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5BR Villa Near Disney | Windsor Westside

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A resort with a central pool, palm trees, and a playground.
A bedroom with a bed, bedside table, lamp, artwork, and a TV.
A modern kitchen with white cabinets, a central island, and a dining area with a round table set for six.
A modern kitchen with granite countertops, wooden cabinets, and stainless steel appliances. There is a dining area with a gray sofa and a coffee table.
A kitchen with a large island, dark wooden cabinets, stainless steel appliances, and four bar stools.

Reviews

8.4 out of 10
Very good

Entire home

5 bedrooms5 bathroomsSleeps 14210 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Kissimmee, FL
  • Place, Lake Davenport
    ‪3 min drive‬
  • Place, Orange Lake Golf
    ‪4 min drive‬
  • Place, Island H2O Live!
    ‪4 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪36 min drive‬

Room options

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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 3.6 km (2.2 mi) from Lake Davenport and 4.2 km (2.6 mi) from Surfari Water Park. Highlights at this holiday home include a kitchen, a private pool and a washer/dryer. .Home features free WiFi, 4.5 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 TV are also available. Housekeeping is available on request. .Enjoy the water park and gym. Added amenities include laundry facilities, concierge services and a garden. .Attractions within a 10-minute drive of this Lindfields holiday home include Walt Disney World® Resort and Island H2O Live!.
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What's nearby

  • Lake Davenport - 3 min drive - 3.3 km
  • beach near The Oaks at Southlake Commons - 3 min drive - 3.7 km
  • Orange Lake Golf - 4 min drive - 4.1 km
  • Island H2O Live! - 4 min drive - 5.4 km
  • Surfari Water Park - 4 min drive - 4.4 km

Getting around

  • Kissimmee Station - 33 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 28 min drive

Restaurants

  • ‪Wawa - ‬3 min drive
  • ‪McDonald's - ‬3 min drive
  • ‪Taco Bell - ‬3 min drive
  • ‪Culver's - ‬3 min drive
  • ‪Starbucks - ‬3 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.

5BR Villa Near Disney | Windsor Westside

Westside Grandeur: Luxurious 5-Bedroom Home with Private Pool

🏠 Entire Place – Experience the ultimate in comfort and privacy in our spacious 5-bedroom, 4.5-bathroom home, accommodating up to 13 guests. Your dream vacation starts here.
🔐 Self Check-In – Enjoy a seamless arrival with our keyless entry system. You'll receive a personalized door code for convenient, stress-free access.

📌 House Rules
✅ Check-in: 4:00 PM
✅ Check-out: 10:00 AM
🚫 No pets, parties, or smoking
👤 Minimum booking age: 21 years old
📍 We do not accept bookings from guests living within 50 miles of the property
🪪 A selfie and valid government-issued ID are required to complete your booking

📍 Location Highlights
Nestled in the esteemed Windsor at Westside Resort:
• 🏰 Disney World: Approximately 10 miles (15-20 minutes)
• 🎢 Universal Studios: Approximately 20 miles (30-35 minutes)
• 🏖️ Windsor at Westside Clubhouse: A short walk or drive away
• 💊 Walgreens Pharmacy: Approximately 3 miles
• 🛒 Publix Supermarket: Approximately 3 miles

🛏️ Bedroom Details

Bedroom 1: 1 Queen Bed with TV and Ensuite
Bedroom 2: 1 Queen Bed
Bedroom 3: 2 Full Beds, 1 Twin Bed and Ensuite
Bedroom 4: 1 King Bed with TV and Ensuite
Bedroom 5: 1 Queen Bed, 1 Twin Bed and Ensuite

All bedrooms feature tasteful decor, plush bedding, and comfortable furnishings, ensuring a restful night's sleep.

🛁 Bathroom Details

Bathroom 1: Shower and toilet.
Bathroom 2: Shower and toilet.
Bathroom 3: Shower and toilet.
Bathroom 4: Shower and toilet.
Half Bathroom: Toilet only.

