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5BR Villa Near Disney | Windsor Westside

Family-friendly stay near Flamingo Crossings Town Center

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Photo gallery for 5BR Villa Near Disney | Windsor Westside

An aerial view of a resort with a central pool area, multiple lounge areas, and surrounding greenery.
A patio with a wooden table and benches, a sliding glass door, and a brick floor.
A modern living room with a sofa, a coffee table, and a TV stand with a flat-screen TV. There is a wooden wall panel and a dining area with chairs and a table.
A modern kitchen with dark wooden cabinets, stainless steel appliances, and a tiled floor.
A modern kitchen with white cabinets, a central island, and a dining area with a round table set for six.

Reviews

8.4 out of 10
Very good

Entire home

5 bedrooms5 bathroomsSleeps 142265 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a 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

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About the neighborhood

Kissimmee

Seaside stay .Your stay at this Lindfields vacation home places you within 3 miles (5 km) of Lake Davenport and Surfari Water Park. Also, Island H2O Live! is within 3 miles (5 km) and Walt Disney World® Resort is within 6 miles (10 km).
View more Vacation Homes in OrlandoOpens in a new window

What's nearby

  • Lake Davenport - 3 min drive - 2.1 miles
  • beach near The Oaks at Southlake Commons - 3 min drive - 2.3 miles
  • Orange Lake Golf - 4 min drive - 2.6 miles
  • Island H2O Live! - 4 min drive - 3.4 miles
  • Surfari Water Park - 4 min drive - 2.8 miles

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
  • ‪Culver's - ‬3 min drive
  • ‪Taco Bell - ‬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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  • Free WiFi
4.5 out of 5, Wonderful, 4,792 reviews
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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 transportation

  • Onsite parking options include a garage

Kitchen

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

  • Smoking not allowed

Services and conveniences

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

Location highlights

  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • 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
  • Snorkeling 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 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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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. Onsite 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 each 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

How close is 5BR Villa Near Disney | Windsor Westside to the airport?

This vacation home is 15.5 mi (28-min drive) away from the Kissimmee, FL (ISM-Kissimmee Gateway) airport, the closest popular airport to the property.

Does 5BR Villa Near Disney | Windsor Westside have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is 5BR Villa Near Disney | Windsor Westside to the beach?

This vacation home is 8 mi (18-min drive) from Melt-Away Bay and 11.4 mi (20-min drive) from Beachcomber Beach. Don't forget your sunscreen!

Does 5BR Villa Near Disney | Windsor Westside offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at 5BR Villa Near Disney | Windsor Westside?

No, there is no casino at this vacation home.

What time is check-in at 5BR Villa Near Disney | Windsor Westside?

Check-in begins at 4:00 PM.

Is there free parking at 5BR Villa Near Disney | Windsor Westside?

Free parking is not available at this vacation home.

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

Yes, there's a private pool.

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

This vacation home doesn't have a spa, but it does offer massages.

How close is 5BR Villa Near Disney | Windsor Westside to downtown Kissimmee?

This vacation home is 1 mi away from Four Corners.

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

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

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

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!

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