Winter Vacation Rentals & Cabin Rentals in Siesta Key, FL

Siesta Key is an ideal destination for snowbirds looking for a warm winter climate. Located on Florida's Gulf Coast, this small barrier island offers plenty of sunshine, great shopping and restaurants, as well as proximity to healthcare facilities. For outdoor enthusiasts, there are several beaches to explore or take part in watersports like kayaking, fishing, and sailing. There are also numerous parks and golf courses in the area, perfect for those who prefer a more relaxed pace of life.

• Sarasota Jungle Gardens

  This 10-acre tropical paradise features lush gardens, over 200 exotic birds, and alligators. Snowbirds can enjoy guided tours, bird shows, and a petting zoo during their visit.

• Big Pass

  A shallow pass located between Lido Key and Siesta Key, Big Pass is the perfect spot for swimming, snorkeling, and spotting dolphins. Visitors can also try their luck at fishing from the shore.

• The Stickney Point Bridge

  The Stickney Point Bridge is a great spot to watch sunsets. It's also popular among birdwatchers, as it's home to many species of migrating birds throughout the year.