deck. No glassware allowed on the pooldeck but nothing available in plastic to use outside. No sink stopper available to wash dishes! Very difficult to contact property management. Out of country visitors without phone had to rely on email and even the owner/coordinator had difficulty obtaining any answers or action from the property management Blue Travel. The size of the house was large and accomodated our extended family without issue.
Stayed 7 nights in Mar 2024
Verified review

4/10 Poor

Christopher H.

Liked: Check-in
Disliked: Cleanliness, communication, listing accuracy

Rather disappointing. Not the product I was sold. Hope I get some of my money back.

Where do I begin. Let’s start with the garage that we pulled into. After noticing that the garage door doesn’t work, the maintenance man (who finally showed up three or four days later) told us it’s manual. Despite the switch to operate the garage door and the gears that move when you hit the switch. Moving on, once entering the garage we noticed that four of the five barstools so beautifully pictured in the pictures are actually broken and stored outside in the garage. This was a major let down since we had 13 people in our party. Would’ve been nice to be able to use these barstools. When we enter the house right next to the broken couch with a gaping hole in the back of it, we noticed ashes all over the coffee table. Not very appealing to say the least. Besides the fact that the air conditioner did not get down to temperature the entire time, even more disappointing was that NONE of the TVs upstairs worked. That’s right, in all five rooms upstairs, not a single TV would connect to anything because the service was “interrupted“. The same maintenance man (again who came three or four days later) simply told us that “the owner doesn’t want to replace the barstools or the couch nor does he want to fix any of the TVs. To top it all off, I sent multiple messages each day through the Guest portal and did not receive a single response. Frustrating and disappointing to say the least. Next time I book with Disney, a bit more expensive but at least I’ll be getting what I pay for.
Stayed 5 nights in Jun 2023
Verified review

8/10 Good

Tim B.

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

We all enjoyed the property

We stayed at Four Corners for a few days to attend a family reunion...everyone loved the private pool/spa for some night swimming, the kitchen/dining space was great, and the kids enjoyed the pool table and foosball games (even thought they had no clue what they were doing). The sheer delight in their faces, Beds were comfortable. Ahead of time, I suggest to all readers to bring additional garbage bags, toilet paper, paper towels, etc. Overall, a great time was had.
Stayed 4 nights in Jul 2022
From a partner site

10/10 Excellent

Claribel Martinez

Very clean and spacious. Very close to attractions .

Very clean and spacious. Very close to attractions .
From a partner site

10/10 Excellent

Kyle Ponder

My family was very impressed with decor and set up of the house, it was ver spacious and accommodat

My family was very impressed with decor and set up of the house, it was ver spacious and accommodating with the multiple size beds. Pleasantly of seating inside and outside areas
From a partner site

10/10 Excellent

Joshua Alvarado

Very nice home, It was roomy and had a lot of space. I will totally recommend and would stay here a

Very nice home, It was roomy and had a lot of space. I will totally recommend and would stay here again. The location wasn't bad at all it was just getting there due to high traffic and the bedrooms were pretty big.
From a partner site

10/10 Excellent

Angel M.

Great stay at this nice house.

Great stay at this nice house.
From a partner site

10/10 Excellent

Clement is a wonderful host and we enjoyed our stay! The home was clean, welcoming, cozy and just w

Clement is a wonderful host and we enjoyed our stay! The home was clean, welcoming, cozy and just what we needed! Just bring your family, your clothes and something to swim in!
From a partner site

10/10 Excellent

Arielle B.

Great vacation home for families and friends, My children absolutely loved it , they were in the po

Great vacation home for families and friends, My children absolutely loved it , they were in the pool everyday. Great location not to far from everything. The house is bigger then the pictures describe #perfect
From a partner site

8/10 Good

Jessel P.

Great place, would book again.

Great place, would book again.
From a partner site

10/10 Excellent

Sharica Jackson

The house was great! It was REALLY clean! The house had everything we needed. The jacuzzi wasn’t ho

The house was great! It was REALLY clean! The house had everything we needed. The jacuzzi wasn’t hot is the only issue that I had. If you are on the fence about renting this place don’t hesitate!
From a partner site

10/10 Excellent

Marvin Baptiste

Beautiful homand very spacious

Beautiful homand very spacious
From a partner site

10/10 Excellent

Kimberly B.

We rented this villa for my husband’s 50th surprise birthday party the house had so much space. It

We rented this villa for my husband’s 50th surprise birthday party the house had so much space. It also came with everything that we needed. The check in process was easy and the management company is very responsive .My only regret is that we didn’t book it for a longer stay. Would definitely rent this villa again the home is beautiful.
From a partner site

8/10 Good

Rad K.

Great stay!

Great stay!
From a partner site

10/10 Excellent

Jill A.

We had a wonderful time. Anything that needed to be repaired was fixed quickly. Thanks so much!

We had a wonderful time. Anything that needed to be repaired was fixed quickly. Thanks so much!

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