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.

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
May 19, 2026$283.50Not Available3
May 20, 2026$283.50Not Available3
May 21, 2026$283.50Not Available3
May 22, 2026$472.50Not Available3
May 23, 2026$472.50Not Available3
May 24, 2026$283.50Not Available3
May 25, 2026$283.50Not Available3
May 26, 2026$283.50Not Available3
May 27, 2026$283.50Not Available3
May 28, 2026$283.50Not Available3
May 29, 2026$472.50Not Available3
May 30, 2026$472.50Not Available3
May 31, 2026$283.50Not Available3
Jun 1, 2026$283.50Not Available3
Jun 2, 2026$283.50Not Available3
Jun 3, 2026$283.50Not Available3
Jun 4, 2026$283.50Not Available3
Jun 5, 2026$472.50Not Available3
Jun 6, 2026$472.50Not Available3
Jun 7, 2026$283.50Not Available3
Jun 8, 2026$283.50Not Available3
Jun 9, 2026$283.50Not Available3
Jun 10, 2026$288.75Not Available3
Jun 11, 2026$330.75Not Available3
Jun 12, 2026$472.50Not Available3
Jun 13, 2026$472.50Not Available3
Jun 14, 2026$336Not Available3
Jun 15, 2026$309.75Not Available3
Jun 16, 2026$306.60Not Available3
Jun 17, 2026$320.25Not Available3
Jun 18, 2026$358.05Not Available3
Jun 19, 2026$479.85Not Available3
Jun 20, 2026$488.25Not Available3
Jun 21, 2026$352.80Not Available3
Jun 22, 2026$323.40Not Available3
Jun 23, 2026$320.25Not Available3
Jun 24, 2026$330.75Not Available3
Jun 25, 2026$365.40Not Available3
Jun 26, 2026$488.25Not Available3
Jun 27, 2026$511.35Not Available3
Jun 28, 2026$370.65Not Available3
Jun 29, 2026$337.05Not Available3
Jun 30, 2026$332.85Not Available3
Jul 1, 2026$346.50Not Available3
Jul 2, 2026$507.15Not Available3
Jul 3, 2026$682.50Not Available3
Jul 4, 2026$702.45Not Available3
Jul 5, 2026$408.45Not Available3
Jul 6, 2026$358.05Not Available3
Jul 7, 2026$353.85Not Available3
Jul 8, 2026$363.30Not Available3
Jul 9, 2026$404.25Not Available3
Jul 10, 2026$534.45Not Available3
Jul 11, 2026$536.55Not Available3
Jul 12, 2026$401.10Not Available3
Jul 13, 2026$372.75Not Available3
Jul 14, 2026$368.55Not Available3
Jul 15, 2026$379.05Not Available3
Jul 16, 2026$409.50Not Available3
Jul 17, 2026$538.65Not Available3
Jul 18, 2026$531.30Not Available3
Jul 19, 2026$396.90Not Available3
Jul 20, 2026$361.20Not Available3
Jul 21, 2026$352.80Not Available3
Jul 22, 2026$371.70Not Available3
Jul 23, 2026$404.25Not Available3
Jul 24, 2026$533.40Not Available3
Jul 25, 2026$525Not Available3
Jul 26, 2026$374.85Not Available3
Jul 27, 2026$341.25Not Available3
Jul 28, 2026$334.95Not Available3
Jul 29, 2026$338.10Not Available3
Jul 30, 2026$364.35Not Available3
Jul 31, 2026$481.95Not Available3
Aug 1, 2026$473.55Not Available3
Aug 2, 2026$349.65Not Available3
Aug 3, 2026$318.15Not Available3
Aug 4, 2026$308.70Not Available3
Aug 5, 2026$323.40Not Available3
Aug 6, 2026$341.25Not Available3
Aug 7, 2026$472.50Not Available3
Aug 8, 2026$472.50Not Available3
Aug 9, 2026$327.60Not Available3
Aug 10, 2026$294Not Available3
Aug 11, 2026$285.60Not Available3
Aug 12, 2026$291.90Not Available3
Aug 13, 2026$317.10Not Available3
Aug 14, 2026$472.50Not Available3
Aug 15, 2026$472.50Not Available3
Aug 16, 2026$302.40Not Available3
Aug 17, 2026$287.70Not Available3

Amenities

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

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Where you'll be

Kissimmee, Florida, 34747, US

Immerse yourself in the vibrant energy of Kissimmee, where world-class theme parks and luxury leisure destinations converge for an unforgettable Florida escape. Discover the magic of Disney's Animal Kingdom Theme Park minutes away, or indulge in the spirited atmosphere and aquatic adventures at Margaritaville Resort Orlando and The Grove Resort & Water Park Orlando. A short drive leads to the serene Westgate Vacation Villas Resort

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.