Entire home

Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee

Lakefront villa with outdoor pool and Hot tub

Photo gallery for Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee

Outdoor pool, a heated pool - Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee  (Kissimmee)
Outdoor dining - Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee  (Kissimmee)
Fridge, microwave, oven, stovetop - Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee  (Kissimmee)
Bar (on property) - Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee  (Kissimmee)
Smart TV, video games, DVD player, video library - Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee  (Kissimmee)
In the heart of Orlando-Kissimmee, Windsor at Westside's 'Second Star to the Right' luxury 7-bedroom pool-spa vacation home offers a perfect blend of relaxation and entertainment. Unwind in your private heated pool and spa while watching TV or enjoy karaoke nights with friends and family in the game room.

Reviews

9.6 out of 10
Exceptional

Entire home

7 bedrooms6 bathroomsSleeps 17316 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Add dates for prices

About this property

Entire place

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

Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee

See NEW last minute discounts + FREE POOL HEAT for limited time, only. Orlando-Kissimmee's Windsor at Westside's "Second Star to the Right". Luxury 7 bedroom pool-spa vacation home. WOW Karaoke TV DJ lights game room. Patio TV, Just steps to amazing clubhouse! In Kissimmee! We offer generous cancellation terms.

Windsor at Westside (newer sister to Windsor Hills) is an upscale gated resort completed 5 years ago. A really very short walk from our home is all it takes to the amazing world class 10,000 sq foot clubhouse featuring a bar, food, drinks, fireplace, sundries shop, Lazy River, huge zero entrance resort heated pool, Aquapark, lake, cabanas, large hot spa, multiple sports courts including pickleball, extended hours gym, covered playground, arcade room, frozen yogurt area, and activities for more fun in the sun.

Then there's the world renown theme parks. 8-10 miles is all it takes to Disney’s World Drive and nearby there's Universal Studio/ Sea World. Universal’s new parks opens this year! Excellent dining, golf, water parks, shopping, and outlets are all close by.

Vacation Home: Your new villa-home is designated as a Grand Collection villa. The professionally decorated exceptionally beautiful villa features 7 BR with 4 Kings (1 downstairs) sleeps 14-17*, a 1st floor parlor plus a huge 2nd floor parlor with a poker table and playstation4, 11 wall mounted smart TVs. There's an outside TV and free 100 Mbps- Wi-Fi /DVDs/ phone calls to USA Canada and Puerto Rico. At night poker and card games with the kids were great. Both Keurig type and regular drip coffee makers and fully furnished open design kitchen with everything you’d need. Downstairs master with its own bath (shower and separate tub) and separate access to pool is so convenient and there's another 1/2 bath downstairs, 5 1/2 baths in all. Pool and patio access to the bathroom is also very convenient. The full size GREAT gameroom man-cave, features a stage/karaoke machine, real DJ lights, cordless mikes and various karaoke CDs, for singing or a PLAY. The smart TV is also connected to the karaoke so that everybody can sing along, if you dare! Watch TV/YouTube music videos with lyrics. Connect ability for your music devices. There's a bluetooth PA system, a Megatouch touchscreen bar table game with over 100 games, bar table, pool table, and air hockey. The touchscreen game offers 1-4 players and has card games, trivia/puzzles, action games, strategy, and kids games for hours of fun and competition. Our favorite game is Take 2....try it. Large connections 4 game.

Private Pool-spa, you’ll love the hot tub while watching the outside TV.
Outside, there's a lanai-patio, large table for dinning, DRYER, and private heated lit pool and spa, we're always there. Outdoor dryer for wet bathing suits and warm towels is a surprising luxury….Step outside, morning coffee, relaxing, planning the day, the kids in the pool and watching TV in the Florida sun...Ah heaven. We have pool children fence.

