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Windsor at Westside Resort Home w/ Pool & Hot Tub
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Reviews
9.89.8 out of 10
Exceptional
Entire home
Popular amenities
- Pool
- Hot tub
- Kitchen
- Washer
- Dryer
- Pet friendly
Explore the area

Kissimmee, FL
- Northeast Regional ParkPlace, Northeast Regional Park4 min drive
- Lake DavenportPlace, Lake Davenport4 min drive
- Highland Reserve Golf ClubPlace, Highland Reserve Golf Club6 min drive
- Kissimmee, FL (ISM-Kissimmee Gateway)Airport, Kissimmee, FL (ISM-Kissimmee Gateway)32 min drive
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About the neighborhood
Kissimmee
With a stay at this vacation home, you'll be centrally located in Kissimmee, within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club. .This vacation home is 6.5 mi (10.5 km) from Reunion Resort Golf Course and 10.2 mi (16.4 km) from ESPN Wide World of Sports Complex.
What's nearby
- Northeast Regional Park - 4 min drive - 1.9 miles
- Lake Davenport - 4 min drive - 1.9 miles
- Highland Reserve Golf Club - 6 min drive - 2.5 miles
- Four Corners FC - 6 min drive - 3.4 miles
- ChampionsGate Golf Club - 8 min drive - 5.1 miles
Getting around
- Kissimmee Station - 32 min drive
- Kissimmee, FL (ISM-Kissimmee Gateway) - 41 min drive
Restaurants
- McDonald's - 7 min drive
- 7-Eleven - 4 min drive
- Dutch Bros Coffee - 8 min drive
- Chick-Fil-A - 11 min drive
- Circle K - 8 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Windsor at Westside Resort Home w/ Pool & Hot Tub
Summary:
Welcome to this spacious 8-bedroom retreat in the gated Windsor at Westside Resort. Enjoy a private, garden-facing patio with a swimming pool, spillover hot tub, BBQ grill, shaded dining area, and sun loungers. Inside, unwind in the game room with foosball, billiards, and board games—or host a movie night in your very own home theatre featuring a large screen. Perfect for families and group getaways! Book your stay now!
The Space:
Your dream group getaway starts here! This spacious 8-bedroom, 6-bathroom home sleeps up to 16 guests and delivers fun at every turn — with a private pool, bubbling hot tub, game room, and even a home theater. Located in the sought-after Windsor at Westside Resort, you’ll enjoy luxury living, resort perks, and a prime location just minutes from Disney and Orlando’s top attractions.
Poolside Paradise:
• Private screened-in patio with swimming pool & jacuzzi-style spa
• No rear-facing neighbors for added peace and privacy
• Sun loungers for soaking up the rays
• Covered outdoor dining area with BBQ grill — perfect for alfresco meals
Game On & Movie Nights:
• Garage-turned-games room with pool table, foosball & board games
• Private home theater with large projector screen & cozy seating
• High-speed WiFi + Smart TVs with cable for all your streaming needs
Cook, Dine & Chill:
• Fully equipped kitchen with high-end appliances & oversized island
• Indoor dining table for 10 + island seating & outdoor dining area
• Open-concept living space with plush seating and a large Smart TV
• In-home laundry machines and central A/C for ultimate convenience
8 Bedrooms / 6 Bathrooms:
With four ensuite bathrooms and thoughtful bedroom layouts, everyone in your group can enjoy comfort and privacy.
Bedroom Breakdown:
First Floor
• Bedroom 1: King bed | Private ensuite bath (ideal for guests avoiding stairs)
Second Floor
• Bedroom 2: King bed | Ensuite
• Bedroom 3: Queen bed | Shared bath
• Bedroom 4: 2 Full beds | Shared bath
• Bedroom 5: King bed | Ensuite
• Bedroom 6: 2 Twin beds | Shared bath
• Bedroom 7: Queen bed | Shared bath
• Bedroom 8: King bed | Ensuite
Windsor at Westside Resort Amenities:
• 24/7 gated entrance with security guard
• Massive resort-style heated pool with shallow-entry access
• Lazy river, kids’ splash zone & water slide
• Outdoor hot tub & sundeck with loungers
• Tiki bar (TuCasa) with cocktails and snacks
• Full-service clubhouse with restaurant & lounge
• Fitness center, tennis & basketball courts
• Playground, arcade & sundries shop
Whether you're floating in the lazy river, grabbing a cocktail poolside, or taking a break in the private theater, this home has something for everyone. Plus, you're just a short drive to Disney, Universal, shopping, dining, and more.
