Book your stay this November or December, and we’ll donate 10% of your booking to All Faiths Food Bank’s Ending Hunger Program. Together, we can make a difference this season.
Reimagine the Holidays in Paradise
This holiday season, trade snowflakes for sunshine and gather where turquoise waters meet endless skies. Celebrate Thanksgiving and Christmas in beautiful Siesta Key, Florida, where the comforts of home meet the serenity of a tropical retreat.
Whether you’re sharing a festive meal in your private vacation rental or strolling along Siesta Beach at sunset, every moment feels magical. Picture palm trees wrapped in twinkling lights, joyful celebrations across Sarasota, and the peaceful rhythm of waves setting the perfect holiday backdrop.
Book your stay this November or December directly through AscendiaGroup.com, and we’ll donate 10% of your booking to All Faiths Food Bank’s Ending Hunger Program. All Faiths Food Bank’s mission is to end hunger in Sarasota and DeSoto counties.
Together, we can make a difference this season—while you experience the holidays like never before.
View Vacation Rentals for Your HolidaysSiesta Key For The Holidays
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Pristine Beaches – Trade the cold for powdery white sand and turquoise waters.
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Warm Sunshine – Enjoy perfect weather instead of bundling up.
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Ocean Breeze – Relax to the soothing sound of waves all day long.
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Family Time – Share the holiday together in a tropical setting.
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Comfort & Paradise – Siesta Key, Florida offers the best of both worlds: the comforts of home and the beauty of a beach escape.
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Crowd Control – The crowds are much lighter compared to the peak summer season, allowing for a peaceful and more private experience on the beach.
It’s Always Summer on Siesta Key
There’s no better time to escape to Siesta Key than November and December! With sunny skies and temperatures in the mid-70s to low 80s (°F), the weather is perfect for your holiday getaway. Imagine spending your days lounging on world-famous white-sand beaches, exploring the island’s beauty, or simply unwinding by the water with your favorite book. And yes, you can still swim at the beach.
Unlike the scorching summer months, November brings warm, comfortable days that are ideal for beach strolls, family celebrations, or dining outdoors at charming local restaurants. Plus, with fewer crowds, you’ll have more room to relax, explore, and soak up paradise like a local.
View Vacation Rentals for Your HolidaysBook Now Before We All Booked
Siesta Key is a favorite destination all year, but the holiday season truly shines on this island paradise. Winter holidays are the perfect time for families to escape to a Siesta Key vacation rental, where warm weather, a relaxed atmosphere, and lighter crowds make every moment unforgettable. Don’t miss your chance to experience the holiday in paradise, all while helping families in need! Book any of our Vacation Rentals directly for the months of November and December and we will donate 10% of your stay to All Faiths Food Bank, Ending Hunger program. All Faiths Food Bank’s mission is to end hunger in Sarasota and DeSoto counties.
