The year-round Florida sun and warmth makes it an ideal destination any time of year. Heading there in early summer means getting some of the best of it, so as spring turns toward summer and the heat steadily rises, those looking for a break before the high point of summer vacation season will enjoy an early summer getaway to Siesta Key. Gather your friends and family and pack your bags for a fun and exciting vacation. Then set your sights on the keys and the many fun and unique offerings you’ll find there that will have you building a vacation that keeps everyone happy and busy and provides memories to last a lifetime.

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Paddleboard Lessons

A major part of an island vacation is the sun, sand, and water. Spend some time on the water getting to know a popular water sport. Stand up paddleboarding is an activity the entire group can enjoy. If you’ve never done it before, a lesson with Siesta Key Paddleboards is in order. They offer paddleboard rentals as well as daily lessons at Turtle Beach Park. Once you’re confident in your skills, book a guided tour of various waters around the island, both Sarasota Bay-side and Gulf-side.


If your paddleboard lesson didn’t give you enough time in the sun, sand, and water of Siesta Key, a day – or several – at the beach is bound to make up for it. Pack your beach gear and make the short trip to the beach for some much-needed R&R. Swim in the shimmering waves of the Gulf, stretch out to work on your tan, help the kids of the group build sandcastles.


There are plenty of beach gear rental companies that have the necessities of snorkeling on hand if you want to strike out on your own to explore the underwater world surrounding Siesta Key. A good starting point for your self-guided tour is Point of Rocks, where you’ll find numerous tide pools, moss-covered rocks, and sea life in an easily navigable area that’s only five feet deep. If you’d rather take a tour or trip, Key Life Charters offers an experience like no other. You can even bring your own snacks, including adult beverages. Customize your experience – choose a day of snorkeling, or add on fun like area sightseeing, dolphin and wildlife spotting, and more.

Bicycle Rentals

Park the car at your accommodations and gather the group for some exercise and a different way to explore Siesta Key. There are many walking and biking trails that take you to the nooks and crannies of Siesta Key where your motor vehicle just can’t fit. Many rental companies offer an array of options, from single-seat bikes with or without gears, adult-size tricycles for added basket space and balance, romantic bicycles built for two, children’s bikes, and adult bikes outfitted with baby seats. Make sure to ask about locks, extra baskets, and safety gear like lights and helmets, and even perks like delivery to your accommodations.


After you’ve walked or biked your way during summer in Siesta Key, hop on the trolley for a different type of transportation. Save the gas in your rental car for an off-island trip and conserve your own energy for the fun you’ll have at your destination when you take the Siesta Breeze Trolley. Experience fun, free, round-trip service from Siesta Key Village all the way to the southernmost part of the island, with many stops in between.

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Early Summer in Siesta Key

When you book a getaway with Rent Siesta Key, you won’t be short on fun activities to fill your time while you’re here. From spending the day lounging in the sun at the beach to spending the day lounging in your rental, you’ll be able to design a getaway that is uniquely yours with memories to last a lifetime. Relax and unwind in a private rental after a fun-filled day with your group. Enjoy a 1-bedroom for your small family, all the way up to 6 bedrooms for a larger group or reunion. For more privacy, choose a single-family home with garage. If you don’t want to go out, make a group meal in your unit’s fully equipped kitchen, which may include stainless steel, high-end appliances. Enjoy the meal in the dining area, or in a private outdoor space like a patio or balcony. At the end of the day, relax in a private bedroom, or gather the group for a TV show or movie. Opt for a premium unit which may include perks like a fireplace, double ovens, flat-screen TVs, private pool – some even screened in for added protection from the hot Florida sun. Include everyone by asking about select rentals that allow your fur babies to stay.

Contact us today to book your early summer Florida getaway in Siesta Key!