Newly Renovated, Luxury Villa with Pool/SPA, Resort with fancy Clubhouse

This luxury tile roof, brick paving villa
This luxury tile roof, brick paving villa
1/55
1/55
This luxury tile roof, brick paving villa

Newly Renovated, Luxury Villa with Pool/SPA, Resort with fancy Clubhouse

About this rental

Villa (Sleeps 24)
4369 sq. ft.  ·   9 bedrooms   ·  6 bathrooms
Kissimmee Villa
  • Sleeps 24
  • 9 bedrooms
  • 6 bathrooms
  • 4369 sq. ft.
14 reviews
  • Sleeps: 24
  • Bedrooms: 9
  • Bathrooms: 6
  • Property Type: Villa
  • Minimum Stay: 3 nights
  • Living Area: 4369 sq. ft.

For last minute rentals or longer extended rentals, please inquiry about our discounted rates.

This luxury vacation home is located in the Windsor at Westside upscale resort community - A perfect destination for DISNEY WORLD (10 minutes away), golf, and relaxing and celebrating with family and friends. It features 4369 sq. ft. living space and is luxuriously furnished with top line furniture, large screen LED TV in family room and LED TV in all bedrooms. Cable TV and high-speed Wi-Fi internet are all provided. This beautiful villa is close to the luxury clubhouse.

There are three master suites (two on the 1st floor and one on the 2nd floor). There are 4 king beds (1 on the first floor in 1 bedroom, 3 on the 2nd floor in 3 bedrooms). 2 queen bed (on 2nd floor in 2 bedrooms), 2 bunk beds with 2 fulls 2 twins (on the 1st floor in 1 bedroom), and 4 twins (on the 2nd floor in 3 bedrooms). Twin beds provide flexible combination for your need (two twin beds can be easily combined into a king size bed). Plus two folding beds. It sleeps 24 people in total! New wooden floor has been installed throughout the house.

The Kitchen has equipped with granite count tops and stainless-steel appliances. There is a 4 seating pull up bar in the kitchen beside the 10-seating dining table, 4 seating breakfast table, and 8 seating patio table.
A gas BBQ grill makes poolside living even easier. A ceiling fan circulates air, keeping the cool, and recessed lighting allows dining to go late into the night with
several lounge chairs surrounding the sparkling pool and SPA. The pool faces southeast, which ensures plenty of sun exposure in the morning and avoid hot sun in the afternoon with the full width lanai providing a shady retreat from the sun when required. A full width child safety fence is installed in front of the pool and the whole outside area is under an accessible full width pool screen enclosure. Washer/dryer, and dishwasher are available.

Also provided are strollers, highchairs & Pac ’n’ Play cribs for the very young ones. Air-conditioned game room has pool table and a full-size ping pong table for further enjoyment after full day theme park visit. A drink/wine cooler is available in the game room area for convenience of gamers and jet lag walkers.
The home is also equipped with unlimited high-speed Wi-Fi and unlimited long-distance calls with US and Canada. The super energy efficient design ensures your total comfort no matter how warm the Florida sunshine becomes.

You're close to all the attractions too. Disney is 15 mins away; shops are 5 minutes away. Universal is 30 minutes, Busch Gardens is 1 hour, Lego-Land is 45 minutes, Interstate 4 (55) is 5 minutes away.

This stunning vacation rental 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 complete with a water slide – perfect for families to enjoy for hours. When it’s time for a drink or a bite to eat, the tiki bar serves both your favorite libation along with a tempting menu for poolside dining. With all the latest in cardio and strength building equipment, the fitness center will keep you tone while on vacation. For some friendly competition, there are volleyball courts and a multi-purpose sports court. In addition, a sundry shop is located in the clubhouse along with a video arcade. Windsor at Westside is a gated community, with an attendant, to ensure the safety for all our visiting guests.

Windsor at Westside Resort is strategically located in the Kissimmee area, with easy access to the theme parks, dining and shopping. For those who love to visit Disney, the location is ideal as you gain easy access to all the Walt Disney World parks via Toll Road 429 and the Western Way Blvd.


