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  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
Rating4.15

What our guests are saying...

AI-generated from guest reviews for this property

Westside Wonder - Windsor at Westside is consistently praised as a spacious, comfortable, and inviting home that works especially well for large groups and family stays. Guests frequently highlight the clean, well-maintained interiors, comfortable beds, and thoughtful layout that gives everyone room to relax and spread out. The home is often described as well stocked with the essentials for cooking and daily needs, with plenty of towels and appealing decor that adds to the welcoming feel. Its location is appreciated for being convenient to area attractions while still feeling peaceful and easy for guests to enjoy. Guests also repeatedly enjoyed the pool, game spaces, themed rooms, and access to community amenities, which helped make stays fun and relaxing for both adults and children.

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.

Optional Services & Fees (Only If Applicable)

Some homes offer additional optional services. Fees apply only if the home is equipped with the amenity and the service is requested. If an amenity is not available at the home, the fee does not apply.

Early Check-In / Late Check-Out: Available upon request and subject to availability.

BBQ Grill: $75 per stay plus applicable taxes

Pool Heater: $50 per day plus applicable taxes. The pool can be heated upon request! 24 hours notice is required, the pool must be heated for three days minimum, and a pool heat fee must be paid prior to check-in.

Please contact our team to confirm availability before arrival.

Permit info: 195466

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

Amenities

Air conditioning
Air conditioning
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

4.15
53 reviews
5 Star
55%
4 Star
25%
3 Star
9%
2 Star
4%
1 Star
8%
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Shakita C2025-12-17

Very clean

Candice V2025-09-21

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.

Bridgette G2025-09-21

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.

Mikayla, M2025-08-11

House was beautiful and large. Great for family gathers

$357
avg / night
Rating4.15

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