Rent The Keys Blog

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...

There’s a reason Laser Light Nights at The Bishop Museum of Science and Nature in Bradenton has become a summer ritual on the Gulf Coast. It takes the museum’s planetarium dome and turns it into a full-sensory laser-and-music concert — and the 2026 season runs all the way through September 6, which means there’s still plenty of summer left to catch one. What It Is Inside the planetarium, synchronized lasers...

When the August sun is at full strength, the smartest move is to head somewhere cool and fun for a few hours — and on Saturday, August 15, 2026, that somewhere is Sarasota Anime-Fest at Robarts Arena. It’s a one-day, air-conditioned celebration of anime, gaming, and pop culture, and it runs 10:00 AM to 5:00 PM. What It Is Anime-Fest packs the arena floor with artists, vendors, and creators selling...

Some of the best nights on the Gulf Coast don’t cost a thing. Music on Main in Lakewood Ranch is one of them — a free, family-friendly street party that takes over Main Street the first Friday of every month, and the August 7, 2026 edition lands right in the sweet spot of a slow, warm summer weekend. What It Is For one evening a month, Main Street at Lakewood...

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.

If you’ve never stood on Siesta Beach on a Sunday evening with several hundred strangers, a couple dozen drummers, and a slow-fading orange sky in front of you — clear a weekend this summer and fix that. The Siesta Key Drum Circle runs every Sunday, year-round, and it remains one of the most quietly perfect rituals on the Gulf Coast. What It Is A free, informal gathering on Siesta Beach...

Sarasota earned the “Circus City” nickname for a reason — and every summer, the Circus Arts Conservatory and The Ringling team up to put it on full display inside the air-conditioned, perfectly intimate Historic Asolo Theater. The Summer Circus Spectacular is back for its 2026 run, on stage from June 13 through August 8, 2026, and if you’ve never made the drive over for a show, this is the year....

If you’ve spent a Fourth of July anywhere on the Gulf Coast, you know there’s no shortage of fireworks shows. But there’s only one place along our stretch of beaches that turns the entire island into a rolling, water-gun-soaked, bead-throwing celebration of the holiday — and that’s Anna Maria Island, when the Anna Maria Privateers roll out their annual 4th of July Parade. This year it lands on Saturday, July...

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...

If you have never spent a July Saturday on Pine Island chasing down a tray of mango ice cream, this is the year to fix that. The MangoMania Tropical Fruit Festival returns to 9940 Stringfellow Road in St. James City on Saturday, July 11, 2026, hosted by the Greater Pine Island Chamber of Commerce. It runs 9:00 AM to 5:00 PM and is the kind of small-island summer festival that,...