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Resort like: Pool, BBQ, Xbox & Club Access with Lazy River – 15 Min to Disney!
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Reviews
9.69.6 out of 10
Exceptional
Entire home
Popular amenities
- Hot tub
- Kitchen
- Washer
- Dryer
- Free WiFi
Explore the area

Kissimmee, FL
- Northeast Regional ParkPlace, Northeast Regional Park2 min drive
- Lake DavenportPlace, Lake Davenport3 min drive
- Walt Disney World® ResortPlace, Walt Disney World® Resort9 min drive
- Orlando, FL (MCO-Orlando Intl.)Airport, Orlando, FL (MCO-Orlando Intl.)43 min drive
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About the neighborhood
Kissimmee
With a stay at this vacation home in Kissimmee, you'll be within a 10-minute drive of ChampionsGate Golf Club and Flamingo Crossings Town Center. .This vacation home is 7.8 mi (12.5 km) from Walt Disney World® Resort and 9.6 mi (15.4 km) from Disney's Animal Kingdom® Theme Park.
What's nearby
- Northeast Regional Park - 2 min drive - 1.3 miles
- Lake Davenport - 3 min drive - 1.3 miles
- Walt Disney World® Resort - 9 min drive - 5.9 miles
- Disney's Animal Kingdom® Theme Park - 13 min drive - 7.1 miles
- Disney Springs™ - 20 min drive - 14.1 miles
Getting around
- Kissimmee Station - 33 min drive
- Kissimmee, FL (ISM-Kissimmee Gateway) - 29 min drive
Restaurants
- Wawa - 5 min drive
- McDonald's - 5 min drive
- 7-Eleven - 4 min walk
- Circle K - 5 min drive
- Dutch Bros Coffee - 4 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.
Resort like: Pool, BBQ, Xbox & Club Access with Lazy River – 15 Min to Disney!
Experience luxury at our spacious 5-bedroom home, only 15 minutes from Disney!
Relax in the stylish living areas, complete with state-of-the-art Smart TVs and an Xbox One for extra entertainment. Take a dip in your private pool or enjoy a BBQ feast in the outdoor dining area. Just beyond your door, immerse yourself in the Windsor at Westside resort, where you’ll find pools, a lazy river, playgrounds, a premium fitness center, and courts for every sport imaginable.
Elevate your getaway – it’s time to turn on vacation mode!
SINGLE-FAMILY HOME
5 Bedrooms | 5.5 Bathrooms
2622 Sq. Ft. | 244 m²
Sleeps up to 10 guests
FIRST FLOOR
• 1 King Suite with pool access;
• Open-concept living;
• Dining area;
• Fully-equipped kitchen;
• Convenient laundry room with washer and dryer;
• Private pool facing south with stylish patio furniture and BBQ grill.
• The face of the pool is facing south.
SECOND FLOOR
• 2 Queen Suites;
• 2 Twin Suites (each with 2 Twin beds);
• Spacious loft with TV, Xbox One and seating for all.
Guest access
Guests have access to the entire house, the private pool area, and the clubhouse.
Three days before your arrival we will send you the access code for the property, Wi-Fi, and the house address via private message (inbox). You will also receive a Welcome Guide by email with all the information you need for your stay. For your convenience, we provide a 24-hour emergency phone line to ensure you have all the support you need throughout your stay.
Welcome to Windsor at Westside – Your Ultimate Orlando Getaway!
Experience the perfect blend of luxury, convenience, and entertainment at Windsor at Westside, an exclusive gated resort community designed to elevate your Orlando vacation. Whether you're visiting the Disney parks or exploring the best of Central Florida, our prime location ensures you're always close to the action!
Indulge in world-class resort amenities, unwind in a tropical atmosphere, and enjoy a stress-free stay with everything you need at your fingertips.
Resort Amenities – Included with Your Stay!
As our guest, you’ll have complimentary access to a variety of fantastic amenities, ensuring fun and relaxation for all ages:
• Expansive 7,000 sq/ft Clubhouse – The heart of the resort, offering spaces to relax and enjoy.
• Resort-Style Pool – Perfect for lounging in the Florida sun.
• Lazy River – Drift away and unwind in this relaxing water feature.
• Children’s Pool & Splash Area – A dedicated space for little adventurers.
• Exciting Water Park – Slides and splash zones for ultimate family fun!
• Tiki Bar – Refresh with tropical drinks and snacks by the poolside.
• Sports Court – Engage in basketball, volleyball, and other activities.
• State-of-the-Art Fitness Center – Stay active during your vacation.