The washer and 2 dryers are on the first floor and there's multiple children's accessories (high chair, 2 pack & play cribs, stair fence, and a stroller), linens, and there's even blow driers. You're just a few miles from Disney's magic and Universal/Seaworld and the famous route 192 all its attractions/restaurants and a bit further is International Drive with its entertainment, night life, dining, Eye and Convention Center. Tampa's Hardrock Casino is an hour away, if you're feeling lucky.

Our family/friends have vacationed in Kissimmee as renters for years and renting a dream home has come to be a better way to spend quality time together. We hope that you consider renting from us during your next trip and we sincerely wish you and your family the very best experience possible.

No smoking inside game room or villa. Smoking permitted in the pool area. No pets. No diving, glass, or unsupervised children in the pool area. Use the children safety pool fence. FREE POOL SPA-HEAT Spa/Jacuzzi heat requires the pool to be heated.) No resort fees. Compare. There is only an additional tax, $300 cleaning fee, plus tax, and VRBO charge (see price details). (*17 guests usually requires sleeping 4 children in the bunk bed-trundle room ( 1 on top, 2 bottom, 1 in pullout trundle) and 2 guests in the double bed.)

Please review POLICY and PAYMENT at the bottom of the" Rate" page. There’s a 10% discount for returning guests, military members, and stays for 7 nights or more (only one discount per reservation).

Construction in the resort totally complete for some years. Only starter amounts of toilet paper cleaning goods and garbage bags are provided and no starter food is provided (per law). There now is a maximum of 4 cars. If you have any questions or concerns please don't hesitate to ask. People do business with people give us a call and begin your vacation dreams.
Free Pool/spa heat currently running a special. All prior reservations will remain unchanged.

WHY US?:
REALLY VERY CLOSE to the clubhouse (800 feet) such a plus!
Gated WINDSOR AT WESTSIDE RESORT with a world class clubhouse and all but purchases are complimentary!
WOW Game room Karaoke + stage with speakers-mikes-real DJ lighting- Megatouch gaming-TV-pool table- air hockey- bar table! Large Connect 4 game
Beautifully decorated 7 bedroom villa with everything and over 100 five out of 5 star reviews.
Outdoor TV! and free spa/pool heat, outdoor closet with one of the two dryers, overhead fan, and kid pool fence.
Convenient to theme parks, golf, restaurants, and attractions.
Our great, friendly , professional management company over 30 years strong, 24/7hours on call, straight to the villa entry.
Smoke and pets free (outdoor smoking permitted).
Smoke and CO detectors, fire extinguishers, emergency lighting, urgent care just 2.5 miles away.
Our updated vacation emails with all sorts of hints and shortcuts. Discounts and specials.
Enhanced cleaning/sanitation as well as relaxed refund policy.

We have been asked to name our villa and loved 'the second star to the right' after Peter Pan's Neverland, a place where you never grow up. Enjoy.
Thank you

Property amenities

Beach

  • Beach loungers

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Outdoor pool
  • Pool gate
  • Private pool

Internet

  • Available in the villa: Free WiFi

Parking and transport

  • Car required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 7 bedrooms
  • Bedsheets provided

Bathroom

  • 5.5 bathrooms
  • Bathtub
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • DVD player
  • Games
  • Karaoke
  • Smart TV with cable/satellite channels
  • Stereo
  • Video games
  • Video library

Outdoor areas

  • Barbecue grill
  • Lanai
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washer/dryer

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in public areas
  • Handrails in stairways
  • In-room accessibility
  • Stair-free path to entrance
  • Tile flooring in public areas
  • Well-lit path to entrance
  • Wheelchair-accessible path of travel
  • Designated smoking areas

Services and conveniences

  • Housekeeping on request
  • Iron/ironing board
  • Phone
  • Smartphone

Location highlights

  • Near an outlet shopping centre
  • On a lake

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Golf
  • Gym
  • Heated pool
  • Tennis
  • Basketball nearby
  • Golfing nearby
  • Horseback riding nearby
  • Swimming nearby
  • Theme park 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
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Gated community
  • Housekeeping (on request)
  • Property located in a resort
  • Unit size: 3,400 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 28

Check-out

Check-out before 10:00 AM
Contactless check-out

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

Rules

No Smoking in the house or game room but allowed in the lanai-patio
E-check payments are accepted only if booking/payment made 30 days prior to the arrival date. Minimal time from booking request to arrival is 7 days.
Check-in can be done in person or via express check in by calling Global, our management company. This in a must for late arrivals and us preferred.

