Anna Maria Island Holidays 2025 & 2026

Where beauty comes naturally
Your Anna Maria Island holiday is closer than you think. Let our friendly Travel Specialists plan the holiday you’ve always dreamed of.
Where beauty comes naturally
Your Anna Maria Island holiday is closer than you think. Let our friendly Travel Specialists plan the holiday you’ve always dreamed of.
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Where beauty comes naturally
Your Anna Maria Island holiday is closer than you think. Let our friendly Travel Specialists plan the holiday you’ve always dreamed of.
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Discover a whole new side of Florida on the laid-back shores of Anna Maria Island. Picture seven miles of flawless, powdery beaches merging seamlessly with turquoise waters and endless sunshine all year round. It's like stumbling upon a slice of heaven right here on earth.

Tucked away on Florida’s Gulf Coast, this under-the-radar gem offers a retreat from the hustle of major cities. Yet they are all still close enough for a convenient day trip - just a breezy 45-minute drive from Tampa and less than 2 hours from Orlando. Closer still is Bradenton. Located just next door, here lies a golf lover’s dream, with over 70 courses within a 15-mile radius. 

So, what sets Anna Maria Island apart from other charming beach destinations? It's all about the vibe. The island has retained its authentic Floridian charm, boasting pastel-hued wooden cottages, sandy lanes guiding you to the beach, independent boutiques, and bustling farmers' markets. With a maximum speed limit of 35 miles per hour, the island exudes a relaxed pace of life that permeates every corner.

Stay just footsteps from the sandy shores in stylish, fully-equipped accommodations that suit a variety of budgets. Whether you fancy a beachfront villa, a house with a private pool and game room, or a spacious home accommodating up to 20 people, Anna Maria Island caters to all budgets and preferences. It's the ideal destination for a romantic escape or a memorable family holiday.

If you’re dreaming of endless sunny days, picture-perfect sunsets, and Instagram-worthy beaches, let your mind wander to Anna Maria Island.
  • Over 20 years of trusted travel

    Over 20 years
    of trusted travel

  • 4.7 Trust Score on Trustpilot

    4.7 Trust Score on
    Trustpilot

  • Celebrated accessibility programme

    Celebrated
    accessibility programme

  • 96% customer satisfaction

    96% customer
    satisfaction

  • Itineraries across the USA

    Itineraries across
    the USA


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Call our Travel Specialists to plan your perfect holiday or request a free quote in just 60 seconds
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Request your free
quote in just 60 seconds

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