Siesta Key Homes with Pool Community Features

Welcome to Siesta Key, Florida – a coastal paradise nestled in Sarasota County, known for its stunning white-sand beaches and vibrant community atmosphere. This charming barrier island is not just a destination; it’s a lifestyle. With its warm, sunny climate and breathtaking sunsets, Siesta Key offers an idyllic setting for those seeking a serene yet active lifestyle.

Siesta Key is famous for its world-renowned Siesta Beach, consistently ranked among the top beaches in the United States. Here, you can indulge in a variety of water activities, from paddleboarding to beach volleyball, or simply relax under the sun with your toes in the powdery sand. The island boasts a lively village atmosphere with boutique shops, delightful restaurants, and local art galleries, ensuring there’s always something to explore.

For families and individuals looking to settle down, Siesta Key offers an array of homes with pool community features that elevate the living experience. Imagine stepping out of your beautifully designed home to a sparkling pool, perfect for those warm Florida days. Many of these communities provide additional amenities such as fitness centers, walking trails, and social clubs, fostering a sense of belonging among residents.

Whether you’re seeking a vacation retreat or a permanent residence, Siesta Key’s homes with pool community features offer the perfect blend of luxury and relaxation. Embrace the coastal lifestyle and discover why Siesta Key is not just a place to live, but a place to thrive. Your dream home awaits in this enchanting island community!

Newest Siesta Key Homes with Pool Community Features

5860 Midnight Pass Road Unit 23, Sarasota image

5860 Midnight Pass Road Unit 23, Sarasota — 23 $839,000

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

6796 Sarasea Circle Unit 3, Sarasota image

6796 Sarasea Circle Unit 3, Sarasota — 3 $1,450,000

SHORT TERM RENTAL ALLOWED. Island living at 6796 Sarasea Circle, ideally located near Point of Rocks on Siesta Key. This spacious 3-bedroom, 3-bath, three-story residenc...

3 Beds
3 Baths
Sara Sea 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

1035 Seaside Drive Unit 502, Sarasota image

1035 Seaside Drive Unit 502, Sarasota — Ten35 Seaside $3,995,000

Welcome to Ten35 Seaside Drive, a newer mid-rise community at the south end of world-renowned Siesta Key Beach, where turquoise Gulf waters meet pristine quartz sand. Ten...

4 Beds
3 Baths
Ten35 Seaside 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

1200 E Peppertree Lane Unit 505, Sarasota image

1200 E Peppertree Lane Unit 505, Sarasota — 1200 $625,000

SUNSETS, SUNSETS, SUNSETS! Experience the Siesta Key lifestyle in this turnkey furnished 5th-floor residence located in the highly desirable Peppertree Bay community. Sit...

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

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

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

8977 Midnight Pass Road Unit 219, Sarasota image

8977 Midnight Pass Road Unit 219, Sarasota — 8977 $529,000

Experience true waterfront living at Sunrise Cove with spectacular Intracoastal Waterway views, breathtaking sunrises each morning, and beautiful moonrises each evening....

2 Beds
2 Baths
Sunrise Cove SubDv.
34242 Zip Code