Resort Amenities

Extraordinary 10000 sq.ft. clubhouse
Huge Resort-style pool
Lazy River
Water slide
Tiki Bar
Fitness Center
Volleyball courts
Multi-purpose sports courts (tennis, basketball)
Soccer field
Sundry shop
Video arcade
Gated community with attendant

Area Information

Windsor at Westside Resort is strategically located in the Kissimmee area, with easy access to the theme parks, dining and shopping. For those who love to visit Disney, the location is ideal as you gain easy access to all the Walt Disney World parks via Toll Road 429 and the Western Way Blvd.

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Amenities

Beds
  • 4 King Beds
  • 2 Queen Beds
  • 2 Double Beds
  • 6 Twin Beds
  • 2 Sofa Beds
  • 1 Crib
Features
  • Air conditioning
  • Bed linens provided
  • Communal pool
  • Fitness room
  • Game room
  • Garage
  • Heated pool
  • Heating
  • High chair
  • Hot tub
  • Internet
  • Kid friendly
  • Kitchen
  • Lanai
  • Managed by property manager
  • Non-smoking
  • Parking available
  • Patio or deck
  • Pets allowed
  • Pool table
  • Porch
  • Private pool
  • Screen porch
  • Towels provided
  • WiFi
  • Wireless internet
Appliances
  • Blender
  • Cable / satellite TV
  • Ceiling fans
  • Coffee maker
  • DVD player
  • Dishes & utensils
  • Dishwasher
  • Freezer
  • Hair dryer
  • Iron and board
  • Microwave
  • Outdoor grill
  • Oven
  • Refrigerator
  • Stove
  • Telephone
  • Television
  • Toaster
  • Washer & Dryer

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Rates

Rental basis: Per property
Rental rates quoted in 
Rate PeriodNightlyWeekend NightWeeklyMonthlyMin Stay
Dec 01 - Dec 21 2024
$319 $339 $2,299 3 nights
May 01 - May 31 2025
$319 $339 $2,299 3 nights
Sep 03 - Nov 22 2025
$319 $339 $2,299 3 nights

Fees:

cleaning: $380

Notes:

*** The rate is for one villa, please contact us for quotes for two or more villas ***
Rates for Holidays vary depending on demand.
Our calendar is not updated here, please contact us for availability and exact rate for your stay, special rate, and last minute discount.

* A 13% tourist tax is applied.
* $500 (for 1 villa, it will be higher for longer bookings ) security deposit is required at the time of booking.
* Optional pool/spa heat is $35/day (for 1 villa, discount rate is available for rental a week or longer).
* Pets fee and cleaning fee to be applied.
* Rates for Holidays vary depending on demand.
* All rate is subject to change without notice.

Availability

Last updated on December 11, 2022

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20Available     20Unavailable     20Today

Location

Nearest Airport: 2183 Tripoli Court Kissimmee, FL 34747 - 30 miles
Nearest Bar: Daytona Beach, FL - 80 miles
Nearest Theme Park: Sunday's Grill - 2 miles

Hosted by Ann and Gary

Ann and Gary

Member since 2017

View all my listings

Year purchased: 2016

Guestbook comments from the host:

My family, we enjoyed our stay in this beautiful home. We decided to have a family getaway due to a death in our family and what a great time we had. The house is beautifully decorated and it was big enough for our family. We played pool and hockey with the kids, the pool area was nice with screen in fence, the kitchen was a dream kitchen for some family members, the rooms where big enough and the decorations and colors are nice. I would use this property again. I felt like it was my own home. The community park was beautiful too. So I will surely recommend this property to others and thank you Ann for sharing your home with us. Recommended for: Families with Young Children, Girls Getaway, Romantic Getaway, Families with Teenagers.


Oct 2018

We were a party of 20: 10 adults and 10 children/babies. plenty of room for everybody, also with privacy if you wanted. The manager, Mr. Chen was always ready to solve any request. If we ever come back we wold rent it again for sure. Thank´s Ann. Mauricio


Sep 2018

Will definitely be going back to this house, it is huge and well kept. All 24 persons slept in beds comfortably and no time were we in each others way. The kids fully enjoyed the pool and common the area facilities, as a matter of fact we spent most of our 4 days at the house and did not got to any of the Disney parks. Would highly recommend this place and actually have done so already.