🛋️ Living Room
• Spacious and inviting sofa
• Smart HD TV
• Bright, open-concept design
• Modern and welcoming ambiance, ideal for family gatherings

🌴 Outdoor Space
• Private pool and spa with child safety fence
• Comfortable poolside loungers
• Outdoor dining area for several people
• Covered patio for relaxation
• Optional BBQ grill rental available

🧰 Amenities
• High-speed Wi-Fi
• Central air conditioning
• Washer and dryer
• Hairdryer and iron
• Smoke detectors throughout
• High chair and Pack 'n Play provided at no extra cost
• Fully equipped kitchen with stainless steel appliances and essential cookware

💧 Additional Services
• Pool and Spa Heating: $40/day (recommended October–March)
• BBQ Grill Rental: $85/week

🧼 Cleaning Standards
We uphold superior cleaning practices. All bed linens, bath towels, and pool towels are professionally laundered, sealed, and freshly delivered for each stay.

🎡 Nearby Attractions
• Walt Disney World – Experience enchanting theme parks and entertainment
• SeaWorld – Enjoy marine life shows and thrilling rides
• Universal Studios – Explore cinematic adventures and exciting attractions
• Premium Outlets – Premier shopping, dining, and entertainment options
• Windsor at Westside Clubhouse – Access to resort-style pool, lazy river, fitness center, sports courts, and more

Book your stay at Westside Grandeur for an unforgettable family vacation near Orlando's world-famous attractions!

Please note: We reserve the right to update or modify the home's furniture and decor without prior notice, while always maintaining the same high standards of quality and comfort. Bookings are not accepted if you live within 50 miles of the property.

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    Property amenities

    Beach

    • Beach nearby

    Ski

    • Cross-country skiing nearby

    Pool/Spa

    • Communal pool
    • Heated pool
    • Massage
    • Private pool

    Internet

    • Available in the house: Free WiFi

    Parking and transport

    • Onsite parking options include a garage

    Kitchen

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

    Dining

    • Chef service

    Bedrooms

    • 5 bedrooms
    • Bedsheets provided

    Bathroom

    • 4.5 bathrooms
    • Hair dryer
    • Shower
    • Towels provided

    Living spaces

    • Living room
    • Separate dining area

    Entertainment

    • Games
    • TV with cable/satellite channels
    • Video games

    Outdoor areas

    • Barbecue grill
    • Furnished balcony/patio
    • Garden
    • Outdoor furniture

    Laundry

    • Laundry facilities
    • Washer/dryer

    Comfort

    • Air conditioning
    • Heating

    Pets

    • No pets allowed

    Suitability/Accessibility

    • Smoke-free property

    Services and conveniences

    • Concierge services
    • Housekeeping on request
    • Iron/ironing board

    Location highlights

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

    Things to do

    • Golf
    • Gym
    • Heated pool
    • Tennis
    • Water park
    • Basketball nearby
    • Birdwatching nearby
    • Casino nearby
    • Fishing nearby
    • Golfing nearby
    • Hiking/biking trails nearby
    • Hunting nearby
    • Ice skating nearby
    • Jet skiing nearby
    • Kayaking nearby
    • Motor boating nearby
    • Mountain biking nearby
    • Mountain climbing nearby
    • Parasailing nearby
    • Rafting nearby
    • Rock climbing nearby
    • Sailing nearby
    • Scuba diving nearby
    • Snorkelling nearby
    • Spelunking nearby
    • Surfing/bodyboarding nearby
    • Swimming nearby
    • Theme park nearby
    • Water skiing nearby
    • Water tubing nearby
    • Wildlife walks nearby
    • Windsurfing 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)
    • Fire extinguisher

    General

    • Garden
    • Housekeeping (on request)
    • Unit size: 2,265 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 - 21

    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

    • No pets allowed

    Children and extra beds

    • Children are welcome.

    Events

    No 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
    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
    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. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher and a smoke detector in all accommodation.

    Property is also known as

    5 Bedroom 14 Guests Disney Windsor Westside Resort 8 Miles WDW
    5 Bedroom 14 Guests Disney Windsor Westside 8 Miles WDW
    1979 MD TH 5 bed up to 14 Guests Private Pool
    5 Bedroom 14 Guests Disney Windsor Westside Resort 8 Miles WDW
    Carefully Sanitize 1979 MD TH 5 bed up to 14 Guests Private Pool
    383014

    Frequently asked questions

    Are there any beaches close to 5BR Villa Near Disney | Windsor Westside?

