Longboat Key Vacation Homes for Sale

Exquisite Palladian-Style Waterfront Estate Located on the serene shores of Sarasota Bay, this home epitomizes elegance and sophistication. Designed by Cliff Scholz and meticulously crafted by Murray Homes, this, 5,300-square-foot masterpiece is situated in a double-gated community offering unparalleled privacy and exclusivity.

A rare and extraordinary offering inside the exclusive Bay Harbour within Bay Isles on Longboat Key, this peninsula estate delivers unmatched privacy, breathtaking Sarasota Bay views, and direct boating access to both the Intracoastal Waterway and the Gulf of Mexico.

Rare opportunity to acquire completely remodeled waterfront residence (Finished in 2023) on Sarasota’s most prestigious barrier island of Longboat Key, in the coveted Harbors enclave of Bay Isles. Orchestrating exceptional style, comfort, and barefoot elegance, this five-bedroom home stirs the senses.

Step into unparalleled elegance with this stunning 4-bedroom, 4.5-bathroom beachfront condo, where modern sophistication meets coastal serenity. This exclusive fully furnished residence boasts floor-to-ceiling windows that fill the space with natural light and showcase breathtaking panoramic Gulf views from every angle.

Introducing Maison d’Azur, a custom waterfront estate in the prestigious Hideaway Bay enclave on the north end of Longboat Key.

A rare opportunity to own the largest two-bedroom floor plan at the exclusive St. Regis Longboat Key. This premier corner residence offers sweeping views of the Gulf of Mexico, Sarasota Bay, resort grounds, and the tropical saltwater lagoon from its expansive wraparound terrace.

Welcome to L’Ambiance, where every day is a holiday. — This residence is the gem of all jewels, a Crown of Coastal Elegance and the epitome of refined luxury living! Discover the true essence of a sophisticated coastal lifestyle at L’Ambiance, where every detail has been meticulously curated to offer unparalleled elegance, comfort, and breathtaking beauty.

Experience breathtaking sunsets and exceptional privacy from this direct west-facing center residence at The St. Regis Longboat Key. Floor-to-ceiling windows bathe the interiors in natural light and frame unobstructed Gulf views, while the expansive living room offers an ideal setting for elegant entertaining.

Experience spectacular Gulf of Mexico vistas from this direct west-facing and exceptionally private residence at The St. Regis Longboat Key. Floor-to-ceiling windows bathe the interiors in natural light and frame unobstructed water views, while the expansive living room provides the perfect setting for elegant entertaining.

One or more photo(s) has been virtually staged. Under Construction. 519 ROUNTREE ON LONGBOAT KEY. Designed as a private coastal retreat, 519 Rountree is a rare architectural statement positioned on a unique triangular lot with dual water exposure, offering both Gulf and canal views. Very few homes in Southwest Florida provide this level of orientation, privacy, and vertical lifestyle design.

Live the boater’s dream on exclusive North Longboat Key. This spectacular, newly built, coastal contemporary waterfront home provides easy access to the tranquil Intercoastal Waterway, sparkling Sarasota Bay and majestic Gulf of Mexico.

Under contract-accepting backup offers. Experience an unparalleled coastal retreat where the gulf meets impeccable design and technology. Beyond photographs or video, stepping into this home is an invitation to a lifestyle like no other.