Siesta Key Homes with Special Community Restrictions Community Features

Welcome to Siesta Key, Florida, a picturesque barrier island renowned for its stunning white-sand beaches and vibrant coastal lifestyle. Nestled in Sarasota County, Siesta Key is not just a destination; it’s a community that offers a unique blend of relaxation and recreation. With its crystal-clear waters and lush tropical surroundings, it’s no wonder that Siesta Key consistently ranks among the top beach destinations in the United States.

Siesta Key boasts a diverse range of homes, many of which come with special community restrictions designed to preserve the island's charm and natural beauty. These homes are often part of exclusive communities that prioritize sustainability and community engagement, ensuring that residents can enjoy a tranquil lifestyle while being part of an active neighborhood. Whether you’re looking for a cozy beach cottage or a luxurious waterfront estate, you’ll find properties that cater to various tastes and preferences.

Residents of Siesta Key enjoy access to a plethora of amenities, including boutique shops, gourmet restaurants, and vibrant nightlife. The community is also home to numerous parks and recreational areas, perfect for outdoor enthusiasts. With a focus on maintaining the island’s integrity, the special community restrictions encourage responsible development, ensuring that Siesta Key remains a serene paradise for generations to come.

If you’re considering a move to this idyllic locale, you’ll find that Siesta Key offers not just a home, but a lifestyle filled with sunshine, community spirit, and natural beauty. Come experience the magic of Siesta Key, where every day feels like a vacation!

Newest Siesta Key Homes with Special Community Restrictions Community Features

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

8764 Midnight Pass Road Unit A201, Sarasota image

8764 Midnight Pass Road Unit A201, Sarasota — Island Reef I $629,900 ▼

Ready to Enjoy the Great Life? Welcome to your own piece of paradise at Island Reef, one of Siesta Key's most sought-after Gulf-to-Bay Communities. Perfectly positioned i...

2 Beds
2 Baths
Island Reef SubDv.
34242 Zip Code

161 Vista Hermosa Circle Unit 26A, Sarasota image

161 Vista Hermosa Circle Unit 26A, Sarasota $569,000

A Wonderful, Beachside Opportunity Awaits in Vista Hermosa! Discover the ultimate turnkey coastal lifestyle with this newly renovated, beautifully furnished 2-bedroom,...

2 Beds
2 Baths
Vista Hermosa SubDv.
34242 Zip Code

20 Whispering Sands Drive Unit 501, Sarasota image

20 Whispering Sands Drive Unit 501, Sarasota — Whispering Sands $1,199,000

Experience full gulf-front views and the lifestyle of island living on the world-renowned Siesta Key beach. This beautiful fifth-floor end-unit residence is in the south ...

2 Beds
2 Baths
Whispering Sands SubDv.
34242 Zip Code

7219 Pine Needle Road, Sarasota $1,100,000

Tucked beneath a canopy of mature trees in the prestigious Sanderling Club, this exceptional waterfront homesite presents a rare opportunity to own in one of Siesta Key's...

Sanderling Club SubDv.
34242 Zip Code

7345 Pine Needle Road, Sarasota $2,350,000

Beautifully renovated 4-bedroom, 4-bath pool home tucked behind the gates of the exclusive Sanderling Club. Surrounded by a grandfathered privacy wall and lush tropical f...

4 Beds
4 Baths
Sanderling Club SubDv.
34242 Zip Code

6140 Midnight Pass Road Unit 904, Sarasota image

6140 Midnight Pass Road Unit 904, Sarasota — Horizons West $2,250,000 ▼

Virtually Staged. Experience the pinnacle of island living in this 9th-floor, west-facing penthouse offering sweeping, unobstructed Gulf and Crescent Beach views from Poi...

2 Beds
2 Baths
Horizons West SubDv.
34242 Zip Code

6140 Midnight Pass Road Unit 603, Sarasota image

6140 Midnight Pass Road Unit 603, Sarasota — 6140 $1,124,000 ▼

Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunse...

2 Beds
2 Baths
Horizons West SubDv.
34242 Zip Code

1280 Dolphin Bay Way Unit 504, Sarasota image

1280 Dolphin Bay Way Unit 504, Sarasota — 1280 $1,500,000

At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with ...

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

101 Whispering Sands Drive Unit 107, Sarasota image

101 Whispering Sands Drive Unit 107, Sarasota — Tropic View $450,000 ▼

One or more photo(s) has been virtually staged. Welcome to affordable GULF FRONT living! This is currently the best priced 2 bedroom/2 bath condo on the Gulf side of Sie...

2 Beds
2 Baths
Whispering Sands SubDv.
34242 Zip Code

1225 Siesta Bayside Drive Unit 1225B, Sarasota image

1225 Siesta Bayside Drive Unit 1225B, Sarasota — Gulf And Bay Bayside $989,000

Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ...

3 Beds
2 Baths
Gulf & Bay Club Bayside SubDv.
34242 Zip Code

8773 Midnight Pass Road Unit 102G, Sarasota image

8773 Midnight Pass Road Unit 102G, Sarasota — 8773 $550,000

Welcome to Island Reef, a fantastic Beach to Bay Luxury Resort Complex on South Siesta Key. This rarely available first floor condo offers it's owners the ultimate in c...

2 Beds
2 Baths
Island Reef SubDv.
34242 Zip Code