Kissimmee, Florida

EV_88320 - Windsor Luxe Retreat

9 bedrooms 0 beds 5.5 baths 16 guests New

About the property

Welcome to Windsor Luxe Retreat, an exquisite 8-bedroom, 5-bathroom executive home located in the prestigious Windsor at Westside Gate Resort. Perfect for multi-family gatherings, golf groups, or a luxurious Orlando getaway, this stunning property comfortably sleeps up to 18 guests—or 19 if you include the trundle bed in the bunk room.

Step inside and be greeted by spacious, bright living areas designed for relaxation and connection. The open-concept living room provides plenty of space for everyone to unwind, while the elegant dining area is perfect for sharing meals with family or friends. Quick bites or casual breakfasts can be enjoyed at the kitchen’s breakfast bar.

The fully equipped kitchen features modern appliances, all cookware and utensils, and ample counter space, ideal for preparing everything from quick snacks to gourmet dinners. A full-size washer and dryer on the second floor adds convenience for longer stays.

The villa features 4 king bedrooms, 2 queen bedrooms, and 2 themed twin rooms, all with flat-screen TVs and plenty of storage space. Entertainment options abound: enjoy a game of pool in the games room, gather in the spacious lounge for movie or sports nights, or let the kids have their own fun in the upstairs loft area.

Step outside to your south-facing private pool and spa, perfect for soaking up the Florida sunshine at any time of day. Relax on the sun loungers, enjoy a meal at the patio dining table, or simply unwind in this serene outdoor space.

As a guest of Windsor Luxe Retreat, you also gain access to the resort’s incredible amenities: lazy river, splash pool for kids, two additional large pools, tennis courts, fully equipped fitness center, on-site cinema, arcade games, and a family-friendly restaurant.

Whether celebrating a family reunion, golf getaway, or magical Orlando vacation, Windsor Luxe Retreat provides the perfect mix of luxury, fun, and relaxation for an unforgettable stay.

Bedrooms:

Bedroom #1: King (First Floor)

Bedroom #2: King (First Floor)

Bedroom #3: Queen (First Floor)

Bedroom #4: Twin//Twin Bunkbed + Trundle (First Floor)

Bedroom #5: King (Second Floor)

Bedroom #6: King (Second Floor)

Bedroom #7: Queen (Second Floor)

Bedroom #8: Twin/Twin Bunkbed (Second Floor)

General:

Sleeps up to 19

Fully equipped kitchen

Breakfast Bar

Dining table

Screened-In Private Pool

Games Room

Rental Policies:

Check in: 4:00PM / Check out: 10:00AM

Early & Late Check-in/out:

No smoking / No pets

• POOL HEAT:

Heating is available for $35 per day (plus tax) with a 3-day minimum and must be requested at least 48 hours in advance. Please note the attached spa is not a hot tub—it does not have jets, and it heats to the same temperature as the pool, not exceeding 90°F. The heating system uses heat exchange, which does not operate in temperatures below 50°F. No refunds will be provided if the pool does not reach the desired temperature in cold weather.

• GRILL:

Please note. Some of our homes may be pictured with a gas bbq grill or outdoor built in grill. If guests wish to use the grills, it is the guest's responsibility to clean the grill and replenish the propane tank if needed. A $50 charge will be applied if grills are left unclean. Exchange refill propane tanks can be purchased at numerous local locations. If the grill is locked up, then it is not to be used by guests as it is the homeowner's personal grill. If you would like to have a grill for your vacation, we can arrange a rental grill for your stay.

Welcome to Windsor Luxe Retreat, an exquisite 8-bedroom, 5-bathroom executive home located in the prestigious Windsor at Westside Gate Resort. Perfect for multi-family gatherings, golf groups, or a luxurious Orlando getaway, this stunning property comfortably sleeps up to 18 guests—or 19 if you include the trundle bed in the bunk room.

Step inside and be greeted by spacious, bright living areas designed for relaxation and connection. The open-concept living room provides plenty of space for everyone to unwind, while the elegant dining area is perfect for sharing meals with family or friends. Quick bites or casual breakfasts can be enjoyed at the kitchen’s breakfast bar.

The fully equipped kitchen features modern appliances, all cookware and utensils, and ample counter space, ideal for preparing everything from quick snacks to gourmet dinners. A full-size washer and dryer on the second floor adds convenience for longer stays.

The villa features 4 king bedrooms, 2 queen bedrooms, and 2 themed twin rooms, all with flat-screen TVs and plenty of storage space. Entertainment options abound: enjoy a game of pool in the games room, gather in the spacious lounge for movie or sports nights, or let the kids have their own fun in the upstairs loft area.

Step outside to your south-facing private pool and spa, perfect for soaking up the Florida sunshine at any time of day. Relax on the sun loungers, enjoy a meal at the patio dining table, or simply unwind in this serene outdoor space.

As a guest of Windsor Luxe Retreat, you also gain access to the resort’s incredible amenities: lazy river, splash pool for kids, two additional large pools, tennis courts, fully equipped fitness center, on-site cinema, arcade games, and a family-friendly restaurant.

Whether celebrating a family reunion, golf getaway, or magical Orlando vacation, Windsor Luxe Retreat provides the perfect mix of luxury, fun, and relaxation for an unforgettable stay.

