Top Sarasota Rentals

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!

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 the Bradenton Beach Marina, get harnessed up, and parasail in groups of two or three, soaring up to 400 feet (120 meters) in the air—the highest allowed locally.

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!

Whether you’re getting around town on vacation, taking a leisurely ride from home, or need an alternative way to get your errands and work done, you can rent an electric bike. The bike will be dropped off at your designated location throughout Manatee, Sarasota, and Hillsborough Counties. A helmet, bike charger, and full instructions are all included. There’s a throttle and pedal assist if you want to exercise or you can just cruise.

Explore Anna Maria Island in style as you cruise around in a luxury golf cart designed to elevate your beach getaway. You’ll ride in a brand-new 2026 model, offering premium comfort, sleek design, and extended battery life so you can enjoy longer rides across the island. For added convenience, your cart is delivered directly to your rental property and picked up when you’re done—making your experience completely seamless. As you explore, you’ll enjoy features like a large touchscreen navigation system to help guide your journey, along with an LED Bluetooth sound bar to keep your favorite tunes playing along the way. Whether you're heading to the beach, local shops, or scenic spots, you’ll have everything you need for fun! - Cruise the island in a stylish, street-legal golf cart - Enjoy hassle-free delivery to your property and pickup service - Take advantage of extended battery life for more time exploring - Enhance your ride with built-in navigation and a Bluetooth sound system

What sets our 6 Passenger Long-Range Electric Golf Cart rental apart is the combination of performance, comfort, and true island convenience. Our upgraded long-range batteries allow you to explore all of Anna Maria Island without range anxiety, so your day isn’t limited by charging concerns. The spacious six-passenger layout keeps families and groups together, making every beach stop, dinner run, and sunset cruise part of the fun. Our carts are fully street-legal and island-ready, giving you a stress-free alternative to traditional car rentals. We offer delivery with flexible hourly, daily, and weekly rental terms to match your vacation schedule. As a locally operated Anna Maria shop, we’re known for friendly service, free customer pickup, and helpful local recommendations. With Robinhood Rentals, you’re not just renting a golf cart — you’re adding comfort, freedom, and fun to your island getaway. Free parking on our lot when you rent!

What sets our 4 Passenger Gas Golf Cart Rentals in Anna Maria apart is the perfect combination of agility, comfort, and customer-first service, featuring the Fastest Delivery Guaranteed if needed! Our 4 seater carts feature a smaller footprint and quick, responsive handling, making them incredibly easy to maneuver through island streets and park in tight beach or restaurant spots—something larger carts simply can’t match. We’ve carefully selected a medium ride height that gives you easy step-in access while still offering ample ground clearance for a smooth, confident ride around the island. Plus, we remove the typical rental stress with free customer pick-up and complimentary gas top-offs if you’re running low and stop by our shop. It’s the ideal blend of convenience, performance, and personalized service—designed to make exploring Anna Maria Island effortless and fun from start to finish. 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 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.

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.

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!

Unlike crowded launch sites, Emerson Point offers direct access to calm, protected waters that are ideal for paddlers of all experience levels. Choose between a single or tandem kayak and explore pristine mangrove forests, hidden coves, and wildlife-rich waterways at your own pace. With frequent sightings of dolphins, manatees, and coastal birds, plus the flexibility to create your own adventure, this is one of the best ways to experience Florida's Gulf Coast in its natural state.

What sets our 6 Passenger Gas Golf Cart Rentals in Anna Maria apart is the flexibility, service, and quality you simply won’t find everywhere else. We offer the latest model Yamaha, EZ-Go, and Panther carts, giving you premium performance and dependable power for exploring the entire island. Unlike standard “one-size-fits-all” rentals, you can choose from low-profile carts for easy access, lifted carts for higher ground clearance, or standard ride height for balanced comfort—so your ride truly fits your group’s needs. We also make your vacation effortless with free customer pick-up and complimentary gas top-offs if you’re running low and stop by our shop. That means less hassle, fewer interruptions, and more time enjoying Anna Maria Island. It’s reliable equipment, thoughtful service, and island-friendly convenience—all designed to make your trip smoother and more fun. Free parking on our lot when you rent!

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.

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.

*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!

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.

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.

Spend a few hours out on the water aboard a private boat during this half-day inshore fishing trip in Sarasota. Target Florida species including snook, redfish, and the 'silver king' tarpon as well as snapper, grouper, and trout. This tour doesn't require any prior fishing experience and beginners are encouraged to come out and learn the sport.

What sets our 8-passenger gas golf cart apart is the combination of true group capacity, reliable gas-powered performance, and premium comfort. While other rentals may struggle with a full load or limited range, our cart is built to confidently carry eight adults all day long without sacrificing power. You get the freedom to explore Anna Maria Island together — beaches, restaurants, shops, and scenic spots — without splitting into multiple vehicles. It’s not just transportation, it’s a smoother, stronger, and more enjoyable way to experience the island. Oh, did we mention you get free gas fill ups when you stop back at our lot? Well, you do! Plus, free parking on our lot when you rent!

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!

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!

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.