Spacious resort style home w/ enclosed pool, shared pool & hot tub,-dog friendly

Paradise Dream Vacation

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Welcome to Windsor at Westside, your perfect getaway in Kissimmee, FL! This spacious house is designed with fun and relaxation in mind, featuring a fantastic game room complete with a pool table and foosball table, ensuring endless entertainment for guests of all ages. Step outside to enjoy the heated pool, resort hot tub, or lazy river where you can unwind after a day of adventure at nearby theme parks.

The home is thoughtfully equipped with amenities to make your stay comfortable and convenient. Enjoy cooking in the fully stocked kitchen with modern appliances, including a fridge, stove, and dishwasher. The open dining area is perfect for family meals, while the cozy living room offers a sofa bed for extra guests. With central AC and high-speed internet, you’ll feel right at home.

The expansive 10,000 sq. ft clubhouse features a huge pool complete with a thrilling slide and a tiki bar, perfect for soaking up the Florida sun. Enjoy a workout in the fitness center, challenge friends to a game of volleyball, or let the kids have fun in the video arcade. With a dog-friendly policy, your furry friends can join in on the fun too!

Enjoy all that Orlando has to offer such as the theme parks: Walt Disney World, Universal Studios, Sea World, Legoland, Discovery Cove, Aquatica and other attraction such as I-Drive, City Walk & Disney Springs; Shopping malls such as The Mall at Millenia, The Florida Mall and The Outlet Mall. Sports events include Orlando City soccer and Orlando Magic basketball.

Whether you’re looking to explore the vibrant attractions of Orlando or relax at one of Florida’s beautiful beaches just over an hour away, Windsor at Westside is the perfect home base for your vacation. Book your stay today and create unforgettable memories!

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. The pet fee is per stay and ranges between $150 and $200, depending on the bedroom count, and will apply for each additional dog.

Parking notes: There is free parking available for 2 vehicles.
This rental is located on floor 1.

Security camera details: Doorbell camera
Camera on driveway
3 days notification is required in order to heat the pool. A fee of USD 32 per day must be paid prior to check-in to purchase pool 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.