Siesta Key Homes with Tennis Court(s) Community Features

Welcome to Siesta Key, Florida—a breathtaking barrier island located in Sarasota County, where sun-soaked beaches and vibrant community living come together to create an idyllic coastal lifestyle. Known for its powdery white sands and crystal-clear waters, Siesta Key is not just a paradise for beach lovers; it’s a haven for those seeking an active and engaging community.

Imagine waking up in a beautifully designed home that offers more than just luxury; it provides an opportunity for an active lifestyle right in your backyard. Many of the stunning properties in Siesta Key feature private tennis courts, allowing residents to indulge in their passion for the game without ever leaving home. These homes are perfect for both seasoned players and those looking to learn, offering a fantastic way to stay fit and socialize with neighbors.

The community atmosphere in Siesta Key is warm and welcoming, with a plethora of amenities designed to enhance your living experience. From charming boutiques and gourmet restaurants to vibrant art galleries and outdoor recreational activities, there’s always something to explore. Plus, the proximity to world-class golf courses, water sports, and nature trails means that adventure is never far away.

Whether you’re looking for a serene retreat or an active lifestyle, Siesta Key homes with tennis court features provide the perfect blend of luxury and leisure. Embrace the coastal charm and vibrant community spirit of Siesta Key, where every day feels like a vacation. Discover your dream home today and start living the life you’ve always imagined!

Newest Siesta Key Homes with Tennis Court(s) Community Features

8750 Midnight Pass Road Unit 501C, Sarasota image

8750 Midnight Pass Road Unit 501C, Sarasota — 8750 $699,900

WELCOME TO TORTUGA ON SIESTA KEY, A TRUE TROPICAL COASTAL PARADISE! THIS 5TH-FLOOR 2-BEDROOM, 2-BATHROOM RESIDENCE SHOWCASES A SPRAWLING OPEN-CONCEPT LAYOUT WITH 1,232 SQ...

2 Beds
2 Baths
Tortuga SubDv.
34242 Zip Code

625 Beach Road Unit 301, Sarasota — Tivoli By The Sea $865,000

This beautifully furnished turnkey, two-bedroom, two-bath condominium, will charm you with the luxury of direct access to world renown ‘’Siesta Key Beach. Embrace a rare ...

2 Beds
2 Baths
Timber Land Ranchettes SubDv.
34242 Zip Code

9393 Midnight Pass Road Unit 302, Sarasota image

9393 Midnight Pass Road Unit 302, Sarasota — B $675,000

If you seek incredible views, look no further. Surrounded by water on three sides, enjoy the panoramic vistas on the southernmost end of Siesta Key. Look from the lanai t...

2 Beds
2 Baths
Pointe On Midnight Pass SubDv.
34242 Zip Code

5855 Midnight Pass Road Unit 605, Sarasota image

5855 Midnight Pass Road Unit 605, Sarasota — Harbor Towers Y & R $719,000

Harbor Towers 605 represents a unique opportunity to live on a high floor in the building with the coveted south-facing views looking over the pool. Welcome to Harbor To...

2 Beds
2 Baths
Harbor Towers Y & R SubDv.
34242 Zip Code

8701 Midnight Pass Road Unit 304A, Sarasota image

8701 Midnight Pass Road Unit 304A, Sarasota — 8701 $649,000

Experience the ultimate Bayfront lifestyle on Siesta Key in this turnkey furnished 2BR/2BA residence at Turtle Bay. Tucked away on the serene south end of the island, thi...

2 Beds
2 Baths
Turtle Bay SubDv.
34242 Zip Code

1900 Cove Ii Place Unit 122, Sarasota image

1900 Cove Ii Place Unit 122, Sarasota — 1 $535,000

OPPORTUNITY KNOCKS - UNOBSTRUCTED WATER VIEWS!!! RARE OPPORTUNITY, INCREDIBLE PRICE - DIRECT INTRACOASTAL WATERFRONT | DEEDED BEACH ACCESS | 2 OVERSIZED BEDROOMS | WEEKLY...

2 Beds
2 Baths
Midnight Cove Ii 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

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 $675,000 ▼

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