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Windsor Cay is Kissimmee’s newest and most luxurious resort community. This stunning vacation rental community features all the popular resort amenities of its sister communities - Windsor Island Resort and Windsor at Westside Resort, AND so much more! An extraordinary 5,000 sq.ft. clubhouse is the centerpiece, as well as a huge resort-style pool, complete with cabanas, a water slide, and lazy river – perfect for families to enjoy for hours! When it’s time for a drink or a bite to eat, the tiki bar serves both your favorite libation, along with a tempting menu for poolside dining. With all the latest in cardio and strength building equipment, the fitness center will keep you in shape while on vacation. For some friendly competition, there are sand volleyball courts and a multi-purpose sports courts. In addition, a sundry shop is located in the clubhouse, along with a video arcade. Windsor Cay is a gated community, with an attendant, to ensure the safety for all our visiting guests.
Amenities
Location
Windsor Cay Resort is located in the Clermont area. Access to this “secret” near Disney entrance is just 15 minutes away and avoids the heavy traffic that can occur with the main Disney entrance.
There is no better way to vacation than a rental home, and Windsor Cay is sure to impress!
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Availability Calendar
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Arrive
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| 48 | 25 | 26 | 27 | 28 | 29 | 30 | 1 |
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$ rates exclusive of tax at 11.00%
If booking within 8 weeks of rental then payment is due in full.
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![[Collapse]](/DXR.axd?r=1_37-f1xLj) | 2024 |
| | Thanksgiving | Nov 21, 2024 | Nov 26, 2024 | 350.00 |
| | December | Nov 27, 2024 | Dec 13, 2024 | 210.00 |
| | Holidays | Dec 14, 2024 | Jan 02, 2025 | 700.00 |
| 2025 |
| | January | Jan 03, 2025 | Jan 31, 2025 | 250.00 |
| | February | Feb 01, 2025 | Feb 28, 2025 | 250.00 |
| | March | Mar 01, 2025 | Mar 31, 2025 | 300.00 |
| | April | Apr 01, 2025 | Apr 30, 2025 | 300.00 |
| | May | May 01, 2025 | May 31, 2025 | 200.00 |
| | June | Jun 01, 2025 | Jun 30, 2025 | 220.00 |
| | July | Jul 01, 2025 | Jul 31, 2025 | 300.00 |
| | August | Aug 01, 2025 | Aug 31, 2025 | 250.00 |
| | September | Sep 01, 2025 | Sep 30, 2025 | 200.00 |
| | October | Oct 01, 2025 | Oct 31, 2025 | 210.00 |
| | November | Nov 01, 2025 | Nov 25, 2025 | 210.00 |
| | Thanksgiving | Nov 26, 2025 | Nov 30, 2025 | 350.00 |
| | December | Dec 01, 2025 | Dec 18, 2025 | 200.00 |
| | Holidays | Dec 19, 2025 | Jan 03, 2026 | 700.00 |
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