Discover a selection of 4,000 vacation rentals in Anna Maria Island, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $99 per night, and houses and cottages are popular options for a stay in Anna Maria Island. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Anna Maria Island
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 3,942 vacation rentals around Anna Maria Island. From 2,154 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: 4,822 vacation rentals
  • Bradenton Beach: 3,910 vacation rentals
  • Anna Maria: 3,532 vacation rentals
  • Bradenton: 6,569 vacation rentals
  • Sarasota: 7,427 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: 4,822 rentals
  • Bradenton Beach: 3,910 rentals
  • Anna Maria: 3,532 rentals
  • Bradenton: 6,569 rentals
  • Sarasota: 7,427 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: 8,586 rentals
  • Point of Rocks: 7,003 rentals
  • Stoneybrook Golf & Country Club: 5,951 rentals
  • IMG Academy: 8,323 rentals
  • Bradenton Beach Marina: 9,261 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
4,822 vacation rentals
Bradenton Beach
3,910 vacation rentals
Anna Maria
3,532 vacation rentals
6,569 vacation rentals
7,427 vacation rentals
Longboat Key
7,792 vacation rentals
St. Pete Beach
4,770 vacation rentals
Madeira Beach
5,735 vacation rentals
St. Petersburg
9,735 vacation rentals
Treasure Island
5,590 vacation rentals
2,050 vacation rentals
Holmes Beach
3,730 vacation rentals
Redington Beach
5,732 vacation rentals
502 vacation rentals
Tierra Verde
3,187 vacation rentals
4,197 vacation rentals
North Redington Beach
3,732 vacation rentals
4,952 vacation rentals
3,922 vacation rentals
Apollo Beach
6,134 vacation rentals