Anna Maria Island
Vacation and Investment Homes
Anna Maria Island is the perfect place to own
a vacation home or investment property!
Our little slice of paradise is counted as one of the most popular beach destinations in the Country every year, which makes it the ideal location for a successful investment home.
Anna Maria Island properties are increasing in value exponentially over time. Many who were not ready to make the move to the island full time have instead purchased an Investment Vacation home to enjoy throughout the year. They've placed their home with a great vacation home management company to take care of all of the details. Later, when the time comes to make their move to the island permanent, they can either move into their Anna Maria Island home full time, or sell it at have enough to purchase the perfect property for them to live in year round!
You can turn a small gulf front house into a stunning paradise cottage or a single family home into the vacation home of people’s dreams. Another great thing about investing in a real estate property on Anna Maria Island is that you can use it as a home away from home on the weeks it’s not rented!
Learn More:
Click Here to learn about why you should consider an Anna Maria Island Investment Home?
Click HERE to learn about the the top 5 things to look for in an Anna Maria Island investment vacation home!
The latest Listings of Vacation & Investment Properties for Sale on Anna Maria Island!
Under Construction. Welcome to 117 North Bay, a magnificent 4 Bedroom, 4.5 Bath Coastal Contemporary Pool Home with sweeping views of Tampa Bay and the Sunshine Skyway. T...
- 4 Beds
- 4.5 Baths
- Anna Maria Beach SubDv.
- 34216 Zip Code
Gorgeous and spacious is this 4 Bedroom/3 Bath Home in a very desirable north-end location, just steps to the Historic Pine Avenue District and all of its great shops, ea...
- 4 Beds
- 3 Baths
- Island Cedars SubDv.
- 34216 Zip Code
Right in the heart of Bradenton Beach! This PRIVATE CORNER LOT 8 bedroom 8/1 Bathroom gorgeous beach home is the ultimate getaway and investment property with upscale de...
- 8 Beds
- 8.5 Baths
- Azure Shores SubDv.
- 34217 Zip Code
This one-of-a-kind unique Anna Maria Southern style home includes extensive custom features and is centrally located on the Island to make easy access to all the Island h...
- 4 Beds
- 2.5 Baths
- Clark Spring Lake Estates SubDv.
- 34217 Zip Code
The Lighthouse, a beacon of outstanding design creating an Anna Maria Island landmark. Standing tall, offering 3 beautifully presented bedrooms, 2 ½ baths, a heated pool ...
- 3 Beds
- 2.5 Baths
- Clark Spring Lake Estates SubDv.
- 34217 Zip Code
Villa Maria is a gorgeous newly renovated 3 bedroom, 2.5 bathroom beach cottage located in Anna Maria. Only 2 blocks away from the Gulf of Mexico Beaches! There is so muc...
- 3 Beds
- 2.5 Baths
- Anna Maria Beach SubDv.
- 34216 Zip Code
In the heart of The City of Anna Maria directly on historic Pine Ave just 2 blocks to the beach! This 3 bedroom 2 Bath property is a wonderful island getaway and rental i...
- 3 Beds
- 2 Baths
- Anna Maria Beach SubDv.
- 34216 Zip Code
Size, Location, Income, this property has it all! Situated on a quiet street in the desirable north end of Holmes Beach, this fabulous property is within a 5 minute walk ...
- 4 Beds
- 4 Baths
- Holmes Beach SubDv.
- 34217 Zip Code
More photos coming soon! This gorgeous 4 bedroom, 3 bath home is located in one of the prime neighborhoods near the North End of Anna Maria Island. NEWLY refreshed with ...
- 4 Beds
- 3 Baths
- Lake La Vista Sub SubDv.
- 34216 Zip Code
GULF FRONT COMPLEX WITH GREAT VIEWS OF THE GULF AND ONLY STEPS TO THE BEACH. THIS 3 BED 3 BATH GULF FRONT UNIT HAS IT ALL. TILE FLOORS, S/S APPLIANCES, SOLID WOOD CABINET...
- 3 Beds
- 3 Baths
- L'Plage, A Condominium SubDv.
- 34217 Zip Code
Full of Florida Charm and Recently Restored. Welcome to Buttonwood Cottage situated in the heart of Anna Maria Island on the Famous Pine Avenue. Every corner of this gorg...
- 3 Beds
- 2 Baths
- Anna Maria Beach SubDv.
- 34216 Zip Code
Unbelievable views!! This newly renovated home in Anna Maria Island does not disappoint. With unobstructed views of the Skyway Bridge into Tampa Bay and a beautifully la...
- 4 Beds
- 4.5 Baths
- Anna Maria Beach SubDv.
- 34216 Zip Code
Pre-Construction. To be built. New custom gulf front home with pool house! The height of luxury begins here. Sleek, modern new construction to be built directly on the ...
- 4 Beds
- 4.5 Baths
- Holmes Beach SubDv.
- 34217 Zip Code
Coastal construction 5-bedroom home with 3.5 baths with stunning views of the Gulf of Mexico from the second and third living levels, but especially from the roof top dec...
