Name: The Cottage
Address: 153 Avenida Messina, Siesta Key, FL 34242, USA

Discover the ultimate getaway at The Cottage, nestled at 153 Avenida Messina in the heart of Siesta Key, FL. This charming retreat promises a perfect blend of comfort and luxury just steps from the world-renowned Siesta Beach. Enjoy elegant, coastal-inspired interiors that offer a warm and inviting ambiance, complete with modern amenities and thoughtful touches. The spacious outdoor patio is your haven for relaxation, boasting lush landscaping and serene seating areas ideal for gatherings or quiet moments. Located near vibrant local dining, specialty shops, and outdoor activities, The Cottage provides an unmatched convenience and a true immersion in the coastal lifestyle. Whether you're seeking a romantic escape, a family vacation, or a sun-soaked retreat, The Cottage at 153 Avenida Messina is your idyllic home away from home. Indulge in the serene beauty and vibrant charm of Siesta Key at this exquisite destination. 

The Cottage

Sarasota County is a leading destination for sports tourism in Southwest Florida due to its tropical climate, wide array of facilities, and strong community engagement and support. Our destination boasts state-of-the-art sporting venues complemented by pristine beaches. Standing on the sidelines can mean everything from stadium seats at MLB spring training games to posh tailgating at polo matches to watching beach volleyball on the cool, white sand. VSC Sports team's efforts focus on expanding the event portfolio to include new sports and enhancing athletes’ and spectators’ experiences in Sarasota County to ensure return visits. 

The top sports in the county are rowing, baseball, swimming, and equestrian. However, the diversity of high-quality, flexible venues in the area makes every sport possible.

Sarasota County is situated on Florida’s Gulf Coast. It sits an hour south of Tampa and an hour and a half north of Fort Myers. Sarasota-Bradenton International Airport (SRQ), one of the fastest-growing airports in the world, services 11 airlines and 53 nonstop destinations. 

Visit Sarasota County

Discover a slice of Italy in the heart of Siesta Key at Cafe Gabbiano, located at 5104 Ocean Blvd, FL 34242. This charming café offers an authentic Italian dining experience, perfect for romantic dinners, family gatherings, or special occasions. Indulge in exquisite dishes prepared with the finest ingredients, from freshly made pasta to succulent seafood, artfully paired with selections from our extensive wine cellar. Relax in the elegant yet inviting ambiance, featuring both indoor and outdoor seating options that capture the tropical essence of the Gulf Coast. Whether you're a local or a visitor, Cafe Gabbiano makes every meal an unforgettable journey to Italy. Join us for a taste of la dolce vita just steps away from the pristine sands of Siesta Key Beach. Buon Appetito! 

Cafe Gabbiano

Discover the thrill of flying over water with Sarasota eFoil, conveniently located at 5221 Ocean Blvd Unit 4, Sarasota, FL 34242. Our state-of-the-art eFoil boards offer an exhilarating and eco-friendly way to explore the stunning waters of Sarasota. Perfect for adventurers of all skill levels, our expert instructors ensure a safe and unforgettable experience. Simply glide and soar above the waves, powered by cutting-edge electric hydrofoil technology. Whether you’re seeking a unique solo adventure or a fun group activity, Sarasota eFoil delivers an unmatched water sports experience. Book your session today and redefine your idea of fun on the water! 

Sarasota eFoil

Discover the ultimate coastal dining experience at Siesta Key Oyster Bar, located at 5238 Ocean Blvd in Sarasota, FL. Renowned for its laid-back, beachy vibe and unparalleled seafood offerings, this local gem is a must-visit. Indulge in fresh, hand-shucked oysters and a variety of delectable seafood dishes, all while enjoying live music and spectacular views of Siesta Key. With a wide selection of craft beers and signature cocktails, our vibrant bar scene ensures the perfect setting for a casual night out or a special celebration. Come for the mouthwatering cuisine, stay for the unforgettable atmosphere. Siesta Key Oyster Bar—where every visit feels like a vacation. 

