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

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

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

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

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

1300 N Portofino Drive Unit 103, Sarasota image

1300 N Portofino Drive Unit 103, Sarasota — Sailfish $449,500

Welcome to your own piece of paradise on world renowned Siesta Key! This beautifully updated and freshly painted 2 bedroom, 2 bathroom residence in the highly desirable S...

2 Beds
2 Baths
Siesta Harbor SubDv.
34242 Zip Code

9034 Midnight Pass Road Unit 6, Sarasota image

9034 Midnight Pass Road Unit 6, Sarasota — N/A $399,000

Opportunity knocks on Siesta Key at $399,000, and the seller is paying your first six months of association fees.Located within Cozy Cove, an intimate six-residence water...

2 Beds
2 Baths
Cozy Cove SubDv.
34242 Zip Code

915 Seaside Dr Unit 405, WEEKS 22-23, Sarasota image

915 Seaside Dr Unit 405, WEEKS 22-23, Sarasota — 405 $45,000

Fractional Ownership. FRACTIONAL OWNERSHIP **GUARANTEED GULF FRONT DELUXE UNIT** Imagine a perfect family retreat every year for Memorial Weekend on world famous Siest...

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