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking allowed: in designated areas

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 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

We should mention

A car is required for transport to and from this property

About the area

Located in Kissimmee, this villa is near theme parks and on a lake. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park. Travelling with kids? Make time for Old Town, or head to an event or a match at ESPN Wide World of Sports Complex. Discover the area's water adventures with nearby swimming, or enjoy the great outdoors with horse riding. Visit our Kissimmee travel guide
View more Villas in Orlando
Map
Kissimmee, FL

What's nearby

  • www.alamy.com
    Walt Disney World® Resort
    9 min drive - 9.7 km
  • Magic Kingdom® Park which includes rides
    Magic Kingdom® Park
    20 min drive - 21.8 km
  • Disney Springs® showing a river or creek, a bridge and a sunset
    Disney Springs™
    20 min drive - 23.0 km
  • Northeast Regional Park
    3 min drive - 2.1 km
  • Lake Davenport
    3 min drive - 2.1 km

Getting around

  • Kissimmee Station
    34 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway)
    31 min drive

Restaurants

  • Wawa
    6 min drive
  • McDonald's
    5 min drive
  • 7-Eleven
    13 min walk
  • Dutch Bros Coffee
    6 min drive
  • Circle K
    6 min drive

Frequently asked questions

Does Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee have a pool?

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

Is Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee pet-friendly?

No, pets are not allowed at this property.

How much is parking at Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee ?

On-site parking is available at the property.

What time is check-in at Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee ?

Check-in begins at 4:00 PM.

What time is check-out at Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee ?

Checkout is at 10:00 AM.

Where is Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee located?

This family-friendly Kissimmee villa is located on a lake, within 3 mi (5 km) of Lake Davenport and Four Corners FC. Surfari Water Park and Island H2O Live! are also within 6 miles (10 km).

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Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 102 out of 120 reviews
Rating 8 - Good. 13 out of 120 reviews
Rating 6 - Okay. 3 out of 120 reviews
Rating 4 - Poor. 2 out of 120 reviews
Rating 2 - Terrible. 0 out of 120 reviews

9.4

Cleanliness

9.6

Location

Reviews

8/10 Good

Brayan l.

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

Pretty good stay over all.

Enjoyed our stay for the most part. Had a lot of problems with keeping the hot tub working. House has plenty of room for large groups. We really enjoyed the game room.
Stayed 6 nights in Feb 2025

10/10 Excellent

Amy P.

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

They’ve thought of everything!

This place has it all… every detail is well thought out. Pack n play, strollers, kitchen gadgets, game room, even an outdoor TV for so when guys grilled, they didn’t have to miss any of the March Madness games! This family has been wonderful to work with and we would definitely stay here again!
Stayed 7 nights in Mar 2025

10/10 Excellent

John S.

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

Great house, kids loved the pool . Everything was as pictured , very clean, well stocked and worked

4 days at Universal and great to go back to the pool and we didn't mind staying in so the others could go shopping. Really great house and we enjoyed our stay there.
Stayed 7 nights in Mar 2024

10/10 Excellent

Lyle B.

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

Very nice

Property was everything as advertised. Very clean and roomy. Had a great stay.
Stayed 7 nights in Aug 2023

10/10 Excellent

Tyra G.

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

Perfect for family

This home is perfect for families with children. Plenty of space.
Stayed 4 nights in Jul 2023

10/10 Excellent

Cathy R.