Aug 2018

This was the perfect home for our family of 19 to stay. The kitchen is so roomy and up to date that’s where we gathered mostly. The kids enjoyed the beautiful pool. House is immaculate and has everything anyone would need. Thanks to Ann and Gary for their letting us use this fantastic vacation home!


Jun 2018

We thoroughly enjoyed this beautiful home and the hospitality extended from the very first email we received from Ann. We were celebrating my daughter's 14th birthday which included a party of 4 teenagers and 2 adults. We knew the house was much larger than we needed, but it was so fun to have all the extra space. And for the price of one Disney lower end hotel room, we got this beautiful home with 9 bedrooms. The focus of the trip consisted of Disney and Universal park visits. Disney was approximately 10 minutes away and easy to get to. You are also a few miles from some major streets that have every restaurant and store you can think of. The girls LOVED the air hockey game and could be heard playing it early and late into the evening. The best part of the home was the feeling of coming back to a beautiful, well appointed space after some exhausting days walking the parks. The upstairs seemed to be the hang out zone where the gaming tables are. It can be hard to please teenagers but they all loved their stay at this house. The beds were extremely comfortable and you could tell the house had been professionally cleaned. Most of our meals were outside the home but we did buy breakfast food and cooked in the mornings before we left. We never took advantage of the home's pool or the clubhouse area given our busy park stays. However we visited the clubhouse and loved the pool and lazy river area. I personally appreciated the sign that said "our pool is 84 degrees every day"! I would not hesitate to rent a home from Ann again. She made it so easy and I can't wait to go back in the future!!!!! Thank you again!


Feb 2018

20 of us (4 families with kids ranging in age from 6 to 17) rented the house over Christmas. We had such a wonderful time! The house was spacious and the heated pool was wonderful, we couldn't keep the children out of it!! The rooms were very big and well appointed. Oh, and the house had WiFi! (A huge selling point with our teenagers!) All in all, I highly recommend We had a wonderful time!the property!


Jan 2018

Our stay was fantastic the house was perfect for our family Reunion that consist of 19 people ,the house was very close to animal kingdom park. Great neighborhood, Definitely an exceptional value and worth every penny! & excellent service from Ann thank you ones again !


Oct 2017

Beautiful home in nice quiet neighborhood. My family and I travelled from NC to FL for our annual vacation. With more than 20 adults and children this beautifully decorated home was more than accommodating. It has everything you need for a temporary stay. Highchair, stroller, TVs in every room, Wifi, private pool, grill, and plenty of kitchen essentials to name a few. Ms. Ann provided a detail email that helped in our travel plans. We arrived about an hour early so we took advantage of the club house which added to our fun. The housekeeping/maintenance team was very friendly and eager to assist. Upon inspection of the home they fixed the few issues we found right away. It was great having my parents, siblings, neices, and nephews all under one roof. It was a mini family reunion. When we weren't out enjoying the FL sites, we were enjoying family togetherness in the home. We had family dinners together in the massive kitchen, card games, volley ball and drinks by the pool. Everything was within a reasonable commute, grocery stires, disney, arcades, etc. I would recommend this home for large groups, families, girlfriend trips, and more. Thankyou Ann for the opportunity


Sep 2017

Absolutely wonderful place to stay. Quiet traffic area at resort for kids walking to and from the main resort area which had lots of activities for them. House was huge, 8 parents and 14 kids and lots of space for everyone. Grocery stores and other shopping needs were only minutes away. Parks were also relatively close. We all loved the pool and hot tub. Had some minor issues but a quick email to property manager and he was right there to help. Even brought ice when ice maker wouldn't work. I think our only concern was lack of recycling for cans and bottles! We would definitely stay here again. Thanks Ann and Gary.


