Where to stay around Anna Maria Island?

Our 2019 accommodation listings offer a large selection of 3,604 holiday lettings near Anna Maria Island. From 1,596 Houses to 1,404 Flats, find the best place to stay with your family and friends to discover Anna Maria Island area.

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

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

  • Siesta Key: 4,063 holiday homes
  • Sarasota: 6,440 holiday homes
  • Anna Maria: 3,310 holiday homes
  • Bradenton Beach: 3,585 holiday homes
  • Bradenton: 5,788 holiday homes

HomeAway offers you the possibility to discover many other popular destinations in Anna Maria Island! Please use our search bar to access the selection of self catering accommodations available in other popular destinations.

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

Whether you are travelling solo or with family and friends, here are the cities in Anna Maria Island with the largest selection of holiday lettings for a perfect city break:

  • Siesta Key: 4,063 holiday lettings
  • Sarasota: 6,440 holiday lettings
  • Anna Maria: 3,310 holiday lettings
  • Bradenton Beach: 3,585 holiday lettings
  • Bradenton: 5,788 holiday lettings

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

Within walking distance of some of the most incredible beaches on Florida's Gulf Coast, holiday rental accommodation in Anna Maria Island really will make you feel like you've stepped off the plane straight into a dream-like tropical paradise, where you can wander along an endless stretch of white sand that begins on the doorstep of your villa rental in Anna Maria Island and enjoy the sunshine that is guaranteed for much of the year on the Gulf Coast of Florida. Holiday accommodation in Anna Maria Island can be found throughout a destination renowned for its carefree and peaceful atmosphere where a gentle pace of life provides the perfect antidote to any stressful urban routine, so despite being no more than 2 hours away from the excitement of Disney World, holiday villas and condos in Anna Maria Island are sure to give you the chance to experience a location that seems to have escaped the clutches of commercial development that have gripped many of the other vacation resorts in the USA. Holiday condos and villas in Anna Maria Island are ideally suited to the needs of your whole family in a situation that is just as likely to appeal to sports fanatics as nature lovers, so whether you're hoping to explore the abundance of fascinating wildlife, take advantage of the excellent facilities for watersports or simply concentrate your efforts on plenty of golfing, holiday accommodation in Florida couldn't offer many more opportunites for fun and relaxation than you'll find in any vacation rental in Anna Maria Island.

Explore destinations around Anna Maria Island

Siesta Key
4,063 holiday rentals
6,440 holiday rentals
Anna Maria
3,310 holiday rentals
Bradenton Beach
3,585 holiday rentals
5,788 holiday rentals
Holmes Beach
3,438 holiday rentals
Madeira Beach
4,963 holiday rentals
Saint Petersburg
8,755 holiday rentals
Saint Pete Beach
4,077 holiday rentals
Treasure Island
4,831 holiday rentals
Longboat Key
6,877 holiday rentals
Redington Beach
4,966 holiday rentals
4,063 holiday rentals
443 holiday rentals
6,051 holiday rentals
3,554 holiday rentals
Tierra Verde
2,657 holiday rentals
3,744 holiday rentals
4,306 holiday rentals
2,900 holiday rentals