Seaside Rentals in Siesta Key

Curated Seaside Rentals and cottages in Siesta Key

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Age 13+

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Age 1 to 12

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Home spotlights

Gulf Breeze Retreat

Gulf Breeze Retreat

  • 18 guests

  • 7 bedrooms

Siesta Key, Sarasota County

Vunique Vacations offers Seaside Serenity, a distinct vacation home for discerning travelers seeking an unforgettable experience. Just three houses from Siesta Key Beach, this luxury rental is truly one of the best available.

Siesta Retreat

Siesta Retreat

  • 16 guests

  • 6 bedrooms

Siesta Key, Sarasota County

Vunique Vacations presents a distinct getaway for the discerning traveler seeking an unforgettable vacation experience. Located just across the street from Siesta Key Beach in Florida, this luxury townhome offers a truly captivating stay.

Gulfview Oasis

Gulfview Oasis

  • 14 guests

  • 6 bedrooms

Siesta Key, Sarasota County

This Siesta Key luxury rental property, known as 'Sunset Haven', offers breathtaking views of Siesta Key Beach and the Gulf of Mexico from multiple levels and a rooftop deck. With its exquisite design and incredible location on Siesta Key, just steps away from the beach and Siesta Key Village, this vacation rental is truly a coastal escape.

Siesta Key Retreat

Siesta Key Retreat

  • 14 guests

  • 6 bedrooms

Siesta Key, Sarasota County

This Nearly Beachfront, Siesta Key luxury rental property features views of Siesta Key Beach and the Gulf of Mexico from Multiple Levels and the Roof Top Deck. Offering a unique combination of comfort and elegance, this vacation rental provides a dream escape for guests seeking relaxation and tranquility.


We selected the top 3% holiday homes in Siesta Key Seaside Rentals

Explore the 8 most perfect homes in our collection

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Most popular homes

Serene Seaside Villa

Serene Seaside Villa

  • 16 guests

  • 6 bedrooms

Siesta Key, Sarasota County

Siesta Key Serenity

Siesta Key Serenity

  • 14 guests

  • 6 bedrooms

Siesta Key, Sarasota County

Siesta Dream

Siesta Dream

  • 19 guests

  • 8 bedrooms

Siesta Key, Sarasota County

Live in Paradise

Live in Paradise

  • 12 guests

  • 5 bedrooms

Siesta Key, Sarasota County

Siesta Key Serenity

Siesta Key Serenity

  • 14 guests

  • 6 bedrooms

Siesta Key, Sarasota County

Gulfview Oasis

Gulfview Oasis

  • 14 guests

  • 6 bedrooms

Siesta Key, Sarasota County

Siesta Retreat

Siesta Retreat

  • 16 guests

  • 6 bedrooms

Siesta Key, Sarasota County

Ocean Vista

Ocean Vista

  • 16 guests

  • 6 bedrooms

Sarasota, Florida

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Explore our collection of Seaside Rentals in Siesta Key, Sarasota County, Florida, United States. Every property in our curated selection is fully furnished and meticulously equipped, offering the finest amenities for a seamless stay. From well-appointed kitchens to luxurious linens, we ensure every detail is covered. Picture yourself unwinding in the serene coastal atmosphere of one of our luxury homes. Our dedicated team of experts is here to help you find the ideal seaside retreat for your next getaway. Book today and experience the ultimate in coastal living.

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