Kissimmee, Florida
EV_88320 - Windsor Luxe Retreat
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.
| Date | Price (excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Aug 5, 2026 | $283.50 | Not Available | 3 |
| Aug 6, 2026 | $283.50 | Not Available | 3 |
| Aug 7, 2026 | $290.85 | Not Available | 3 |
| Aug 8, 2026 | $288.75 | Not Available | 3 |
| Aug 9, 2026 | $283.50 | Not Available | 3 |
| Aug 10, 2026 | $283.50 | Not Available | 3 |
| Aug 11, 2026 | $283.50 | Not Available | 3 |
| Aug 12, 2026 | $283.50 | Not Available | 3 |
| Aug 13, 2026 | $283.50 | Not Available | 3 |
| Aug 14, 2026 | $292.95 | Not Available | 3 |
| Aug 15, 2026 | $290.85 | Not Available | 3 |
| Aug 16, 2026 | $283.50 | Not Available | 3 |
| Aug 17, 2026 | $283.50 | Not Available | 3 |
| Aug 18, 2026 | $283.50 | Not Available | 3 |
| Aug 19, 2026 | $283.50 | Not Available | 3 |
| Aug 20, 2026 | $283.50 | Not Available | 3 |
| Aug 21, 2026 | $283.50 | Not Available | 3 |
| Aug 22, 2026 | $283.50 | Not Available | 3 |
| Aug 23, 2026 | $283.50 | Not Available | 3 |
| Aug 24, 2026 | $283.50 | Not Available | 3 |
| Aug 25, 2026 | $283.50 | Not Available | 3 |
| Aug 26, 2026 | $283.50 | Not Available | 3 |
| Aug 27, 2026 | $283.50 | Not Available | 3 |
| Aug 28, 2026 | $283.50 | Not Available | 3 |
| Aug 29, 2026 | $283.50 | Not Available | 3 |
| Aug 30, 2026 | $283.50 | Not Available | 3 |
| Aug 31, 2026 | $283.50 | Not Available | 3 |
| Sep 1, 2026 | $283.50 | Not Available | 3 |
| Sep 2, 2026 | $283.50 | Not Available | 3 |
| Sep 3, 2026 | $283.50 | Not Available | 3 |
| Sep 4, 2026 | $283.50 | Not Available | 3 |
| Sep 5, 2026 | $283.50 | Not Available | 3 |
| Sep 6, 2026 | $283.50 | Not Available | 3 |
| Sep 7, 2026 | $283.50 | Not Available | 3 |
| Sep 8, 2026 | $283.50 | Not Available | 3 |
| Sep 9, 2026 | $283.50 | Not Available | 3 |
| Sep 10, 2026 | $283.50 | Not Available | 3 |
| Sep 11, 2026 | $283.50 | Not Available | 3 |
| Sep 12, 2026 | $283.50 | Not Available | 3 |
| Sep 13, 2026 | $283.50 | Not Available | 3 |
| Sep 14, 2026 | $283.50 | Not Available | 3 |
| Sep 15, 2026 | $283.50 | Not Available | 3 |
| Sep 16, 2026 | $283.50 | Not Available | 3 |
| Sep 17, 2026 | $283.50 | Not Available | 3 |
| Sep 18, 2026 | $283.50 | Not Available | 3 |
| Sep 19, 2026 | $283.50 | Not Available | 3 |
| Sep 20, 2026 | $283.50 | Not Available | 3 |
| Sep 21, 2026 | $283.50 | Not Available | 3 |
| Sep 22, 2026 | $283.50 | Not Available | 3 |
| Sep 23, 2026 | $283.50 | Not Available | 3 |
| Sep 24, 2026 | $283.50 | Not Available | 3 |
| Sep 25, 2026 | $283.50 | Not Available | 3 |
| Sep 26, 2026 | $283.50 | Not Available | 3 |
| Sep 27, 2026 | $283.50 | Not Available | 3 |
| Sep 28, 2026 | $283.50 | Not Available | 3 |
| Sep 29, 2026 | $283.50 | Not Available | 3 |
| Sep 30, 2026 | $283.50 | Not Available | 3 |
| Oct 1, 2026 | $283.50 | Not Available | 3 |
| Oct 2, 2026 | $283.50 | Not Available | 3 |
| Oct 3, 2026 | $283.50 | Not Available | 3 |
| Oct 4, 2026 | $283.50 | Not Available | 3 |
| Oct 5, 2026 | $283.50 | Not Available | 3 |
| Oct 6, 2026 | $283.50 | Not Available | 3 |
| Oct 7, 2026 | $283.50 | Not Available | 3 |
| Oct 8, 2026 | $283.50 | Not Available | 3 |
| Oct 9, 2026 | $313.95 | Not Available | 3 |
| Oct 10, 2026 | $322.35 | Not Available | 3 |
| Oct 11, 2026 | $283.50 | Not Available | 3 |
| Oct 12, 2026 | $283.50 | Not Available | 3 |
| Oct 13, 2026 | $283.50 | Not Available | 3 |
| Oct 14, 2026 | $283.50 | Not Available | 3 |
| Oct 15, 2026 | $285.60 | Not Available | 3 |
| Oct 16, 2026 | $321.30 | Not Available | 3 |
| Oct 17, 2026 | $309.75 | Not Available | 3 |
| Oct 18, 2026 | $283.50 | Not Available | 3 |
| Oct 19, 2026 | $283.50 | Not Available | 3 |
| Oct 20, 2026 | $283.50 | Not Available | 3 |
| Oct 21, 2026 | $283.50 | Not Available | 3 |
| Oct 22, 2026 | $283.50 | Not Available | 3 |
| Oct 23, 2026 | $302.40 | Not Available | 3 |
| Oct 24, 2026 | $296.10 | Not Available | 3 |
| Oct 25, 2026 | $283.50 | Not Available | 3 |
| Oct 26, 2026 | $283.50 | Not Available | 3 |
| Oct 27, 2026 | $283.50 | Not Available | 3 |
| Oct 28, 2026 | $283.50 | Not Available | 3 |
| Oct 29, 2026 | $283.50 | Not Available | 3 |
| Oct 30, 2026 | $303.45 | Not Available | 3 |
| Oct 31, 2026 | $298.20 | Not Available | 3 |
| Nov 1, 2026 | $283.50 | Not Available | 3 |
| Nov 2, 2026 | $283.50 | Not Available | 3 |
| Nov 3, 2026 | $283.50 | Not Available | 3 |
What this home offers
Where you’ll be
Kissimmee, Florida, 34747, US
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You’ll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We’re building a relationship, not closing a booking.
Things to know
Check-in & check-out
Check-in after 4:00 PM.
Check-out before 10:00 AM.
Property rules
Children welcome (2–12 years).
Infants welcome (under 2).
Maximum 16 guests.
No pets allowed.
No parties or events.
Number and age of guests
Pets
Events
Smoking
Check-in & check-out
Cancellation policy
Contact us for cancellation policy details prior to booking.

