Destination guide

Beautiful sunsets and delicious food in Anna Maria Island

Anna Maria Island has all the trapping of an exotic tropical paradise, from its hidden white-sand beaches to its turquoise waters. This beautiful island has a relaxing atmosphere across towns with distinct personalities, giving you plenty of options for vacation home rentals that suit your taste.

Things to do

Fun in the sun in Anna Maria Island

Vacation homes in Anna Maria Island are close to unique venues and landmarks for any interest, whether you enjoy history, art, or the natural environment. The Robinson Preserve is perfect for animal lovers and outdoor enthusiasts, thanks to its boating, hiking, biking, and native wildlife, while the Island Gallery West features masterpieces of painting and sculpture for art lovers. The DeSoto National Memorial is of interest to history buffs, due to its living-history camp dedicated to the famous explorer, and the Perico Preserve is a serene location for strolling through marshlands.


Wildlife and water sports in Anna Maria Island beaches

Whether you want to hit the waves, sun on the sand, or view the wildlife, Anna Maria Island has a variety of unique beaches that cater to different vacationers. Vacation home rentals can put you right in the heart of the beautiful beaches, such as Manatee Public Beach, a soft-sand beach with clear turquoise waters, or Coquina Beach, a pristine natural beach with a backdrop of Australian pine trees. You could also try you luck spotting sea turtles nesting at Anna Maria Beach, or experience the quiet Florida lifestyle at Bayfront Park, a beachfront location with a pier and seaside attractions.

Restaurants and bars

Local seafood in Anna Maria Island

Florida island life is all about the fresh-caught seafood, but there’s plenty more to be had on Anna Maria Island. Though you can eat oysters, grouper, crab, and other local fare, Anna Maria Island has a range of culinary delights, including traditional pizzerias, Cajun restaurants, southwest cuisine, and gourmet cafes all within reach of your summer rental.

Family friendly

Family fun in Anna Maria Island

Kids will have a blast with all the activities and sights in Anna Maria Island. Vacation homes are located near some of the best family-friendly venues, ensuring that no one is ever bored on the trip. The Egmont Key National Wildlife Refuge is perfect for animal lovers, thanks to its large population of endangered marine life, and kids will love picnics or nature walks at Beer Can Island. The Florida Maritime Museum will delight history buffs, due to its many exhibits on model boats and artifacts of maritime history, and the Anna Maria Island Historical Society features a 1920s icehouse and the city’s original jail.

Good for couples

Romance and relaxation in Anna Maria Island

Anna Maria Island is a great destination for a romantic getaway, thanks to its endless stretch of beaches, excellent dining, and abundance of activities. Vacation rentals can give you and your partner the best the island has to offer, such as Bean Point Beach, a beautiful beach hideaway with sunset views, and Leffis Key, an island nature reserve and tidal habitat for nature walks. Cortez Beach is another lovely spot for an intimate afternoon sunbathing, and the Palma Sola Botanical Park has colorful blooms and glistening lakes for long strolls.

How many vacation rentals are available around Anna Maria Island, US?

Our 2020 property listings offer a large selection of 3,985 vacation rentals around Anna Maria Island. From 1,757 house rentals to 175 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the most popular destinations to visit in Anna Maria Island?

There are many lovely places to stay for a holiday trip or just for a weekend in Anna Maria Island. From Vrbo travelers, the top most popular destinations to visit are:

  • Siesta Key: 4,582 vacation rentals
  • Holmes Beach: 3,627 vacation rentals
  • Bradenton Beach: 3,759 vacation rentals
  • Anna Maria: 3,425 vacation rentals
  • Bradenton: 6,333 vacation rentals

And Vrbo offers you the chance to discover many other popular destinations in Anna Maria Island! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Anna Maria Island?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Anna Maria Island:

  • Siesta Key: 4,582 rentals
  • Holmes Beach: 3,627 rentals
  • Bradenton Beach: 3,759 rentals
  • Anna Maria: 3,425 rentals
  • Bradenton: 6,333 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Anna Maria Island?

Vrbo offers a large selection of rentals near lovely places in Anna Maria Island. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • St. Armands Circle: 8,240 rentals
  • Stoneybrook Golf & Country Club: 5,673 rentals
  • Point of Rocks: 6,702 rentals
  • Crescent Beach: 6,804 rentals
  • Pass-a-Grille Beach: 9,728 rentals

But there are many other points of interest around Anna Maria Island listed on Vrbo where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Explore destinations around Anna Maria Island

Siesta Key
4,582 vacation rentals
Holmes Beach
3,627 vacation rentals
Bradenton Beach
3,759 vacation rentals
Anna Maria
3,425 vacation rentals
6,333 vacation rentals
Madeira Beach
5,568 vacation rentals
7,072 vacation rentals
Longboat Key
7,554 vacation rentals
Treasure Island
5,437 vacation rentals
Saint Pete Beach
4,609 vacation rentals
Saint Petersburg
9,450 vacation rentals
2,080 vacation rentals
Redington Beach
5,565 vacation rentals
476 vacation rentals
4,079 vacation rentals
Gulf Gate Estates
312 vacation rentals
Apollo Beach
6,026 vacation rentals
4,266 vacation rentals
North Redington Beach
3,714 vacation rentals
Tierra Verde
3,086 vacation rentals