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 $110 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.

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 2022 property listings offer a large selection of 4,331 vacation rentals around Anna Maria Island. From 2,506 house rentals to 168 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.