• Game Room – Arcade-style games for kids and adults alike.
• Convenience Store (On-Site) – Stock up on essentials without leaving the resort.
Prime Location – Minutes from Orlando’s Top Attractions!
• 10 minutes to Walt Disney World
• 20 minutes to Lake Buena Vista Factory Stores & Orlando Premium Outlets
• 25 minutes to Premium Outlet (Vineland)
With resort-style accommodations, exceptional amenities, and a prime location, Windsor at Westside is the perfect home base for your next Orlando adventure.
POOL CLEANING
Pool cleaning at Windsor Island Resort houses is typically conducted weekly on Saturdays, but it may be subject to adjustments based on weather conditions. In the event of unfavorable weather, the cleaning may be rescheduled to a different day of the week. Our professional team has access to the pool area without requiring you to open the door, and they will complete the service in approximately one hour, allowing you to enjoy the pool afterward.
This is a self-catering vacation home. Guests must purchase any further items needed that they'll consume or use during the stay or replace products when they are over. This includes personal care products, food, drinks, etc. The offered amenities listed below are only initial supplies, small-sized:
• Bathroom: One toilet paper per bathroom, a garbage bag that is already in the trashcan, Small shampoo and conditioner.
• Kitchen: Two garbage bags, Sponge, Dishwasher soap, Paper towel.
• Laundry: One laundry detergent.
• Linens/sheets: 1 sheet kit per bed, one towel per guest (house’s maximum occupancy).
PLEASE NOTE:
The following extra services are available and must be requested at least 48 hours before your check-in date. Here are the details:
• Pool heating: $33 per day with a minimum charge of $165, subject to availability.
• Early check-in (from 12 pm): $127, subject to availability.
• Late check-out (until 3 pm): $127, to be requested no later than check-in time and subject to availability.
Complimentary use of BBQ Grill: The BBQ Grill will be clean and available for your convenience. To use it, you will need to refill the propane cylinder at the nearest retail store or propane refill station.
HOUSEKEEPING
• To ensure a spotless experience, the home is professionally cleaned and inspected before your arrival. Daily housekeeping is not included in the rental, but mid-stay cleaning can be arranged for an additional fee if needed.
POOL
• The pool heater operates through heat exchange, which may not work effectively in very cold weather. If you choose to heat the pool under these conditions and it doesn’t reach the desired temperature, refunds will not be available.
• For safety, the pool heater may temporarily shut off if the system is overworked during cold weather. This is a normal precaution to prevent damage and will resume functionality automatically.
• Pool heating is optional and subject to availability.
• All guests must use the garage and driveway of the home for parking.
• Parking on any part of the grass is prohibited — violators are subject to towing without notice.
• Vehicles must be parked facing the direction of traffic and must not block driveways or any part of the sidewalk.
• Parking is not permitted on the street, on the grass, near the Clubhouse, or in front of other homes.
• The vehicle limit below (based on the number of bedrooms in the home) includes all guest, tenant, or visitor vehicles:
- Homes with 4-5 bedrooms: maximum of 3 vehicles.
- Homes with 6-7 bedrooms: maximum of 4 vehicles.
- Homes with 8-9 bedrooms: maximum of 5 vehicles.
• Windsor at Westside does not offer additional parking spaces. Violators will be towed.
CLUBHOUSE
• All amenities are open to the guests.
• Gym is open from 9am – 8pm
• Pool from 9am – dusk
• Restaurant from 11am – 9pm.
• Please note that these hours are subject to change without prior notice. The clubhouse reserves the right to close for maintenance without prior warning.
• Coolers and outside food/alcohol are not permitted inside the clubhouse or within the pool area.
• Glass containers are prohibited in any pool area, clubhouse, and all Association common areas.
TRASH
• Valet trash service is offered daily. Every home must follow the proper trash pick-up procedures.
• At Windsor at Westside, each home is provided a valet trash bench/bin. DO NOT PLACE trash at the curb for collection, sidewalk, or grass in front of the house – only place trash in the provided trash bench or bin.
• Guests may place trash outside in the trash bench or bin between the hours of 7am-10am.
• Trash will be collected daily after 10:00 am, seven days a week including holidays.
• All trash and garbage must be placed inside 13-gallon or smaller trash bags. Do not put liquids in the trash bags or inside the trash bench or bin.
GENERAL RULES
• Windsor at Westside permits the Osceola Sheriff’s Department to exercise traffic control jurisdiction over the private roads within the community. Speed Limit within the community is 15 mph.
