Longboat Key Vacation Homes for Sale

Welcome to 2,400+ square feet of refined living with breathtaking panoramic bay views. This residence offers an expansive open floor plan that includes two primary suites in a split configuration, ensuring privacy and comfort with a 3rd guest bedroom.

This direct Gulf-front residence at Beachplace offers an extraordinary opportunity to enjoy the very best of Longboat Key’s beachfront lifestyle. Perfectly positioned to capture unobstructed views of the Gulf of Mexico, this furnished two-bedroom home combines a serene coastal retreat with strong rental potential—producing an average of $70,000 annually in gross rentals.

New Price. Gorgeous, fully-furnished, beachfront condo. Spectacular sunset views all year round. Enjoy beachfront living in this beautifully renovated and furnished Islander Club corner unit. The re-designed open floor plan assures Gulf views from every room. And be amazed at the forever views from your private 38’ Gulf-front lanai.

Live the lavish lifestyle only found at the Water Club on Longboat Key, an idyllic waterfront location with direct access to the white sand beaches only found along the aquamarine waters of the Gulf Coast. This exceptional, beautifully Thomas Moser furnished, 2-bedroom, 2.

HUGE PRICE REDUCTION of $105,000, it's very rare to find gorgeous full gulf views at this price point on Longboat Key. Veinte (20 in Spanish) is a luxury condominium community with only twenty residents located on beautiful and unique Longboat Key.

Under contract-accepting backup offers. Welcome to your dream home in paradise with a sunny southwest exposure! This luxury villa offers an exceptional view of the lush green fairways of the Longboat Key Club golf courses, ponds, and breathtaking sunsets. Featuring an expansive lot (.25 acres), this end unit provides an abundance of natural light.

Beachplace at Longboat Key: Gulf-front luxury and rental-friendly, turnkey furnished investment opportunity! An iconic condominium in the mid-century modern style, Beachplace was constructed under the direction of Tim Siebert, one of the leaders of the Sarasota School of Architecture, and spans 31 acres with a quarter mile of Gulf beachfront.

Waterfront Paradise on Longboat Key – Deeded Beach Access + Private Pool + Private Dock! Welcome to your dream coastal retreat! This fully renovated 2 bedroom, 2 bath canal-front home on Longboat Key is the ultimate blend of luxury, comfort, and convenience.

Under contract-accepting backup offers. Breathtaking Gulf Views & Sunset Serenity. Welcome to Tiffany Plaza, a mid-rise offering just 42 residences. This rarely available turnkey 3-bedroom, 2-bathroom beachfront condominium offers front-row seats to spectacular Longboat Key sunsets.

Rarely Available at Longboat Landing! This 3-bedroom, 2-bath second-floor condo offers the ultimate in coastal living with only 9 total units/owners in the entire community—providing privacy, exclusivity, and a boutique feel. Enjoy full Sarasota Bay views from your living room, with the added peace of mind of being on the second floor (no flood concerns).

Gulf-Front Elegance at The Players Club. Welcome to the epitome of coastal luxury living at The Players Club, where the pristine shores of Longboat Key meet world-class resort-style amenities. This beautifully renovated 3-bedroom, 2-bath split-plan residence is being offered turn-key furnished - ready for you to move in and immediately embrace the Gulf-front lifestyle.

Welcome to an incredible opportunity in the highly sought-after Bayview Estates on Longboat Key. Situated on a stunning saltwater canal lot with direct access to Sarasota Bay and the Gulf of Mexico, this property is a boater's paradise. Featuring a deep-water canal with a dock, seawall, and lift already in place, the potential for creating your dream waterfront home is limitless.