    The closest beach to 5BR Villa Near Disney | Windsor Westside is Beachcomber Beach (9.1 km).

    Does 5BR Villa Near Disney | Windsor Westside have a pool?

    Take your pick from a heated pool, a pool and a communal pool.

    Does 5BR Villa Near Disney | Windsor Westside have a waterslide?

    No, but it has a waterpark and lazy river.

    What luxury perks are available at 5BR Villa Near Disney | Windsor Westside?

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

    Is 5BR Villa Near Disney | Windsor Westside family-friendly?

    You bet! With amenities such as a water park and laundry facilities, as well as highchairs and travel cots, it's no surprise that 5BR Villa Near Disney | Windsor Westside is a winner with our family travellers.

    Is there a private hot tub at 5BR Villa Near Disney | Windsor Westside?

    No, but there is a private pool.

    Is there a free airport shuttle available at 5BR Villa Near Disney | Windsor Westside?

    No, 5BR Villa Near Disney | Windsor Westside does not offer an airport shuttle service.

    What time are check-in & check-out at 5BR Villa Near Disney | Windsor Westside?

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

    Are pets allowed at 5BR Villa Near Disney | Windsor Westside?

    No, pets are not allowed.

    5BR Villa Near Disney | Windsor Westside Reviews

    Reviews

    8.4

    Very good

    Rating 10 - Excellent. 14 out of 26 reviews
    Rating 8 - Good. 7 out of 26 reviews
    Rating 6 - Okay. 2 out of 26 reviews
    Rating 4 - Poor. 2 out of 26 reviews
    Rating 2 - Terrible. 1 out of 26 reviews

    8.6/10

    Cleanliness

    Reviews

    Verified

    10/10 Excellent

    Vilma C.

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

    Great place for vacation!

    Great!
    Stayed 5 nights in Jan 2020
    Verified

    6/10 Okay

    Mary M.

    Liked: Check-in, communication, location

    Nice Resort

    The resort was very nice. The townhouse was big and roomy. The beds were very firm so please be aware of that before renting. We did run into a few issues and ended up leaving early however the management team was very helpful in responding to our concerns and rectified all issues that arose.
    Stayed 3 nights in Mar 2023
    Verified

    10/10 Excellent

    Royce B.

    Liked: Cleanliness, communication, location, listing accuracy

    Very roomy, clean, new and well decorated

    Very spacious clean and new. The pool was a big hit as all our grandchildren are under the age of 10. May consider this rental next year. The only negative was dealing with the agency that handled the booking. There repetitive emails asking for personal information and deposits even after providing them were aggravating.
    Stayed 6 nights in Feb 2022
    Verified

    10/10 Excellent

    Gabe M.

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

    Excellent!

    Amazing spot to stay in Kissimmee. The house/villa was super spacious and comfortable for our group of 4. Plenty of bathrooms for larger groups. The resort pool area was busy during our stay with lots of kids and teenagers. The private pool was super cold when we checked in and the pool heating expense was worth it. The pool will be heated to 93-94 Fahrenheit and almost feels like a big hot tub. The only disappointing part of the rental was the single lounge chair in the pool area when the pictures show 2 lounge chairs and 2 regular chairs. This should be a simple fix for the management company for future guests. This property has good value and a good location if you plan on going to Disney World or any of the other parks Orlando has to offer.
    Stayed 7 nights in Apr 2025
    Verified

    4/10 Poor

    Anil K.

    Disliked: Cleanliness, location, listing accuracy

    Not clean property

    Property wasnt clean when we checked in. There was dust all over the place. We had to vaccum the leaving carpet right after we checked in. Bedsheet , pillows and blanket were not clean. Main door lock and One of the Bath door lock was broken. Very limited utensils on Kitchen. No extra blankets (if needed). Very weird entry to the property, as always have to enter from backdoor. Not enough Car parking space.
    Stayed 7 nights in Jun 2025
    Verified

    6/10 Okay

    carly s.

