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

5451 Shadow Lawn Drive, Siesta Key image

5451 Shadow Lawn Drive, Siesta Key $859,000

Virtually Staged. Live the ultimate island life in the highly sought-after waterfront community of Siesta Isles. Perfectly positioned just 0.8 miles from the public parki...

3 Beds
3 Baths
Siesta Isles SubDv.

5572 Shadow Lawn Drive, Siesta Key image

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

Under Construction. An exceptional opportunity to own a brand-new waterfront residence in the highly sought-after Siesta Isles community. Expertly crafted by Nutter Custo...

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.

18323 Cutlass Drive, Fort Myers Beach image

18323 Cutlass Drive, Fort Myers Beach $1,488,000

Stepping into this home, you’re immediately welcomed by a bright, open living space designed for both comfort and entertainment. The expansive great room flows seamlessly...

2 Beds
2 Baths
Siesta Isles SubDv.

18260 Deep Passage Lane, Fort Myers Beach image

18260 Deep Passage Lane, Fort Myers Beach $1,699,000 ▼

Exceptional boating and incredible value in one of the best waterfront locations in the entire region! Situated on a quiet cul-de-sac in desirable Siesta Isles, this 3,04...

4 Beds
4 Baths
Siesta Isles SubDv.

814 Paradise Way, Siesta Key $1,945,000 ▼

Exceptional Siesta Key waterfront residence offering a rare opportunity to own a turn-key, move-in-ready 4 bedrooms and 2 bathrooms home in one of the island’s most desir...

4 Beds
2 Baths
Siesta Isles SubDv.

12110/12112 Siesta Drive, Fort Myers Beach image

12110/12112 Siesta Drive, Fort Myers Beach $699,000 ▼

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 pu...

Siesta Isles SubDv.

5507 Contento Drive, Siesta Key $1,599,999 ▼

A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Mov...

3 Beds
3 Baths
Siesta Isles SubDv.

734 Canal Road, Siesta Key $995,000

Endless possibilities just two blocks from Siesta Beach! Whether you're looking to remodel the structure or build a new island retreat, opportunity awaits. A prime 12,229...

3 Beds
2 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....

Siesta Isles SubDv.

18196 Cutlass Drive, Fort Myers Beach image

18196 Cutlass Drive, Fort Myers Beach $749,000 ▼

Cutlass Dr in Siesta Isles is located in one of the best Boating Communities in SW Florida. Deep Water Direct Access. New Seawall and Cap. Lot is located Approximately ...