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Anna Maria Island 4-Bedroom Rentals

Located in the Gulf of Mexico, just Southwest of St. Petersburg, Florida, Anna Maria Island boasts some of the most impressive ocean views and AMAZING SUNSETS in the United States. Leave the stress of everyday life behind and escape to the white sandy beaches and turquoise waters when you book an Anna Maria Island vacation rental property. Sometimes you are looking for a place where you can stretch out with the whole family. Now you can escape the everyday and vacation in one of these amazing 4-bedroom homes on Anna Maria Island, with more than enough room for the whole family. Our 4-bedroom rentals consist of enough room to sleep 8 people, a rental with a private or shared pool on the property, comfortable kitchens, pristine surfaces, comforting linens, and much more. Traveling with a group of friends? Having a family reunion? Do you just have a large family? These 4-bedroom vacation rentals on Anna Maria Island have enough room so everyone can have their own space to relax and unwind. Some of our vacation homes are just steps from the beach or are direct beachfront vacation rentals, each some require a short walk - but all are designed to maximize your time enjoying our island life.



And If you're keen to bring your furry friend along - some of our 4-bedroom homes are pet friendly vacation rentals and feature amenities to make vacationing with your dog a breeze. Anna Maria Island in Florida is the perfect place to get away from the hustle and bustle of day to day life, and with vacation rentals to fit every type of family Island Real Estate is your best option for booking your next vacation.

If you have any questions about booking an Anna Maria Island beach rental - please feel free to call the office at 877-778-6066 to speak with one of our friendly and knowledgeable booking experts, or click "chat" in the lower right-hand corner!

  • 16 properties returned
  • Sort by: Random
  • 7

    Casa Morado

    Home
    • 4
    • 3 Full Baths , 1 Half Baths
    • Pool
    • Dogs Allowed
    • Sleeps 8
    • 24 Views
  • 9

    Buena Vista 3

    Condominium
    • 4
    • 3 Full Baths , 1 Half Baths
    • Pool
    • No Pets
    • Sleeps 8
    • 38 Views
  • 5

    Hop Skip and a Beach

    Home
    • 4
    • 4
    • Pool
    • No Pets
    • Sleeps 8
    • 14 Views
  • 18

    Catchin Rays

    Home
    • 4
    • 4
    • Pool
    • No Pets
    • Sleeps 8
    • 138 Views
  • 7

    Buena Vista 4

    Condominium
    • 4
    • 3 Full Baths , 1 Half Baths
    • Pool
    • No Pets
    • Sleeps 8
    • 24 Views
  • 2

    Sea Glass on Park

    Home
    • 4
    • 3 Full Baths , 1 Half Baths
    • Pool
    • No Pets
    • Sleeps 8
    • 31 Views
  • 11

    Hidden Haven

    Home
    • 4
    • 2
    • Pool
    • No Pets
    • Sleeps 8
    • 13 Views
  • 3

    Harrington Cottage

    Home
    • 4
    • 3
    • Pool
    • No Pets
    • Sleeps 8
    • 15 Views
  • 10

    Fernweh

    Home
    • 4
    • 4
    • Pool
    • No Pets
    • Sleeps 8
    • 22 Views
  • 4

    Sand Dollar Dream

    Home
    • 4
    • 2
    • Pool
    • Dogs Allowed
    • Sleeps 8
    • 20 Views
  • Tinas Piece of Paradise

    Home
    • 4
    • 3
    • Pool
    • No Pets
    • Sleeps 8
    • 13 Views
  • 4

    Sunset at 714

    Home
    • 4
    • 3
    • Pool
    • No Pets
    • Sleeps 8
    • 8 Views

IS ANNA MARIA ISLAND EXPENSIVE?
Just like any destination get-a-way, it depends on what your plans entail. Anna Maria Island is known for its laid-back family feeling and since the island is a combination of residents and visitors we accommodate all demographics of visitors. A family can rent a BEACHFRONT VACATION RENTAL for several thousand dollars or a VACATION HOME close to the beach for several hundreds of dollars. Anna Maria Island offers a wide variety of things to do as well as a broad range of accommodations.

DOES ANNA MARIA ISLAND HAVE BEACHFRONT RESTAURANTS?
Yes! We have restaurants that provide BAY FRONT DINING AS WELL AS GULF FRONT DINING. Anna Maria Island has plenty of choices for restaurants on the island. Take the free trolley or walk to your choice of several restaurants from your ANNA MARIA ISLAND VACATION RENTAL. There are easily 20 restaurants on Anna Maria Island and a handful that have Bay or Gulf Front views. Anna Maria Island has a few restaurants where you can put your feet in the sugary white sand as you dine on some Anna Maria Island delectable eats.

IS THERE A FREE TRANSPORTATION SERVICE ON ANNA MARIA ISLAND?
Yes, there is a FREE TROLLEY SERVICE supplied by our County. The Trolley provides a MOBILE APPLICATION that provides real time transportation information. There is also a service provided for tips only and there is always Uber and Lyft if time is of the essence. In addition, the trolley connects to a much larger public transit called MCAT, short for Manatee County Area Transit which connects the island to the mainland, Bradenton and beyond. There are many convenient ways to get around while staying in your Anna Maria vacation rental.

HOW FAR ARE VACATION RENTAL PROPERTIES FROM THE BEACH?
At the widest section of Anna Maria Island the distance to the beach from most vacation rentals is just two miles which is in Key Royale. There are sections of Anna Maria Island that are too far to walk every day from your vacation rental to the beach. Be sure to google your location and attempt to count the number of homes to the beach as a good indication of how far the walk is. If you are looking for BEACHFRONT RENTALS make sure to check out those offerings when looking for a house rental on Anna Maria Island. Some vacation rentals offer golf carts to get to the beach easier. Many vendors provide GOLF CART RENTALS ON ANNA MARIA ISLAND.

IS THERE AN OUTLET MALL NEAR ANNA MARIA ISLAND?
Yes. ELLENTON PREMIUM OUTLETS is only 30 minutes East just beyond Bradenton. There are about 100 outlet stores and the outlets offer a wide variety of products. The Ellenton Outlets also have a small food outlet where quick bites to eat can be picked up if making your shopping trip an all-day event.

HOW FAR AWAY IS DISNEY WORLD RESORT?
DISNEY WORLD is 2 hours to the North East. It is an easy drive along interstate 75 to the North and to the East on Interstate 4.

HOW FAR AWAY IS UNIVERSAL STUDIOS?
UNIVERSAL STUDIOS is about 2 hours to the North East. Travel North on Interstate 75 to Interstate 4 to the East.

 

Check out what our guests have to say about booking through Island Real Estate On Google:


"Our vacation on Anna Maria Island was the best beach vacation we have ever had! The house was wonderful, especially the private pool and patio in the back! Island Real Estate was very helpful and friendly and made checking in to get our house very easy. They returned a couple of information calls we made to them during the week and they were just a breeze to deal with! Everything about our stay on the island was wonderful! Many thanks!"

LK M.