Kissimmee, FL

EV_8884 - Windsor Serenity Villa

8 bedrooms 0 beds 6 baths 18 guests New

About the property

Experience ultimate comfort and luxury at Windsor Serenity Villa, a stunning 8-bedroom, 6-bathroom retreat located in the prestigious gated community of Windsor at Westside Resort. Perfect for multi-family vacations, golf groups, or special celebrations, this executive home accommodates up to 18 guests, providing a spacious and relaxing environment for everyone.

Step inside and immediately feel at home with expansive living areas designed for both relaxation and entertainment. Gather with family and friends around the elegant dining table for shared meals or enjoy a quick breakfast at the fully equipped kitchen’s breakfast bar. The modern kitchen features all appliances and utensils you need to create delicious meals.

Entertainment is endless with a dedicated games room offering pool, air hockey, and more. For movie nights or catching the big game, the adults can enjoy the spacious lounge, while the kids relax in the upstairs loft area.

Outside, soak up the Florida sunshine in your private screened-in pool and spa, complete with outdoor patio furniture and sun loungers. The lanai and pool area offer the perfect spot for relaxing, dining al fresco, or making memories under the stars.

This villa combines elegance, comfort, and fun, making Windsor Serenity Villa the perfect base for your unforgettable Orlando vacation.

Bedrooms:

Bedroom #1: King (First Floor)

Bedroom #2: Queen (First Floor)

Bedroom #3: King (First Floor)

Bedroom #4: King (First Floor)

Bedroom #5: Queen (Second Floor)

Bedroom #6: Full/Twin (Second Floor)

Bedroom #7: Twin/Twin Bunkbed x2 (Second Floor)

Bedroom #8: Twin x2 + Twin/Twin Bunkbed - Harry Potter (Second Floor)

General:

Sleeps up to 18

Fully equipped kitchen

Breakfast Bar 4

Dining table 8

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.

Experience ultimate comfort and luxury at Windsor Serenity Villa, a stunning 8-bedroom, 6-bathroom retreat located in the prestigious gated community of Windsor at Westside Resort. Perfect for multi-family vacations, golf groups, or special celebrations, this executive home accommodates up to 18 guests, providing a spacious and relaxing environment for everyone.

Step inside and immediately feel at home with expansive living areas designed for both relaxation and entertainment. Gather with family and friends around the elegant dining table for shared meals or enjoy a quick breakfast at the fully equipped kitchen’s breakfast bar. The modern kitchen features all appliances and utensils you need to create delicious meals.

Entertainment is endless with a dedicated games room offering pool, air hockey, and more. For movie nights or catching the big game, the adults can enjoy the spacious lounge, while the kids relax in the upstairs loft area.

Outside, soak up the Florida sunshine in your private screened-in pool and spa, complete with outdoor patio furniture and sun loungers. The lanai and pool area offer the perfect spot for relaxing, dining al fresco, or making memories under the stars.

This villa combines elegance, comfort, and fun, making Windsor Serenity Villa the perfect base for your unforgettable Orlando vacation.

Bedrooms:

Bedroom #1: King (First Floor)

Bedroom #2: Queen (First Floor)

Bedroom #3: King (First Floor)

Bedroom #4: King (First Floor)

Bedroom #5: Queen (Second Floor)

Bedroom #6: Full/Twin (Second Floor)

Bedroom #7: Twin/Twin Bunkbed x2 (Second Floor)

Bedroom #8: Twin x2 + Twin/Twin Bunkbed - Harry Potter (Second Floor)

General:

