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.
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Everything you expect from a relaxing stay can be found at this Anna Maria Island vacation rental condominium. If you’ve never experienced Gulf of Mexico beaches you are in for a real treat. Enjoy powder white sand, crisp blue water, gorgeous sunsets and great beach combing all waiting right outside your door! If you visit in the winter months, enj
Buena Vista 3
Condominium- 4
- 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 8
- 48 Views
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Spend your Anna Maria Island vacation in five star luxury when you visit “Fernweh”. This new Holmes Beach vacation rental offers both a stylish and relaxing destination for up to eight guests. If you experience wanderlust “Fernweh” is truly the place for you with a fabulous location, gorgeous floor plan, beautiful aesthetic and sophisticated island
Fernweh
Home- 4
- 4
- Pool
- No Pets
- Sleeps 8
- 24 Views
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When you visit Anna Maria Island vacation rental “Hop, Skip and a Beach” you are sure to have an amazing Florida getaway! Sleep up to eight guests in luxury and style. This four-bedroom rental with game room with heated pool and spa is just a short walk from the best beaches you’ll find on the gulf coast.When you enter “Hop, Skip and a Beach” you’l
Hop Skip and a Beach
Home- 4
- 4
- Pool
- No Pets
- Sleeps 8
- 36 Views
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Discover unparalleled comfort on Anna Maria Island with "Mambo Italiano." This Mediterranean-style retreat caters to your every need, accommodating up to 8 guests across its 4 bedrooms and 4 bathrooms. From the moment you arrive, the striking white facade and elegant black gates welcome you.Step inside to find a haven of solitude, where every detai
Mambo Italiano
Home- 4
- 4
- Pool
- Dogs Allowed
- Sleeps 8
- 151 Views
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When looking to accommodate a large group during you paradise Anna Maria Island vacation look no further than “Tina’s Piece of Paradise”. This fun four bedroom, three bathroom Holmes Beach vacation rental spaciously sleeps up to 8 guests in comfort and style. After spending a week at this fabulous Holmes Beach vacation rental home within walking di
Tinas Piece of Paradise
Home- 4
- 3
- Pool
- No Pets
- Sleeps 8
- 24 Views
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Located on beautiful canal front property in Anna Maria City, 230 Chilson Avenue "Sand Dollar Dream" is the perfect spot for a Florida vacation with a brand new, private, heated pool and spa. Relax in spacious back yard swaying the hammock amongst the lush tropical landscaping, or roast s'mores in the fire pit seating area. This lovely renovated ho
Sand Dollar Dream
Home- 4
- 2
- Pool
- Dogs Allowed
- Sleeps 8
- 30 Views
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When looking to accommodate a large group during your paradise Anna Maria Island vacation look no further than “Catchin’ Rays”. This fun four bedroom, four bathroom Holmes Beach vacation rental spaciously sleeps up to 8 guests in comfort and style. After spending a week at this fabulous Holmes Beach vacation rental home within walking distance to t
Catchin Rays
Home- 4
- 4
- Pool
- No Pets
- Sleeps 8
- 217 Views
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If you are looking for a family fun vacation destination with all the extras, “Casa Morado” is the perfect place for you! <br /><br />This stylishly updated four bedroom home comfortably sleeps eight guests just a short walk to gulf beaches. Even members of the family with the shortest legs can manage the two blocks walk to pristine gulf beaches! <
Casa Morado
Home- 4
- 3 Full Baths , 1 Half Baths
- Pool
- Dogs Allowed
- Sleeps 8
- 36 Views
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Harrington Cottage is an adorable Anna Maria beach cottage that’s so close to the Gulf of Mexico you can practically smell the sea salt air! Less than a block away you’ll find the white sand beaches of Anna Maria Island, all while staying in this cute 4 bedroom, 3 bath cottage. Enjoy the peace and quiet afforded by the city of Holmes Beach. Harring
Harrington Cottage
Home- 4
- 3
- Pool
- No Pets
- Sleeps 8
- 21 Views
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Fun and tastefully decorated recently remodeled, “Aquarius” is the ideal place for a fabulous Anna Maria Island vacation getaway for up to eight guests. Situated just a short walk from beautiful gulf beaches, when you visit this vibrant vacation rental you’ll leave with memories that last a lifetime.Offering four bedrooms and two and a half bathroo
Aquarius
Home- 4
- 3
- Pool
- Dogs Allowed
- Sleeps 8
- 35 Views
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BG’s Bungalow is your quintessential “Key West style” home that is located on the beautiful North End of Anna Maria Island where guests can enjoy the world-renowned beaches that are just across the street! This home offers guests a true island-experience with its tall ceilings, beachy decor, and amount of outdoor space. This bedroom has 4 bedrooms,
BGs Bungalow
Home- 4
- 4
- Pool
- No Pets
- Sleeps 8
- 27 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.