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

Fabulous Family place

Great accommodations that were close to all the parks! Easy access to shopping, groceries etc. The amenities included allowed our family to have a place to enjoy following our busy days at the theme parks, Space Station and beach! Would recommend to anyone travelling with children 8 and older. Hope to return in the near future!
Stayed 7 nights in Aug 2024

10/10 Excellent

YANIRIS F.

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

Beautiful house for vacation

My family and I had a wonderful winter vacation. The house is perfect and confortable for a big family. We recommend 100%. Thank you and many blessings!
Stayed 4 nights in Dec 2023

10/10 Excellent

James H.

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

Great house and location

We chose to bring our children and grandchildren to Florida for spring break and choosing to stay in this house did not disappoint. The location was perfect to visit the parks and shop. The resort amenities were a plus. The house itself was clean and well stocked for everything we would need. The owners answered questions before our visit and during as well and in a timely manner. Would definitely recommend!!!
Stayed 7 nights in Mar 2024

10/10 Excellent

ARTHUR P.

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

Accurate and clean

Overall this is both a excellent property, and a good owner to the property. The owner spelled out the how, where, and when to get into the property. The location is really good. Close enough to the action, but far enough away that you don't feel crowded. The neighborhood was quiet despite it being a holiday week, and the property was as described. Beds are comfortable, and there is plenty of room for everyone. Thank you for a pleasant stsy!
Stayed 6 nights in Nov 2024

10/10 Excellent

Terrence A.

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

A Most Excellent Family Vacation

From the house layout to the games room and of course the pool, the entire family enjoyed the beautiful house and of course had a terrific time. The house was very well appointed and the bedrooms worked perfectly for a smattering of ages. Primary Suite on the main floor next to the pool -perfect for the seniors. Extra separate family rooms ensured multiple functions could be accommodated concurrently. Pool table and air hockey games were the hits inside. Great neighborhood close to all amenities.
Stayed 6 nights in Mar 2024

10/10 Excellent

Carolyn S.

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

Amazing home!

This home is exactly as advertised. Beautiful, spacious, and clean. Everything you need and more. The pool and hot tib had some difficulty keeping up with the cooler weather, but Global came quickly and did what rhey could. The property owner was quick to respond all through the process. 5 stars all around!
Stayed 7 nights in Dec 2023

10/10 Excellent

Brenda P.

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

Absolutely beautiful

The house is exactly as the pictures show which means no surprises. As many have stated, the beds are super comfortable and everyone had a great sleep each night. The location is a quick trip to Disney and there are plenty of conveniences close by. The owners always replied quickly and were extremely accommodating. There was a little issue with the one drier however within 12 hours it was all fixed. Wish I had that kind of service at home. You will not be disappointed with this home. Our other family members rented a house around the corner and it didn’t compare to the comfort and beauty of this one. If this is available I highly recommend you grab it. You won’t be disappointed.
Stayed 8 nights in Apr 2024

10/10 Excellent

Sneh P.

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

Exactly as expected

13 family members including 6 children (aged 1 to 9) stayed at this gorgeous and spacious house and every one of us enjoyed our stay. The house was exactly like the pictures and clean. They had plenty of items for children - high chairs, strollers, playpens - which was convenient. The older children and adults enjoyed the games room and all items listed were present. There were plenty of kitchen items and towels for our 1 week stay. The washer and dryer were high capacity. The pool and spa were clean. We only went to the local amenities area once and had a great time. The owner is very easy to get a hold of and responds very quickly. The check in and out process was very easy. You get a code to enter the home on arrival, you enter another code at the end of your stay to let them know you've left. I would definitely recommend staying here!
Stayed 7 nights in Jun 2024

10/10 Excellent

Joan and Curt K.

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

Fun Family Time!!

