Anna Maria Island

Our 2019 vacation rental listings offer a large selection of 3,978 house rentals around Anna Maria Island. From 1,791 Houses to 1,585 Condos/Apartments, find unique vacation rental for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break is on HomeAway.

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

• Sarasota: 7,312 vacation rentals
• Florida Gulf Coast: 30,336 vacation rentals
• Siesta Key: 4,699 vacation rentals
• Madeira Beach: 5,753 vacation rentals
• Saint Petersburg: 9,775 vacation rentals

And HomeAway 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.

Whether you're travelling 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:

• Sarasota: 7,312 rentals
• Siesta Key: 4,699 rentals
• Madeira Beach: 5,753 rentals
• Saint Petersburg: 9,775 rentals
• Saint Pete Beach: 4,786 rentals

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

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

• John's Pass Village & Boardwalk: 8,436 vacation homes
• Waterlefe Golf and River Club: 7,812 vacation homes
• Stoneybrook Golf & Country Club: 5,820 vacation homes
• St. Armands Circle: 8,599 vacation homes
• IMG Academy: 8,323 vacation homes

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