Siesta Key Oyster Bar

Discover a haven of sophistication at The Blasé Café & Martini Bar, located at 5263 Ocean Blvd, Sarasota, FL 34242. Nestled in the vibrant heart of Siesta Key, this chic venue promises an unforgettable experience with its eclectic menu and artisanal cocktails. Whether you're in the mood for a handcrafted martini, sumptuous seafood, or live entertainment, The Blasé Café delivers in style. Enjoy the relaxed, upscale ambiance perfect for date nights, social gatherings, or unwinding after a day on the beach. With its commitment to excellence and charming coastal setting, The Blasé Café & Martini Bar is Sarasota's premier spot for those who savor life's finer moments. Join us and elevate your evening with our perfect blend of flavor, flair, and fun. 

The Blasé Café & Martini Bar

Discover paradise at The Big Tiki Lounge, nestled in the heart of Siesta Key at 5311 Ocean Blvd, FL. This vibrant tropical oasis offers an unforgettable experience with its laid-back atmosphere, exotic cocktails, and delectable island cuisine. Feel the ocean breeze as you relax under swaying palm trees, or dance the night away to live music and exhilarating entertainment. Perfect for both casual gatherings and special occasions, The Big Tiki Lounge is your ultimate escape for fun and relaxation. Whether you're a local or a visitor, immerse yourself in the magic of the tropics and make every moment a celebration. Come experience the best of island living today! 

The Big Tiki Lounge

Discover your slice of paradise at Happy Go Lucky, a charming seaside retreat nestled at 3915 Somerset Dr, Sarasota, FL. Just steps away from the sun-kissed beaches and tranquil azure waters, our serene hideaway offers the perfect blend of luxury and comfort. Indulge in beautifully-appointed accommodations featuring modern amenities, ensuring a relaxing and rejuvenating stay. Enjoy leisurely strolls along the pristine shore, invigorating swims, or simply bask in the glorious Florida sunshine. With its prime location in the heart of Siesta Key, you’re conveniently close to vibrant dining, shopping, and entertainment options. Whether you’re seeking a romantic getaway, a family vacation, or a solo adventure, Happy Go Lucky promises an unforgettable experience where bliss meets elegance. Book your stay today and embrace the ultimate coastal escape! 

Happy Go Lucky

Discover the vibrant world of contemporary art at the Sarasota Art Museum, located at 1001 S Tamiami Trail, Sarasota, FL 34236. Housed in the meticulously restored M. Leo Elliott-designed Sarasota High School building, this dynamic museum offers an ever-changing array of exhibitions that highlight innovative works by both acclaimed and emerging artists. Engage with thought-provoking installations, attend captivating artist talks, and participate in hands-on workshops. The Museum also features a charming bistro, perfect for a leisurely lunch, and a curated shop offering unique art-inspired gifts. Whether you're an art aficionado or curious newcomer, the Sarasota Art Museum promises an enriching and inspiring experience for all. Come explore, learn, and be inspired by the power of contemporary art in the heart of Sarasota. 

Sarasota Art Museum

On the second Sunday of each month, we offer free admission for visitors, special performances and art-making activities for the whole family.

Discover a culinary treasure at Tripletail Seafood & Spirits, conveniently located at 4870 S Tamiami Trail, Sarasota. Our vibrant, coastal-inspired eatery offers a tantalizing array of fresh, locally-sourced seafood and signature spirits in an inviting atmosphere. Savor expertly prepared dishes like succulent lobster, delectable oysters, and our famous Tripletail catch, all while enjoying our curated cocktail menu and fine wines. Whether you're joining us for a family dinner, a romantic date, or a lively gathering with friends, our friendly staff is dedicated to providing an exceptional dining experience. Dive into the flavors of the sea at Tripletail Seafood & Spirits—where every meal is an adventure. 

Tripletail Seafood & Spirits

Discover the authentic taste of Sardinia at Sardinia Restaurant, located at 5770 S Tamiami Trail in Sarasota, FL. Our charming establishment brings the vibrant flavors of the Mediterranean to your plate, offering a delightful blend of traditional Sardinian and Italian cuisine. Savor fresh seafood, hand-made pastas, and succulent meats, all crafted with the finest locally-sourced and imported ingredients. Our inviting atmosphere, complemented by rustic décor and warm service, ensures a memorable dining experience for every guest. Perfect for intimate dinners, family gatherings, or special celebrations, Sardinia Restaurant promises to transport you to the sunny coasts of Italy with every bite. Join us for an unforgettable culinary journey that highlights the essence of Sardinian hospitality and gourmet excellence. Buon appetito! 

