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Siesta Key or Anna Maria Island? Find Your Perfect Florida Beach Getaway

Compare Siesta Key vs. Anna Maria Island for your next family vacation! Discover the best beaches, resorts, and activities on Florida’s Gulf Coast.

Siesta Key or Anna Maria Island? Find Your Perfect Florida Beach Getaway
Anna Maria Island (Photo by Paul Crook / Unsplash)

So, you’ve decided to pack up the family and head to the beach, but now you’re torn between the lively buzz of Siesta Key and the laid-back charm of Anna Maria Island. Don’t worry, we’ve got you covered! Whether you’re imagining yourself lounging on the sugar-white sands of Siesta Key or enjoying the old Florida vibe of Anna Maria Island, we’re here to help you decide. Get ready for a fun, breezy tour comparing these two Floridian gems, complete with tips on the best beaches, top resorts, and family-friendly activities. By the end, you’ll know exactly where to dig your toes in the sand and create unforgettable memories. Let’s dive in!

Overview of Siesta Key

Welcome to Siesta Key, where the vibe is as lively as a summer beach party and the sands are smoother than your best dance moves. Just south of Tampa Bay and near Sarasota, this eight-mile-long island is your go-to for a beach vacation with a pulse. Think vibrant nightlife, buzzing beach bars, and a community that knows how to have fun. Siesta Key is where relaxation meets excitement, offering something for everyone in the family.

Sunset on a beach
Sunset on Siesta Key Beach

One of the standout features here is the world-famous quartz sand beaches. Imagine walking on sand that’s as cool and soft as powdered sugar, even on the hottest days—sounds like a dream, right? Siesta Beach has won numerous accolades, and once you feel that sand between your toes, you’ll understand why. For a taste of local flavor, head to Siesta Key Village. Packed with quirky shops, delightful eateries, and enough ice cream to keep everyone happy, it’s a hub of activity. Don’t miss the Siesta Key Drum Circle on Sunday evenings for a rhythmic beach party under the stars. Whether it’s the beach, the village, or the drum circle, Siesta Key offers a slice of paradise with a side of excitement. Ready to join the fun? Siesta Key is calling your name!

Overview of Anna Maria Island

Welcome to Anna Maria Island, where time slows down and every day feels like a lazy Sunday. Located north of Sarasota Bay, this charming barrier island epitomizes laid-back, old Florida charm. Instead of high-rise condos and bustling nightlife, you’ll find quiet streets, cozy beach cottages, and a vibe so relaxed it might put you in a permanent state of vacation mode. Pine Avenue, the heart of the island, is lined with historic homes, unique boutiques, and delightful eateries, perfect for a leisurely stroll and a scoop of ice cream. History buffs will love exploring the Anna Maria Island Historical Society Museum and the old Anna Maria City Pier, each telling stories of the island’s rich past.

a dock with lights on it
Anna Maria City Pier (Photo by Paul Crook / Unsplash)

The real magic of Anna Maria Island lies in its family-friendly environment. This is where kids can run free on the beach, build epic sandcastles, and maybe even spot a dolphin or two. Tranquil beaches like Bean Point and Coquina Beach offer serene settings perfect for family picnics, shell collecting, and sunset watching. Whether you’re kayaking through Robinson Preserve or just lounging on the sand, Anna Maria Island is all about creating those unforgettable family moments. So, grab your flip-flops, pack some snacks, and get ready to experience the charm and tranquility of Anna Maria Island!

Beach Comparison

Siesta Key Beaches

Siesta Beach: Welcome to Siesta Beach, the crown jewel of Siesta Key! This beach isn’t just famous for its quartz-crystal powdery sand that stays cool underfoot; it’s consistently ranked among the top beaches in the U.S. The sand feels like powdered sugar and the beach offers fantastic amenities like large parking areas, concession stands, beach chair rentals, volleyball nets, and even a playground. It’s perfect for families and has lifeguards on duty to keep everyone safe. Plus, it’s just a short walk to the lively Siesta Key Village, where you can grab a bite or do some shopping.

a sign for a restaurant on the beach
Siesta Beach Sign (Photo by Theodore Poncet / Unsplash)

Crescent Beach: Just south of Siesta Beach, Crescent Beach offers a more secluded vibe. It’s the spot for those who prefer a quieter beach experience. The southern end features Point of Rocks, a limestone formation teeming with colorful marine life, making it a top spot for snorkeling and diving. You’ll find fewer crowds here, but the same beautiful, clear water and soft sand.

Turtle Beach: If you’re looking for a less crowded, more natural beach, Turtle Beach is your destination. Located at the southern tip of Siesta Key, it’s known for its "salt and pepper" sand and small coves. This beach is perfect for picnics, kayaking, and shell collecting. With ample parking, picnic tables, and even a campground nearby, Turtle Beach is a fantastic spot for a relaxed, nature-filled day.

