Rent The Keys Blog

If you’re looking for a one-of-a-kind adventure on Florida’s Gulf Coast this fall, look no further than the Sarasota Medieval Fair 2026. Running every Saturday and Sunday from November 7 through December 6, 2026, this beloved annual event transforms the lush Woods of Mallaranny at Mallaranny Farms in Myakka City, Florida into a breathtaking medieval kingdom. Whether you’re a history buff, a family looking for weekend fun, or simply someone...

A Legendary Festival Returns to the Suncoast Every autumn, the Suncoast of Florida transforms into a realm of knights, jesters, and artisans as the beloved Sarasota Medieval Fair returns for another spectacular season. Now celebrating its 21st anniversary, the 2026 Sarasota Medieval Fair is set to enchant visitors of all ages from November 7 through December 6, 2026. Running every Saturday and Sunday from 9:45 AM to 5:30 PM, rain...

Discover the Summer Circus Spectacular 2026 at Sarasota's Historic Asolo Theater, running June 23 – August 8. World-class circus artists, aerial acrobats, jugglers & clowns. Book nearby vacation rentals on Siesta Key for the ultimate Gulf Coast summer getaway.

Your Ultimate Guide to the Sarasota Downtown Foodie World Asian Food Festival 2026 Get ready, Sarasota — one of Florida’s most exciting culinary celebrations is coming to the waterfront this June! The Sarasota Downtown Foodie World Asian Food Festival is set to take over J.D. Hamel Park from June 5–7, 2026, bringing 80+ food vendors, live entertainment, cultural performances, and a dazzling night market experience to the heart of downtown...

An Unforgettable Day of Racing, Culture, and Community Spirit Mark your calendars — the Sarasota International Dragon Boat Festival is returning to the breathtaking Nathan Benderson Park on Saturday, April 18, 2026! This premier paddling event is one of the most exciting outdoor festivals on Florida’s Gulf Coast, drawing competitive athletes, recreational paddlers, families, and spectators from across the country for a full day of high-energy racing, cultural celebration, and...

A World-Class Art Experience Right on the Gulf Coast If you’re looking for the perfect reason to visit Sarasota this spring, look no further than the St. Armands Fine Art Festival, taking place on Saturday and Sunday, May 23–24, 2026, at the iconic St. Armands Circle Park, 434 St. Armands Circle, Sarasota, FL. Running from 10:00 AM to 5:00 PM both days, this beloved outdoor art festival transforms one of...

Rainy Day Indoor Fun Around Siesta Key, Anna Maria Island, Sarasota & Tampa Florida’s Gulf Coast may be famed for sunshine, but a little rain doesn’t have to dampen your vacation! Our area offers plenty of indoor activities to keep families, couples, and seniors entertained on a soggy day. Below we’ve organized the best rainy-day attractions by location – from Siesta Key and Anna Maria Island to Sarasota, Bradenton, and...

Bradenton Marauders Under the Sea Night: Dive into Fun! Experience a splash of fun at the Bradenton Marauders Under the Sea Night on August 22, 2025. Held at the iconic LECOM Park in Bradenton, this event promises an ocean of excitement for baseball and sea life enthusiasts alike. With gates opening at 5:30 PM and the first pitch at 6:30 PM, it’s an event you won’t want to miss. Check...

Experience a Musical Tribute with Patriotic Pops: Salute to the Greatest Generation Join us on May 24, 2025, for an unforgettable evening at CoolToday Park in Venice, Florida, as we celebrate the resilience and courage of the Greatest Generation with the “Patriotic Pops: Salute to the Greatest Generation” event. This grand musical tribute, presented by the local symphony orchestra, will feature beloved tunes from the World War II era, along...

St. Armand’s Fine Art Festival 2025 Dates: May 24-25, 2025 Location: St. Armand’s Circle, Sarasota, Florida Embrace the vibrant world of creativity at the St. Armand’s Fine Art Festival, an enchanting two-day event that promises to be a feast for the eyes and a celebration of artistic expression. Set in the picturesque St. Armand’s Circle, renowned for its stunning architecture and tropical charm, this festival showcases an exquisite collection of...