Siesta Bayside, A Private Tropical Neighborhood On Siesta Key Close To Everything

Bev Murray
Siesta Key Boater's Paradise

Siesta Key Boater's Paradise

If you have been looking for a neighborhood to call home on Siesta Key with quick water access, a private tropical ambience without being too formal, the charming neighborhood of Siesta Bayside located on the island's northeast side has something for everyone. Let’s discover everything you need to know about Siesta Bayside, from its convenient location, beautiful saltwater canals to quick Saraosta bay access, a home in this community could be your new slice of paradise. With home prices rising, act now to stake your claim in this highly desirable enclave before it's too late. Let's explore why Siesta Bayside may be the perfect place for you to live.

An Overview of Siesta Key's Siesta Bayside Neighborhood


A Convenient Location


Siesta Bayside is located on the northern end of Siesta Key, providing residents with convenient access to Siesta Key Village and easy transport links to downtown Sarasota. The neighborhood is situated just a short walk from the beach and Siesta Key Village, which offers dining, shopping and entertainment options.

Siesta Bayside, A Private Tropical Neighborhood On Siesta Key Close To Everything

Tropical Island Vibe


Siesta Bayside is permeated with navigable canals line with palm trees. The overall effect gives an ambiance of a secluded tropical island. Nestled into this setting is an eclectic mix of beautiful homes with varied architectural styles including everything from Key West to Mediterranean. Residents of Siesta Bayside take full advantage of our warm climate with the area showing off beautiful tropical landscapes, manicured lawns and gardens. The neighborhood is lush with tropical plants, palm trees, hibiscus, and bougainvillea, which add to the serene and picturesque setting. This well-kept landscaping enhances the overall ambiance, making it feel like a tropical retreat.

Proximity to the Beach


One of the most significant aspects of Siesta Bayside's appeal is its close proximity to the world-renowned Siesta Key Beach. Just a short walk from most homes, residents have easy access to the soft, white sands and crystal-clear waters of the Gulf of Mexico. This convenience allows for spontaneous beach outings, whether for a morning swim, an afternoon sunbathing session, or an evening stroll to watch the sunset.

Low HOA Fees


Siesta Bayside has low homeowner association (HOA) fees compared to other neighborhoods on Siesta Key. HOA fees cover the cost of maintaining common areas like sidewalks and landscaping. The low fees, combined with Siesta Bayside's affordability relative to other parts of Siesta Key, make the neighborhood an attractive option for homebuyers looking to purchase a vacation home or investment property.

An Ideal Place to Call Home


With its convenient location, vacation-like atmosphere, and low HOA fees, Siesta Bayside offers an appealing lifestyle for those looking to make Siesta Key their home. For many residents, the neighborhood's charm and relaxed way of living make it the perfect place to live and enjoy life on Florida's Gulf Coast.

Siesta Bayside, A Private Tropical Neighborhood On Siesta Key Close To Everything

Siesta Bayside's Prime Location on Siesta Key


As a resident of Siesta Bayside, you will enjoy an ideal location in the heart of Siesta Key. The condominium complex offers private beach access shared with Gulf & Bay Club located just across the street. The pristine white sand beach has been rated as one of the top beaches in the U.S. due to its soft sand and clear turquoise waters.

Siesta Bayside is situated within walking distance of Siesta Key Village, a lively area lined with restaurants, bars, and shops. Take a stroll along Ocean Boulevard and you will find an exciting array of dining options with choices ranging from fresh seafood to Neapolitan pizza. After dinner, enjoy a cocktail at one of the beachfront bars while admiring the sunset over the Gulf of Mexico.

For those seeking an active lifestyle, Siesta Key offers opportunities for boating, fishing, tennis, and golf. The island has over 50 miles of waterfront and is home to nine marinas for those looking to get out on the water. The Siesta Key Tennis Center features eight lighted tennis courts available for public use. If golf is your game, head to the Siesta Key Golf Club which has a nine-hole course with picturesque views of the Intercoastal Waterway.

Whether you desire a peaceful beach getaway, a vibrant nightlife, or an outdoor adventure, Siesta Key’s Siesta Bayside offers the ideal location to experience it all while providing a relaxing home base in a private beachfront setting. The perfect combination of amenities and natural beauty make Siesta Bayside a premier destination for your Florida escape.

Home Styles and Prices in Siesta Bayside


Beach Cottages and Bungalows


In Siesta Bayside, you will find charming beach cottages and bungalows perfect for a casual beach lifestyle. These cozy homes typically have two to three bedrooms and one or two bathrooms. The architectural style reflects the laid-back vibe of the key with tropical touches like wood accents, porches, and patios. Prices for beach cottages in Siesta Bayside start around $850,000.

Waterfront and Canal Homes


For homebuyers seeking waterfront living, Siesta Bayside offers homes with private docks and boat lifts on the Grand Canal as well as homes in the Siesta Bayside Waterside community with access to Roberts Bay. These homes typically have three to five bedrooms and two to three bathrooms with an open concept perfect for entertaining. Architectural styles include Key West inspired and contemporary.

