As the only section of Longboat Key to be located entirely in Sarasota County, residents of South Key enjoy convenient access to the Resort at Longboat Key Club, downtown Sarasota, Lido Key and Siesta Key. The New Pass Bridge also provides easy access to St. Armands Circle, a posh collection of shops, boutiques and restaurants. Or if residents don’t feel like crossing the bridge to grab a bite to eat, they can enjoy the popular Chart House or Dry Dock Waterfront Grill right on the Key, both boasting beautiful waterfront views.

FUN FACT In 1926, John Ringling decided to build a super deluxe hotel in South Key, where the present Chart House Restaurant exists. He declared it would be the “finest in the State of Florida” and be a part of the Ritz Carlton franchise. Shortly after construction began, the land boom bubble burst and construction came to a halt. The abandoned structure sat vacant for 38 years before it was torn down. The historic failed hotel made its way into the 2016 American crime film, "Live by Night".

Commute Times

Downtown Areas

Minutes to St Armands Circle
Under 10 minutes to Downtown Sarasota

International Airports

Under 25 minutes to SRQ

Between 70-90 minutes to TPA

Award-Winning Beaches

Longboat Key deeded beach access

Under 10 minutes to Lido Key beach


The southern portion of Longboat Key is known for its secluded and pristine beaches. Although the beaches are public, many of the beach access points lack parking, so beachgoers enjoy a “private” beach experience.

For those seeking a resort-style atmosphere, residents can become members of the Resort at Longboat Key Club to enjoy its many amenities including a pool overlooking the sparkling waters of the Gulf of Mexico, a luxurious spa, tennis courts and golf at The Links of Longboat Key (formerly the Islandside Golf Club)

South Key also grants you proximity to St. Armands Circle, the most renowned entertainment spot for residents and tourists alike. It has over 150 unique and sophisticated stores and restaurants, offering everything from souvenirs and art galleries to cafes and fine dining. There are also a wide variety of special events throughout the year, including art and craft fairs, classic car shows and holiday festivals. You can also cross the bridge into downtown Sarasota for additional culture, arts and entertainment.


The South Longboat Key real estate market presents a unique investment opportunity due to its high demand for properties featuring breathtaking waterfront views, pristine white sand beaches, and luxurious homes that exude opulence and sophistication.

Single Family Homes

Country Club Shores

Initially developed during the 1960s, this illustrious community of single-family homes is widely recognized as one of the most desirable residential areas in southern Longboat Key. The waterfront properties that line Sarasota Bay and the deep-water canals afford residents the unique privilege of parking their boats in the comfort of their own homes. While much of the authentic Florida-style architecture has been restored, there has been a recent surge in demolishing and rebuilding. In addition, all residents have access to deeded beachfront and can relish in the splendor of Longboat Key Beach, while the renowned Resort at Longboat Key Club (membership required), charming St. Armand's Circle, and the thriving arts and culture scene of downtown Sarasota are only a short distance away.

Lighthouse Point

Nestled at the southernmost point of Longboat Key, lies a secluded and highly coveted residential area that boasts unparalleled exclusivity and utmost security. Sheltered in a private cove, the small enclave of homes, built between 1995-2008, offers unobstructed panoramic views of the Gulf of Mexico and New Pass Bridge. Two sets of gates, located at the entrance of the Longboat Key Club and the community's entrance, guide residents to a serene haven consisting of only sixteen bespoke homes.

Regent Court

Regent Court represents the pinnacle of luxury beachfront living, offering a collection of opulent estates that grace the awe-inspiring coastline of the Gulf of Mexico. Located within the confines of the exclusive Longboat Key Club, this premier community boasts a stunning assemblage of million-dollar mansions that adorn the immaculate white beaches framed by the shimmering azure waters. Indulgence beyond measure awaits at the Resort at Longboat Key (membership required), featuring a myriad of top-tier amenities such as golf, tennis, fine dining, fitness, spa services, and social events, all accessible by foot.


Aquarius Club

Aquarius Club is a direct Gulf front mid-rise complex with only 58 residences. This beachfront location offers its residents private access to the Gulf of Mexico and world-class amenities such as onsite management, concierge service, a heated pool, two tennis courts, and a fitness room.

In addition, the St. Regis hotel/condominium, being developed next door, will offer Aquarius owners the opportunity to enjoy their 5-star amenities.

Beaches of Longboat Key

This exclusive 10-story condominium complex boasts direct access to the pristine white sand beaches of the Gulf of Mexico, allowing you to immerse yourself in the unparalleled beauty of the coastline. This is a rare opportunity for beachfront living behind the gates of the renowned Longboat Key Club.

