Kissimmee, Florida

EV_8900 - Windsor Oasis Retreat

5 bedrooms 0 beds 4.5 baths 10 guests New

About the property

Windsor Oasis Retreat is your invitation to an unforgettable Orlando getaway. This stunning 8-bedroom, 6-bathroom executive home is perfectly situated within the gorgeous, gated Windsor at Westside Resort, offering an absolutely ideal setting for multi-family vacations, golf groups, or large celebrations. With sleeping arrangements for up to 18 guests, this property features all the space and comforts you could desire, and more! Step into a spacious, light-filled living area where you'll immediately feel relaxed and at home. The communal spaces are perfect for gathering, whether it's sharing a special meal at the elegant dining table or enjoying a quick breakfast at the kitchen’s breakfast bar. The bright, airy, and fully equipped kitchen has all the appliances and utensils you’d expect, making meal prep a breeze. A full-size washer and dryer are also included for your convenience. Entertainment is everywhere! Challenge your group to a game of pool, air hockey, and more in the dedicated games room. While the spacious lounge provides the perfect spot for the adults to watch a movie or catch the big game, the kids can claim the upstairs loft area for their own entertainment. Outside, soak up the famous Florida sunshine in your very own private, screened-in pool and spa. The lanai and patio area is the ultimate space for relaxation, complete with sun loungers and an outdoor patio table for al fresco dining. Bedrooms: Bedroom #1: King (First Floor) Bedroom #2: Queen (First Floor) Bedroom #3: King (Second Floor) Bedroom #4: King (Second Floor) Bedroom #5: Queen (Second Floor) Bedroom #6: Queen (Second Floor) Bedroom #7: Full x2 (Second Floor) Bedroom #8: Twin x2 (Second Floor) General: Sleeps up to 18 Fully equipped kitchen Breakfast Bar 4 Breakfast Nook 4 Dining table 6 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.