Bedrooms:

Bedroom #1: King (First Floor)

Bedroom #2: King (First Floor)

Bedroom #3: Queen (First Floor)

Bedroom #4: Twin//Twin Bunkbed + Trundle (First Floor)

Bedroom #5: King (Second Floor)

Bedroom #6: King (Second Floor)

Bedroom #7: Queen (Second Floor)

Bedroom #8: Twin/Twin Bunkbed (Second Floor)

General:

Sleeps up to 19

Fully equipped kitchen

Breakfast Bar

Dining table

Screened-In Private Pool

Games Room

Rental Policies:

Check in: 4:00PM / Check out: 10:00AM

Early & Late Check-in/out:

No smoking / No pets

• POOL HEAT:

Heating is available for $35 per day (plus tax) with a 3-day minimum and must be requested at least 48 hours in advance. Please note the attached spa is not a hot tub—it does not have jets, and it heats to the same temperature as the pool, not exceeding 90°F. The heating system uses heat exchange, which does not operate in temperatures below 50°F. No refunds will be provided if the pool does not reach the desired temperature in cold weather.

• GRILL:

Please note. Some of our homes may be pictured with a gas bbq grill or outdoor built in grill. If guests wish to use the grills, it is the guest's responsibility to clean the grill and replenish the propane tank if needed. A $50 charge will be applied if grills are left unclean. Exchange refill propane tanks can be purchased at numerous local locations. If the grill is locked up, then it is not to be used by guests as it is the homeowner's personal grill. If you would like to have a grill for your vacation, we can arrange a rental grill for your stay.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jun 21, 2026$283.50Not Available3
Jun 22, 2026$283.50Not Available3
Jun 23, 2026$283.50Not Available3
Jun 24, 2026$283.50Not Available3
Jun 25, 2026$283.50Not Available3
Jun 26, 2026$283.50Not Available3
Jun 27, 2026$283.50Not Available3
Jun 28, 2026$283.50Not Available3
Jun 29, 2026$283.50Not Available3
Jun 30, 2026$283.50Not Available3
Jul 1, 2026$283.50Not Available3
Jul 2, 2026$291.90Not Available3
Jul 3, 2026$344.40Not Available3
Jul 4, 2026$350.70Not Available3
Jul 5, 2026$285.60Not Available3
Jul 6, 2026$283.50Not Available3
Jul 7, 2026$283.50Not Available3
Jul 8, 2026$283.50Not Available3
Jul 9, 2026$291.90Not Available3
Jul 10, 2026$321.30Not Available3
Jul 11, 2026$320.25Not Available3
Jul 12, 2026$288.75Not Available3
Jul 13, 2026$283.50Not Available3
Jul 14, 2026$283.50Not Available3
Jul 15, 2026$283.50Not Available3
Jul 16, 2026$306.60Not Available3
Jul 17, 2026$329.70Not Available3
Jul 18, 2026$330.75Not Available3
Jul 19, 2026$292.95Not Available3
Jul 20, 2026$283.50Not Available3
Jul 21, 2026$283.50Not Available3
Jul 22, 2026$283.50Not Available3
Jul 23, 2026$307.65Not Available3
Jul 24, 2026$347.55Not Available3
Jul 25, 2026$343.35Not Available3
Jul 26, 2026$298.20Not Available3
Jul 27, 2026$283.50Not Available3
Jul 28, 2026$283.50Not Available3
Jul 29, 2026$283.50Not Available3
Jul 30, 2026$283.50Not Available3
Jul 31, 2026$308.70Not Available3
Aug 1, 2026$298.20Not Available3
Aug 2, 2026$283.50Not Available3
Aug 3, 2026$283.50Not Available3
Aug 4, 2026$283.50Not Available3
Aug 5, 2026$283.50Not Available3
Aug 6, 2026$283.50Not Available3
Aug 7, 2026$283.50Not Available3
Aug 8, 2026$283.50Not Available3
Aug 9, 2026$283.50Not Available3
Aug 10, 2026$283.50Not Available3
Aug 11, 2026$283.50Not Available3
Aug 12, 2026$283.50Not Available3
Aug 13, 2026$283.50Not Available3
Aug 14, 2026$283.50Not Available3
Aug 15, 2026$283.50Not Available3
Aug 16, 2026$283.50Not Available3
Aug 17, 2026$283.50Not Available3
Aug 18, 2026$283.50Not Available3
Aug 19, 2026$283.50Not Available3
Aug 20, 2026$283.50Not Available3
Aug 21, 2026$283.50Not Available3
Aug 22, 2026$283.50Not Available3
Aug 23, 2026$283.50Not Available3
Aug 24, 2026$283.50Not Available3
Aug 25, 2026$283.50Not Available3
Aug 26, 2026$283.50Not Available3
Aug 27, 2026$283.50Not Available3
Aug 28, 2026$283.50Not Available3
Aug 29, 2026$283.50Not Available3
Aug 30, 2026$283.50Not Available3
Aug 31, 2026$283.50Not Available3
Sep 1, 2026$283.50Not Available3
Sep 2, 2026$283.50Not Available3
Sep 3, 2026$283.50Not Available3
Sep 4, 2026$283.50Not Available3
Sep 5, 2026$283.50Not Available3
Sep 6, 2026$283.50Not Available3
Sep 7, 2026$283.50Not Available3
Sep 8, 2026$283.50Not Available3
Sep 9, 2026$283.50Not Available3
Sep 10, 2026$283.50Not Available3
Sep 11, 2026$283.50Not Available3
Sep 12, 2026$283.50Not Available3
Sep 13, 2026$283.50Not Available3
Sep 14, 2026$283.50Not Available3
Sep 15, 2026$283.50Not Available3
Sep 16, 2026$283.50Not Available3
Sep 17, 2026$283.50Not Available3
Sep 18, 2026$283.50Not Available3
Sep 19, 2026$283.50Not Available3

Amenities

Pool outdoor
Community Pool
Heated pool
Coffee maker
Hair dryer
Dishwasher
Kitchen
Microwave

New · No reviews (yet)

Be the first to review this place.

Where you'll be

Kissimmee, Florida, 34747, US

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 16 guests.