Siesta Key Homes with Gated Community - No Guard Community Features

Welcome to Siesta Key, Florida—a tropical paradise nestled in Sarasota County, renowned for its pristine beaches, vibrant sunsets, and a laid-back lifestyle that beckons residents and visitors alike. This idyllic barrier island is not just a destination; it’s a lifestyle choice that offers a unique blend of luxury, comfort, and natural beauty.

Siesta Key is famous for its powdery white sand beaches, particularly Siesta Beach, which has consistently been ranked among the best in the nation. Here, residents enjoy sun-soaked days, water sports, and stunning views of the Gulf of Mexico, making it a haven for outdoor enthusiasts and beach lovers. Beyond the shoreline, Siesta Key boasts a charming village atmosphere filled with boutique shops, delightful eateries, and lively nightlife, ensuring there’s always something to do.

For those seeking a sense of community and privacy, Siesta Key offers exquisite homes within gated communities—without the need for a guard. These exclusive neighborhoods provide residents with a secure and tranquil environment, perfect for enjoying the serene surroundings. With beautifully landscaped streets, access to private amenities, and a close-knit community feel, these homes are ideal for families, retirees, or anyone looking to escape the hustle and bustle of everyday life.

Imagine waking up to the gentle sound of waves and spending your afternoons lounging by the pool or hosting barbecues with friends in your backyard. Siesta Key’s gated communities offer not just a home, but a lifestyle—one that embraces relaxation, security, and the beauty of coastal living. Discover your slice of paradise in Siesta Key today!

Newest Siesta Key Homes with Gated Community - No Guard Community Features

9393 Midnight Pass Road Unit 302, Sarasota image

9393 Midnight Pass Road Unit 302, Sarasota — B $675,000

If you seek incredible views, look no further. Surrounded by water on three sides, enjoy the panoramic vistas on the southernmost end of Siesta Key. Look from the lanai t...

2 Beds
2 Baths
Pointe On Midnight Pass SubDv.
34242 Zip Code

5855 Midnight Pass Road Unit 605, Sarasota image

5855 Midnight Pass Road Unit 605, Sarasota — Harbor Towers Y & R $719,000

Harbor Towers 605 represents a unique opportunity to live on a high floor in the building with the coveted south-facing views looking over the pool. Welcome to Harbor To...

2 Beds
2 Baths
Harbor Towers Y & R SubDv.
34242 Zip Code

6900 Bochi Circle, Sarasota $2,175,000

Architectural masterpiece tucked away in one of Siesta Key’s most coveted, private gated communities. Masterfully renovated, this executive estate seamlessly blends moder...

4 Beds
6 Baths
Coronas Park SubDv.
34242 Zip Code

6480 Midnight Pass Road Unit 612, Sarasota image

6480 Midnight Pass Road Unit 612, Sarasota — South Tower $1,325,000

Welcome to the ultimate Siesta Key getaway at Unit 612 in Siesta Breakers! This beautifully updated penthouse is completely move-in ready and offered TURNKEY FURNISHED—ju...

2 Beds
2 Baths
Siesta Breakers SubDv.
34242 Zip Code

6300 Midnight Pass Road Unit 809, Sarasota image

6300 Midnight Pass Road Unit 809, Sarasota — Crystal Sands $1,795,000

From its elevated eighth-floor setting at Crystal Sands, this turnkey-furnished residence captures an extraordinary panorama of the Gulf of Mexico and Siesta Key’s renown...

2 Beds
2 Baths
Crystal Sands SubDv.
34242 Zip Code

5855 Midnight Pass Road Unit 222, Sarasota image

5855 Midnight Pass Road Unit 222, Sarasota — 5855 $625,000

Turnkey and ready for its next chapter, this spacious residence in the curve of Harbor Towers Yacht & Racquet Club is one of the largest floor plans in the building, feat...

2 Beds
2 Baths
Harbor Towers Y & R SubDv.
34242 Zip Code

1001 Point Of Rocks Road Unit 310, Sarasota image

1001 Point Of Rocks Road Unit 310, Sarasota — Siesta Sands Resort $798,000

Located directly on Siesta Key Beach, Unit 310 at Siesta Sands is situated on the third floor and features a private balcony with sweeping Gulf views, tropical breezes, a...

1 Beds
1 Baths
Siesta Sands Resort (Timeshare) SubDv.
34242 Zip Code

6006 Midnight Pass Road Unit 60, Sarasota image

6006 Midnight Pass Road Unit 60, Sarasota — G $479,000

Beautifully Updated One-Bedroom Condo on Siesta Key Enjoy the best of island living in this beautifully updated one-bedroom, one-bath condominium on Siesta Key. This inv...

1 Beds
1 Baths
Casa Mar SubDv.
34242 Zip Code

5955 Midnight Pass Road Unit 21E, Sarasota image

5955 Midnight Pass Road Unit 21E, Sarasota — Sea Club 2,Phase 1, #21e $729,500

Sea Club II -Only those looking for a relaxing, quiet and tranquil get-away with an "Old Florida" feel. Sea Club II has private access to Siesta Key beach sand and the Gu...

2 Beds
2 Baths
Contntls Sea Club SubDv.
34242 Zip Code

420 Beach Road Unit 508, Sarasota — Siesta Gulf View $1,300,000

Virtually Staged. Rarely available 5th-floor residence in Siesta Gulf View’s coveted 08 stack. This exceptional beach retreat showcases an extended wrap balcony with unob...

2 Beds
2 Baths
Siesta Gulf View SubDv.
34242 Zip Code

5400 Ocean Boulevard Unit 15 1-4, Sarasota image

5400 Ocean Boulevard Unit 15 1-4, Sarasota — The Terrace $4,000,000

Perched 15 floors above the Gulf of Mexico within The Terrace—Frank Folsom Smith's iconic beach-front landmark on Siesta Key—two corner residences were combined to create...

2 Beds
3 Baths
Terrace SubDv.
34242 Zip Code

1280 Dolphin Bay Way Unit 402, Sarasota image

1280 Dolphin Bay Way Unit 402, Sarasota — 1280 $1,589,000

Welcome to Dolphin Bay, one of Siesta Key's premier waterfront communities, where luxury coastal living meets breathtaking scenery. This beautifully maintained 2-bedroom,...

2 Beds
2 Baths
Dolphin Bay-Siesta Key SubDv.
34242 Zip Code