Entire home
Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside!
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Reviews
8.6 out of 10
Excellent
8 bedrooms6 bathroomsSleeps 17
Popular amenities
Explore the area

Kissimmee, FL
- Place, Lake Davenport3 min drive
- Place, Walt Disney World® Resort9 min drive
- Place, Disney Springs™21 min drive
- Airport, Orlando, FL (MCO-Orlando Intl.)43 min drive
Rooms & beds
8 bedrooms (sleeps 17)
Bedroom 1
1 Queen Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 Queen Bed
Bedroom 5
1 Queen Bed
Bedroom 6
1 Double Bed and 1 Single Bed
Bedroom 7
2 Single Beds
Bedroom 8
1 King Bed
6 bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Bathroom 5
Bathroom 6
Spaces
Deck or patio
Porch or lanai
Kitchen
Outdoor play area
About this property
Perfect Retreat 8BR/6BA Pool Home in Windsor at Westside!
The open main living area was made for entertaining and the bedrooms boast ample sleeping space – no need for air mattresses and sleeping bags! The home also has lots of extras, like free Wi-Fi, flat-screen TVs in each bedroom and a laundry room with washer and dryer. Get your daily dose of vitamin D out on the screened lanai, which houses the swimming pool and hot tub. Dine al fresco under the covered patio or take an afternoon siesta in one of the lounge chairs.
**Optional pool and spa heat is available for $35/day + tax. We would recommend adding pool and spa heat to your reservation between the months of November and April.**
Curl up on the plush leather sectional in the living room and settle in for a movie night on the flat-screen TV. If the group can’t agree on a movie, the upstairs loft area has additional living space. This living room features a massive sectional couch, another flat-screen TV, foosball table and wet bar for mixing up yummy cocktails and mocktails.
The envy of home chefs, the fully-equipped kitchen has everything you need for prepping breakfast, dinner and everything in between. You’ll appreciate the granite counters, tons of cabinet space and stainless-steel appliances. A huge center island offers extra prep space, as well as additional seating at four barstools. From sitting down to a home-cooked meal to bonding over board games, the 10-person dining room table has room for everyone to gather around.
The first bedroom features a handsome king bed, extra storage and an en-suite bathroom with double sinks, walk-in shower and soaking tub. It even has a convenient door out to the patio and pool area, so you don’t have to drip pool water through the rest of the house. A queen bed and neutral beach décor outfit the second bedroom, while the third bedroom has another king bed and en-suite bathroom with double sinks.
Beachy vibes create a relaxing atmosphere in the fourth bedroom, which comes with a king bed and another en-suite bathroom with double sinks and walk-in shower. Kids will love the fifth bedroom, where chic Mickey décor makes the room both cute and classic. The sixth bedroom is also great for slumber parties, with a twin-over-full bunk bed and nautical theme. Both the seventh and eighth bedrooms have queen beds and pretty décor with blue and green jewel tones. They share a jack-and-jill bathroom with tub/shower combination. Two more bathrooms – one with a walk-in shower and one with double sinks – round out the sleeping spaces.
Just 10 minutes from Disney, Windsor at Westside boasts a ton of great amenities including 10,000-square foot club house, resort style pool with lazy river, Tiki bar, fitness center, sundry shop and video arcade. No excuses for being bored here!
**Optional pool and spa heat is available for $35/day + tax. We would recommend adding pool and spa heat to your reservation between the months of November and April.**
Curl up on the plush leather sectional in the living room and settle in for a movie night on the flat-screen TV. If the group can’t agree on a movie, the upstairs loft area has additional living space. This living room features a massive sectional couch, another flat-screen TV, foosball table and wet bar for mixing up yummy cocktails and mocktails.
The envy of home chefs, the fully-equipped kitchen has everything you need for prepping breakfast, dinner and everything in between. You’ll appreciate the granite counters, tons of cabinet space and stainless-steel appliances. A huge center island offers extra prep space, as well as additional seating at four barstools. From sitting down to a home-cooked meal to bonding over board games, the 10-person dining room table has room for everyone to gather around.
The first bedroom features a handsome king bed, extra storage and an en-suite bathroom with double sinks, walk-in shower and soaking tub. It even has a convenient door out to the patio and pool area, so you don’t have to drip pool water through the rest of the house. A queen bed and neutral beach décor outfit the second bedroom, while the third bedroom has another king bed and en-suite bathroom with double sinks.
Beachy vibes create a relaxing atmosphere in the fourth bedroom, which comes with a king bed and another en-suite bathroom with double sinks and walk-in shower. Kids will love the fifth bedroom, where chic Mickey décor makes the room both cute and classic. The sixth bedroom is also great for slumber parties, with a twin-over-full bunk bed and nautical theme. Both the seventh and eighth bedrooms have queen beds and pretty décor with blue and green jewel tones. They share a jack-and-jill bathroom with tub/shower combination. Two more bathrooms – one with a walk-in shower and one with double sinks – round out the sleeping spaces.