- 5 Beds
- 3.5 Baths
- Azure Shores SubDv.
- 34217 Zip Code
UNIQUE is truly the right word for this one-of-a-kind estate sized property of 13,200 sq ft, located on the most highly desirable very North end of the ISLAND PARADISE O...
- 3 Beds
- 3 Baths
- Island Cedars SubDv.
- 34216 Zip Code
Welcome to “New Found Land”. Youare looking at a sprawling ground level home, located at the end of cozy quiet waterfront cul-de-sac on the north end of Anna Maria Island...
- 4 Beds
- 3 Baths
- Luana Isles SubDv.
- 34216 Zip Code
This is your opportunity to live in your own personal TROPICAL PARADISE in a lake front home on the island, situated on a large lot of 9,300 square feet. You can soak up...
- 3 Beds
- 2 Baths
- Clark Spring Lake Estates SubDv.
- 34217 Zip Code
Welcome to "Absolute Paradise" at 217 Magnolia Ave! This wonderful property that features 5 Bedrooms and 4 Bathrooms, a private tropical pool and spa, covered patio and m...
- 5 Beds
- 4 Baths
- Anna Maria Beach SubDv.
- 34216 Zip Code
LOCATION!LOCATION!LOCATION! Welcome to Bimini Breeze! This newly renovated 4 bedroom, 3 and 1/2 bathroom, elevated private home is tucked away in the heart of Bradenton B...
- 4 Beds
- 3.5 Baths
- Azure Shores SubDv.
- 34217 Zip Code
“Casa Mariposa” is only 4 houses away from the gorgeous Gulf of Mexico beaches! Also known as “The Secret Garden” you will find yourself surrounded by lush landscaping...
- 4 Beds
- 4 Baths
- Anna Maria Beach SubDv.
- 34216 Zip Code
Luxury Island living at its finest! You simply will not find another property like it on AMI, with many features that are no longer available for construction in Holmes ...
- 6 Beds
- 6.5 Baths
- Jones Sub SubDv.
- 34217 Zip Code
AMAZING ISLAND HOME IN THE HEART OF ANNA MARIA. THIS IS A CUSTOM BUILT 2000 SQUARE FOOT 5 BEDROOM, 3 AND ONE HALF BATH WITH HIGH END FINISHES. THIS HOME IS ONLY A BLOCK ...
- 5 Beds
- 3.5 Baths
- Anna Maria Beach SubDv.
- 34216 Zip Code
This beautiful home is located right in the heart of Anna Maria Island and borders the island's only true lake. This 3 story home was finished in November 2015 and has 3 ...
- 3 Beds
- 3.5 Baths
- Holmes Beach SubDv.
- 34217 Zip Code
LUXURY COASTAL LIVING AT IT'S FINEST! This one of a kind EMILY ANNE SMITH designed home on the best street in Anna Maria, is ideally situated one house from the MOST stu...
- 5 Beds
- 4.5 Baths
- Anna Maria Beach SubDv.
- 34216 Zip Code
Welcome to Mango Tango! This Anna Maria Island beach home is 4 bedrooms and 3.5 bathrooms and is so close to the Gulf of Mexico beaches! This is currently a vacation ren...
- 4 Beds
- 3.5 Baths
- Holmes Beach SubDv.
- 34217 Zip Code
Welcome to Sailing Home! This 3 bedroom + a loft, 3.5 bathroom home is located on a quiet street in the heart of Holmes Beach on beautiful Anna Maria Island. Beachy chi...
- 3 Beds
- 3.5 Baths
- Holmes Beach SubDv.
- 34217 Zip Code
Under Construction. Welcome to the beach retreat of your dreams! Whomever is lucky enough to own this dream home will be getting a brand-new, untouched, and turn-key fur...
- 4 Beds
- 3 Baths
- Bay Palms SubDv.
- 34217 Zip Code
PLAYA ESMERALDA BOUTIQUE INN is a 5 bedroom, 5.5 bathroom home. Enjoy the 360 degree sunrise and sunset views of the Gulf of Mexico! This beachy chic home is just a sh...
- 5 Beds
- 5.5 Baths
- Azure Shores SubDv.
- 34217 Zip Code
Walk out your front door take a look to the side and start walking - 600 steps to the Beach on Anna Maria Island where Summer last all year long! This Elevated 3 Bedroom ...
- 3 Beds
- 2.5 Baths
- Gulf Breeze Condominium SubDv.
- 34217 Zip Code
~~~READY FOR THE BEACH?~~~ 100 Block of Gulf, 1 minute walk and no streets to cross to get to the sugary sands of the Gulf of Mexico, one of the most beautiful streets on...
- 5 Beds
- 3.5 Baths
- Banyan Bay SubDv.
- 34216 Zip Code
Outstanding Beach Living! This idyllic island-inspired beach home is surrounded by lush landscaping and a tropical backyard oasis. It is beautifully laid out with 3 bedr...
- 3 Beds
- 2.5 Baths
- Anna Maria Beach SubDv.