    Liked: Check-in, location, listing accuracy

    Could be a great place with a little extra care

    We booked this house kinda last minute and chose it because of the neighborhood pool area for our daughter. The home itself it’s spacious and nice, but it wasn’t very clean and had quite a few things that were falling apart. The coffee pot was missing from the kitchen and there were quite a few doors (closets and cabinet) that were broken or off track. There were missing trash cans in bathrooms which wouldn’t really matter, but there is a big red sign in all the bathrooms stating to throw things in the trash cans. There were some broken banister rails that looks like they just shoved back into place and painted over the break. The kitchen is quite large, but not a lot of things for cooking. Not one mixing bowl or oven mitt. The dishwasher also didn’t clean anything on the top rack so we mostly hand washed the dishes. Our shower sliding glass door almost fell on me and shattered because they had done a bad bandaid job of fixing it from a prior issue, you could tell. I tried reaching out to the host that was listed on my booking, but they didn’t respond until after I called the PM company and had the coffee maker replaced. This home could be a much nicer property, if they focused on fixing some of the issues and cleaning a bit more thorough.
    Stayed 7 nights in Mar 2022
    Verified

    8/10 Good

    Rodney R.

    Liked: Cleanliness, communication, location, listing accuracy

    Annual Florida Trip

    My family and I really enjoyed ourselves at this property despite the horrible cell service in and around the unit. Even with being connected to the Wi-Fi, no one had service. I guess it turned out fine because it kept everyone engaged with each other. The property was very spacious allowing for space to just relax or enjoy the private pool or play games with the family. The number of restrooms was also a huge plus for a family of my size. However, the parking is very tricky. As someone parked in front of the back entrance to the property every single day, which was pretty annoying.. But overall, I would gladly stay in this unit again and would definitely recommend.
    Stayed 4 nights in Jul 2022
    Verified

    8/10 Good

    LaShondia M.

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

    Enjoyed the property

    We enjoyed the property, for the price it was nice and spacious. We had a few minor issues but once we called they came out next working day and resolved it. Could add tvs to all the rooms but property itself was great!
    Stayed 3 nights in Jun 2022
    Verified

    10/10 Excellent

    Kathleen C.

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

    Family Vacation

    The home was lovely and just right for my family. The management acted swiftly to rectify an issue. Communication was good and looking forward to booking again soon.
    Stayed 5 nights in Feb 2022
    Verified

    10/10 Excellent

    Rebecca S.

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

    Nice property, parking hard for more than one car

    Nice property overall, the parking is one space per townhouse, unless access to the garage is given. Not a issue for us we only had one car. Minimal kitchen gadgets but enough to enjoy the stay. Minimal use on the house a few things slightly broken but again not an issue in the stay.
    Stayed 7 nights in Jun 2021
    Verified

    10/10 Excellent

    jose r.

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

    fantastic House

    The house was beautiful and spacious. We had a slight hiccup with access to the house but a phone call to the property manager resolved that real quick. The WiFi info sheet at the house is incorrect, but the correct WiFi info was on the router/modem. Thoroughly enjoyed our stay.
    Stayed 6 nights in Mar 2021
    Verified

    8/10 Good

    Tamia S.

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

    Beautiful place ugly parking and creepy roads

    My family and I stayed at this property for spring break march 12-16th. The place was just as advertised, and very clean! Plenty of towels all kitchen appliances available for convenience and plenty of space except for parking. The parking.....it was atrocious! People kind of parked wherever and with a 15 passenger it was kind of like playing a game of tetris. Getting to the place took us down this long dark creepy road. We thought we were lost, and finally we make it to the gate where there was one guard trying to check in multiple cars and the car line just got longer and longer. We were tired and ready to lay down and the guard took forever. Also, there were broken things covered up that would require very little time to take care of but seems to be forgotten about or swept under the rug(so to speak). Overall, we enjoyed ourselves and would perhaps stay again maybe when less vacationers are not around. Management was very prompt in his responses. Experience it for yourself!
    Stayed 4 nights in Mar 2020
    Verified

    10/10 Excellent

    nabor g.

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

    Loved it

    Thank you for your hospitality
    Stayed 5 nights in Dec 2019
    Verified

    8/10 Good

    Stephanie P.

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

    Parking was atrocious . It was a five bedroom five bath home with enough parking for one car.

