Siesta Key Homes with Buyer Approval Required Community Features

Welcome to Siesta Key, Florida—a tropical paradise nestled in Sarasota County, known for its pristine beaches, vibrant culture, and welcoming community. This charming barrier island is famous for its powdery white sand, consistently rated among the best beaches in the United States. With the sparkling Gulf of Mexico as your backdrop, Siesta Key offers a unique blend of relaxation and adventure, making it an ideal destination for families, retirees, and anyone seeking a serene coastal lifestyle.

The allure of Siesta Key extends beyond its stunning shores. The island boasts a lively village atmosphere, where you can explore boutique shops, indulge in delectable dining options, and immerse yourself in local art and music. Whether you’re enjoying a sunset stroll along the beach or participating in the local festivals, the community spirit here is palpable.

For those considering a move to this idyllic locale, Siesta Key offers homes within communities that require buyer approval, ensuring a cohesive and harmonious living environment. These thoughtfully designed neighborhoods provide residents with access to exclusive amenities, such as swimming pools, tennis courts, and private beach access, all while maintaining a sense of security and community.

Imagine waking up to the sound of waves and the gentle breeze of the ocean, knowing that you are part of a community that values both beauty and quality of life. Siesta Key is more than just a place to live; it’s a lifestyle choice that invites you to embrace the best of coastal living. Come discover your dream home in this enchanting paradise!

Newest Siesta Key Homes with Buyer Approval Required Community Features

5860 Midnight Pass Road Unit 23, Sarasota image

5860 Midnight Pass Road Unit 23, Sarasota — 23 $839,900 ▲

RARELY AVAILABLE CONDO IN GULF HAVEN ON SIESTA KEY BEACH! This nicely updated 2-bedroom, 2.5-bath unit in the highly desirable Gulf Haven community won't be on the market...

2 Beds
3 Baths
Gulf Haven 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

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

1130 W Peppertree Lane Unit 118, Sarasota image

1130 W Peppertree Lane Unit 118, Sarasota — 1130 $670,000

Live the Siesta Key lifestyle! This beautifully maintained 2-bedroom, 2-bath condo offers the perfect combination of island living, rental potential, and resort-style ame...

2 Beds
2 Baths
Peppertree Bay 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

9034 Midnight Pass Road Unit 6, Sarasota image

9034 Midnight Pass Road Unit 6, Sarasota — N/A $399,000

Opportunity knocks on Siesta Key at $399,000, and the seller is paying your first six months of association fees.Located within Cozy Cove, an intimate six-residence water...

2 Beds
2 Baths
Cozy Cove SubDv.
34242 Zip Code

1900 Cove Ii Place Unit 127, Sarasota image

1900 Cove Ii Place Unit 127, Sarasota — Bldg 1 $575,000

Welcome to this gorgeous WATER FRONT condo in desirable Midnight Cove II on beautiful Siesta Key! This coastal designed, TURNKEY furnished 2 bedroom beauty is move-in rea...

2 Beds
2 Baths
Midnight Cove Ii 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