The Southern Isles at Windsor Hills - Disney World Vacation Rental

The Southern Isles at Windsor Hills - Disney World Vacation Rental Newly updated 6bed/4bath vacation home at renowned Windsor Hills resort. Only 2.5 miles to Disney!

This Memorial Day, we remember and honor the brave heroes who made the ultimate sacrifice for our freedom. 🇺🇸❤️Wishing y...
05/25/2026

This Memorial Day, we remember and honor the brave heroes who made the ultimate sacrifice for our freedom. 🇺🇸❤️

Wishing your family a meaningful holiday filled with gratitude, togetherness, and magical memories. ✨

04/10/2026

Another glowing review from our guests!

⭐️⭐️⭐️⭐️⭐️
Great stay - room for everyone and super fun pool area!
By Mary – stayed Mar 2026
My family and I, along with my sister and her family, had a great vacation and super positive experience staying at the Southern Isles! Definitely a highlight for all of us was the pool area. Having the screen to watch movies in the pool was such a treat. It was also March madness while we were there so there were several times that we had several basketball games on the big screen and others on the TV above the bar area. Such a fun time! Inside we enjoyed having enough bedrooms for everyone and lots of great space. The kids loved the arcade room too. The owners were super responsive, unhelpful and truly made booking our vacation a breeze. The kids are already asking when we can go back. Thanks for a great time Southern Isles!

02/16/2026

Presidents Day Flash Sale ⚡️

20% off all new reservations initiated 2/16 & 2/17!

02/16/2026

Presidents’ Day Flash Sale! 20% off new reservations made 2/16-2/17.

01/17/2026

2/3-2/9 (6 nights) is on sale as a last minute deal. Stream the Big Game on our poolside movie theater!

$1,800 out the door price!

Message us for this incredible discount

01/12/2026

Last minute deal! The week of 1/31-2/7 is available and $2,000 inclusive of taxes and cleaning fee. Pool heat is available for an additional fee.

Escape the cold and enjoy some pool time and poolside entertainment! vacation

Poolside movie time 🎥 🍿
06/26/2025

Poolside movie time 🎥 🍿

Elsa is keeping our temperatures down at The Southern Isles. The “cold” never bothered us any way 🙂
06/24/2025

Elsa is keeping our temperatures down at The Southern Isles. The “cold” never bothered us any way 🙂

Today, we pause to honor the brave men and women who gave their lives for our freedom. Their sacrifice is the reason we ...
05/26/2025

Today, we pause to honor the brave men and women who gave their lives for our freedom. Their sacrifice is the reason we can gather, relax, and enjoy time together with family and friends.

This Memorial Day, we remember them with gratitude.

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Kissimmee, FL

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