May 2017

Kenneth

Photos

  • This luxury tile roof, brick paving villa
    This luxury tile roof, brick paving villa
  • Newly Renovated, Luxury Villa with Pool/SPA, Resort with fancy Clubhouse #2
  • Newly Renovated, Luxury Villa with Pool/SPA, Resort with fancy Clubhouse #3
  • Newly Renovated, Luxury Villa with Pool/SPA, Resort with fancy Clubhouse #4
  • Bar stools and Dinning Table for 10
    Bar stools and Dinning Table for 10
  • Dinning Table 2# for 6
    Dinning Table 2# for 6
  • Newly Renovated, Luxury Villa with Pool/SPA, Resort with fancy Clubhouse #7
  • Living Room with leather sofa and cable TV
    Living Room with leather sofa and cable TV
  • Family Room with leather sofa and cable TV
    Family Room with leather sofa and cable TV
  • Full Kitchen with huge marble island with bar sink
    Full Kitchen with huge marble island with bar sink
  • Entrance hall
    Entrance hall
  • Game Rooms on 2nd floor
    Game Rooms on 2nd floor
  • King Master (downstairs)
    King Master (downstairs)
  • Master Bathroom
    Master Bathroom
  • King Bedroom #2 upstairs
    King Bedroom #2 upstairs
  • King Bedroom #3 upstairs
    King Bedroom #3 upstairs
  • King Bed Room #4 upstairs
    King Bed Room #4 upstairs
  • Queen Beedroom #1 upstairs
    Queen Beedroom #1 upstairs
  • queen2 upstairs
    queen2 upstairs
  • Bunker bedroom downstairs
    Bunker bedroom downstairs
  • Twin Bedroom #1 upstairs
    Twin Bedroom #1 upstairs
  • Twin Bedroom #2 upstairs
    Twin Bedroom #2 upstairs
  • Bedroom #2
    Bedroom #2
  • Bedroom #3
    Bedroom #3
  • Bedroom #4
    Bedroom #4
  • Bedroom #5
    Bedroom #5
  • floorplan
    floorplan
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • fantastic club house
    fantastic club house
  • Newly Renovated, Luxury Villa with Pool/SPA, Resort with fancy Clubhouse #48
  • Newly Renovated, Luxury Villa with Pool/SPA, Resort with fancy Clubhouse #49
  • Newly Renovated, Luxury Villa with Pool/SPA, Resort with fancy Clubhouse #50

Reviews

from 14 reviews
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review

Excellent

Thank You Ann great service. Me and my family will be renting from you again in the future

Stayed: Submitted: July 14, 2024

Owner response

Thanks Shamika and welcome back!

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review

Great place for large family

We were pleased with the size and location of the house. It was walking distance to the community amenities including the water park. The park is very well kept. We had heated pool heat and BBQ included and I highly recommend it. We got to cook outside while the kids played in the heated pool. We were a group of 19 and were able to co-habit easily in this house thanks to the design of it. Strongly recommend. The house is not new but also not very old. The beds were very comfortable. Quick note it was recommended that we purchase water and not drink from the tap. Did not question it just bought big water bottles.

Stayed: Submitted: January 28, 2024

Owner response

Thanks Joanne and welcome back!

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review

Gorgeous

Most beautiful place ever I loved this home. Everything about this home is just beautiful. All updated appliances and furniture

Stayed: Submitted: December 06, 2023

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review

Great Trip

The house was wonderful and very immaculate. There was plenty of room for everyone. Great communication.

Stayed: Submitted: December 25, 2022

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review

Awesome Thanksgiving 2022

My family and I had an awesome Thanksgiving this year. It was one of the best I like to say thank you to our host Mr. Larry and his team for making our state one of the best ones they made sure that our pool was hot that our snacks were there in the home and that we had everything that we need it even and if we have to call them late at night, they have phone numbers available for everything I like to say thank you to Larry and his team for helping our Thanksgiving being one of the best that we will remember we had an awesome time, we also like to say thank you due to we were kind of late preparing and planning but the team step right into our last minute and they helped us find a beautiful home and a nice neighborhood that we enjoy. We felt safe in the home it was clean and everything was right there. Awesome team awesome job. Thank you so much. We didn’t know that the traveling was going to be extremely long due to so many travelers out but because of what we were expecting, we travel in peace Joy we made it there safely and back home and Larry made sure that he called us every step of the way to greet us at the home was a awesome experience. Thank you we love you guys and will be seeing you again in 2023. May God bless you and continue to keep you with lift up your business and growth opportunity there in Orlando keep them safe. Oh God in Jesus name amen. Dr. Debbie Pinckney

Stayed: Submitted: December 02, 2022

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review

The most trusted, genuine, secure, comfortable and excellent rentals in Florida!

