Top Sarasota Rentals

*If more than one Scoot Coupe is needed, please make a separate rental purchase for each additional Scoot Coupe. The Scoot Coupe is the ultimate side-by-side scooter, built for two passengers to ride together in comfort and style on Anna Maria Island. One person drives while the other relaxes, takes photos, and soaks in the coastal views — no awkward back seat, just easy conversation and shared memories. Cruise past island landmarks, beach access points, shops, and waterfront restaurants with effortless parking along the way. Get ready for sunshine, sea breezes, and the most fun you can have exploring Anna Maria together. Free parking on our lot when you rent!

Enjoy one of Florida's best beaches at sunset on an electric bike tour. With 5-level pedal assist and an on-demand throttle, the electric bike allows you to put in as much or as little effort as you want as you ride along Siesta Key. All experience levels are welcome. Booking in advance ensures you won't miss out on this small-group tour.

Our women’s beach cruiser rentals on Anna Maria Island are designed for effortless island living — featuring upright handlebars, ultra-comfort seats, and smooth, easy handling perfect for beachwear cruising. Each bike is professionally tuned for a safe, reliable ride throughout your stay. With Anna Maria’s compact, bike-friendly layout, you can easily ride to the beach, shops, restaurants, and sunset spots without worrying about parking. It’s the most relaxing, fun, and authentic way to experience the island like a local. Weekly bike rentals include free delivery and pickup if needed. Free parking on our lot when you rent!

This lesson provides everything beginners need to go parasailing above Bradenton Beach and Anna Maria Island: all parasailing equipment, safety instructions, and a motorboat with an experienced crew. Meet at Bradenton Beach Marina, get harnessed up, and parasail in groups of two or three on approximately 10-minute sessions. Gratuities are not included.

Discover the delectable highlights of Sarasota's thriving dining scene on this small-group, evening tasting tour. Meet your guide in central Sarasota, and come with an appetite: you'll visit several local restaurants, and will enjoy enough samples to add up to a meal (alcoholic drinks additional expense). As you go, soak up the convivial atmosphere, and learn more about Sarasota's unique culture and culinary offerings.

Our Anna Maria Island beach cruiser rentals stand out because they’re built specifically for relaxed, coastal exploring — comfortable upright design, smooth single-speed simplicity, and ready-to-ride setups with baskets, locks, and lights included. The island’s flat, bike-friendly layout makes cruising effortless, whether you’re heading to the beach, Pine Avenue, or a sunset dinner. Unlike crowded parking lots or traffic stress, biking lets you experience the island at a slower, more authentic pace. Free parking on our lot when you rent! It’s not just transportation — it’s part of the Anna Maria lifestyle.

Sunsets in Sarasota are even more spectacular when viewed from the water. Join the Sharkey’s sunset and illuminated night tour to discover Sarasota’s waterways in a new light. You’ll slide into a glass bottom kayak that’s outfitted with LED lights. Paddle into the mangroves and grass flats, viewing marine life beneath you and astounding plant life around you. Use your lights to spot crabs, stingrays, shrimp and more.

What sets our single kayak rental apart is the unbeatable convenience and local expertise we provide. Located just steps from the shoreline, you’ll spend more time paddling and less time transporting equipment. Our team ensures each kayak is clean, well-maintained, and ready for both ocean and bay adventures, making it a safe and reliable choice for solo explorers. With hands-on assistance and insider tips on the best routes and wildlife spotting areas, you’re not just renting a kayak—you’re unlocking a better on-the-water experience. Plus, free parking on our lot when you rent!

Discover the calm waterways around Siesta Key, just outside of Sarasota, on this small-group excursion. Choose a kayak or stand up paddleboard, whichever you are more comfortable with, for your journey. Then, follow your guide through the Jim Neville Marine Preserve observing mangrove islands and local wildlife while you paddle towards a secret beach.

Launch your adventure from The Bay Park in downtown Sarasota with a 2-hour kayak or paddle board rental. Paddle calm, scenic waters surrounded by mangroves and city skyline views, offering a peaceful way to experience Sarasota’s waterfront. Wildlife sightings vary, but guests often enjoy spotting coastal birds and the occasional dolphin or manatee while exploring this beautiful urban shoreline. Perfect for beginners or casual paddlers, our easy-to-launch kayaks and paddleboards make it simple to enjoy The Bay at your own pace. Downtown location. Relaxed vibe. Sarasota views at their best. Rent today and see the city from the water!

Discover the best of Sarasota, Florida as you embark on a sightseeing tour of the city. Climb aboard your air-conditioned vehicle and see several points of interest including the Ringling Museum and College, Selby Library, and the Sarasota Opera House. While you ride, learn about the vibrant history and culture of the city from your guide.

