Vacation Rentals & Apartments in Anna Maria Island

vacation rentals in Anna Maria Island offers a quintessential "Old Florida" beach experience, located on a pristine barrier island on the Gulf Coast. Properties are typically traditional beach houses, colorful coastal cottages, or spacious private homes, featuring wide porches, bright interiors, and private pools. The lodging is focused intensely on self-catered comfort, providing direct access to the beautiful Gulf of Mexico beaches and the island's relaxed, car-free atmosphere.

The unique character of vacation rentals in Anna Maria Island is its commitment to maintaining a low-density, traditional coastal feel. Many large vacation rentals in Anna Maria Island provide specialized amenities that cater to families and beachgoers. Typical features provided for guests in these properties often include:

• A private, heated swimming pool with a sun deck and outdoor dining area
• A full kitchen and spacious living areas for comfortable group stays
• Complimentary beach gear, including chairs, umbrellas, and beach wagons
• Private ensuite bathrooms for all bedrooms, often featuring clean, modern designs
• High-speed Wi-Fi access and centralized air conditioning (essential year-round)
• Complimentary use of bicycles or beach buggies for local travel
• Secure, private parking (essential due to restricted parking elsewhere on the island)

Anna Maria Island appeals strongly to families, beach lovers, and travelers seeking a quiet, laid-back coastal holiday. It is highly suitable for groups looking for a private beach house and travelers interested in fishing, wildlife viewing, and shelling. Visitors can spend time relaxing on the pristine beaches, fishing off the historic Anna Maria Pier, or exploring the local art galleries. The vacation rentals for rent in Anna Maria Island offer a comfortable, self-sufficient base for coastal relaxation. The peak season is winter and spring (escaping cold climates, January to April), when temperatures average 25°C and vacation rental rates typically range from $400 to $1,000+ USD per night. Summer is hot and humid, offering lower rates, usually from $300 to $700 USD, with strong availability.

Explore the essential sites that define Anna Maria Island's unique identity, blending its natural beauty, historic piers, and commitment to the "Old Florida" lifestyle.

1. Seven Mile Beach (Anna Maria Island)
2. Anna Maria Pier
3. Bean Point Beach
4. Historic Bridge Street
5. Anna Maria Island Historical Society Museum

Seven Mile Beach (Anna Maria Island)

A long stretch of white sand beach running the length of the island's gulf side, known for its pristine quality and gentle waves.

Anna Maria Pier

A historic fishing pier offering excellent fishing spots and panoramic views of Tampa Bay and the mainland.

Bean Point Beach

Located at the northern tip of the island, offering secluded beaches, calm waters, and spectacular views of the Sunshine Skyway Bridge.

Historic Bridge Street

A lively district in Bradenton Beach, featuring boutiques, restaurants, and a historic pier, serving as a hub for local events.

Anna Maria Island Historical Society Museum

A small museum and historical society preserving the history of the island's early settlement and fishing culture.

Anna Maria Island dining is focused on fresh Gulf Coast seafood, casual beachfront dining, and simple, high-quality American fare. These three establishments are highly rated by diners:

• Beach Bistro (Holmes Beach) (4.6/5 stars) - A high-end, classic beachfront restaurant offering fine dining and stunning sunset views over the Gulf of Mexico.
• The Donut Experiment (Anna Maria) (4.7/5 stars) - A popular, unique spot known for its customizable, made-to-order donuts, allowing guests to choose their own toppings and glazes.
• Rod and Reel Pier (Anna Maria) (4.5/5 stars) - A classic, rustic fishing pier restaurant offering simple, fresh seafood and local beer in a charming, casual setting.

Anna Maria Island observes Eastern Time (ET). A car is optional; the island is easily navigable via bicycle or the free trolley system. Tipping is standard U.S. custom. For visitors prioritizing beach access, confirming vacation rentals in Anna Maria Island with direct beach access is a key amenity. Guests should be aware of strict ordinances prohibiting loud noise after 10:00 PM. Many local vacation accommodation in Anna Maria Island are situated near the beach, providing convenient access to the Gulf of Mexico.