Siesta Key Homes with Deed Restrictions Community Features

Welcome to Siesta Key, Florida—a stunning barrier island nestled in Sarasota County, renowned for its powdery white sand beaches and vibrant coastal lifestyle. With its turquoise waters and lush landscapes, Siesta Key is not just a destination; it’s a way of life. This charming community offers a blend of relaxation and recreation, making it an ideal place for families, retirees, and anyone looking to embrace the sun-kissed Florida lifestyle.

Siesta Key is famous for its award-winning beaches, including the renowned Siesta Beach, which has consistently been ranked among the best in the United States. The island is also home to a variety of quaint shops, delightful restaurants, and engaging outdoor activities, from paddleboarding and kayaking to biking along scenic trails.

For those seeking a sense of community and security, Siesta Key features homes in deed-restricted neighborhoods. These communities maintain high standards and aesthetic appeal, ensuring that properties are well-kept and the environment is harmonious. Residents enjoy the benefits of shared amenities, such as community pools, parks, and access to private beach areas, fostering a close-knit atmosphere where neighbors become friends.

Living in Siesta Key means more than just owning a beautiful home; it’s about embracing a lifestyle filled with sunshine, serenity, and a wealth of recreational opportunities. Whether you’re looking for a cozy beach cottage or a luxurious waterfront estate, Siesta Key has something for everyone. Come discover the charm of this remarkable island and find your dream home in a community that truly feels like paradise.

Newest Siesta Key Homes with Deed Restrictions Community Features

8750 Midnight Pass Road Unit 501C, Sarasota image

8750 Midnight Pass Road Unit 501C, Sarasota — 8750 $699,900

WELCOME TO TORTUGA ON SIESTA KEY, A TRUE TROPICAL COASTAL PARADISE! THIS 5TH-FLOOR 2-BEDROOM, 2-BATHROOM RESIDENCE SHOWCASES A SPRAWLING OPEN-CONCEPT LAYOUT WITH 1,232 SQ...

2 Beds
2 Baths
Tortuga SubDv.
34242 Zip Code

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

1209 Sea Plume Way, Sarasota $1,500,000

Virtually Staged. Old Florida Charm on Siesta Key's Quiet South End Hidden beneath a canopy of mature tropical trees on one of South Siesta Key's most desirable resident...

3 Beds
3 Baths
Mangroves Sub The SubDv.
34242 Zip Code

8701 Midnight Pass Road Unit 304A, Sarasota image

8701 Midnight Pass Road Unit 304A, Sarasota — 8701 $649,000

Experience the ultimate Bayfront lifestyle on Siesta Key in this turnkey furnished 2BR/2BA residence at Turtle Bay. Tucked away on the serene south end of the island, thi...

2 Beds
2 Baths
Turtle Bay 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

9393 Midnight Pass Road Unit 205, Sarasota image

9393 Midnight Pass Road Unit 205, Sarasota — North $650,000

This beautifully renovated 2-bedroom, 2-bath condominium overlooking the bay was freshly painted on 9/8/2026 and is truly move-in ready. Turnkey furnished with an open ki...

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

6140 Midnight Pass Road Unit 101, Sarasota image

6140 Midnight Pass Road Unit 101, Sarasota — N/A $875,000

Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beac...

1 Beds
1 Baths
Horizons West SubDv.
34242 Zip Code

6796 Sarasea Circle Unit 3, Sarasota image

6796 Sarasea Circle Unit 3, Sarasota — 3 $1,450,000

SHORT TERM RENTAL ALLOWED. Island living at 6796 Sarasea Circle, ideally located near Point of Rocks on Siesta Key. This spacious 3-bedroom, 3-bath, three-story residenc...

3 Beds
3 Baths
Sara Sea 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

1035 Seaside Drive Unit 502, Sarasota image

1035 Seaside Drive Unit 502, Sarasota — Ten35 Seaside $3,995,000

Welcome to Ten35 Seaside Drive, a newer mid-rise community at the south end of world-renowned Siesta Key Beach, where turquoise Gulf waters meet pristine quartz sand. Ten...

4 Beds
3 Baths
Ten35 Seaside SubDv.
34242 Zip Code

6265 Midnight Pass Road Unit 102, Sarasota image

6265 Midnight Pass Road Unit 102, Sarasota — Excelsior Beach To Bay 8 $675,000 ▼

Virtually Staged. Experience the world renowned beaches of Siesta Key in this rarely available first floor luxury condominium steps away from your private deeded beach ac...

2 Beds
2 Baths
Excelsior Beach To Bay SubDv.
34242 Zip Code