Site logo
Vacation RentalsDestinationsProperty ManagementContact Us
Vacation RentalsDestinationsProperty ManagementContact Us
About Us
About Us

All About Casago

Blog
Blog

Explore Our Blogs

Franchise with Us
Franchise with Us

Become a Franchise

FAQs
FAQs

Most Common Questions

  1. USA >
  2. Florida >
  3. Kissimmee

Westside Wonder - Windsor at Westside

Gorgeous home with private pool with spa, pool table & gas grill
Gorgeous home with private pool with spa, pool table & gas grill
Gorgeous home with private pool with spa, pool table & gas grill

House in Kissimmee, Florida

Guests
20 Guests
Bedrooms
9 Bedrooms
Bathrooms
6 Bathrooms

Locally Owned & Operated

Orlando

Orlando

Casago Franchise Owner

Locally Owned & Operated
Rating4.60

What our guests are saying...

AI-generated from guest reviews for this property

Westside Wonder - Windsor at Westside is praised as a beautiful, spacious, and highly accommodating home that works especially well for large groups and family gatherings, with a layout that gives guests plenty of room to spread out and relax. Guests consistently describe the home as comfortable and inviting, highlighting very comfortable beds, themed rooms, and welcoming indoor and outdoor spaces for downtime and socializing. Cleanliness stands out throughout the reviews, with many guests noting that the home was very clean, well maintained, and thoughtfully stocked with plenty of towels and useful kitchen items. The property is also appreciated for its convenient location near popular attractions, dining, and resort offerings, while still feeling peaceful and easy to enjoy. Repeated guest experiences also highlight enjoyable time spent in the pool, game areas, clubhouse, and other family-oriented features that helped keep both children and adults entertained. Overall, guests found the home well equipped, exactly as pictured, and a place they would gladly return to.

Overview

Spacious, beautifully designed, and packed with amenities you won't find in the average vacation rental, this nine-bedroom, six-bathroom home is the perfect setting for your next magical getaway! Located just ten miles from Walt Disney World, you'll be close enough to the parks for easy day trips, yet far enough to unwind in your own private oasis.

Why You'll Love It

• A screened, optionally heated pool and spa with a safety fence—ideal for both relaxation and fun.

• A covered patio with outdoor dining for six, a BBQ grill, and plenty of lounge seating.

• An open-concept main level featuring a chef's kitchen with stainless steel appliances, a ten-person dining table, and a large sectional with Smart TV.

• Nine bedrooms with Smart TVs in each room, offering space and comfort for the entire group.

• A family room upstairs complete with a pool table, dual Smart TVs, and extra seating for game nights and movie marathons.

Resort Amenities

As part of Windsor at Westside Resort, you'll have access to a variety of community perks, including a clubhouse, fitness center, volleyball court, and game room—perfect for days when you want entertainment close to home.

Nearby Attractions & Conveniences

• Walt Disney World (10 miles)

• Universal Orlando Resort & SeaWorld (25 miles)

• Shopping and dining at Promenade at Sunset Walk (6 miles)

• Golf at ChampionsGate (7 miles)

• Everyday conveniences like grocery stores, coffee shops, and pharmacies within a 10-minute drive

This home combines the best of both worlds: private luxury with room for everyone, plus unbeatable proximity to Orlando's top attractions and essentials. Whether you're planning theme park adventures, poolside relaxation, or evenings filled with games and laughter, this is the perfect place to create lasting memories.

THINGS TO KNOW

There are 11 TVs throughout the home and only seven have cable boxes. All TVs are Roku.

Permit number: 195466

You must be 21 years or older to rent this property.

Amenities

Central AC
Central AC
Washer/dryer
Washer/dryer
Gym/fitness room
Gym/fitness room
Game room
Game room
Internet
Internet
Foosball table
Foosball table
Ping-pong table
Ping-pong table
Pool table
Pool table
Cable
Cable
TV
TV
Dishwasher
Dishwasher
High chair
High chair
Microwave
Microwave
Fridge
Fridge
Stove
Stove
Golf on-site
Golf on-site
Gas grill
Gas grill
Heated pool
Heated pool
Pool
Pool
Basketball court
Basketball court
Adult bikes
Adult bikes
Snowbird-friendly
Snowbird-friendly

Sleeping Arrangements

Bedroom 1

sleeps 4

Beds
2 queen beds

Bedroom 2

sleeps 2

Beds
1 king bed

Bedroom 3

sleeps 2

Beds
1 king bed

Bedroom 4

sleeps 2

Beds
2 twin beds

Bedroom 5

sleeps 2

Beds
1 lower bunk bed
Beds
1 upper bunk bed

Bedroom 6

sleeps 2

Beds
2 twin beds

Bedroom 7

sleeps 2

Beds
1 king bed

Bedroom 8

sleeps 2

Beds
1 queen bed

Bedroom 9

sleeps 2

Beds
1 queen bed

Location

Kissimmee, Florida, Home

(Exact address will be provided after booking)

Location

Rating

4.6
5 reviews
5 Star
60%
4 Star
40%
3 Star
0%
2 Star
0%
1 Star
0%
search
Shakita C2025-12-16

Very clean

Bridgette G2025-09-21

Candice V2025-09-20

The home is a great size for families traveling together. We found it had enough room for all of us. The kitchen had the items we needed for preparing our meals. The house is not terribly far from the clubhouse but it is in a different section, you have to walk a couple of blocks to the gate, cross the road, and then go into a different section of the community. Its doable but using the car for the older people is probably necessary.

Michelle P2025-08-24

We had a great stay in the Westside Wonder. The home is large and very accommodating for bigger groups. Kitchen was well stocked with the items we needed to prepare out meals. Beds were pretty comfortable. Lots of towels in the home. We were surprised by the full sized soaps & conditioner provided in the bathrooms! That was a great bonus. The neighborhood/community was nice and the clubhouse was great too.

Michael C2025-08-17

House was very spacious and clean. The only 2 disappointments were the jacuzzi would not turn on. The notice on the wall said you just turn on the timer, but it never worked. Also the Xbox upstairs does not work. But overall the house fine and I'd stay here again.

$325
avg / night
Rating4.60

You won't be charged yet

Our Destinations
View all
Site logoVeteran Owner

Quick Links

  • Newsroom
  • Videos
  • Executive Team
  • Casago Careers
  • Promotions/Discounts
  • Apps

CONTACT US

  • 850 NW 13th Ave.
  • Suite 400
  • Portland, OR 97209

NEED MORE HELP?

  • Contact us now

©2026 Casago. All rights reserved

Privacy PolicyTerms of Service
FacebookInstagramYouTubeLinkedIn