Most residences on Siesta Key offer some form of waterfront view, but not all are directly on the Gulf. Beachfront development must meet strict regulations, which often results in high-rise towers with similar footprints and layouts. Gulf & Bay Club Bayside is a refreshing alternative—an intimate, tropical townhome community overlooking Little Sarasota Bay while still offering convenient access to Crescent Beach.
Located along Midnight Pass Road, Gulf & Bay Club Bayside is the sister community to the well-known Gulf & Bay Club on Crescent Beach. Instead of condominium towers, Bayside is made up of Key West–inspired residences set among lush landscaping, ponds, and fountains that create a relaxed, resort-like atmosphere.
The community includes 101 townhome-style residences with floor plans ranging from approximately 959 square feet in smaller one-bedroom layouts to approximately 1,835 square feet in larger three-bedroom, two-bath designs. Many homes feature spacious primary suites, bright living areas, and windows or lanais that take advantage of bay and tropical views.
One of the standout features of Gulf & Bay Club Bayside is its setting along Little Sarasota Bay. Natural ponds enhanced with fountains and mature Florida vegetation add to the community’s peaceful character, giving residents a sense of privacy and a true island-living feel.
Amenities include two swimming pools, tennis courts, sauna, a well-appointed clubhouse, and outdoor areas for grilling and picnics. Residents also enjoy access to a private, semi-secluded portion of Crescent Beach that is typically only a short walk away. With Midnight Pass Road at the entrance, owners have easy access to Siesta Key Village, Crescent Plaza, and mainland Sarasota via the island bridges.
Gulf & Bay Club Bayside Siesta Key Townhomes & Amenities Gallery
Townhomes for Sale at Gulf & Bay Club Bayside on Siesta Key
Gulf & Bay Club Bayside Siesta Key FAQs
Where is Gulf & Bay Club Bayside located?
Gulf & Bay Club Bayside is located on Midnight Pass Road on Siesta Key, overlooking Little Sarasota Bay and near Crescent Beach.
Is Gulf & Bay Club Bayside a beachfront community?
The community is bayfront, but residents typically have access to a private, semi-secluded portion of Crescent Beach that is a short walk away.
What type of residences are in Gulf & Bay Club Bayside?
The community is made up of townhome-style residences inspired by Key West cottage architecture rather than high-rise condominium towers.
How many residences are in the community?
Gulf & Bay Club Bayside includes 101 residences.
What floor plans are available?
Floor plans range from approximately 959 square feet for smaller layouts to approximately 1,835 square feet for larger three-bedroom, two-bath homes.
What amenities are available?
Amenities include two pools, tennis courts, sauna, clubhouse, outdoor grilling and picnic areas, and landscaped ponds with fountains.
Is the community close to shopping and dining?
Yes. Residents have quick access to Crescent Plaza, Siesta Key Village, and mainland Sarasota for shopping, dining, and daily conveniences.



