Extras & Essentials:
• Free driveway parking + additional guest parking at the clubhouse
• Pet-friendly — bring your furry companions along!
• Complimentary resort access for all registered guests
Why Stay With Us?
We make family vacations easy and unforgettable. From stylish interiors to resort-level entertainment, this home is designed for comfort, connection, and fun.
Book your Orlando adventure today!
Guest Access:
Parking:
• Up to 2 vehicles can park in the driveway. There is additional parking at the clubhouse if needed. Please note: the garage is not available, and the resort's policy limits a maximum of 5 vehicles per residence.
Property Access:
• Guests will enter the community through a gate and the security guard.
Resort Access:
• You're provided with complimentary access to the Windsor at Westside Resort.
• Clubhouse is open daily from 9am - 9pm, year-round.
The Neighborhood:
Windsor at Westside is a gated vacation rental community close to Disney featuring an 8,000 sq. ft. clubhouse with the Tu Casa Bar & lounge, market & deli, video arcade, sundries shop & fitness center. There are multi sports courts, a resort style swimming pool, whirlpool spa, tiki bar, poolside cabanas, kids play zone, lazy river and more!
The home is in an ideal location, which offers easy access to the Disney World theme parks via World Dr N, Bueno Vista Dr (this route has tolls) or Westside Blvd and US-192 E (no tolls). Also, close by are many dining, shopping and entertainment options!
Getting Around:
Windsor at Westside Resort:
One of the most desired resort communities in all of Kissimmee area! This ideal location offers easy access to the Disney World theme parks via World Dr N, Bueno Vista Dr (this route has tolls) or Westside Blvd and US-192 E (no tolls). Also, close by are many dining, shopping and entertainment options!
Nearby Family Attractions:
• Walt Disney World ~ 10 miles.
• Magic Kingdom Park ~ 15 miles.
• EPCOT ~ 15 miles.
• Hollywood Studios ~ 10 miles.
• SeaWorld ~ 16 miles.
• Universal Studios ~ 25 miles.
Nearby Other Attractions:
• Highlands Reserve Golf Club ~ 3 miles.
• Lake Louisa State Park ~ 13 miles.
• Camping World Stadium ~ 32 miles.
• Orlando Science Center ~ 34 miles.
• Mennello Museum of American Art ~ 36 miles.
Other Things to Note:
• Please note that the fridge's ice maker is currently unavailable. However, for your convenience, a separate ice maker is provided on the kitchen counter.
• For a smooth and secure check-in experience, all guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in instructions will be shared once verification is completed. Thank you for helping us ensure a seamless stay!
• Please note that we do not provide washcloths. Please bring your own washcloths to make use of during your stay.
Additional Services:
• Pool and hot tub heating is an additional service that is not included in your booking price. It's an additional fee of $35/night per service and $60/night for both, which we provide upon request. Please note that heating service is available with a minimum stay of 2 nights. Feel free to reach out for more details.
• We offer mid-stay cleaning for reservations over 3 days in duration. This service is available for an extra fee and will need to be booked in advance.
Pet Friendly:
• Pets less than 60lbs. are very welcome at our home (maximum of 2 pets )
• A pet fee of $129/pet per stay will be added at the time of booking if the pet is added to the reservation. If no pet is declared during booking, we will collect the fee separately.
• If you have more than one pet, please note that an extra fee of $129 per pet will also be collected after booking confirmation.
We're happy to deliver:
- Planning a BBQ? A propane tank is available for a one-time $69 charge. Let us know in advance, and we’ll make sure you’re all set to grill and enjoy!
- a "Pack 'N Play Crib" for $40 (one-time fee).
- a Highchair for $40 (one-time fee).
House Rules:
1. Parties, events, and smoking/vaping are prohibited in or around our property.
2. Please check-out on time. Late departures will result in a charge for each additional hour the property cannot be accessed for turnover.
3. Large messes will result in an additional cleaning fee. Please clean up after yourselves and your pets.
4. Firearms and weapons are strictly prohibited on the property.
If any of these house rules are broken, you and your group may be subject to additional charges or be requested to vacate the property immediately without refund.
Interaction with Guests:
We work with a team of dedicated hospitality professionals who will assist us in providing you with 5-star quality service. Your recommendations and questions are important to us and we're here 24/7 to assist you. Please don't hesitate to reach out to us at any time.
