Siesta Key Homes with Pool Amenities

Welcome to Siesta Key, Florida, a picturesque barrier island located in Sarasota County that embodies the quintessential coastal lifestyle. Renowned for its powdery white sand beaches and vibrant sunsets, Siesta Key has become a beloved destination for both residents and vacationers alike. With its tropical climate, charming boutiques, and delectable dining options, this island paradise offers a unique blend of relaxation and adventure.

Siesta Key is not just a beautiful place to visit; it’s a wonderful place to call home. The real estate market here features a variety of homes, many of which come equipped with luxurious pool amenities. Imagine spending your afternoons lounging by your own private oasis, soaking up the sun, or hosting unforgettable barbecues with friends and family. Homes with pool amenities in Siesta Key provide the perfect backdrop for both leisure and entertainment, allowing you to embrace the Florida lifestyle to the fullest.

Whether you’re looking for a cozy beach cottage or a sprawling waterfront estate, Siesta Key offers an array of options to suit your needs. The architectural styles range from charming Mediterranean villas to modern coastal designs, ensuring that you find the perfect home that reflects your personal taste.

With its stunning natural beauty, vibrant community, and luxurious amenities, Siesta Key is not just a place to live; it’s a lifestyle. Dive into the Siesta Key experience and discover the joy of living where every day feels like a vacation. Your dream home with a pool awaits!

Newest Siesta Key Homes with Pool Amenities

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

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

6840 Midnight Pass Road, Sarasota — Midnight Sea $699,900

Live the Siesta Key lifestyle just moments from the beach! This beautiful three-level townhome offers 2 spacious bedrooms, plus an additional room on the lower level, 2 f...

2 Beds
4 Baths
Midnight Sea 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

116 Vista Hermosa Circle Unit 108C, Sarasota image

116 Vista Hermosa Circle Unit 108C, Sarasota — 116 $400,000

Your Siesta Key Lifestyle Awaits — The Time to Own Is Now! Welcome to one of Sarasota’s most sought-after coastal destinations, where the beauty of Siesta Key is right o...

2 Beds
2 Baths
Vista Hermosa SubDv.
34242 Zip Code

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

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

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