Sleeps up to 18

Fully equipped kitchen

Breakfast Bar 4

Dining table 8

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$289.80Not Available3
Jun 22, 2026$236.25Available3
Jun 23, 2026$236.25Not Available3
Jun 24, 2026$236.25Not Available3
Jun 25, 2026$289.80Not Available3
Jun 26, 2026$289.80Not Available3
Jun 27, 2026$289.80Not Available3
Jun 28, 2026$236.25Available3
Jun 29, 2026$236.25Available3
Jun 30, 2026$236.25Not Available3
Jul 1, 2026$236.25Not Available3
Jul 2, 2026$391.65Not Available3
Jul 3, 2026$391.65Not Available3
Jul 4, 2026$391.65Not Available3
Jul 5, 2026$246.75Not Available3
Jul 6, 2026$236.25Available3
Jul 7, 2026$236.25Available3
Jul 8, 2026$236.25Not Available3
Jul 9, 2026$239.40Not Available3
Jul 10, 2026$277.20Not Available3
Jul 11, 2026$276.15Not Available3
Jul 12, 2026$248.85Not Available3
Jul 13, 2026$236.25Not Available3
Jul 14, 2026$236.25Not Available3
Jul 15, 2026$237.30Not Available3
Jul 16, 2026$265.65Not Available3
Jul 17, 2026$265.65Not Available3
Jul 18, 2026$285.60Not Available3
Jul 19, 2026$253.05Not Available3
Jul 20, 2026$236.25Not Available3
Jul 21, 2026$236.25Not Available3
Jul 22, 2026$240.45Not Available3
Jul 23, 2026$265.65Not Available3
Jul 24, 2026$328.65Not Available3
Jul 25, 2026$327.60Not Available3
Jul 26, 2026$258.30Not Available3
Jul 27, 2026$236.25Available3
Jul 28, 2026$236.25Available3
Jul 29, 2026$236.25Available3
Jul 30, 2026$243.60Available3
Jul 31, 2026$266.70Available3
Aug 1, 2026$258.30Available3
Aug 2, 2026$236.25Available3
Aug 3, 2026$236.25Available3
Aug 4, 2026$236.25Available3
Aug 5, 2026$236.25Available3
Aug 6, 2026$236.25Available3
Aug 7, 2026$236.25Available3
Aug 8, 2026$236.25Available3
Aug 9, 2026$236.25Available3
Aug 10, 2026$236.25Available3
Aug 11, 2026$236.25Available3
Aug 12, 2026$236.25Available3
Aug 13, 2026$236.25Available3
Aug 14, 2026$236.25Not Available3
Aug 15, 2026$236.25Not Available3
Aug 16, 2026$236.25Not Available3
Aug 17, 2026$236.25Not Available3
Aug 18, 2026$236.25Not Available3
Aug 19, 2026$236.25Not Available3
Aug 20, 2026$236.25Not Available3
Aug 21, 2026$236.25Not Available3
Aug 22, 2026$236.25Available3
Aug 23, 2026$236.25Available3
Aug 24, 2026$236.25Available3
Aug 25, 2026$236.25Available3
Aug 26, 2026$236.25Available3
Aug 27, 2026$236.25Available3
Aug 28, 2026$236.25Available3
Aug 29, 2026$236.25Available3
Aug 30, 2026$236.25Available3
Aug 31, 2026$236.25Available3
Sep 1, 2026$236.25Available3
Sep 2, 2026$236.25Available3
Sep 3, 2026$236.25Available3
Sep 4, 2026$236.25Available3
Sep 5, 2026$236.25Available3
Sep 6, 2026$236.25Available3
Sep 7, 2026$236.25Available3
Sep 8, 2026$236.25Available3
Sep 9, 2026$236.25Available3
Sep 10, 2026$236.25Available3
Sep 11, 2026$236.25Available3
Sep 12, 2026$236.25Available3
Sep 13, 2026$236.25Available3
Sep 14, 2026$236.25Available3
Sep 15, 2026$236.25Available3
Sep 16, 2026$236.25Available3
Sep 17, 2026$236.25Available3
Sep 18, 2026$236.25Available3
Sep 19, 2026$236.25Available3

Amenities

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

New · No reviews (yet)

Be the first to review this place.

Where you'll be

Kissimmee, FL, 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 18 guests.