    The home itself was wonderful. Location was great. But the dryer problem, and the parking problem made it a little bit bothersome
    Stayed 8 nights in Dec 2019
    Verified

    10/10 Excellent

    Leni V.

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

    Excelent vacation home!

    Equipped with all you need, very responsive administration. Thank you.
    Stayed 4 nights in Nov 2019
    Verified

    8/10 Good

    Jeff P.

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

    Nice house and location

    The house was nice and a good size. It could stand better dusting of the baseboards, over doorways, and the stair rail. The carpet is also in need of cleaning, and several light bulbs need replacing. The neighbors kept us up until 2:45 AM on Sat night with loud music and singing. However, overall we enjoyed our stay and would stay here again.
    Stayed 9 nights in Oct 2019
    Verified

    10/10 Excellent

    Christina B.

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

    Great Place

    House was clean upon arrival and plenty of room for my family. Rooms could have used more places to put clothes away but no majors complaints. Although, if you have more then 2 vehicles, you’ll have a hard time parking.
    Stayed 10 nights in Jul 2019
    Verified

    2/10 Terrible

    PAULA J.

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

    First time renter

    Had a great time. Place was very nice and had all the essentials we needed. Need a little more parking but we had three cars. Plenty for one. We had to leave early due to the hurricane and the owner was very nice to refund me for the time we couldn't stay. I would reccomend the property.
    Stayed 3 nights in Aug 2019
    Verified

    10/10 Excellent

    Jose E P.

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

    Vacation

    Súper Good. Thanks for all
    Stayed 7 nights in May 2019
    Verified

    8/10 Good

    Dale K.

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

    Nice Place

    We had a towel issue that was resolved promptly 9 am day 2. There are no instructions in the unit... Normally there is a booklet with general and specific instructions for the unit. Did not know what to do with trash figured out by checking with neighbors. No dishwasher tabs. A bathrooms were shower only.. Furniture in living area is contemporary has low backs and is not comfortable, more seating in living area would be nice. Parking was a challenge, very tight and limited. Grab bar in showers would be nice addition for safety. The water heaters worked great had plenty of hot water. Overall the unit was nice and we enjoyed our stay. The kids loved the waterpark area at the clubhouse. Would have been nice if it were open a little later than 730. We used the unit pool several times and it was nice.
    Stayed 7 nights in May 2019
    Verified

    8/10 Good

    Lisa H.

    Nice Place to Stay!!

    We enjoyed the property and clubhouse amenities. The staff was very friendly and helpful. The house had plenty of room. The only suggestions I would make would be that there needs to be a couple of small chairs added to the living room - should be more seating for a home with five bedrooms, more towels (both regular and beach) and the kitchen could be better stocked (i.e. no mixing bowls). Other than that, it was a great place for our group of 11 to stay for a long weekend.
    Stayed 4 nights in May 2019
    Verified

    10/10 Excellent

    Glover C.

    Excelente Hospedagem

    Excelente casa, muito ampla, confortável, com mobília e utensílios, área comum do condômino com estrutura completa. As crianças adoraram. Pretendo retornar e super recomendo.
    Verified

    10/10 Excellent

    Glover C.

    We will be back for sure! -Voltaremos com certeza!

    Ficamos bem satisfeitos com o aluguel. O condomínio é muito bem localizado e oferece bastante opções de lazer. A casa é grande, muito bem equipada, confortável, com uma piscina gostosa. As crianças adoraram os quartos dos carros e da sereia. E a cozinha para criança fez sucesso! Recomendo e volto com certeza! - We were very pleased with the rent. The gated comunity is very well located and offers plenty of leisure options. The house is large, very well equipped, comfortable with a nice swimming pool. The children loved the rooms of the cars and the mermaid. And the kitchen for children was successful! I recommend it and I'll be back for sure!
    Verified

    10/10 Excellent

    Glover C.

    Wonderful house

    Wonderful house. very well located. the house has an ideal family structure. new and super comfortable. it's worth every minute. excellent heated pool.
    Verified

    10/10 Excellent

    roque j.

    Fantástica!

    Excelente casa! Excelente condomínio! Parece um resort, tudo muito novo e funcional! A casa super equipada e limpa, me senti em casa. Com certeza retornarei! Recomendo!