Luxury Estates


At the high end of the market, Siesta Bayside is home to multi-million dollar luxury estates with four to seven bedrooms, resort-style pools, boat docks, and all the amenities one would expect. These sprawling homes offer the ultimate in seclusion and privacy while still being close to Siesta Key's world-famous beach.

Siesta Bayside has a variety of homes at a range of price points to suit any budget. Whether you're looking for a cozy beach cottage, a sprawling canal home, or a luxury estate, Siesta Bayside has something for everyone seeking an island getaway on Florida's Gulf Coast. While many homes are well over 1 million, there are smaller homes for less. Home prices here in general range from around $800,000 into the multi-millions, offering both relative value and luxury in this sought-after community.

Amenities and Things to Do in Siesta Bayside


Close To The Beach And Siesta Village


Residents of Siesta Bayside enjoy fast access to Crescent Beach, consistently ranked among America’s finest beaches with soft white sands and azure Gulf waters. Beachgoers can swim, sunbathe, build sandcastles, go shelling, or simply relax while gazing at picturesque sunsets. Shopping, open-air dining and the secluded beach along big pass that only locals know about are all within walking distance of Siesta Bayside, offering residents the best of north Siesta Key.

Recreational Activities


In addition to beachgoing, Siesta Bayside offers abundant recreational opportunities. Kayaks and bicycles are available to rent, with free delivery and pickup for residents’ convenience. The social clubhouse contains a fully-equipped kitchen, bar, and multiple tables ideal for hosting gatherings or enjoying a quiet meal. Two tennis courts, a heated pool and spa, playground, and barbeque grills round out the community’s recreational offerings.

Natural Surroundings


Beyond the beach and amenities, Siesta Bayside’s natural setting provides an ideal Florida lifestyle. Lush tropical landscaping, including palm trees, hibiscus, and bougainvillea, creates a colorful backdrop. The Intracoastal Waterway borders the community, offering vistas of boats sailing by and opportunities for fishing. Wildlife like dolphins, manatees, birds, and turtles can frequently be spotted in the surrounding waters and mangroves.

Siesta Bayside combines a spectacular natural setting with exclusive access to world-class Crescent Beach and abundant amenities and activities for recreation and community. For those seeking an active yet relaxed Gulf Coast lifestyle, Siesta Bayside on Siesta Key offers an appealing combination of natural and man made amenities in a picturesque setting.

Why Siesta Bayside Is a Top Choice for Sarasota Real Estate


Canal-Front Homes And Island Living


Siesta Bayside is situated near the shores of Sarasota Bay, offering fortunate canal-front homeowners direct access to boating, and Sarasota Bay. Residents not on a canal are just a short drive away from several beaches, and if you are looking to stretch your legs multiple beaches are within walking distance.

Offering Both Single Family Homes To Condominiums


The neighborhood has a variety of choices for homeowners, including everything from larger single family homes to condominiums and everything in between, while still maintain a feeling of privacy and seclusion.

Additional Opportunity For Home Owners


Not just for full-time residents, property owners can take advantage of the amazing location to develop income. Whether you own a Bayside Condominium or a single family home, opportunities to offer others a taste of life on Siesta Key are available for owners to rent out in a variety of ways.


Featured Listing In Siesta Bayside

4526 Woodside Rd Sarasota

$2.8M 4526 Woodside Rd Sarasota FL 34242

  • 4 beds
  • 3 baths
  • 2422 sqft
  • 0.26 acres
  • 1969 year built

Come see this beautiful light-filled canal front home in a quiet neighborhood of Siesta Key. This well-designed flexible floorplan comprising of four bedrooms plus a den is currently used as a 3 bed, 2 office space. The second bedroom has its own entrance so you can easily create an in-law suite if needed. The light and bright primary suite is split from the other rooms. The lot is deep and lushly landscaped and the screened pool cage is nicely proportioned. The heated saltwater pool is huge – approx. 40 x 16 – and there is plenty of covered and open deck space for lounging and dining. This is an excellent option for boaters - 95 feet of seawall with a 10,000lb boat lift and mooring for up to a 45 ft. cabin cruiser right in your backyard! It is a short 3-minute cruise to Sarasota Bay and 10 minutes to the Gulf of Mexico. If you are not a boater but love to sit and watch the world go by, you will appreciate the fact that there are no neighbors directly across the canal so you can enjoy a wide-open view of the waterway. The house has been recently updated with beautiful luxury vinyl plank flooring throughout and stylish quartz countertops and backsplash to refresh the open-concept kitchen with island and breakfast bar. Tucked away on a quiet, dead-end street yet just a short bike ride from the beach and the lively activities of Siesta Key Village, this prime location offers convenient access to both the north and south bridges. Whether you're a full-time resident, seeking a second home, or looking for a seasonal investment property, this well-maintained, beautiful waterfront home will surely meet your needs!