Holmes Beach Vacation Rentals

Anna Maria Island is the perfect Florida beach getaway for you and your family. With long white sandy beaches, crystal clear Gulf of Mexico water, delicious fresh restaurants, and great vacation rental homes, what more could you ask for?

Anna Maria Island is divided into 3 parts: the City of Anna Maria in the north, Holmes Beach in the center, and Bradenton Beach in the south. While the island itself is small and easy to navigate, choosing where to stay should be based on what you’d like to have within walking distance.

Holmes Beach is the heart of AMI, with most residents, seasonal and permanent, calling it home. Here are our top things you need to do on your next visit to Holmes Beach:

  • Head to Manatee Public Beach: This beach is a family-friendly option that has plenty of amenities to keep you comfortable. With beach chair rentals, a picnic area, restrooms, and water sport rentals, you and your family will have everything you need at this beach. Another nearby option is Anna Maria Public Beach.
  • Hang out on Gulf Drive: For the best restaurants, bars, and shops in Holmes Beach, you’ll want to go to Gulf Drive. This is the center of town and the best place to walk around and soak up the tranquil Florida culture.
  • Hit the water: Anna Maria Island has some of the clearest water you could imagine. Fully enjoy the water views by renting a kayak, stand up paddle board, or snorkel gear. You might be able to spot some bright starfish or even a manatee!

For the best Anna Maria Island vacation, you’ll want the perfect vacation home. Regardless as to whether you’re traveling solo, with your family, or a group of friends, Anna Maria Beach Rentals has the perfect vacation rental for you.

All of our Anna Maria Island rentals come equipped with free wifi, fresh linens, and a smooth check-in process that will get you settled in and out to the beach in no time. Some of our beach houses and condo rentals have private pools and great ocean views, too. Each of our properties have been carefully selected due to their short walk to Holmes Beach hot spots and comfortable amenities.

When you decide to book one of the house rentals by Anna Maria Island Beach Rentals, you’re sure to have the best time in island paradise.

Browse our best Holmes Beach vacation rentals to secure your stay today!


Properties Available 3 properties available
This sun-drenched 3br/3ba tropical beach cottage centrally located by Holmes Beach in the heart of Anna Maria has been described as one of the “prettiest vacation homes on the island.” This authentic 1947 beach bungalow has been completely (and splendidly!) renovated with raised ceilings, travertine floors, and showers, granite countertops in the k
Anna Maria Island Surfside Bungalow
3BR 3BR House
$350.00 - $1,143.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.7 (7)
The Sunshine Kissed Villa has everything you need for a complete holiday! Our villa has all you need for staying in, and when you are ready to get out you are moments away from anything that sparks your interest. Your dream tropical getaway awaits on Anna Maria Island, Florida! Located on the Gulf of Mexico, less than 1-hour from Tampa or Sarasota
Hot HOT 28
Anna Maria Island Sunshine Kiss Villa
2 BR 2BA Condo
$120.00 - $552.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (10)
This sun-drenched 2br/2ba beach cottage centrally located by Holmes Beach in the heart of Anna Maria has been described as one of the “prettiest vacation homes on the island.” This authentic 1947 beach bungalow has been completely (and splendidly!) renovated with raised ceilings, travertine floors, and showers, granite countertops in the kitchens a
Anna Maria Island Edgewater Bungalow
2BR 2BR House
$250.00 - $943.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (8)

Tell us what you're looking for and someone will contact you with available options.

I agree