Windsor Oasis Retreat is your invitation to an unforgettable Orlando getaway. This stunning 8-bedroom, 6-bathroom executive home is perfectly situated within the gorgeous, gated Windsor at Westside Resort, offering an absolutely ideal setting for multi-family vacations, golf groups, or large celebrations. With sleeping arrangements for up to 18 guests, this property features all the space and comforts you could desire, and more! Step into a spacious, light-filled living area where you'll immediately feel relaxed and at home. The communal spaces are perfect for gathering, whether it's sharing a special meal at the elegant dining table or enjoying a quick breakfast at the kitchen’s breakfast bar. The bright, airy, and fully equipped kitchen has all the appliances and utensils you’d expect, making meal prep a breeze. A full-size washer and dryer are also included for your convenience. Entertainment is everywhere! Challenge your group to a game of pool, air hockey, and more in the dedicated games room. While the spacious lounge provides the perfect spot for the adults to watch a movie or catch the big game, the kids can claim the upstairs loft area for their own entertainment. Outside, soak up the famous Florida sunshine in your very own private, screened-in pool and spa. The lanai and patio area is the ultimate space for relaxation, complete with sun loungers and an outdoor patio table for al fresco dining. Bedrooms: Bedroom #1: King (First Floor) Bedroom #2: Queen (First Floor) Bedroom #3: King (Second Floor) Bedroom #4: King (Second Floor) Bedroom #5: Queen (Second Floor) Bedroom #6: Queen (Second Floor) Bedroom #7: Full x2 (Second Floor) Bedroom #8: Twin x2 (Second Floor) General: Sleeps up to 18 Fully equipped kitchen Breakfast Bar 4 Breakfast Nook 4 Dining table 6 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 7, 2026$136.50Not Available3
May 8, 2026$189Not Available3
May 9, 2026$189Not Available3
May 10, 2026$136.50Not Available3
May 11, 2026$136.50Not Available3
May 12, 2026$136.50Not Available3
May 13, 2026$136.50Not Available3
May 14, 2026$136.50Not Available3
May 15, 2026$189Not Available3
May 16, 2026$189Not Available3
May 17, 2026$136.50Not Available3
May 18, 2026$136.50Not Available3
May 19, 2026$136.50Not Available3
May 20, 2026$136.50Not Available3
May 21, 2026$136.50Not Available3
May 22, 2026$189Not Available3
May 23, 2026$189Not Available3
May 24, 2026$136.50Not Available3
May 25, 2026$136.50Not Available3
May 26, 2026$136.50Not Available3
May 27, 2026$136.50Not Available3
May 28, 2026$136.50Available3
May 29, 2026$189Available3
May 30, 2026$189Not Available3
May 31, 2026$136.50Not Available3
Jun 1, 2026$136.50Not Available3
Jun 2, 2026$136.50Not Available3
Jun 3, 2026$136.50Not Available3
Jun 4, 2026$139.65Not Available3
Jun 5, 2026$189Not Available3
Jun 6, 2026$189Not Available3
Jun 7, 2026$142.80Not Available3
Jun 8, 2026$136.50Not Available3
Jun 9, 2026$136.50Not Available3
Jun 10, 2026$136.50Not Available3
Jun 11, 2026$159.60Not Available3
Jun 12, 2026$205.80Not Available3
Jun 13, 2026$213.15Not Available3
Jun 14, 2026$166.95Not Available3
Jun 15, 2026$145.95Not Available3
Jun 16, 2026$144.90Not Available3
Jun 17, 2026$151.20Not Available3
Jun 18, 2026$177.45Not Available3
Jun 19, 2026$231Not Available3
Jun 20, 2026$225.75Not Available3
Jun 21, 2026$175.35Not Available3
Jun 22, 2026$153.30Not Available3
Jun 23, 2026$151.20Not Available3
Jun 24, 2026$136.50Not Available3
Jun 25, 2026$177.45Not Available3
Jun 26, 2026$232.05Not Available3
Jun 27, 2026$236.25Not Available3
Jun 28, 2026$183.75Not Available3
Jun 29, 2026$160.65Not Available3
Jun 30, 2026$157.50Not Available3
Jul 1, 2026$163.80Not Available3
Jul 2, 2026$250.95Not Available3
Jul 3, 2026$324.45Not Available3
Jul 4, 2026$329.70Not Available3
Jul 5, 2026$202.65Not Available3
Jul 6, 2026$169.05Available3
Jul 7, 2026$165.90Available3
Jul 8, 2026$173.25Available3
Jul 9, 2026$201.60Available3
Jul 10, 2026$254.10Not Available3
Jul 11, 2026$254.10Not Available3
Jul 12, 2026$201.60Not Available3
Jul 13, 2026$178.50Not Available3
Jul 14, 2026$175.35Not Available3
Jul 15, 2026$179.55Not Available3
Jul 16, 2026$208.95Not Available3
Jul 17, 2026$258.30Not Available3
Jul 18, 2026$257.25Not Available3
Jul 19, 2026$197.40Not Available3
Jul 20, 2026$174.30Not Available3
Jul 21, 2026$168Available3
Jul 22, 2026$176.40Available3
Jul 23, 2026$202.65Available3
Jul 24, 2026$252Available3
Jul 25, 2026$247.80Available3
Jul 26, 2026$190.05Available3
Jul 27, 2026$163.80Available3
Jul 28, 2026$160.65Available3
Jul 29, 2026$160.65Available3
Jul 30, 2026$182.70Available3
Jul 31, 2026$227.85Available3
Aug 1, 2026$226.80Available3
Aug 2, 2026$173.25Available3
Aug 3, 2026$150.15Available3
Aug 4, 2026$145.95Available3
Aug 5, 2026$153.30Available3

Amenities

Pool outdoor
Community Pool
Heated pool
Coffee maker
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 entertainment meets refined relaxation in the heart of Florida’s vacation corridor. A short drive takes you to the magic of Disney's Animal Kingdom Theme Park, while the nearby Margaritaville Resort Orlando and The Grove Resort & Water Park Orlando offer endless leisure and aquatic adventure. After a day of exploration, unwind at the spa

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

Property rules

Not suitable for children (2–12 years).
Not suitable for infants (under 2).
No pets allowed.
No parties or events.

Safety & security

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