- 34216 Zip Code
Welcome to AMI Oasis A spectacular 4 bedroom, 4..5 home located in the most desired area of the North End of Anna Maria Island. The location has the best of both worlds o...
- 4 Beds
- 4.5 Baths
- Anna Maria Beach SubDv.
- 34216 Zip Code
Looking for a relaxing island retreat just steps to the soft white sand and turquoise waters on the north end of Anna Maria Island? Look no further for your perfect sec...
- 4 Beds
- 4 Baths
- Shore Acres SubDv.
- 34216 Zip Code
Turnkey furnished and ready for its new owner!! If you wanted the chance to purchase this home here it is! Spring Haven is an amazing luxury coastal home on one of the be...
- 3 Beds
- 2 Baths
- Anna Maria Beach SubDv.
- 34216 Zip Code
Step into this tropical cottage only a block off the beach and see what the Florida lifestyle is all about. This home was renovated down to the studs and feels brand new ...
- 3 Beds
- 3.5 Baths
- Ilexhurst SubDv.
- 34217 Zip Code
A GREAT INVESTMENT PROPERTY ON ANNA MARIA ISLAND WITH $235K PER YEAR IN GROSS RENTAL INCOME. THIS LARGE RENTAL HOME IS LESS THAN THREE BLOCKS TO THE WORLD FAMOUS BEACHE...
- 6 Beds
- 4.5 Baths
- Holmes Beach SubDv.
- 34217 Zip Code
Pre-Construction. To be built. THIS IS THE ONE! Imagine walking out your front door heading the towards the sugary sands of Anna Maria and only being 100 steps from the s...
- 6 Beds
- 6.5 Baths
- Gulf View Sub SubDv.
- 34216 Zip Code
Under Construction. Under Construction, estimated to be completed by fall 2022. This home is sure to impress with all of its luxurious finishes and intricate personal to...
- 4 Beds
- 4.5 Baths
- Sportsmans Harbor SubDv.
- 34217 Zip Code
Be whisked away to an Old Florida beach cottage experience! An Island vacation favorite, Anna Maria Beach Cottages preserves the charm of yesterday alongside modern conve...
- 4 Beds
- 2 Baths
- Anna Maria Beach SubDv.
- 34216 Zip Code
Sea Forever has everything you need for your Anna Maria Island beach home! From stunning beach views, an amazing location, and incredible amenities, this luxurious 8 bedr...
- 8 Beds
- 6.5 Baths
- Crystal Beach Sub SubDv.
- 34217 Zip Code
Opportunities to own a beautifully designed and carefully crafted home situated on an extraordinary Anna Maria Island bayfront site are rare. Designed by the legendary Em...
- 3 Beds
- 3.5 Baths
- Cortez Beach SubDv.
- 34217 Zip Code
RECENTLY BUILT HOME WEST OF GULF DR., APTLY NAMED TROPICAL OASIS HAS IT ALL. THIS 5 BED 4 BATH HOME HAS HIGH END FINISHES INCLUDING, SOLID WOOD CABINETS, HURRICANE WINDOW...
- 5 Beds
- 4 Baths
- Gulf View Sub SubDv.
- 34216 Zip Code
Unique, Gulfside residence with panoramic views of the Gulf of Mexico. A captivating home with tropical custom art murals add a charming artistic touch. Enjoy endless sun...
- 4 Beds
- 4 Baths
- L'Plage, A Condominium SubDv.
- 34217 Zip Code
Pre-Construction. To be built. One or more photo(s) has been virtually staged. Pre-Construction. To be built. PRE-CONSTRUCTION: Get in on the ground floor of this New Hom...
- 4 Beds
- 4.5 Baths
- Seaside Gardens SubDv.
- 34217 Zip Code
Walk to the beach from this gorgeous, recently renovated 3BD/2BA coastal style cottage on Anna Maria Island. Located directly across the street from the Gulf and beach. V...
- 3 Beds
- 2 Baths
- Cobb Sub SubDv.
- 34217 Zip Code
Blue Bay is an upscale, luxury home that offers the desirable north end location on Anna Maria Island, high-end finishes, unique layout that includes a guest house, a res...
- 8 Beds
- 6 Baths
- Anna Maria Beach SubDv.
- 34216 Zip Code
Tropicottage is stunningly located right on the beach with sunrise views over Tampa Bay, this is one of the most unique and breathtaking locations on Anna Maria Island. N...
- 4 Beds
- 3 Baths
- Wells Sub SubDv.
- 34216 Zip Code
If you are looking for a home that's fits the whole family, this is it! This amazing income producing property is one of the few 8-bedroom homes built on the island and h...
- 8 Beds
- 5.5 Baths
- Ilexhurst SubDv.
- 34217 Zip Code
Stunning 7 Bedroom/4.5 bath home located in the heart of Anna Maria Island is being sold with a Bert Harris Award allowing 16 guests. Only 2 blocks from the beach, two st...
- 7 Beds
- 4.5 Baths
- Anna Maria Beach SubDv.
- 34216 Zip Code