The Islander Star Best of AMI Award logo

Anna Maria

Holmes Beach

Bradenton Beach

Bradenton

Longboat Key

Vacation Rentals on Anna Maria Island

Welcome to Anna Maria Island, the most beautiful island on the Gulf Coast of Florida, where you can make your southwest Florida dreams come true!

With miles of pristine white sandy beaches, Anna Maria Island is about an hour south of Tampa airport and 30 minutes north of Sarasota. At Florida Dreams Realty on Anna Maria Island, we treat you like the V.I.P. you are, not like you’re just another number. Known for quality services on Anna Maria Island, our local and worldwide specialists welcome you to paradise.

littlestar Award-winning Boutique Vacation Rental & Real Estate Company of Anna Maria littlestar Florida Dreams Realty Realty of Anna Maria Island has been operating on Anna Maria Island and the surrounding areas since 2008. Let us know your wishes, whether it’s for an unforgettable vacation on Anna Maria Island or if you want to fulfill your lifetime dream to own your own vacation home or investment property here in paradise! We can assist you in your search with all your questions. All our AMI Rentals are well maintained to provide you a high quality standard. We offer vacation homes in the following areas: As specialists for the European market, we can serve you in multiple languages. We are fluent in:
American flag United Kingdom flag German flag French flag Italian flag Spanish flag Swiss flag
USA United Kingdom Germany France Italy Spain Switzerland

Use Our Availability Calendar to Check for Specific Dates

family having fun on beach

Family Vacation Rentals

Looking for the right place for you and your loved ones? Just relax and check out our vacation rentals on Anna Maria Island for all your special occasions. Whether you plan a small family vacation, a large family reunion or just a romantic getaway weekend, you're only a few steps away from escaping the cold and feeling the warm Florida sun on your skin, as well as the sand between your toes.

Anna Maria Island

Over the last few years, Anna Maria Island has gone from a seasonal vacation spot to a year-round destination. Anna Maria Island has maintained it's old Florida feel, with whispering pines, sea oats, and swaying palms. You won’t find towering condo buildings blocking your views. The local cuisine includes boatloads of fresh seafood, smaller intimate culinary gems, and of course beachfront Pina Coladas with the best Grouper Sandwich you’ll ever taste!
beach house at sunset
family on jet ski in ocean

10% OFF with Incentive Partners

Receive a VIP discount on rental equipment and excursions, services & shopping when you book with Florida Dreams Realty! You’ll want to have everything you need on your dream vacation. During our peak vacation rental season, activities and rentals tend to sell out very quickly. As our VIP guest you may pre-book comfortably from home with our partners and get 10% off with our special GUEST CODE!

Pet-Friendly Vacation Rentals

With over 40 vacation rentals on Anna Maria Island, about half of our properties are pet-friendly. So when you're ready to bring your dog to southwest Florida for a family vacation, be sure to visit the Holmes Beach Dog Park on Anna Maria Island. There are also several restaurants on the island that love dogs and will welcome your four-legged friends with open arms - and maybe even a doggy biscuit!
woman and dog smiling

Anna Maria Island News

Already booked your trip?

Get all the details of your rental and area info on your mobile device. Download our app!

  • Hospitality by GladToHaveYou logo
  • Hospitality by GladToHaveYou Apple App Download
  • Hospitality by GladToHaveYou Google Play App Download

Discover Anna Maria Island



List Your Property

Have a property to list? We can help! Since opening its doors in 2008, Florida Dreams Realty has provided quality service and support with rental property management tools that can meet any need. With convenient access to beaches and exciting attractions nearby, Anna Maria Island vacation rentals are becoming increasingly popular.
Start Here
Listing your property with Florida Dream Realty gives owners access to powerful collective advertising, providing market visibility that will drive revenue to properties all over the island. With specialists for international markets, our rental property professionals can help you list your property in whatever market you wish. You know what makes Anna Maria Island great - now let us help you share that with everyone else.
  • Islander
  • Anna Maria Island
Florida Dreams Realty