Siesta Key Homes with Lobby Key Required Amenities

Welcome to Siesta Key, Florida, a stunning barrier island renowned for its pristine beaches, vibrant culture, and laid-back lifestyle. Nestled in Sarasota County, Siesta Key is celebrated for its powdery white sand beaches, particularly the famous Siesta Beach, which consistently ranks among the best in the United States. With its crystal-clear waters and breathtaking sunsets, this idyllic destination is perfect for beach lovers, nature enthusiasts, and anyone seeking relaxation in a picturesque setting.

Siesta Key is not just about its natural beauty; it also boasts a lively community filled with charming shops, delectable dining options, and a variety of recreational activities. Whether you’re interested in paddleboarding, biking, or simply soaking up the sun, there’s something for everyone here. The island also features a vibrant arts scene, with local galleries and live music events that bring the community together.

For those considering a home in this paradise, Siesta Key offers a range of properties, including luxurious residences with exclusive lobby key-required amenities. These homes provide not only security and privacy but also access to upscale features such as resort-style pools, fitness centers, and concierge services. Imagine waking up each day in a beautifully appointed space, with the beach just a short walk away and world-class amenities at your fingertips.

Siesta Key is more than just a place to live; it’s a lifestyle defined by sun, sand, and a strong sense of community. Discover your dream home in this coastal gem and embrace the enchanting allure of Siesta Key living!

Newest Siesta Key Homes with Lobby Key Required Amenities

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

8710 Midnight Pass Road Unit 203B, Sarasota image

8710 Midnight Pass Road Unit 203B, Sarasota — Tortuga $625,000

Embrace the Siesta Key lifestyle at Tortuga Beach Club! This spacious 2-bedroom, 2-bath residence offers 1,650 square feet of living space in an intimate 77-unit Gulf-fro...

2 Beds
2 Baths
Tortuga 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

8764 Midnight Pass Road Unit A201, Sarasota image

8764 Midnight Pass Road Unit A201, Sarasota — Island Reef I $649,900

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

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

5780 Midnight Pass Road Unit 407, Sarasota image

5780 Midnight Pass Road Unit 407, Sarasota — B407 $1,050,000 ▼

Welcome home to a fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring...

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

5780 Midnight Pass Road Unit B105, Sarasota image

5780 Midnight Pass Road Unit B105, Sarasota — B $1,100,000

Experience the best of beachfront living at Gulf & Bay Club, one of Siesta Key's premier Gulf-front communities on the world-famous white quartz sands of Siesta Key Beach...

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

915 Seaside Drive Unit 402, Weeks 10-13, Sarasota image

915 Seaside Drive Unit 402, Weeks 10-13, Sarasota — Hyatt Residences On Siesta Key $100,000

Fractional Ownership. Unique opportunity to own four consecutive weeks in March on Siesta Key Beach. Experience luxury beachfront living with this Winter Fractional Packa...

2 Beds
3 Baths
Siesta Key Beach Residences SubDv.
34242 Zip Code

915 Seaside Drive Unit 312, Weeks 16-17, Sarasota image

915 Seaside Drive Unit 312, Weeks 16-17, Sarasota — The Residences On Siesta Key B $48,000

Fractional Ownership. Experience luxury beachfront living with this Winter Fractional Package offering a 1/16th share of ownership at The Residences on Siesta Key Beach. ...

3 Beds
2 Baths
Siesta Key Beach Residences SubDv.
34242 Zip Code

5740 Midnight Pass Road Unit 403, Sarasota image

5740 Midnight Pass Road Unit 403, Sarasota — Building F $1,950,000

A rare and exceptional offering within Building F at Gulf & Bay Club on Siesta Key, Unit 403 presents a truly one-of-a-kind coastal retreat. Completely taken down to the ...

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

225 Hourglass Way Unit 202, Sarasota image

225 Hourglass Way Unit 202, Sarasota — Sunset House $510,000

Discover elevated, light-filled coastal living in this beautifully updated 2nd floor residence in the premiere Gulf front property of Whispering Sands! Offered completel...

2 Beds
2 Baths
Whispering Sands SubDv.
34242 Zip Code

4712 Ocean Boulevard Unit W10, Sarasota image

4712 Ocean Boulevard Unit W10, Sarasota — Windward Passage $2,450,000 ▼

Repriced $250,000! A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-...

4 Beds
4 Baths
Windward Passage SubDv.
34242 Zip Code