The Family Nest
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
Welcome to your perfect family getaway in the prestigious Windsor at Westside Resort in Kissimmee, FL! This beautifully designed home offers the ideal balance of private comfort and resort-style fun, making it the ultimate destination for families and groups.
Step outside to your screened-in patio, where a heated private pool and relaxing spa invite you to unwind after a day at the parks. Lounge in the sun on comfortable patio furniture or fire up the gas grill for a family barbecue. Inside, the air conditioned game room is a highlight, featuring a pool table, foosball table, and plenty of board games, perfect for keeping guests of all ages entertained.
This dog-friendly home comfortably accommodates families with 3 king beds, 3 double beds, and 5 twin beds, plus all the modern conveniences you need for a stress-free stay. Enjoy central AC, high-speed WiFi, a fully equipped kitchen, and private laundry facilities. The gated entrance to the community provides added peace of mind, so you can relax and focus on making memories.
Located just minutes from Walt Disney World, Universal, top water parks, and shopping, this home places you right in the heart of Central Florida’s attractions.
World-Class Resort Amenities at Windsor at Westside
When you stay here, you’ll enjoy exclusive access to Windsor at Westside’s spectacular resort facilities, just a short stroll from your front door:
A stunning 10,000 sq ft clubhouse overlooking a serene lake.
Resort-style pool complex featuring:
A zero-entry pool perfect for little ones,
A lazy river for relaxing floats,
A thrilling water slide, and
A splash playground for kids.
Tu Casa Bar & Lounge offering poolside food and drinks.
Sports & recreation galore: shared tennis and basketball courts, a fitness center, playgrounds, and a video arcade.
Sundry shop on site for quick essentials.
A 24/7 guarded and gated entrance, giving you added peace of mind during your stay.
Prime Location Near Theme Parks & Attractions
Located in the heart of Kissimmee, this home is just:
6–8 miles to Walt Disney World
A short drive to Universal Studios, SeaWorld, and Orlando’s top attractions
Minutes from shopping centers, dining, and golf courses
About 30 miles from Orlando International Airport, with easy access to major highways
Amenities
Home Amenities
✅ High-speed Internet / WiFi
🏊 Private screened pool
🌡 Heated pool & spa (available for an additional fee)
☀️ Outdoor patio & dining area
🍖 Gas grill (private)
🧺 Washer & dryer (private)
❄️ Central AC & heating
📺 Smart TVs with cable, HBO & Netflix streaming
🎯 Game room with pool table, foosball, air hockey & board games
🐾 Dog-friendly (2 dogs allowed)
👶 Family-friendly amenities: Pack ’n Play, high chair, 2 single strollers & 2 double strollers
🍽 Fully equipped kitchen (dishwasher, microwave, stove, fridge, coffee maker, cookware, utensils)
🚗 Free parking for 5 vehicles. 2 may park on the driveway. The remaining 3 must park on the road. Parking for the additional 3 vehicles is first come first serve. Cars may not park on the grass and they are not allowed to extend onto the sidewalk.
🔐 Keyless digital entry
*****This is NOT a single level home*****
🌴 Windsor at Westside Resort Amenities
🏰 10,000 sq ft Clubhouse with lounge & bar
🏊 Resort-style pool complex with:
Lazy river
Water slide
Splash pad & cabanas
🍹 Tu Casa Bar & Lounge (poolside dining & drinks)
🏋️ Fitness center / gym
🏀 Basketball court (shared)
🎾 Tennis court (shared)
🧒 Playground & family recreation areas
🛍 On-site sundry shop
🚪 Gated / guarded community entrance
If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.
Parking notes: There is free parking available for 2 vehicles.
3 days notification is required in order to heat the pool and pool spa. A fee of USD 32 per day must be paid prior to check-in to purchase pool and pool spa heat for your stay.
Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.