Siesta Isles Real Estate

Welcome to Siesta Isles, a premier subdivision located in the beautiful state of Florida. Situated in the heart of the Sunshine State, Siesta Isles offers the perfect blend of luxury living and natural beauty.

This exclusive community is known for its stunning waterfront properties, with many homes featuring private docks and panoramic views of the surrounding waterways. Residents of Siesta Isles enjoy easy access to the pristine beaches of the Gulf Coast, where they can relax on the sugary white sands and take in the breathtaking sunsets.

In addition to its idyllic location, Siesta Isles boasts a range of amenities for residents to enjoy. From upscale shopping and dining options to world-class golf courses and recreational facilities, there is always something to see and do in this vibrant community.

Whether you are looking for a permanent residence or a vacation home, Siesta Isles offers the perfect setting for your luxury lifestyle. Come and experience the best that Florida has to offer in this exclusive waterfront enclave. Live the dream in Siesta Isles - where every day feels like a vacation.

Newest Listings in Siesta Isles

5534 Cape Leyte Drive, Siesta Key $1,549,000

YOUR FURNISHED SIESTA KEY ESCAPE—BEAUTIFULLY REIMAGINED This extensively and tastefully renovated 3 bedroom, 3 and 1 half bath with quality finishes throughout has been ...

3 Beds
4 Baths
Siesta Isles SubDv.

5376 Shadow Lawn Drive, Siesta Key image

5376 Shadow Lawn Drive, Siesta Key $2,400,000

Some homes on Siesta Key are about the beach. Others are about boating. This one lets you have both. Set along a protected canal with direct boating access to Sarasota B...

5 Beds
5 Baths
Siesta Isles SubDv.

5456 Azure Way, Siesta Key $2,695,000

Siesta Isles Canal Front Pool Home with Boat Lift and Rental History Life in Siesta Isles comes with a short commute: a few minutes to the award winning quartz sand of S...

3 Beds
3 Baths
Siesta Isles SubDv.

809 Idlewild Way, Siesta Key $3,850,000

Completely remodeled from top to bottom and expanded with a new 1,200 square foot, two-level addition, 809 Idlewild Way is a one of one contemporary waterfront oasis offe...

4 Beds
5 Baths
Siesta Isles SubDv.

829 Idlewild Way, Siesta Key $3,150,000

A boater’s paradise on Siesta Key! This sprawling single-story waterfront residence positioned on a half-acre home site adjacent to the Grand Canal comes with two lifts a...

4 Beds
4 Baths
Siesta Isles SubDv.

12110/12112 Siesta Drive, Fort Myers Beach image

12110/12112 Siesta Drive, Fort Myers Beach $649,000

Looking for that unique boating community, with deep water direct access out to the the Gulf of America and minutes to the beaches, well you just found it. The seller put...

Siesta Isles SubDv.

5541 Cape Aqua Drive, Siesta Key $1,250,000

TROPICAL PARADISE WITH JUST A SHORT WALK AWAY FROM THE WORLD-FAMOUS SIESTA KEY BEACH! Welcome to your own slice of paradise, where the Florida lifestyle truly comes to li...

3 Beds
2 Baths
Siesta Isles SubDv.

18291 Cutlass Drive, Fort Myers Beach image

18291 Cutlass Drive, Fort Myers Beach $700,000

Rare opportunity to own a premier waterfront lot on a wide, deep-water canal with quick, unobstructed access to Fort Myers Beach and the sparkling Gulf of Mexico. This is...

Siesta Isles SubDv.

5572 Shadow Lawn Drive, Siesta Key image

5572 Shadow Lawn Drive, Siesta Key $4,795,000

Under Construction. New construction. An exceptional opportunity to own a brand-new waterfront residence in the highly sought-after Siesta Isles community. Expertly craft...

4 Beds
5 Baths
Siesta Isles SubDv.

813 Idlewild Way, Siesta Key $3,795,000

Tucked away near the end of a quiet cul-de-sac on an oversized, private waterfront lot in Siesta Isles with 109 feet of frontage on Siesta Key's Grand Canal, this excepti...

4 Beds
3 Baths
Siesta Isles SubDv.

12070 Siesta Drive, Fort Myers Beach image

12070 Siesta Drive, Fort Myers Beach $689,000 ▼

Rare opportunity to own a duplex-zoned waterfront lot in the highly desirable Siesta Isles boating community, which allows non-restricted vacation rentals. There is no HO...

Siesta Isles SubDv.

18164 Cutlass Drive, Fort Myers Beach image

18164 Cutlass Drive, Fort Myers Beach $799,000

Located in the sought-after boating community of Siesta Isles, this cleared waterfront lot offers direct Gulf access with no bridges and quick, easy access to open water....