Sarasota Vacation Homes for Sale

Under Construction. ***NEW CONSTRUCTION SPECIAL!!!**** Under Construction. With scheduled completion Winter 2025/2026. New construction in Sarasota’s eclectic Rosemary District. Designed by award-winning architects Halflants + Pichette, Villa Ballada is the third project in an acclaimed series (after Zahrada and Zahrada 2).

One or more photo(s) has been virtually staged. LIDO KEY GULF-FRONT LUXURY Wake up to the rhythm of the waves and endless Gulf views that stretch beyond imagination. Every room of this impeccably maintained 2-bedroom, 2-bath coastal retreat captures the magic of life on the water—set high on the 4th floor of one of Lido Key’s most coveted addresses.

Expansive 2.7-Acre Property with Enclosed Pool – Bring Your Horses! This incredible estate, located off University Parkway, offers both privacy and convenience with no HOA or deed restrictions, allowing you to bring your boat, RV, work vehicles, and more! The rare RE-1 zoning provides the flexibility to build a detached guest house, workshop, studio, or large storage building to suit your needs.

Discover the potential of this canal-front property, perfectly positioned just steps from Siesta Key Village and minutes from the island’s world-famous beach. This rare offering presents the perfect opportunity for visionaries, builders, or investors to renovate the existing home or build your custom luxury retreat in one of Sarasota’s most desirable coastal communities.

Stately English Tudor Home in Gator Creek! Nestled within the scenic Gator Creek neighborhood, this 3 bedroom, 2.5 bath English Tudor-inspired residence offers a rare combination of classic architecture and modern comforts.

Welcome to Sunset Bay! This 3-bedroom, 4.5-bathroom turn-key home is ideal for families, featuring 3 ensuite bedrooms, a private screened-in pool, and a spacious game room! Just 4 miles from Siesta Key Beach and 3 miles from downtown Sarasota, you’ll be close to the best of the area while enjoying your own private getaway.

Under contract-accepting backup offers. This rare 5.15 acres in the equestrian estates of Myakka Valley Ranches is one of just a handful that borders the breathtaking Myakka River State Park (the largest and oldest Florida state park), nearly 29,000 acres of protected Florida wilderness right in your backyard.

One or more photo(s) has been virtually staged. Incredible Value! Don't miss this one! Buy now and enjoy for season. Welcome to The Blue Lagoon... when you walk in it feels like new construction! A private modern coastal retreat perfectly positioned on Siesta Key’s tranquil Heron Lagoon... the ultimate vacation home or investment property.

Tucked away on a very private lot, under a canopy of stately oaks, this gorgeous home in Foxfire West nestled on over two beautifully landscaped acres. The exterior construction of rustic brick over block blends gracefully into the wooded background and you will feel away from it all, but only a short drive to shopping, dining, and I-75.

INCOME-GENERATING TRIPLEX JUST MINUTES FROM WORLD-FAMOUS SIESTA KEY BEACH! Located in the desirable Siesta Beach neighborhood on Siesta Key, this opportunity to own Tangerine Dream offers incredible potential for investors, vacation rental owners, or anyone seeking a coastal lifestyle with income potential.

Under contract-accepting backup offers. This beach front opportunity in spindrift does not come around often! With a prime Siesta beachfront unit within a three building, six unit complex that is only a five minute walk from Siesta key village. If you're looking for your own quiet place away from tourist crowds and large associations, then this unit is for you.

Be prepared for the breathtaking, unobstructed water views from this exquisite condominium in the Essex House – one of the very few residences unaffected by neighboring development.