With an array of luxurious amenities, including a heated pool, two tennis courts, fitness center, and dedicated concierge services, every moment here feels like an exquisite getaway.


Beachplace is a pristine campus-style condo complex consisting of 11 low-rise buildings and an abundance of green space and walking areas. Many of the units are waterfront.

Amenities include a junior Olympic-size resort pool, hot tub, baby pool with canopy, fitness rooms, grill area, ping pong, a large clubroom and pickleball and tennis courts. Residents also enjoy a 24-hour manned guard gate and on-site management.


L’Ambiance, a premier gulf front complex, is located behind the gates of the exclusive Longboat Key Club. Sitting on an expansive 18 acres, the community features two 10-story towers and a total of 136 units.

Residents will enjoy private beach access along with luxurious amenities including a 24-hour concierge, a lap pool, a hot tub, tennis courts, a fitness center, a clubhouse with catering kitchen, individual wine lockers, a library, a game room and secured parking. Guest suites are available for residents' guests.

Longboat Key Towers

Located behind the gates of the prestigious Longboat Key Club, Longboat Key Towers offers a relaxing beachfront lifestyle. The building recently underwent $12 million in renovations that included the addition of hurricane-impact windows and doors, a new roof, new plumbing, and a newly updated pool, lobby and fitness center.

Within steps to the gated community is the Resort at Longboat Key Club (membership required) where you can enjoy golf, tennis, boating, dining or a relaxing massage.

The Pierre

On the southernmost tip of Longboat Key, located behind the gates of the Longboat Key Club, are the luxurious Pierre condos. Featuring 66 spacious units, including 10th floor penthouse flats, and floor-to-ceiling windows, residents can expect exquisite views of the Gulf of Mexico, Sarasota Bay and the Sarasota skyline.

The Pierre also offers a "P"-shaped gulf front pool, fitness center, two Har-Tru tennis courts, tiki huts, shuffleboard, guest suites and concierge services. The Resort at Longboat Key Club is within walking distance. (membership required).

Players Club

Nestled atop the awe-inspiring Gulf of Mexico sits the Players Club of Longboat Key, a magnificent resort complex consisting of four mid-rise buildings built between 1981 and 1983.

The spacious residences range from 1,366 to 2,800 square feet and feature two to three bedrooms. The players club experience offers a gated entrance, tennis, putting green, swimming, fire pit, and beach visits.


Situated behind the gates of the Longboat Key Club are two chic buildings known as Privateer North and Privateer South. With the buildings sitting along the coastline, residents are afforded magnificent views of the Gulf of Mexico, the Links on Longboat golf course and the Sarasota skyline.

The 116 units are accompanied by amenities including private beach access, on-site management, a fitness center, a sauna, tennis, shuffleboard, a clubhouse and an Olympic-size pool.


Sitting along the Gulf of Mexico and boasting a premier address, the Promenade is one of the most sought-after condominiums on Longboat Key. Although built in 1985, the newly updated building will exceed your expectations with its contemporary interior and spacious units.

The gated community boasts tranquility and seclusion with its wondrous blue-green waters, Olympic-size pool, fitness health club, saunas, Har-Tru tennis courts, meeting rooms, art room, outdoor gazebo, on-site management and 24-hour concierge.

Regent Place

Enjoy the captivating sounds of gentle waves and sensational sunsets at the prestigious Regent Place located behind the secured gates of the Longboat Key Club.

Two towers totaling 36 residences offer luxuriously appointed features including 3,000+ square feet of living space, private elevators, expansive lanais, a fitness center, a clubhouse, Olympic-size pool, enclosed garage, 24-hour security and direct beach access. With the Resort at Longboat Key within walking distance (membership required), what more can you ask for?


A wonderful beachfront community within the gates of the Longboat Key Club boasting 1,200 feet of luxurious white sand and crystal blue waters. A total of five buildings are spread across 18 acres with 118 units offering gulf, bay, city and golf course views.

Amenities include a 24-hour guarded gatehouse, gulf side community pool, a spa, two Har-Tru tennis courts, a fitness center, an outdoor grill area and private beach access.

Sands Points

One of the closest communities to the renowned Resort at Longboat Key Club is the Sands Point Condominiums. Built in 1966, this modest but classic waterfront community welcomes you with its Gulf of Mexico views. Residents will enjoy a clubhouse, beachside geothermal pool and spa, and private tiki huts along the shoreline.

Boaters will appreciate immediate access to the intracoastal waterway, Gulf of Mexico, and the ability to dock their boat at the community marina, where leases are available on a first-come first-serve basis.

Curious if South Longboat Key is For You?