Just 10 minutes from Disney, Windsor at Westside boasts a ton of great amenities including 10,000-square foot club house, resort style pool with lazy river, Tiki bar, fitness center, sundry shop and video arcade. No excuses for being bored here!
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House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Kissimmee
Located in Kissimmee, this holiday home is on a lake. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Disney Springs™. Travelling with kids? Make time for Walt Disney World® Resort, or head to an event or a match at ESPN Wide World of Sports Complex.

Kissimmee, FL
What's nearby
- Lake Davenport - 3 min drive - 2.4 km
- Walt Disney World® Resort - 9 min drive - 10.1 km
- Disney's Animal Kingdom® Theme Park - 14 min drive - 12.0 km
- Magic Kingdom® Park - 20 min drive - 22.2 km
- Disney Springs™ - 21 min drive - 23.8 km
Getting around
Restaurants
- McDonald's - 5 min drive
- 7-Eleven - 16 min walk
- Dutch Bros Coffee - 5 min drive
- Circle K - 6 min drive
- Twistee Treat Berry Town - 5 min drive
Frequently asked questions
Reviews
8.6
Excellent
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window8.2/10
Cleanliness
9.2/10
Check-in
8.8/10
Communication
9.6/10
Location
9.0/10
Listing accuracy
Reviews
Verified
16 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 6 nights in Jul 2025
Verified
10/10 Excellent
Norman C.
19 March 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay
Norman C.
Stayed 7 nights in Mar 2025
Verified
10/10 Excellent
Thomas F.
8 March 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Golf Trip accomodations
Thomas F.
Stayed 4 nights in Feb 2025
Verified
10/10 Excellent
Verified traveller
25 February 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful stay
Verified traveller
Stayed 7 nights in Feb 2024
Verified
10/10 Excellent
Brigitte B.
5 August 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome
Brigitte B.
Stayed 10 nights in Mar 2022
Verified
10/10 Excellent
David P.
20 February 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect stay!
David P.
Stayed 5 nights in Feb 2023
Verified
10/10 Excellent
Uvarline S.
11 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice and clean
Uvarline S.
Stayed 2 nights in Aug 2024
Verified
8/10 Good
Daphne J.
11 June 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Good trip
Daphne J.
Stayed 4 nights in Jun 2021
Verified
10/10 Excellent
cindy b.
10 January 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great House
cindy b.
Stayed 4 nights in Dec 2023
Verified
6/10 Okay
Lucas E.
7 May 2025
Liked: Check-in, communication, location, listing accuracy
Okay
Lucas E.
Stayed 6 nights in Apr 2025
Verified
8/10 Good
Stef D.
15 February 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Casiola stay
Stef D.
Stayed 7 nights in Feb 2025
Verified
10/10 Excellent
Sherri P.
10 December 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fun time
Sherri P.
Stayed 4 nights in Dec 2020
From a partner site
10/10 Excellent
Banks Z.
10 March 2021
It was very amazing
Banks Z.
Stayed 2 nights in Feb 2021
Verified
10/10 Excellent
Oby G.
19 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Youth Group Retreat
Oby G.
Stayed 3 nights in Jun 2024
Verified
10/10 Excellent
Shantay B.
19 January 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Home
Shantay B.
Stayed 3 nights in Jan 2023
From a partner site
10/10 Excellent
Jacque M.
25 October 2019
vacation
Jacque M.
Verified
10/10 Excellent
roly a.
12 November 2020
Liked: Cleanliness, check-in, location, listing accuracy
Fun
roly a.
Stayed 3 nights in Oct 2020
Verified
8/10 Good
harrell b.
2 August 2021
Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness
butler family and friends gathering
harrell b.
Stayed 3 nights in Jul 2021
Verified
10/10 Excellent
Isaac H.
2 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wellbeing Family and Business Meeting
Isaac H.
Stayed 5 nights in Jun 2025
Verified
8/10 Good
Greg B.
6 January 2023
Liked: Check-in, communication, location, listing accuracy
Spacious!!
Greg B.
Stayed 5 nights in Dec 2022
Verified
8/10 Good
Tricia C.
10 November 2022
Liked: Check-in, communication, location, listing accuracy
Great Stay
Tricia C.
Stayed 6 nights in Nov 2022
Verified
8/10 Good
Becky W.
16 January 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable & spacious
Becky W.
Stayed 6 nights in Jan 2025
Verified
10/10 Excellent
Jeanie L.
7 June 2021
Liked: Cleanliness, communication, location, listing accuracy
My Covid Christmas
Jeanie L.
Stayed 4 nights in Jun 2021
Verified
2/10 Terrible
Patrick G.
28 May 2025
Liked: Check-in
Disliked: Cleanliness, communication, listing accuracy
Most horrible VRBO experience I ever had
Patrick G.
Stayed 4 nights in May 2025
Verified
10/10 Excellent
Ariane S.
30 December 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great for Groups!
Ariane S.
Stayed 4 nights in Dec 2022
About the host
Hosted by Casiola vacation homes
Languages:
English, Spanish, Portuguese, Dutch
Premier Host
They consistently provide great experiences for their guests
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