• Community quiet hours are between 10pm and 7am as per county ordinance.
• Windsor at Westside follows the Osceola County noise ordinance. Loud music, excessive noise, or party environments that disturb other Guests should be reported to the Osceola County Sheriff’s Department by calling 407-348-1100 and then reported to the LCAM.
• The use of fireworks within the Community is strictly prohibited at Windsor at Westside. “Fireworks” includes, but is not limited to, Bottle Rockets, Roman Candles, Firecrackers, Sparklers, and Poppers. The use of paper lanterns is also prohibited at Windsor at Westside.
• Outdoor grills may not be used or stored on the front or side of any home. All outdoor cooking should be conducted in the rear yard only.
• Smoking marijuana or other illegal substances is not permitted at any time within the Community.
• Each home is designed to sleep a certain number of people due to fire code. This typically means two people per bedroom, including children. Every properly licensed home has a certificate showing the total occupancy permitted by law. Overcrowding of homes is prohibited and violators will be evicted.
Relax in the stylish living areas, complete with state-of-the-art Smart TVs and an Xbox One for extra entertainment. Take a dip in your private pool or enjoy a BBQ feast in the outdoor dining area. Just beyond your door, immerse yourself in the Windsor at Westside resort, where you’ll find pools, a lazy river, playgrounds, a premium fitness center, and courts for every sport imaginable.
Elevate your getaway – it’s time to turn on vacation mode!
SINGLE-FAMILY HOME
5 Bedrooms | 5.5 Bathrooms
2622 Sq. Ft. | 244 m²
Sleeps up to 10 guests
FIRST FLOOR
• 1 King Suite with pool access;
• Open-concept living;
• Dining area;
• Fully-equipped kitchen;
• Convenient laundry room with washer and dryer;
• Private pool facing south with stylish patio furniture and BBQ grill.
• The face of the pool is facing south.
SECOND FLOOR
• 2 Queen Suites;
• 2 Twin Suites (each with 2 Twin beds);
• Spacious loft with TV, Xbox One and seating for all.
Guest access
Guests have access to the entire house, the private pool area, and the clubhouse.
Three days before your arrival we will send you the access code for the property, Wi-Fi, and the house address via private message (inbox). You will also receive a Welcome Guide by email with all the information you need for your stay. For your convenience, we provide a 24-hour emergency phone line to ensure you have all the support you need throughout your stay.
Welcome to Windsor at Westside – Your Ultimate Orlando Getaway!
Experience the perfect blend of luxury, convenience, and entertainment at Windsor at Westside, an exclusive gated resort community designed to elevate your Orlando vacation. Whether you're visiting the Disney parks or exploring the best of Central Florida, our prime location ensures you're always close to the action!
Indulge in world-class resort amenities, unwind in a tropical atmosphere, and enjoy a stress-free stay with everything you need at your fingertips.
Resort Amenities – Included with Your Stay!
As our guest, you’ll have complimentary access to a variety of fantastic amenities, ensuring fun and relaxation for all ages:
• Expansive 7,000 sq/ft Clubhouse – The heart of the resort, offering spaces to relax and enjoy.
• Resort-Style Pool – Perfect for lounging in the Florida sun.
• Lazy River – Drift away and unwind in this relaxing water feature.
• Children’s Pool & Splash Area – A dedicated space for little adventurers.
• Exciting Water Park – Slides and splash zones for ultimate family fun!
• Tiki Bar – Refresh with tropical drinks and snacks by the poolside.
• Sports Court – Engage in basketball, volleyball, and other activities.
• State-of-the-Art Fitness Center – Stay active during your vacation.
• Game Room – Arcade-style games for kids and adults alike.
• Convenience Store (On-Site) – Stock up on essentials without leaving the resort.
Prime Location – Minutes from Orlando’s Top Attractions!
• 10 minutes to Walt Disney World
• 20 minutes to Lake Buena Vista Factory Stores & Orlando Premium Outlets
• 25 minutes to Premium Outlet (Vineland)
With resort-style accommodations, exceptional amenities, and a prime location, Windsor at Westside is the perfect home base for your next Orlando adventure.
POOL CLEANING
Pool cleaning at Windsor Island Resort houses is typically conducted weekly on Saturdays, but it may be subject to adjustments based on weather conditions. In the event of unfavorable weather, the cleaning may be rescheduled to a different day of the week. Our professional team has access to the pool area without requiring you to open the door, and they will complete the service in approximately one hour, allowing you to enjoy the pool afterward.