Welcome to this spacious 8-bedroom retreat in the gated Windsor at Westside Resort. Enjoy a private, garden-facing patio with a swimming pool, spillover hot tub, BBQ grill, shaded dining area, and sun loungers. Inside, unwind in the game room with foosball, billiards, and board games—or host a movie night in your very own home theatre featuring a large screen. Perfect for families and group getaways! Book your stay now!
The Space:
Your dream group getaway starts here! This spacious 8-bedroom, 6-bathroom home sleeps up to 16 guests and delivers fun at every turn — with a private pool, bubbling hot tub, game room, and even a home theater. Located in the sought-after Windsor at Westside Resort, you’ll enjoy luxury living, resort perks, and a prime location just minutes from Disney and Orlando’s top attractions.
Poolside Paradise:
• Private screened-in patio with swimming pool & jacuzzi-style spa
• No rear-facing neighbors for added peace and privacy
• Sun loungers for soaking up the rays
• Covered outdoor dining area with BBQ grill — perfect for alfresco meals
Game On & Movie Nights:
• Garage-turned-games room with pool table, foosball & board games
• Private home theater with large projector screen & cozy seating
• High-speed WiFi + Smart TVs with cable for all your streaming needs
Cook, Dine & Chill:
• Fully equipped kitchen with high-end appliances & oversized island
• Indoor dining table for 10 + island seating & outdoor dining area
• Open-concept living space with plush seating and a large Smart TV
• In-home laundry machines and central A/C for ultimate convenience
8 Bedrooms / 6 Bathrooms:
With four ensuite bathrooms and thoughtful bedroom layouts, everyone in your group can enjoy comfort and privacy.
Bedroom Breakdown:
First Floor
• Bedroom 1: King bed | Private ensuite bath (ideal for guests avoiding stairs)
Second Floor
• Bedroom 2: King bed | Ensuite
• Bedroom 3: Queen bed | Shared bath
• Bedroom 4: 2 Full beds | Shared bath
• Bedroom 5: King bed | Ensuite
• Bedroom 6: 2 Twin beds | Shared bath
• Bedroom 7: Queen bed | Shared bath
• Bedroom 8: King bed | Ensuite
Windsor at Westside Resort Amenities:
• 24/7 gated entrance with security guard
• Massive resort-style heated pool with shallow-entry access
• Lazy river, kids’ splash zone & water slide
• Outdoor hot tub & sundeck with loungers
• Tiki bar (TuCasa) with cocktails and snacks
• Full-service clubhouse with restaurant & lounge
• Fitness center, tennis & basketball courts
• Playground, arcade & sundries shop
Whether you're floating in the lazy river, grabbing a cocktail poolside, or taking a break in the private theater, this home has something for everyone. Plus, you're just a short drive to Disney, Universal, shopping, dining, and more.
Extras & Essentials:
• Free driveway parking + additional guest parking at the clubhouse
• Pet-friendly — bring your furry companions along!
• Complimentary resort access for all registered guests
Why Stay With Us?
We make family vacations easy and unforgettable. From stylish interiors to resort-level entertainment, this home is designed for comfort, connection, and fun.
Book your Orlando adventure today!
Guest Access:
Parking:
• Up to 2 vehicles can park in the driveway. There is additional parking at the clubhouse if needed. Please note: the garage is not available, and the resort's policy limits a maximum of 5 vehicles per residence.
Property Access:
• Guests will enter the community through a gate and the security guard.
Resort Access:
• You're provided with complimentary access to the Windsor at Westside Resort.
• Clubhouse is open daily from 9am - 9pm, year-round.
The Neighborhood:
Windsor at Westside is a gated vacation rental community close to Disney featuring an 8,000 sq. ft. clubhouse with the Tu Casa Bar & lounge, market & deli, video arcade, sundries shop & fitness center. There are multi sports courts, a resort style swimming pool, whirlpool spa, tiki bar, poolside cabanas, kids play zone, lazy river and more!
The home is in an ideal location, which offers easy access to the Disney World theme parks via World Dr N, Bueno Vista Dr (this route has tolls) or Westside Blvd and US-192 E (no tolls). Also, close by are many dining, shopping and entertainment options!
Getting Around:
Windsor at Westside Resort:
One of the most desired resort communities in all of Kissimmee area! This ideal location offers easy access to the Disney World theme parks via World Dr N, Bueno Vista Dr (this route has tolls) or Westside Blvd and US-192 E (no tolls). Also, close by are many dining, shopping and entertainment options!
Nearby Family Attractions:
• Walt Disney World ~ 10 miles.
• Magic Kingdom Park ~ 15 miles.
• EPCOT ~ 15 miles.
