Charles Ringling 1 KING BR, 1 BA, kit. Bay/Beaches

Stay in a piece of history! The Charles Ringling Room on 2nd floor, is part of the historically significant (former) Charles Ringling estate. The property boasts 2 restaurants, coffee/tea shop, wine, & craft beer bar. Complimentary drip coffee in our Café (opens 8a Thurs-Sun). Across the street from Sarasota Bay, & five minutes to Lido Key Beach & St. Armand's Circle. Short distance to Siesta Key Beach downtown & the best Sarasota attractions & cultural destinations.

Near St. Armands Circle + Rooftop Pool & Bar

Located in downtown Sarasota, The Westin offers elevated stays with rooftop pool access, a full-service spa, and stunning views of Sarasota Bay. Guests enjoy a complimentary shuttle to Lido Beach and St. Armands Circle, 2-hour free bike rentals, and on-site dining. Pet-friendly and steps from the marina, Bayfront Park, and local culture, this upscale stay includes a destination fee with added perks—perfect for beach days, wellness getaways, and city exploration.

The Lady/Studio 21

Palm Tree Villas offers a portfolio of eight unique 1950's resort rooms ranging from small studios to three bedroom villas with three bathrooms. We would love to host you for a wonderful quaint island getaway vacation. Conveniently close to the trolley line for a quick bite at many great eating spots around the island and close enough to walk to the beach in a few minutes. Park your car and enjoy the island. This offering is an extremely private popular studio.

The Nest, with heated pool.

The Inn is conveniently located on Siesta Key directly across the street from the Beach. Its guests enjoy beach access right across the road ( access #9 ). Siesta Village is also just a 5-minute walk from the Inn. If walking is not an option there is a trolley that is free of charge to ride and get around the Key. We have 6 individual Cottages in total that range from a one bedroom units to a three bedroom units.

Paradise Bay

Welcome to our fully furnished Studio's @ Paradise Bay Motel Conveniently nestled minutes (1mile) from Anna Maria Island beach, local eateries, site-seeing including epic sunsets, boardwalk, nightlife, shopping & much more! Thank you for choosing a local family owned business for your stay! Please notify us if any further accommodations may be needed, we will do our best with appropriate timeframe.

1 Bedroom King Suite + Sofabed at Sarasota

Welcome to Sarasota! Spacious suites in downtown Sarasota Located in downtown Sarasota, we’re within walking distance of restaurants and beaches. The Sarasota International Airport is 10 minutes away. We offer free made-to-order breakfast, an outdoor pool on the eighth floor, a fitness center, and a nightly evening reception with complimentary drinks and snacks.