Siesta Key Homes with Vehicle Restrictions Amenities

Welcome to Siesta Key, Florida, a stunning barrier island nestled in Sarasota County, renowned for its powdery white sands and vibrant turquoise waters. This tropical paradise is not just a beach lover's dream; it also offers a unique blend of relaxation and adventure, making it an ideal location for your next home.

Siesta Key is celebrated for its laid-back atmosphere, where you can enjoy sun-soaked days on the beach, stroll through charming boutiques, and savor delicious cuisine at waterfront restaurants. The island is also home to a variety of outdoor activities, from kayaking and paddleboarding to biking along scenic trails. Nature enthusiasts will appreciate the nearby Siesta Key Village, which boasts lush parks and stunning sunsets that paint the sky in vibrant hues.

For those considering a home in this idyllic setting, Siesta Key offers a range of properties with vehicle restrictions, ensuring a tranquil environment free from the hustle and bustle of traffic. These homes often come with a wealth of amenities, including access to private beaches, community pools, and beautifully landscaped gardens. Living here means embracing a lifestyle that prioritizes peace and community, allowing you to fully immerse yourself in the natural beauty that surrounds you.

Whether you're looking for a cozy beach cottage or a luxurious waterfront estate, Siesta Key has something for everyone. Experience the charm of island living and discover why so many are drawn to this enchanting corner of Florida. Your dream home in Siesta Key awaits!

Newest Siesta Key Homes with Vehicle Restrictions 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

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

5770 Midnight Pass Road Unit 301, Sarasota image

5770 Midnight Pass Road Unit 301, Sarasota — 5770 $1,099,000

Welcome to Gulf & Bay, Siesta Key’s premier GATED condominium complex. If you are looking for a great investment or the perfect place to call home, look no further. Loca...

2 Beds
2 Baths
Gulf & Bay Club 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

225 Hourglass Way Unit 106, Sarasota image

225 Hourglass Way Unit 106, Sarasota — Sunset House $500,000 ▼

Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length scre...

2 Beds
2 Baths
Whispering Sands SubDv.
34242 Zip Code

5880 Midnight Pass Road Unit 704, Sarasota image

5880 Midnight Pass Road Unit 704, Sarasota — 5880 $1,400,000 ▼

You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovat...

2 Beds
2 Baths
Casarina SubDv.
34242 Zip Code

1320 Moonmist Drive Unit B-11, Sarasota image

1320 Moonmist Drive Unit B-11, Sarasota — B-11 $1,200,000 ▼

Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats...

2 Beds
2 Baths
Polynesian Gardens SubDv.
34242 Zip Code

5880 Midnight Pass Road Unit 804, Sarasota image

5880 Midnight Pass Road Unit 804, Sarasota — Na $1,300,000 ▼

An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downt...

2 Beds
2 Baths
Casarina 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

225 Hourglass Way Unit 103, Sarasota image

225 Hourglass Way Unit 103, Sarasota — Sunset House $550,000 ▲

Virtually Staged. GREAT PRICE IMPROVEMENT! Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front proper...

2 Beds
2 Baths
Whispering Sands SubDv.
34242 Zip Code