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Windsor Island 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 Hills Resort and Windsor Palms 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 at Westside is a gated community, with an attendant, to ensure the safety for all our visiting guests.

Windsor at Westside Resort is strategically located in the Kissimmee area, with easy access to the theme parks, dining and shopping. For those who are visiting Disney, the location provides quick access to all the Disney parks, via just one exit up Toll Road 429 to the Western Way Blvd. Disney entrance. Access to this “secret” west Disney entrance is just 8 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 at Westside is sure to impress!

Amenities

Communal Pool
Communal Pool
Private Pool
Private Pool
Spa
Spa
Games Room
Games Room
Communal Gym
Communal Gym
WiFi
WiFi
Air Con
Air Con
Free Calls
Free Calls
Big Screen TV
Big Screen TV
TV in Every Bedroom
TV in Every Bedroom
Paved Parking
Paved Parking
Club House
Club House
Full Kitchen
Full Kitchen
Laundry In Unit
Laundry In Unit
Microwave
Microwave
Resort Amenities
Resort Amenities
Tennis Courts
Tennis Courts
Unit Amenities
Unit Amenities
Dishwasher
Dishwasher

Availability

Rates

Reviews



 

Availability Calendar

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Rental Rate Notes
$ rates exclusive of tax at 12.00%

If booking within 8 weeks of rental then payment is due in full.

 
Date From (Ascending)
Date To 
Daily $ 
[Collapse]2022
  Nov 28, 2022Dec 18, 2022170.40
  Dec 19, 2022Jan 04, 2023330.00
[Collapse]2023
  Jan 05, 2023Jan 26, 2023193.40
  Jan 27, 2023Feb 02, 2023203.00
  Feb 03, 2023Feb 06, 2023230.00
  Feb 07, 2023Mar 09, 2023193.40
  Mar 10, 2023Mar 20, 2023230.00
  Mar 21, 2023Apr 03, 2023193.40
  Apr 04, 2023Apr 17, 2023250.00
  Apr 18, 2023May 26, 2023193.40
  May 27, 2023May 31, 2023230.00
  Jun 01, 2023Jun 29, 2023215.00
  Jun 30, 2023Jul 05, 2023280.00
  Jul 06, 2023Aug 19, 2023250.00
  Aug 20, 2023Aug 31, 2023193.40
  Sep 01, 2023Sep 05, 2023230.00
  Sep 06, 2023Oct 26, 2023193.40
  Oct 27, 2023Nov 03, 2023210.00
  Nov 04, 2023Nov 17, 2023193.40
  Nov 18, 2023Nov 26, 2023300.00
  Nov 27, 2023Dec 18, 2023193.40
  Dec 19, 2023Dec 26, 2023325.00
  Dec 27, 2023Jan 05, 2024340.00
[Collapse]2024
  Jan 06, 2024Jan 26, 2024198.40
  Jan 27, 2024Feb 08, 2024208.00
  Feb 09, 2024Feb 11, 2024235.00
  Feb 12, 2024Mar 09, 2024198.40
  Mar 10, 2024Mar 21, 2024235.00
  Mar 22, 2024Apr 05, 2024255.00
  Apr 06, 2024Apr 17, 2024198.40
  Apr 18, 2024May 03, 2024235.00
  May 04, 2024May 26, 2024198.40
  May 27, 2024May 30, 2024235.00
  May 31, 2024Jul 02, 2024230.00
  Jul 03, 2024Jul 07, 2024285.00
  Jul 08, 2024Aug 19, 2024255.00
  Aug 20, 2024Aug 29, 2024198.40
  Aug 30, 2024Sep 02, 2024235.00
  Sep 03, 2024Oct 28, 2024198.40
  Oct 29, 2024Nov 03, 2024215.00
  Nov 04, 2024Nov 22, 2024198.40
  Nov 23, 2024Dec 02, 2024305.00
  Dec 03, 2024Dec 18, 2024198.40
  Dec 19, 2024Dec 26, 2024330.00
  Dec 27, 2024Jan 05, 2025345.00
[Collapse]2025
  Jan 06, 2025Jan 06, 20250.00
  Jan 07, 2025Jan 14, 20250.00
  Jan 15, 2025Jan 22, 20250.00

 

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