Anna Maria Island Beaches

Bean Point: Bean Point is the definition of a serene escape. Located at the northern tip of Anna Maria Island, it’s known for its quiet, pristine beaches. This spot is perfect for those who enjoy a tranquil setting, with stunning views where Tampa Bay meets the Gulf of Mexico. It’s less developed, so bring everything you need for the day and enjoy the natural beauty.

Homes on the beach in Florida
Homes on Anna Maria Island, near Bean Point Beach

Coquina Beach: If shelling and family-friendly amenities are what you’re after, Coquina Beach is the place to be. It offers plenty of activities, from playgrounds and picnic areas to a scenic walking path and volleyball courts. The views of the Gulf are spectacular, and it’s a great spot for a full day of beach fun with the family.

Manatee Public Beach: Centrally located, Manatee Public Beach is a hub of activity on Anna Maria Island. It boasts a large parking area, concession stands, restrooms, and even a playground. This beach is perfect for families looking for convenience and a range of amenities. The calm waters and lifeguard presence make it a safe and enjoyable spot for everyone.

Resorts and Hotels

A pool at a beach resort in Siesta Key
The Residences on Siesta Key Beach by Hyatt Vacation Club

For a relaxing and comfortable stay on Siesta Key, The Residences on Siesta Key Beach by Hyatt Vacation Club is a great pick. Located just steps from the beautiful Siesta Key Public Beach, the resort offers spacious units with full kitchens and spa baths, perfect for families and couples. Enjoy the private beach, take a dip in the hot tub, or stay active in the fitness center. The continental breakfast and game area are nice touches, and the overall vibe is laid-back and welcoming. From my experience, the service is excellent, and the high-end finishes add a touch of luxury to your stay. It’s a great spot to unwind and enjoy all that Siesta Key has to offer.

A pool of a beach resort on Anna Maria Island.
Anna Maria Beach Resort, Holmes Beach FL

If you’re seeking a tranquil beach escape, Anna Maria Beach Resort in Holmes Beach is the perfect spot. Just steps from the stunning Anna Maria Island, this resort offers well-maintained, beautifully clean accommodations with private patios and balconies. Enjoy the breathtaking pool views, relax in the hot tub, or take advantage of the free bikes to explore the area. The beach is uncrowded, with plenty of lounge chairs and umbrellas for a peaceful day by the sea. With friendly, accommodating staff and thoughtful amenities like daily room cleaning and complimentary coffee, Anna Maria Beach Resort ensures a relaxing and enjoyable stay.

Activities and Attractions

Siesta Key Activities

Clear Kayak LED night tour in Siesta Key, Florida

Water Sports: If you’re a water enthusiast, Siesta Key has got you covered. From kayaking through serene mangrove tunnels to the thrill of jet skiing and paddleboarding on crystal-clear waters, there’s something for everyone. Companies like Siesta Key Watersports offer rentals and guided tours, making it easy to dive into the action. For a unique experience, try the clear kayak LED night tour. It’s a relaxing paddle where you can collect shells and spot manatees, dolphins, and other sea life through the clear bottom. The highlight is the LED Night Tour, where 10,000 lumens light up the seafloor, making it an unforgettable experience.

Nature Activities: Nature lovers, rejoice! Siesta Key Drum Circle is a must-see, where every Sunday, locals and visitors gather for an evening of drumming, dancing, and pure beachside fun. Explore the quaint Siesta Key Village for boutique shopping and delicious dining, or head to Point of Rocks for some excellent snorkeling among ancient limestone formations teeming with marine life.

Drum circle at the beach
Siesta Key Drum Circle

Local Attractions: Beyond the beach, Siesta Key offers fascinating attractions like the Mote Marine Laboratory & Aquarium, where you can learn about marine conservation and see a variety of sea creatures. The Marie Selby Botanical Gardens in nearby Sarasota are perfect for a day trip, offering beautiful displays of exotic plants and stunning bay views.

Anna Maria Island Activities

2 people parasailing behind a boat in the ocean
Parasailing on Anna Maria Island

Water Sports: Anna Maria Island is a paradise for water sports lovers. Try your hand at fishing, or embark on a parasailing adventure for a thrilling experience. Dolphin tours are a family favorite, offering the chance to see these playful creatures up close in their natural habitat. Several local operators provide tours and equipment rentals to make your adventure hassle-free.

Nature Activities: For those who prefer staying on land, the island’s nature activities won’t disappoint. Explore Robinson Preserve with its scenic trails and abundant wildlife, perfect for a peaceful hike or a bike ride. Coquina Baywalk is another gem, offering beautiful views and a tranquil environment for a leisurely stroll.

Local Attractions: Immerse yourself in the island’s rich history at the Anna Maria Island Historical Society Museum, where you can learn about the island’s past. Bridge Street Market is a lively spot for shopping and dining, featuring local vendors and live music. It’s the perfect place to experience the local culture and pick up a unique souvenir.