Sardinia Restaurant

Discover the natural beauty of Sarasota's Lido Key with Happy Paddler Kayak Tours & Rentals at Ted Sperling Park! Nestled at 190 Taft Dr, we offer an unmatched paddling experience that immerses you in the stunning mangrove tunnels, tranquil waters, and vibrant wildlife of this coastal paradise. Whether you're an experienced kayaker or a first-time adventurer, our friendly guides provide expert instruction and fascinating insights into the local ecosystem. Choose from guided eco-tours, stand-up paddleboard rentals, or solo kayak adventures tailored to your schedule. Enjoy the perfect blend of excitement and relaxation while creating unforgettable memories on the water. At Happy Paddler, your extraordinary journey awaits—book your adventure today and paddle happy! 

Happy Paddler Kayak Tours & Rentals - Lido Key Ted Sperling Park

Discover the adventure that awaits at Economy Tackle/Dolphin Paddlesports, your one-stop shop for all things outdoor and aquatic, conveniently located at 6018 S Tamiami Trail in beautiful Sarasota, FL. Specializing in top-quality fishing gear and premium paddlesports equipment, we cater to novice enthusiasts and seasoned pros alike. Our friendly, knowledgeable staff is here to help you select the perfect kayak, paddleboard, or fishing tackle to ensure your adventures are both thrilling and successful. With a reputation built on exceptional customer service and a wide selection of top brands, Economy Tackle/Dolphin Paddlesports is your destination for expert advice and great deals. Dive into your next outdoor experience with us and explore the stunning waters of Sarasota like never before! 

Economy Tackle/Dolphin Paddlesports

Join Soccer Management Company (SMC) for the 9th annual Florida St. Paddy's Day Invitational, a premier youth soccer tournament set for March 12–14, 2027, at the world-class Premier Sports Campus in Lakewood Ranch, Florida. Designed for competitive U9–U19 boys’ and girls’ teams, this St. Patrick’s Day weekend event features 30+ pristine fields, easy highway access, and a vibrant atmosphere with vendors, athletic trainers, and priority scheduling for coaches with multiple teams. Enjoy included referee fees, 1st and 2nd place awards, and a high-energy competition experience at one of Florida’s top soccer complexes. Early registration is encouraged as spots fill quickly!

2027 Florida St. Paddy's Day Invitational

Soccer Management Company (SMC) is an all-inclusive youth soccer tournament operations company that brings world-class events to the soccer tournament market. We partner with events that are looking to increase participation and provide a better experience for their attendees.

Soccer Management Company

Get ready for an unforgettable weekend of soccer, camaraderie, and adventure at the 2027 Sarasota Cup - Girls Weekend! Hosted by FC Sarasota and powered by Soccer Management Company. Set in the vibrant city of Bradenton/Sarasota, FL, this premier girls soccer tournament will unfold from April 9-11, 2027, at the top-notch facilities of Premier Sports Campus at Lakewood Ranch and the new 17th Street Regional Park. Gather your team and experience the thrill of fierce competition, create lifelong memories, and showcase your skills against top talent. Beyond the game, Bradenton/Sarasota offers breathtaking beaches, exciting dining, and vibrant local culture. Don’t miss your chance to shine on Florida’s sun-drenched fields! Registration is open now—secure your spot in this extraordinary event designed to inspire champions both on and off the field. Whether you’re aiming for glory or new friendships, the Sarasota Cup promises an exhilarating experience for all. Embrace the challenge, and bring your best game!

2027 Sarasota Cup - Girls Weekend

Get ready for an unforgettable weekend of soccer, camaraderie, and adventure at the 2027 Sarasota Cup - Boys Weekend! Hosted by FC Sarasota and powered by Soccer Management Company. Set in the vibrant city of Bradenton/Sarasota, FL, this premier boys soccer tournament will unfold from April 16-18, 2027, at the top-notch facilities of Premier Sports Campus at Lakewood Ranch and the new 17th Street Regional Park. Gather your team and experience the thrill of fierce competition, create lifelong memories, and showcase your skills against top talent. Beyond the game, Bradenton/Sarasota offers breathtaking beaches, exciting dining, and vibrant local culture. Don’t miss your chance to shine on Florida’s sun-drenched fields! Registration is open now—secure your spot in this extraordinary event designed to inspire champions both on and off the field. Whether you’re aiming for glory or new friendships, the Sarasota Cup promises an exhilarating experience for all. Embrace the challenge, and bring your best game!

The Cottage

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