At SeaEO Luxury Boat Charters, our commitment to excellence, skilled captains, and top-tier vessels set us apart. Just like choosing a five-star resort over a budget stay, our charters offer unmatched sophistication and comfort—all at an unbeatable value. Discover the magic of Bradenton aboard our private boat charter, accommodating up to 13 guests. Perfect for a range of activities—snorkeling, exploring local sandbars, island-hopping, or even a special proposal—our boat offers something for everyone. Features: ⇛ Ample Seating for Relaxation and Socializing ⇛ Climate-Controlled Cabin that Opens Up for Fresh Air ⇛ Sunbeds for Soaking Up Rays ⇛ Dining Areas for Meals on the Water ⇛ Smooth Ride, Perfect for Guests of All Ages ⇛ Cozy Estate Room for Naps ⇛ Plenty of Shaded Spots for Comfort ⇛ Children's & Infant Life Jackets Experience the ultimate in nautical luxury on your next Bradenton adventure.

Enjoy a fun-filled, active excursion—and get up close and personal with Lido Key's spectacular mangrove forests—on this stand-up paddleboarding tour. Pick from several morning and afternoon start times, meet at the departure point in Ted Sperling Park, and set off after a brief introduction. You'll paddle out on Sarasota Bay; will head into the Lido Mangrove Tunnels; and will look out for wildlife like dolphins, manatees, and bald eagles.

Skip the hassle and get straight to the water with our premium Stand Up Paddle Board rentals, located just 100 yards from the gulf beach in Anna Maria. Free parking on our lot when you rent! We offer stable, easy-to-ride boards perfect for both calm bay waters and gentle ocean paddling — ideal for beginners and experienced riders alike. Need help getting to the beach? Our complimentary assistance makes it effortless. More time paddling, less time carrying — that’s how vacation should feel.

What sets our single kayak rental apart is the unbeatable convenience and local expertise we provide. Located just steps from the shoreline, you’ll spend more time paddling and less time transporting equipment. Our team ensures each kayak is clean, well-maintained, and ready for both ocean and bay adventures, making it a safe and reliable choice for solo explorers. With hands-on assistance and insider tips on the best routes and wildlife spotting areas, you’re not just renting a kayak—you’re unlocking a better on-the-water experience. Plus, free parking on our lot when you rent!

Experience the magic of a Gulf Coast sunset aboard your exclusive private two story charter. Bring your own drinks, connect your playlist, and explore the beautiful Gulf Waters. Navigate the intracoastal waterways to the perfect panoramic sunset spots, showcasing scenic views of Tampa bay, the Manatee River, and the iconic Sunshine Skyway Bridge. Keep your eyes peeled for dolphins and other coastal wildlife as you cruise through their natural habitat. Enjoy a route designed to highlight the best of AMI, bring your own beverages and snacks (BYOB), and create unforgettable memories as the sun sets over the water.

Discover the island paradise like never before – zipping through the water on a Jet Ski! Embark on a thrilling journey around the waters of Anna Maria Island, guided by your expert team. You’ll navigate the serene backcountry, remote islands, and some of the most breathtaking natural wonders you’ve ever seen. Whether you’re flying solo or bringing along a friend, your state-of-the-art Jet Skis are ready to accommodate up to two riders. With top-notch handling, a silky-smooth ride, and unbeatable performance, you’ll see why AMI Dolphin Tours is the go-to for jet ski fun in Anna Maria Island. A highlight of your tour is a stop at the sandbar. Take a break, jump into the refreshing water, and soak in the beautiful surroundings. Keep your eyes peeled – you might spot a playful bottlenose dolphin or a local sea turtle!

Wade out into the Gulf waters on a kayak or paddleboard rented on the shores of Siesta Key. This stunning beach looks fantastic from the water and your guides will help you see its best side. After a short lesson, they’ll provide you with maps of the area and point you in the right direction to possibly see dolphins and manatees. You can also borrow a dry bag so you can take your phone.

Are you relaxing on the white sands of Siesta Key and looking for an exciting beach activity? Look no further! Seabobs offer easy-to-use throttle and speed settings that let you cruise effortlessly above or below the waves. Enjoy the adventure solo or share the fun with friends and family today!

What makes our kid’s bike rentals in Anna Maria unique is the combination of safety, convenience, and true island freedom. Each bike is professionally maintained, properly sized for young riders, and ready for smooth cruising on Anna Maria Island’s flat, family-friendly streets. Our local staff will be happy to recommend several awesome routes for your enjoyment. No parking worries with our free on lot parking, just fun. Our central location makes pickup easy, so you can spend more time riding to beaches, parks, and local shops instead of worrying about logistics. It’s not just a bike rental—it’s a simple, stress-free way to let kids explore Anna Maria with confidence and fun! Weekly bike rentals include free delivery and pickup if needed. Plus, we offer free parking on our lot when you rent!