This is a self-catering vacation home. Guests must purchase any further items needed that they'll consume or use during the stay or replace products when they are over. This includes personal care products, food, drinks, etc. The offered amenities listed below are only initial supplies, small-sized:
• Bathroom: One toilet paper per bathroom, a garbage bag that is already in the trashcan, Small shampoo and conditioner.
• Kitchen: Two garbage bags, Sponge, Dishwasher soap, Paper towel.
• Laundry: One laundry detergent.
• Linens/sheets: 1 sheet kit per bed, one towel per guest (house’s maximum occupancy).
PLEASE NOTE:
The following extra services are available and must be requested at least 48 hours before your check-in date. Here are the details:
• Pool heating: $33 per day with a minimum charge of $165, subject to availability.
• Early check-in (from 12 pm): $127, subject to availability.
• Late check-out (until 3 pm): $127, to be requested no later than check-in time and subject to availability.
Complimentary use of BBQ Grill: The BBQ Grill will be clean and available for your convenience. To use it, you will need to refill the propane cylinder at the nearest retail store or propane refill station.
HOUSEKEEPING
• To ensure a spotless experience, the home is professionally cleaned and inspected before your arrival. Daily housekeeping is not included in the rental, but mid-stay cleaning can be arranged for an additional fee if needed.
POOL
• The pool heater operates through heat exchange, which may not work effectively in very cold weather. If you choose to heat the pool under these conditions and it doesn’t reach the desired temperature, refunds will not be available.
• For safety, the pool heater may temporarily shut off if the system is overworked during cold weather. This is a normal precaution to prevent damage and will resume functionality automatically.
• Pool heating is optional and subject to availability.
• All guests must use the garage and driveway of the home for parking.
• Parking on any part of the grass is prohibited — violators are subject to towing without notice.
• Vehicles must be parked facing the direction of traffic and must not block driveways or any part of the sidewalk.
• Parking is not permitted on the street, on the grass, near the Clubhouse, or in front of other homes.
• The vehicle limit below (based on the number of bedrooms in the home) includes all guest, tenant, or visitor vehicles:
- Homes with 4-5 bedrooms: maximum of 3 vehicles.
- Homes with 6-7 bedrooms: maximum of 4 vehicles.
- Homes with 8-9 bedrooms: maximum of 5 vehicles.
• Windsor at Westside does not offer additional parking spaces. Violators will be towed.
CLUBHOUSE
• All amenities are open to the guests.
• Gym is open from 9am – 8pm
• Pool from 9am – dusk
• Restaurant from 11am – 9pm.
• Please note that these hours are subject to change without prior notice. The clubhouse reserves the right to close for maintenance without prior warning.
• Coolers and outside food/alcohol are not permitted inside the clubhouse or within the pool area.
• Glass containers are prohibited in any pool area, clubhouse, and all Association common areas.
TRASH
• Valet trash service is offered daily. Every home must follow the proper trash pick-up procedures.
• At Windsor at Westside, each home is provided a valet trash bench/bin. DO NOT PLACE trash at the curb for collection, sidewalk, or grass in front of the house – only place trash in the provided trash bench or bin.
• Guests may place trash outside in the trash bench or bin between the hours of 7am-10am.
• Trash will be collected daily after 10:00 am, seven days a week including holidays.
• All trash and garbage must be placed inside 13-gallon or smaller trash bags. Do not put liquids in the trash bags or inside the trash bench or bin.
GENERAL RULES
• Windsor at Westside permits the Osceola Sheriff’s Department to exercise traffic control jurisdiction over the private roads within the community. Speed Limit within the community is 15 mph.
• Community quiet hours are between 10pm and 7am as per county ordinance.
• Windsor at Westside follows the Osceola County noise ordinance. Loud music, excessive noise, or party environments that disturb other Guests should be reported to the Osceola County Sheriff’s Department by calling 407-348-1100 and then reported to the LCAM.
• The use of fireworks within the Community is strictly prohibited at Windsor at Westside. “Fireworks” includes, but is not limited to, Bottle Rockets, Roman Candles, Firecrackers, Sparklers, and Poppers. The use of paper lanterns is also prohibited at Windsor at Westside.
• Outdoor grills may not be used or stored on the front or side of any home. All outdoor cooking should be conducted in the rear yard only.
• Smoking marijuana or other illegal substances is not permitted at any time within the Community.
• Each home is designed to sleep a certain number of people due to fire code. This typically means two people per bedroom, including children. Every properly licensed home has a certificate showing the total occupancy permitted by law. Overcrowding of homes is prohibited and violators will be evicted.