Windermere by the Sea vacation rentals

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May 2026

June 2026

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Find the best place to stay - Windermere by the Sea

Full access to Currents pool complex and water parks at Embassy Suites!!

Sleeps 10 · 4 bedrooms · 3 bathrooms

Steps to the Sand! Ocean View Condo in Windermere at Kingston Plantation; $300 FREE Activities Daily

Sleeps 6 · 2 bedrooms · 2 bathrooms

$150 activities - E-gift card when you book - Perfect for Families or Small Groups | KW9F

Sleeps 10 · 4 bedrooms · 3 bathrooms

Top rated rentals - Windermere by the Sea

Image of 3A Windermere by the Sea - access to all amenities!

Whetstone Christmas Trip

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Outstanding stay

Beatrice W.

Stayed Dec 2025

Image of Closest St. James Park Villa to Beach and Pool. 3 Full-Bath Primary Suites

Premier Host

Nice Condo

We had zero problems with the condo. Clean, supplied well, wifi always worked. Only small issue was the pool wasn't open yet. We booked based on the pool being available for our grandsons. Maybe update the description to reflect this ? Otherwise, perfect.

marcy m.

Stayed Mar 2024

Vacation

We had an awesome time! The condo was beautiful!

Kristen C.

Stayed Jun 2024

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