Your Perfect Siesta Key Retreat Awaits
Siesta Key Vacation Rentals at Gulf & Bay Club Bayside
Welcome To Gulf & Bay Club Bayside, Your Perfect Escape On Siesta Key!
Discover your dream getaway with Siesta Key vacation rentals at Gulf & Bay Club Bayside, where comfort, location, and convenience come together on one of Florida’s most celebrated barrier islands. Located just steps from the immaculate white sands of Siesta Key Beach, Gulf & Bay Club Bayside offers an exclusive collection of individually owned Siesta Key condos in a gated, tropical community. Whether you are seeking a family-friendly stay, a romantic escape, or simply a relaxing retreat by the Gulf, you will find the perfect setting to unwind and create lasting memories.
Our vacation rentals feature spacious floor plans, private garages, and in-unit laundry, giving you all the modern conveniences of home within a serene, resort-style environment. Enjoy the beautiful Florida sunshine with access to two heated swimming pools, lighted tennis and pickleball courts, and a well-equipped fitness center. The lush landscapes and gentle waterways surrounding each condo provide a peaceful backdrop, while Siesta Key Village and popular local attractions are just minutes away for shopping, dining, and entertainment.
Experience the privacy and individuality of your own Siesta Key condo, each thoughtfully designed for comfort and style. Stroll to the famous Crescent Beach or catch a sunset at the Gulf, and take advantage of easy transportation options such as golf-cart taxis and the Siesta Key Breeze trolley for effortless island exploration. When you choose Gulf & Bay Club Bayside for your Siesta Key vacation rental, you’re choosing a destination renowned for its friendly welcome, unmatched amenities, and proximity to the best of Siesta Key living.
Start planning your next coastal escape with the trusted team at Gulf & Bay Club Bayside and elevate your Florida vacation in a community that combines serenity, sophistication, and the ultimate Siesta Key experience.
Individually Owned Residencies
Choose from a variety of accommodation sizes among our individually owned residencies, each serving as the perfect base for exploring Siesta Key and its surrounding wonders. Convenience is paramount, with each guest rental featuring its own private garage and in-unit washer and dryer.
Privacy & Individuality
Experience a unique sense of privacy and individuality in the layout of our units, creating a personalized retreat during your stay. Beyond the comfort of your residence, the stunning Siesta Key and Crescent Beach beckon just across the street, with Siesta Key Village a short stroll away.
Effortless Exploration
Getting around is a breeze on Siesta Key. Golf-cart taxis and the Siesta Key tram are readily available, allowing you to park your car, unwind, and forget your troubles. Revel in the best that Siesta Key, Florida, has to offer with ease and convenience.
Where Coastal Charm Meets Modern Comfort
Discover Serenity & Style
Gulf & Bay Club Bayside boasts stylish vacation rentals and residential-style amenities, providing a haven of comfort and relaxation. Immerse yourself in the tropical ambiance as you unwind by our two heated swimming pools, stay active in our fitness center, or engage in friendly matches on our tennis and pickleball courts.
Book Your Siesta Key Vacation Rental Today
Individually Owned Residencies
Choose from a variety of accommodation sizes among our individually owned residencies, each serving as the perfect base for exploring Siesta Key and its surrounding wonders. Convenience is paramount, with each guest rental featuring its own private garage and in-unit washer and dryer.
Guest Testimonials
Our little paradise
We enjoyed our stay as always. We were in this house for the first time in 1993. (Honeymoon) The furnishings have become more modern. We have been to this complex many times. All houses have their own charm. We will always return there.
Werner M.
Fabulous
Everything was clean and well organized. Location convenient to beach, restaurants and shopping. We’d come back again.
Connie D.
Fantastic
Our unit was great and even better than advertised. Plenty of room and adequate amenities. As someone who has spent hours looking for a parking spot, the short WALK to Siesta Key Beach made it the best. We look forward to staying here in the future. Thank you so much.
Ray M.
