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Explore Similar Homes Within 2 Miles of Anna Maria, FL

  • /29

    $6,500 per month

    • 2 Beds
    • 2 Baths
    • 1,066 Sq Ft
    • Condo for Rent

    6400 Flotilla Dr Unit 72, Holmes Beach, FL 34217

    Available Winter Season 2026. 3 month minimum. Westbay Point & Moorings Ground Floor 2BR/2BA Unit with Open Water Views. Beautiful updated kitchen with quartz counters and stainless appliances including dishwasher, convection cooktop, oven and double door refrigerator with bottom freezer. Spacious living room with spectacular open water views. Nice size bedrooms with the Primary Bedroom

    Stephanie Bell FRAN MAXON REAL ESTATE

    6400 Flotilla Dr Unit 72, Holmes Beach, FL 34217
  • /33

    $2,700 per month

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft
    • Condo for Rent

    3607 E Bay Dr Unit 206, Holmes Beach, FL 34217

    Furnished Annual Rental Available July 1, 2025. Close distance to Holmes Beach! Spacious and bright 2 bedroom, 2 bath condo with Water Views. This amazing unit features a carport and two storage areas. Updated Kitchen & Baths, Laminate floors, and lovely furnishings. Relax and enjoy the Gulf, Preserve & Intercoastal views from the screened balcony. High Ceilings, Granite counters, Stacking washer

    Kathy Liga RE/MAX ALLIANCE GROUP

    3607 E Bay Dr Unit 206, Holmes Beach, FL 34217
  • /27

    $5,500 per month

    • 3 Beds
    • 3 Baths
    • 2,154 Sq Ft
    • House for Rent

    606 N Point Dr, Holmes Beach, FL 34217

    Annual rental. Great for boaters. Beautiful single-family home on North Point of Key Royal. This 3 bdrm 3 full bath home sits on a quiet canal in Holmes Beach. Features include a large updated eat-in kitchen, vaulted ceilings, arches, columns, 2-sided fireplace, wet bar and a large screened in lanai. Great master suite with jacuzzi and fireplace. A heated community pool and tennis courts. Pet

    Paige Rogers DUNCAN REAL ESTATE, INC.

    606 N Point Dr, Holmes Beach, FL 34217
  • /63

    $8,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,048 Sq Ft
    • House for Rent

    4808 Gulf Dr Unit B, Holmes Beach, FL 34217

    Beachside Luxury Rental – 3BR, 2.5BA with PoolLive just steps from the sand at 4808 Gulf Drive Unit B, an upscale and fully furnished 3-bedroom, 2.5-bath home located in the heart of Holmes Beach. Available for starting July 19th, this multi-level coastal retreat blends modern comfort with laid-back island living—perfect for a long vacation or seasonal stay.Step into a bright,

    Nataliya Fillers FUTURE HOME REALTY INC

    4808 Gulf Dr Unit B, Holmes Beach, FL 34217
  • /46

    $3,750 per month

    • 2 Beds
    • 2 Baths
    • 1,169 Sq Ft
    • Condo for Rent

    5200 Gulf Dr Unit 504, Holmes Beach, FL 34217

    Gulf front condo at the Martinique, with two bedrooms, two bathrooms, amazing views of the Gulf through the recently installed floor to ceiling windows in the living area. A unique opportunity to look out over the island from the fifth floor as this is the only high-rise complex around. A heated pool and tennis courts are available as well as elevators for your convenience. Walking distance to

    William Alexander, IV A PARADISE INC REALTOR

    5200 Gulf Dr Unit 504, Holmes Beach, FL 34217
  • /68

    $6,500 per month

    • 3 Beds
    • 2 Baths
    • 1,673 Sq Ft
    • Townhouse for Rent

    305 57th St Unit A, Holmes Beach, FL 34217

    Available for immediate move in. Available for 2026 season. The rental rates are as follows: Off Season (May through December): $3,500 per week or $6,500 per month. In Season (January through April): $3,500 per week or $9,500 per month. The vacation home is beautifully renovated and elevated, with three bedrooms and two bathrooms. It features a large pool and spa in a tropical backyard oasis. The

    Jonathan OSteen O'STEEN GROUP INC

    305 57th St Unit A, Holmes Beach, FL 34217

Why Live in Anna Maria

Anna Maria, located on the northern section of Anna Maria Island in Florida, offers a tranquil beachside lifestyle distinct from its more commercial neighbors, Holmes Beach and Bradenton Beach. Known for its secluded beaches like Bean Point Beach, Anna Maria provides a peaceful retreat with minimal crowds and no lifeguards or concessions. The City Pier serves as a hub for local activity, where residents can enjoy fishing, dining, and picturesque views of the Sunshine Skyway Bridge. Pine Avenue, a charming street lined with shops and eateries, leads to The Sandbar, a popular waterfront restaurant. Anna Maria Elementary, an A-rated school, caters to the educational needs of the community's children. The area is characterized by a mix of historic beach bungalows and modern coastal homes, some offering luxurious amenities such as private boat slips and rooftop decks. Residents enjoy the convenience of walking, biking, or using golf carts to navigate the area, with a new water taxi service enhancing connectivity to nearby attractions. Anna Maria's crime rates are lower than the national average, contributing to its reputation as a family-friendly destination. With its unique blend of serene beaches and local charm, Anna Maria provides a distinctive island experience that feels like a private escape.

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