Dining and Shopping

Siesta Key

Dining: Siesta Key is a foodie’s paradise, with dining options that will make your taste buds dance. Start with The Cottage, known for its eclectic, tropical dishes and live music. It's a must-visit for their Grouper Sandwich and Truffle Fries. For a more upscale experience, head to Summer House Steak & Seafood where you can enjoy perfectly cooked steaks and massive lobster tails in a chic setting . And don’t miss the Siesta Key Oyster Bar (SKOB), a laid-back spot famous for its Oyster Happy Hour and vibrant atmosphere.

Shopping: When it comes to shopping, Siesta Key Village is your go-to spot. It’s packed with charming boutiques, quirky souvenir shops, and local art galleries. Whether you’re looking for beachwear, unique jewelry, or fun gifts, you’ll find it all here. Just a short drive away, St. Armand’s Circle offers a more upscale shopping experience with over 130 shops, including designer boutiques and fine dining options

Anna Maria Island

Dining: Anna Maria Island serves up some delightful dining experiences too. Start your culinary journey at the Sandbar Restaurant, where you can enjoy fresh seafood right on the beach, complete with stunning sunset views. The Waterfront Restaurant offers a more refined dining experience with a diverse menu that includes everything from seafood to steaks. And for a fun and unique treat, check out The Donut Experiment, where you can create your own custom donuts with a variety of toppings

Shopping: Pine Avenue is the heart of shopping on Anna Maria Island, featuring a mix of quaint boutiques, specialty shops, and art galleries. It’s the perfect place to find unique gifts and local crafts. For a more laid-back shopping experience, head to the Coquina Beach Market. This open-air market is held weekly and offers everything from fresh produce and handmade crafts to beachwear and souvenirs.

Family-Friendly Features

Siesta Key

Family Resorts: When it comes to family-friendly accommodations, Siesta Key has some stellar options. The Siesta Key Palms Resort is a favorite, offering heated pools and spacious family suites. This resort is designed with families in mind, featuring cozy garden views, barbecue areas, and even bike rentals for exploring the island. For something a bit more luxurious, check out the Tropical Breeze Resort, which boasts multiple pools, daily housekeeping, and even grocery delivery services to make your stay as comfortable as possible.

A hammock next to a pool at a beach resort
Siesta Key Palms Resort

Activities: Siesta Key is a haven for nature-loving families. One of the must-do activities is sea turtle watching. If you visit during the nesting season, you might spot these magnificent creatures making their way to the ocean. For a fun twist on exploring, try the electric bike sunset tours—they’re a fantastic way to see the island and catch a gorgeous sunset without breaking a sweat.

Anna Maria Island

Family Resorts: On Anna Maria Island, the Compass Hotel Anna Maria Sound is a top pick for families. This resort combines comfort and fun with amenities like a large pool, spacious family rooms, and even golf cart rentals to help you get around the island with ease.

A pool at a beach hotel
Compass Hotel by Margaritaville

Activities: Anna Maria Island is packed with family-friendly activities. Renting a golf cart is a fun way to explore the island and its charming neighborhoods. The island also boasts some fantastic beaches like Manatee Public Beach, which offers calm waters, playgrounds, and picnic areas perfect for a day of family fun. You can also enjoy dolphin tours and other water-based adventures that kids will love.

So, whether you’re watching sea turtles on Siesta Key or cruising around Anna Maria Island on a golf cart, both destinations offer plenty of family-friendly features to make your vacation unforgettable.

Cost and Accessibility

Cost: Both Siesta Key and Anna Maria Island offer a range of accommodations to fit different budgets, from luxurious resorts to charming vacation rentals. While prices are generally comparable, you can find potential savings by keeping an eye out for special deals and booking in advance. Whether you’re splurging on a beachfront suite or finding a cozy, budget-friendly rental, both destinations have options that won’t break the bank.

Accessibility: Getting around is a breeze on both islands, thanks to their free trolley services. Siesta Key’s Breeze Trolley and the Anna Maria Island Trolley make it easy to explore without the hassle of driving. These trolleys run frequently and cover the main attractions, restaurants, and beaches, ensuring you can get where you need to go without any stress.

a group of people standing on top of a sandy beach
Families on Siesta Key (Photo by Jeffrey Eisen / Unsplash)


Choosing between Siesta Key and Anna Maria Island might seem like a tough decision, but it really depends on what kind of vibe you’re after. If you’re looking for lively nightlife, award-winning beaches, and a bustling village atmosphere, Siesta Key is calling your name. On the other hand, if you crave a laid-back, old Florida charm with pristine, quiet beaches and family-friendly activities, Anna Maria Island is your perfect match. Either way, you’re in for an unforgettable beach vacation filled with sunshine, sandy toes, and cherished memories. So pack your bags, grab the sunscreen, and get ready to experience the best of Florida’s Gulf Coast!