About Anna Maria Island Accommodations

Relax. Unwind. Feel Right at Home on the Gulf Coast.

Your Local Vacation Rental Experts

Anna Maria Island Accommodations offers one of the most extensive collections of vacation rentals on beautiful Anna Maria Island, Florida. From charming beach cottages just steps from the shore to spacious luxury homes with private pools, we have the perfect retreat for your group. Whether you’re searching for a Gulf-front estate, a pet-friendly getaway, or a large home for the whole family, you’ll find it here.

Why Stay With Us

  • Variety of Homes

    Choose from beachfront cottages with stunning Gulf views, peaceful canal-front houses perfect for boating, or private pool homes designed for comfort and relaxation.

  • Ideal for Every Group

    From family vacations and couples’ retreats to snowbird escapes and group get-togethers, we have homes to suit every occasion.

  • Prime Locations

    Stay within walking distance of Anna Maria’s white-sand beaches, local restaurants, boutique shops, and island attractions in Holmes Beach, Bradenton Beach, and the City of Anna Maria.

  • Pet-Friendly Options

    Many of our rentals welcome dogs, with fenced yards, easy beach access, and nearby pet-friendly parks so your four-legged family members can enjoy the island too.

  • Locally Owned & Operated

    Our island-based team knows all the best restaurants, sunset spots, and hidden gems – and we’re here to share them with you before and during your stay.

The Island Experience

Our homes are thoughtfully chosen so you can enjoy the best of Anna Maria Island

Beach Days Made Easy

Walk to the Gulf of Mexico’s soft, sugar-white sand and turquoise water for swimming, shelling, or relaxing under the sun.

Small-Town Island Charm

Bike or stroll to ice cream shops, local cafes, art galleries, and boutiques along Pine Avenue and Bridge Street. Unforgettable Sunsets – Watch the sky transform into shades of gold, pink, and purple from your balcony, porch, or a beach just steps away. Our homes are thoughtfully chosen so you can enjoy the best of Anna Maria Islands

Outdoor Adventures

Explore nearby nature preserves, fish from historic piers, rent kayaks or paddleboards, and discover hidden mangrove tunnels.

We’re More Than a Booking Service

We’re your neighbors on the island, ready to make your stay seamless and memorable:

  • Personalized Recommendations

    We’ll guide you to the best local dining, live music, and family-friendly activities that match your style.

  • On-Island Support

    Our team is just around the corner for help with check-in, maintenance needs, or special requests.

  • Stress-Free Vacation Planning

    From early arrival arrangements to tips for avoiding crowds, we help make every part of your trip effortless.

Make Yourself at Home

When you stay with Anna Maria Island Accommodations, you join a community that loves the island as much as you will.

Book your Anna Maria Island vacation rental today – your Gulf Coast getaway is waiting.