Florida · RedAwning

Siesta KeyAn 8-mile barrier island south of Sarasota — Siesta Beach's 99% pure quartz sand (the whitest in America), the Sunday drum circle, and the largest Sarasota-area condo-rental cluster

An 8-mile barrier island south of Sarasota, separated from the mainland by the Stickney Point and Siesta Drive bridges — Siesta Beach (Travel Channel's #1-ranked U.S. beach with 99% pure quartz sand), the laid-back Siesta Key Village walking strip on the north end, the south-end Crescent Beach and Turtle Beach, the Anchorage Yacht Club's tower-condo cluster on the bayside, and the most-photographed Sunday-evening drum circle on Florida's Gulf coast.

  • 37+Vacation rentals
  • 99% pure quartzSiesta Beach sand
  • 8 milesLength of barrier island
  • October–AprilBest season
A Sarasota-area microsite

Welcome to Siesta KeyAmerica's #1-ranked Siesta Beach with its 99% pure quartz sand, the laid-back Village walking strip, the Sunday drum circle on the south end, the Anchorage Yacht Club's bay-side tower-condo cluster — and a free trolley that runs the whole 8-mile chain.

Siesta Key sits off Sarasota's Gulf coast — two bridges connect it to the mainland (Siesta Drive into the Village on the north end, Stickney Point Road into Crescent Beach mid-island) and Midnight Pass-closed-1983 separates it from Casey Key to the south. Siesta Beach is the main event — Travel Channel ranked it the #1 beach in the United States in 2017 and again in 2020, and Dr. Beach (Stephen Leatherman) put it at #1 in 2011 and 2017. The sand is 99% pure quartz, ground from Appalachian crystals over millennia, and it stays remarkably cool even on the hottest summer afternoons. Crescent Beach runs south of the Stickney Point bridge with the famous Point of Rocks snorkeling spot. Turtle Beach at the south end is the only Siesta Key beach with shells (the Gulf currents drop them there), and where loggerhead sea turtles nest May through October. The Sunday-evening drum circle on Siesta Beach has gathered weekly since the 1980s.

Our Siesta Key inventory leans into the Anchorage Yacht Club ('ANC' tower-condo cluster) on the bay side at the north end — 7-night-Saturday-to-Saturday two-bedroom condos with shared pool, tennis, and a private Crescent Beach cross-walk. Beyond ANC, we have a strong mix of Siesta Beach walking-distance two- and three-bedroom homes (the 'Siesta Sea Gem,' 'Siesta Beach Retreat,' and 'Crescent Siesta Key Charmer' cluster), three- and four-bedroom Crescent Beach pool homes south of Stickney Point, and a few Turtle Beach south-end cottages. Most rentals enforce 7-night Saturday-to-Saturday minimums during peak (mid-February through Easter); shoulder season runs 2–3-night minimums. Sarasota–Bradenton International (SRQ) is 11 miles north, 25 minutes; Tampa International (TPA) is 60 miles north, 75 minutes.

Siesta Key stays

The collectionhand-picked for Siesta Key.

122 properties in Siesta Key · page 1 of 11

1417 GULF DRtownhouse17 mi1 / 33Photo 1 of 33

1417 GULF DR

3 bd · 2 ba · sleeps 6

  • Free Cancellation