Jane has the best rentals and excellent customer care! She was very concerned and organized. She provided all the helpful information before the trip, ensured security, resourceful tips and information with guided instructions. This was very helpful to us that we never struggled with anything. The house was super excellent with ample facilities and rooms as indicated in the pictures! Being in a gated community, one has nothing to worry about security! I can certainly prove that Florida Rentals has the best houses with wonderful and awesome Owners compared to others. Choose this house with confidence, it will be a great relief to your endless vacation rentals search! The Owner is Great and dedicated to ensure a wonderful experience for your vacation!

Stayed: Submitted: July 20, 2022

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review

Plenty of room

My family (18 of us) stayed in this large home. At one point I was watching everyone in the kitchen area packing lunches, washing dishes, putting dishes away and realized it was just like the movie Home Alone with everyone running this way and that! There is plenty of room for everyone. There were some minor issues upon arrival. I called and advised the property manager and things were taken care of within a couple of days. The pool was awesome at the house. There were too many people at the resort pool for us to enjoy but we never really missed it. Went to Disney and was within 15-20 min. Discovery Cove, sea world was 20-25 min away. Great location. Only thing I would suggest is more silverware, glassware, dishcloths. Overall a great and convenient place to stay.

Stayed: Submitted: July 05, 2022

Owner response

Glad to know you had a wonderful time and thanks for your feedback!

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review

Terrible

In our opinion, this rental was terrible, was dirty and in disrepair - faucets falling off the hinges, carpet stained throughout, dirt all over banisters, etc. Pool and spa were cold, even after paying an additional $ to have it heated for the week. On the second day, after returning from the day out, it appeared someone entered the house, left a door open, and took some food. The front window latch was broken and did not lock, so it could be opened easily from the outside. We called the Sheriff and they took an incident report. At that point we had enough and left the property after 2 days into our week long stay as we did not feel safe with our young children in this property. Management and owner had no sympathy and refused to refund any part of our payment. Worst rental experience we have ever had.

Stayed: Submitted: June 02, 2022

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review

Terrible Experience, Home Does Not Match Pictures

2183 Tripoli Court, Kissimmee,FL missed the mark completely! The home was not clean (carpets, walls, baseboards, lanai, and pool) were caked up with dirt / grime and grease. There was a dead RAT in the pool - Health Alert! When I reached out to the owner Ann and Gary they refused to respond. I asked for a refund - no response. Carpets are so dirty we had to wear socks the whole time. DO NOT STAY HERE!

Stayed: Submitted: December 13, 2021

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review

Mr Felix Martinez

It was an awesome place The whole family had fun I will recommend this place to someone else thanks

Stayed: Submitted: July 18, 2021

Owner response

Thanks Felix!

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review

Nice and clean

The house is wonderful and we loved stay there Kitchen full equipment.. we loved stay there !! The house is big and pretty

Stayed: Submitted: June 13, 2021

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review

Excellent Stay

Very comfortable home , very spacious this is my 2nd stay at this Vacation Rental Home ,I will always recommend my family and friends ! Thanks for making our stay welcoming

Stayed: Submitted: July 22, 2020

Owner response

Thanks Tasha! Welcome back any time ! :)

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review

Family Vacation

We had 19 family members for this reunion. The size of the house was perfect. The kids enjoyed the pool very much.Having four master suites was perfect.The upstairs loft area was a great hangout area for the older kids.The clubhouse with the pool, lazy river and children’s area is amazing. We wish that we would have spent more time enjoying this.The sand volleyball was a hit also.We would definitely recommend for a family vacation!

Stayed: Submitted: July 21, 2019

Owner response

Thanks Bev!

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review

Perfect for our golf group!

Sixteen of us rented for three nights over Masters weekend. Very nice, everyone had a great time. Plenty of room for everyone. Would highly recommend!

Stayed: Submitted: April 22, 2019

Owner response

Thanks Larry! Ann and Gary

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Ann and Gary

Hosted by Ann and Gary

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