Rent The Keys Blog

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...

# Join Us for the 5th Annual Spring Fling Skim Jam: A Fun-Filled Weekend at Siesta Beach! Mark your calendars! The much-anticipated **5th Annual Spring Fling Skim Jam** is set to take place on **May 17-18, 2025**, at the stunning **Siesta Beach** in Siesta Key, Florida. This exciting event will run from **9:00 AM to 5:00 PM** on both days and promises a weekend filled with thrilling skimboarding competitions, live...

Join the Excitement at the Sarasota International Dragon Boat Festival Mark your calendars for the Sarasota International Dragon Boat Festival, happening on May 10, 2025. This thrilling event sets sail at 9:00 AM and continues throughout the day, showcasing the vibrant culture and camaraderie of dragon boat racing. The picturesque Sarasota Bay will serve as the stunning backdrop for this exciting festival, which promises an unforgettable experience for both participants...

Discover the Sarasota Film Festival, a week-long celebration of cinema from April 4-13, 2025. Enjoy screenings, workshops, and more in beautiful Sarasota, Florida.

Planning the perfect vacation doesn’t just involve visiting major landmarks and hanging out pristine beaches and although both will be a beautiful part of your Sarasota vacation, we want you to take a few moments and think about the simpler activities you can participate in during your visit. Our Rent the Keys vacation sanctuaries come with kitchens that are equipped with everything but food and drinks, making a trip to...