• Hollywood Studios ~ 10 miles.
• SeaWorld ~ 16 miles.
• Universal Studios ~ 25 miles.
Nearby Other Attractions:
• Highlands Reserve Golf Club ~ 3 miles.
• Lake Louisa State Park ~ 13 miles.
• Camping World Stadium ~ 32 miles.
• Orlando Science Center ~ 34 miles.
• Mennello Museum of American Art ~ 36 miles.
Other Things to Note:
• Please note that the fridge's ice maker is currently unavailable. However, for your convenience, a separate ice maker is provided on the kitchen counter.
• For a smooth and secure check-in experience, all guests may be required to complete ID and Enso Boarding Pass verification before arrival. Check-in instructions will be shared once verification is completed. Thank you for helping us ensure a seamless stay!
• Please note that we do not provide washcloths. Please bring your own washcloths to make use of during your stay.
Additional Services:
• Pool and hot tub heating is an additional service that is not included in your booking price. It's an additional fee of $35/night per service and $60/night for both, which we provide upon request. Please note that heating service is available with a minimum stay of 2 nights. Feel free to reach out for more details.
• We offer mid-stay cleaning for reservations over 3 days in duration. This service is available for an extra fee and will need to be booked in advance.
Pet Friendly:
• Pets less than 60lbs. are very welcome at our home (maximum of 2 pets )
• A pet fee of $129/pet per stay will be added at the time of booking if the pet is added to the reservation. If no pet is declared during booking, we will collect the fee separately.
• If you have more than one pet, please note that an extra fee of $129 per pet will also be collected after booking confirmation.
We're happy to deliver:
- Planning a BBQ? A propane tank is available for a one-time $69 charge. Let us know in advance, and we’ll make sure you’re all set to grill and enjoy!
- a "Pack 'N Play Crib" for $40 (one-time fee).
- a Highchair for $40 (one-time fee).
House Rules:
1. Parties, events, and smoking/vaping are prohibited in or around our property.
2. Please check-out on time. Late departures will result in a charge for each additional hour the property cannot be accessed for turnover.
3. Large messes will result in an additional cleaning fee. Please clean up after yourselves and your pets.
4. Firearms and weapons are strictly prohibited on the property.
If any of these house rules are broken, you and your group may be subject to additional charges or be requested to vacate the property immediately without refund.
Interaction with Guests:
We work with a team of dedicated hospitality professionals who will assist us in providing you with 5-star quality service. Your recommendations and questions are important to us and we're here 24/7 to assist you. Please don't hesitate to reach out to us at any time.
Make yourself comfortable in this air-conditioned vacation home, which features a private pool. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Conveniences include a microwave and a coffee/tea maker.
Be sure to enjoy recreational amenities, including an indoor pool, a hot tub, and a fitness center. This vacation home also features concierge services, an arcade/game room, and barbecue grills.
Guests will find features like internet access and onsite parking.
Property amenities
Pool/Spa
- Communal pool
- Hot tub
- Indoor pool
- Private pool
Internet
- Available in the house: WiFi
Parking and transportation
- Parking on site
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Ice maker
- Microwave
- Oven
- Refrigerator
- Stovetop
- Toaster
Bedrooms
- 8 bedrooms
- Bedsheets provided
Bathroom
- 6 bathrooms
- Hair dryer
- Shower
- Towels provided
Entertainment
- DVD player
- TV with cable/satellite channels
Outdoor areas
- Balcony
- Barbecue grill
- Garden
Laundry
- Laundry facilities
- Washing machine
Comfort
- Air conditioning
- Heating
Pets
- Pet friendly
Suitability/Accessibility
- If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
- Stair-free path to entrance
- Tile flooring in public areas
- Upper floors accessible by stairs only
- Smoking not allowed
Services and conveniences
- Concierge services
Location highlights
- In the city center
- Near a health/beauty spa
Things to do
- Arcade/game room
- Billiards/pool table
- Foosball table
- Gym
Safety features
- Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
- Smoke detector (host has indicated there is a smoke detector on the property)
- Fire extinguisher
General
- Garden
- Property located in a resort
- Unit size: 4,041 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 18
Check-out
Check-out before 10:00 AM
Contactless check-out available
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
1. Parties, events, and smoking/vaping are prohibited in or around our property.
2. Please check-out on time. Late departures will result in a cha...
Pets
Pets allowed
Service animals are welcome, and are exempt from fees
Children and extra beds
Children are welcome
Events
No events 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
This property accepts cash
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property is also known as
67d1f2abe34a6e0012746733