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Siesta Key

Siesta Key

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Siesta Key is the most common attraction for anyone visiting Sarasota, Florida. But for those lucky enough to call this serene barrier island home, there’s plenty to enjoy from a local perspective. Feel free to browse Siesta Key Real Estate in the search option above or browse homes below. Whether you’re a homegrown beach bum or a country club sophisticate, Siesta Key has something to offer every walk of life. Beautiful, estate-style neighborhoods cater to families, while amenity-rich condos cater to retirees and snowbirds looking to escape the cold winter months up north. Below is a breakdown of Siesta Key and what you can expect here.  

NORTH SIESTA KEY- A Blend of Luxury and Leisure

Siesta Key Real Estate North Siesta Key is best accessed from the Siesta Key North Bridge. While the bridge to the island features some of the best views of boaters and fishermen, come season, expect a bit of a wait to get on and off of the island. Once over the bridge, you’ll notice the ample green space like Nora Patterson Bay Island Park, where residents and visitors fish, walk their dogs, or just enjoy the beautiful scenery.  The two main roads on North Siesta Key are Siesta Drive and Higel Avenue, both of which are studded with million-dollar estate homes boasting panoramic ocean views. North Siesta Key is home to the popular Siesta Key Village, a hub for dining, nightlife and shopping.  When it comes to homes in this area, you can find everything from quaint seaside shacks to jaw-dropping mansions. Like we said, there really is something here for everyone.

THE SIESTA KEY VILLAGE- The Heartbeat of the Island

Siesta Key Real Estate

Photo Credit- Chaplain imonk

Siesta Key Village is a thriving center for beachgoers, tourists and locals alike. Here, you can chow down on delicious oysters at Siesta Key Oyster Bar, also known as “SKOB” by the locals, take in live music at Gilligan’s Island Bar & Grill, or enjoy a sumptuous filet at my personal favorite restaurant on Siesta Key at The Summer House for a more white-tablecloth experience. Either way, the Siesta Key Village offers plenty of options within walking distance to the world-famous Siesta Key Beach.

SOUTH SIESTA KEY- Serenity and Seclusion

Siesta Key Real Estate

Photo Credit- Wikipedia

South Siesta Key is an island gem that is much less popular among tourists and visitors. Easily accessed from the Stickney Point Bridge, the south end of Siesta Key is a lush paradise that runs along Midnight Pass Road. This end of the island offers a much for peaceful setting, with large gated homes sitting on waterfront acreage. Dotted along the main road, you may find the last remaining beach houses – all perfectly quaint and some transformed into tiny beachfront bed and breakfasts.  While south Siesta Key doesn’t have as much nightlife, there are several delicious dining options including the legendary Ophelia’s on the Bay and Turtles, which is coincidentally opposite to Turtle Beach.


  1. Award-Winning Beaches: Siesta Key is famous for its stunning beaches, particularly Siesta Beach, known for its powdery white sand and crystal-clear waters.
  2. Relaxing Atmosphere: The island offers a serene, laid-back vibe, perfect for unwinding and enjoying a slower pace of life.
  3. Spectacular Sunsets: Siesta Key boasts some of the most breathtaking sunsets on the Gulf Coast, providing a picturesque end to each day.
  4. Vibrant Local Community: The island is home to a friendly and active community, with regular events, markets, and gatherings.
  5. Outdoor Activities: From boating and fishing to biking and hiking, Siesta Key offers a variety of outdoor activities for nature enthusiasts.


  1. Gidget’s Coastal Provisions: A charming boutique offering a range of beach-inspired clothing, accessories, and home decor. Browse their provisions – Gidget’s Coastal Provisions
  2. Siesta Key Outfitters: The go-to place for all your beach gear, from swimwear to sunscreen, and souvenirs. Browse the store- Siesta Key Outfitters
  3. Beach Bazaar: A favorite among locals and tourists for its extensive collection of beach apparel, gifts, and Siesta Key memorabilia. Check them out – Beach Bazaar
  4. Casa Del Sol: This unique boutique offers an exquisite selection of resort wear, accessories, and gifts. Known for its stylish and comfortable clothing, Casa Del Sol is perfect for finding that special outfit or souvenir that captures the essence of Siesta Key. Browse their collections – Casa Del Sol 
  5. Foxy Lady: A fashion-forward boutique, Foxy Lady offers a range of contemporary clothing, jewelry, and accessories. With an emphasis on the latest trends and high-quality products, it’s a must-visit for fashion enthusiasts. Browse their collections – Foxy Lady Siesta Key


  1. Relax on Siesta Beach: Enjoy the sun and surf on the world-renowned Siesta Beach.
  2. Explore Siesta Key Village: Visit the bustling village for dining, shopping, and nightlife. Explore some of the best restaurants on Siesta Key: Siesta Key Oyster Bar (SKOB) $$ Summer House $$$ The Cottage $$ Ophelia’s On the Bay $$$$
  3. Siesta Key drum Circle: This Sunday event is one for the whole family and a must-do on your trip.
  4. Go Boating or Fishing: Take advantage of the beautiful waters around the island for boating and fishing adventures.
  5. Enjoy Water Sports: Try parasailing, jet skiing, or paddleboarding for some water-based fun.
  6. Take a Dolphin Watching Tour: Join a guided tour to see dolphins and other marine life.
  7. Visit Point of Rocks: Explore this popular snorkeling spot with abundant marine life.
  8. Attend Local Events: Participate in local events like the Siesta Key Farmers Market or various beachside festivals.

EDUCATION ON SIESTA KEY: Quality Schooling Options

Siesta Key is proudly served by the Sarasota County Public Schools system, providing access to a range of top-rated educational institutions.
  • Southside Elementary School: Catering to grades K-5, this public elementary school is known for its dedicated staff and strong community involvement, laying a solid foundation for young learners. Visit – Southside Elementary School
  • Pine View School: This public school for grades 2-12 is specifically tailored for gifted students, offering a challenging and enriching curriculum designed to foster academic excellence. Visit- Pine View School
  • Sarasota Military Academy: A public charter school for grades 6-12, it combines rigorous academics with military discipline, emphasizing leadership, character, and service. Visit- Sarasota Military Academy
  • Booker Visual and Performing Arts High School: This public high school, serving grades 9-12, specializes in visual and performing arts, providing an immersive environment for artistically inclined students. Visit- Booker Visual and Performing Arts High School
  • Suncoast Polytechnical High School: As a public magnet high school, it offers specialized programs in technology and engineering, preparing students for the challenges of a rapidly evolving technological world. Visit- Suncoast Polytechnical High School
  • Saint Stephen’s Episcopal School: This private institution serves grades PK-12 and is known for its holistic approach to education, blending rigorous academics with a strong emphasis on moral and personal growth. Visit- Saint Stephen’s Episcopal School
Each of these schools contributes to a diverse educational landscape, ensuring that families in Siesta Key have access to quality education that caters to a variety of interests and talents.
Curious what your home value may be or are you thinking of buying your dream property on Siesta Key? Contact Davida McDonald for local expertise, recommendations, and exclusive showings.

If you are thinking of selling your Siesta Key home, Click HERE to read our blog- “Maximizing Your Siesta Key Property Value.”

As Siesta Key Real Estate values continue to go up, you may have more equity in your home than you know. Find Your Home Value Now!

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