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

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 $700,000

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

6157 Midnight Pass Road Unit G11, Sarasota image

6157 Midnight Pass Road Unit G11, Sarasota — G-11 $399,000

Enjoy easy island living in this beautifully maintained first-floor condominium at Bay Oaks on Siesta Key. With your assigned carport just steps from the front door, ther...

2 Beds
1 Baths
Bay Oaks Estates SubDv.
34242 Zip Code

5880 Midnight Pass Road Unit 307, Sarasota image

5880 Midnight Pass Road Unit 307, Sarasota — Casarina $1,400,000

A TRUE 3-bedroom condo residence in desirable Casarina, a premier building positioned directly on the quartz white sands of #1 Siesta Key beach and the Gulf of Mexico. S...

3 Beds
2 Baths
Casarina SubDv.
34242 Zip Code

7740 Sanderling Road, Sarasota $22,000,000

Pre-Construction. To be built. Architectural Rendering Of What Could Be Built Are For Planning Purposes Only. An Extraordinary Gulf-Front Estate Opportunity! There ...

6 Beds
8 Baths
Siesta Properties Inc SubDv.
34242 Zip Code

9226 Midnight Pass Road Unit 3B, Sarasota image

9226 Midnight Pass Road Unit 3B, Sarasota — Castaway Cove $680,000 ▲

It's time to SIMPLIFY! Sun. Sand. Surf. Fantastic Opportunity and sure to impress! The last unit in this community sold for 800,000. Welcome to this completely renovated ...

2 Beds
2 Baths
Castaway Cove SubDv.
34242 Zip Code

8977 Midnight Pass Road Unit 219, Sarasota image

8977 Midnight Pass Road Unit 219, Sarasota — 8977 $529,000

Experience true waterfront living at Sunrise Cove with spectacular Intracoastal Waterway views, breathtaking sunrises each morning, and beautiful moonrises each evening....

2 Beds
2 Baths
Sunrise Cove SubDv.
34242 Zip Code

6154 Midnight Pass Road Unit VILLA4C, Sarasota image

6154 Midnight Pass Road Unit VILLA4C, Sarasota $575,000 ▼

Virtually Staged. Look no further! This beautifully renovated 2-bedroom, 1-bath standalone villa is located on the Gulf side of Siesta Key in Casa Blanca, just yards from...

2 Beds
1 Baths
Casa Blanca Villas SubDv.
34242 Zip Code