In the late 1800's, Siesta Key was variously called Clam Island, Sarasota Key or Little Sarasota Island, depending on which map you looked at. Early Siesta Key was a beautiful, but hostile, environment—inhabited mainly by wildcats and wild boars. Settling here meant a life of hardscrabble survival for those who dared to tame its challenging landscape. ... more.Early settlers, it turns out, were not initially attracted to the natural beauty of the Key and its surrounding waters. They came merely to raise crops in harsh sandy soil that gave very little back. They came because it was the only available property that hadn't been deeded away to land speculators.

Today's Siesta Key will captivate you the moment you step onto its world-famous powdery white beaches. From sunrise to sunset, Siesta Key's displays its unsurpassed beauty to thousands of residents and tourists throughout the year. Head slightly further inland and you'll discover Siesta Village, complete with eclectic shops, fine restaurants and plenty more to see and do. Venture down Siesta's side streets and you'll find everything from gulf front condominiums, villas and apartments, to magnificent seaside estates.

1328 Siesta Bayside Dr #1328-C, Sarasota, FL 34242

1328 Siesta Bayside Dr #1328-C

$440,000
Condo
2 bedrooms, 2 baths
1,280 Sq.Ft.
Built in 1988
-82.5426
27.2667
SLD
1141 Coquille St #109, Sarasota, FL 34242

1141 Coquille St #109

$570,000
Condo
2 bedrooms, 2 baths
1,455 Sq.Ft.
Built in 1983
-82.5406
27.2596
SLD
5880 Midnight Pass Rd #511, Sarasota, FL 34242

5880 Midnight Pass Rd #511

$1,100,000
Condo
3 bedrooms, 3 baths
2,560 Sq.Ft.
Built in 1982
-82.5448
27.2619
SLD
5542 Cape Aqua Dr, Sarasota, FL 34242

5542 Cape Aqua Dr

$656,000
Single Family Home
3 bedrooms, 2 baths
1,591 Sq.Ft.
13,200 Sq.Ft. lot
Built in 1968
-82.5544
27.2694
SLD
6263 Midnight Pass Rd #101, Sarasota, FL 34242

6263 Midnight Pass Rd #101

$450,000
Condo
2 bedrooms, 2 baths
1,498 Sq.Ft.
Built in 1981
-82.5368
27.2568
SLD
19 Whispering Sands Dr #205, Sarasota, FL 34242

19 Whispering Sands Dr #205

$562,500
Condo
2 bedrooms, 2 baths
1,282 Sq.Ft.
Built in 1973
-82.5685
27.2774
SLD
5576 Cape Aqua Dr, Sarasota, FL 34242

5576 Cape Aqua Dr

$495,800
Single Family Home
2 bedrooms, 2 baths
1,161 Sq.Ft.
13,938 Sq.Ft. lot
Built in 1962
-82.5527
27.2683
SLD
5855 Midnight Pass Rd #628, Sarasota, FL 34242

5855 Midnight Pass Rd #628

$560,000
Condo
3 bedrooms, 3 baths
1,755 Sq.Ft.
Built in 1976
-82.5416
27.2651
SLD
6006 Midnight Pass Rd #36, Sarasota, FL 34242

6006 Midnight Pass Rd #36

$808,000
Condo
2 bedrooms, 2 baths
1,008 Sq.Ft.
Built in 1960
-82.5425
27.2609
SLD
6300 Midnight Pass Rd #16, Sarasota, FL 34242

6300 Midnight Pass Rd #16

$615,000
Villa
2 bedrooms, 2 baths
1,296 Sq.Ft.
Built in 1969
-82.5386
27.2543
SLD
Get alerts when listings matching your search become available.