Anna Maria Island Beach Cottage w/ Pool, Bikes & Steps to Beach

Escape to beautiful Anna Maria Island and enjoy the perfect Florida Gulf Coast vacation at this charming 2-bedroom, 2-bath beach cottage just steps from Bradenton Beach. Located in the sought-after Anna Maria Beach Cottages community, this updated vacation rental combines classic Old Florida charm with modern amenities, making it ideal for families, couples, snowbirds, and beach lovers.

This spacious second-floor condo comfortably sleeps up to 6 guests and features a fully equipped kitchen, coastal-inspired décor, free WiFi, central air conditioning, and a large private balcony perfect for outdoor dining and relaxing after a day at the beach.

The primary bedroom includes a king bed, TV, and ensuite bathroom with walk-in shower. The guest bedroom features a double bed and twin bed, while the living room offers a full sleeper sofa for additional guests. The second bathroom includes double sinks and a tub/shower combination, making it perfect for families traveling with children.

Guests enjoy access to outstanding resort-style amenities including:

Heated outdoor swimming pool
Complimentary beach chairs, umbrellas, wagons & sand toys
Free shared bicycles
BBQ grills & picnic area
Shared onsite laundry facilities
Dedicated parking space
Free high-speed WiFi
Nearby free Island Trolley access

Located on the peaceful north end of Anna Maria Island between Oak Avenue and Mangrove Avenue, the beach access is less than a one-minute walk away. Spend your days relaxing on the white sand beaches, exploring Pine Avenue shops and restaurants, biking around the island, or enjoying nearby water activities including kayaking, paddleboarding, fishing, snorkeling, and boating.

Whether you're planning a family beach vacation, romantic getaway, or relaxing island retreat, this Anna Maria Island vacation rental offers the perfect combination of comfort, location, and coastal charm.

Unique Benefits

Anna Maria Island vacation rental steps from Bradenton Beach
Less than 1-minute walk to beach access
Heated swimming pool with lounge area
Complimentary bikes and beach gear included
Spacious private balcony with outdoor seating
Family-friendly beach cottage layout
Free Island Trolley nearby
Prime north-end Anna Maria Island location
Fully equipped updated kitchen
No hidden fees included in pricing

Why Kids Love It

Kids love the easy access to the beach, heated pool, complimentary sand toys, and bike rides around Anna Maria Island. The calm Gulf waters and soft white sand are perfect for families with young children, while nearby activities like mini golf, ice cream shops, wildlife spotting, and water sports keep older kids entertained throughout the vacation.

The second bedroom with both a double and twin bed makes it perfect for siblings or friends sharing a room, while the spacious living area and balcony provide plenty of room for family time after a fun day at the beach.

Area Information

Anna Maria Island is one of Florida’s most popular Gulf Coast beach destinations, known for its laid-back atmosphere, turquoise waters, white sand beaches, and charming Old Florida character. Unlike crowded resort areas, Anna Maria Island offers a peaceful island lifestyle with boutique shopping, local restaurants, waterfront dining, beach cottages, and unforgettable sunsets.

This vacation rental is located on the desirable north end of Anna Maria Island in the city of Anna Maria, close to Pine Avenue, Bean Point Beach, Bayfront Park, and the Anna Maria City Pier. Guests can easily walk, bike, or ride the free Island Trolley to explore Holmes Beach and Bradenton Beach.

The location is also convenient for day trips to Sarasota, Tampa, St. Petersburg, and Orlando attractions.

Attractions Within Walking Distance

Bradenton Beach
Palmetto Avenue Beach Access
Pine Avenue Shopping District
Anna Maria Island Museum & Historical Park
Island Players Theater
Bayfront Park
Anna Maria City Pier
Local boutiques and cafés
Free Island Trolley stops

Favorite Places To Eat

The Sandbar Restaurant – beachfront dining and sunset views
The Waterfront Restaurant – fresh seafood and upscale coastal cuisine
Ginny’s & Jane E’s Café – breakfast, coffee, and bakery favorites
Slim’s Place – casual island dining
Harry’s Grill – burgers and comfort food
Mademoiselle Paris – authentic French bakery and café
Porch Restaurant – local seafood and island specialties
Matt & Dom’s Pastry Café – coffee and fresh pastries

Inside Scoop

For one of the best sunset spots on Anna Maria Island, head to Bean Point Beach in the evening — a local favorite just a short bike ride away. Guests also love using the complimentary bikes to explore Pine Avenue early in the morning before the island gets busy.

The nearby free Island Trolley makes it easy to explore the entire island without worrying about parking, and the beach access at Oak Avenue is so close you can easily walk back to the cottage for lunch, pool breaks, or forgotten beach items.