We loved every minute of our family vacation! We met our 3 grown kids/husbands and grandkids for a week of fun together! The house has a great lay-out with 6 bedrooms upstairs and 1 on the main floor. With 7 adults and 5 kids (all 6 and under) nobody ever felt crowded. The game room / karaoke was a hit - even with the little ones. There was one high chair and one more that hooked onto a chair - perfect for our two babies. Also, I had requested an additional pack and play and they accommodated and had one onsite for us! The stroller was used daily :) The hot tub heated up great and only took about 30 minutes. There were enough beach/bath towels so we weren't washing often. We could have used a few more dish towels though. It was great to have a dryer by the pool! Some of us went to Clearwater Beach for the day. It was almost a 2 hour drive but once we got there it was gorgeous. They have chairs/umbrellas to rent right on the beach. Unfortunately we left at 4 pm and it took us 3 hours to get back! If you go- leave the beach earlier:) This house is only about 3 blocks from the Windsor Westside Resort so it was easy to walk back and forth. The resort felt like we were on a mini cruise! Festive and fun all day long. We loved it here and definitely recommend it. Curt and Joan :)
Stayed 7 nights in Apr 2024

10/10 Excellent

Tom T.

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

Great stay

Great stay. Owner was very responsive and helpful. Took longer than we expected to get back/forth to Disney World.
Stayed 7 nights in May 2025

10/10 Excellent

Misti A.

Liked: Cleanliness, communication, location, listing accuracy

Perfect Vacation

This vacation rental was spectacular and exactly what we expected and more! We were beyond pleased with everything this home had to offer. It was a wonderful place to stay and we will definitely be back! Everything from the kitchen, bedrooms, bathrooms, to the game room and the pool area were amazing. We thoroughly enjoyed every bit of our vacation due to this awesome place!
Stayed 7 nights in Jun 2025

8/10 Good

Ashley S.

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

Family trip

Great experience we loved our stay !
Stayed 4 nights in Jul 2021

10/10 Excellent

Beau S.

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

Great host!

Property was as described. Our family had a great time at the house and having the resort close by was convenient. Any issues that arose were handled quickly. Would stay here again!!
Stayed 7 nights in May 2024

10/10 Excellent

Paul J.

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

Superb

We absolutely loved it from start to finish, highly recommended
Stayed 14 nights in Jul 2023

10/10 Excellent

jose b.

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

Great experience

The property was clean and communication with host was great, host is very responsive. No issues, would stay here again!
Stayed 7 nights in May 2022

10/10 Excellent

Jeannine H., Chambersburg, PA

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

Great Orlando vacation

Lots of room and very clean. We had a multigenerational family group and everyone had fun. Pool and hot tub were great, and community had nice amenities. We plan on renting this house again!
Stayed 7 nights in Jan 2023

10/10 Excellent

Michael B., Indianapolis, Indiana

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

House was amazing everything was clean and worked great!!!

Host is the BEST !!! Communication was excellent!!!! Would definitely book again !!!
Stayed 4 nights in Mar 2022

10/10 Excellent

Diane M.

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

Fantastic Vacation

We had a great time in Orlando, and the house was fantastic!! We enjoyed it thoroughly and hated to leave! If I had to make a suggestion it would be to upgrade the coffee maker to a Keurig.
Stayed 5 nights in Oct 2022

10/10 Excellent

SHALEN S.

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

Great vacation and relaxation!

Enjoyed our stay very much although unfortunately it was cut short due to family emergency and having to return home earlier than planned. Really enjoyed our stay and hope to return again in the near future…thank you so much for sharing your home with us!!! There was plenty of room and had everything we needed with very close shopping and short travel time to parks.
Stayed 6 nights in Jun 2023

10/10 Excellent

Verified traveller

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

Great house for a large group.

We enjoyed the 7 bedrooms so everyone had a bed. And the two pack n plays were used as well. The pool was an added treat and the clubhouse pool and playground were big hits with our grandkids.
Stayed 10 nights in Dec 2019