Anna Maria Island Vacation Rentals

24 Rentals

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Anna Maria Island Florida Vacation Rentals - Townhouse

3BR / 2.5BA - Sleeps 10 - Anna Maria Island Townhouse

Enjoy sparkling Gulf views from this fabulous townhouse, featuring great room with wood- burning fireplace,...

5 Reviews
Anna Maria Island Florida Vacation Rentals - Condo
Terry

2BR / 2BA - Sleeps 6 - Anna Maria Island Condo

This luxurious Anna Maria Island vacation rentals beach condo is an immaculate 2 bedroom, 2 bathroom,...

$250 - $300 / nt

27 Reviews
Anna Maria Island Florida Vacation Rentals - Home

4BR / 3BA - Sleeps 10 - Anna Maria Island Home

This home is in a tropical setting, complete with an above ground pool with a large sun deck. We are...

$200 - $300 / nt

6 Reviews
Anna Maria Island Florida Vacation Rentals - Condo
Terry

2BR / 2BA - Sleeps 6 - Anna Maria Island Condo

The Anna Maria Island Beach Sands Condo directly overlooks the Gulf of Mexico is an immaculate 2 bedroom,...

$250 / nt

2 Reviews
Anna Maria Island Florida Vacation Rentals - Home
Terry

4BR / 3BA - Sleeps 8 - Anna Maria Island Home

Welcome to paradise. Featured here are 2 brand new gorgeous 4 bedroom 3 bathroom homes providing you...

$400 - $450 / nt

4 Reviews
Anna Maria Island Florida Vacation Rentals - Townhouse
Skipper

2BR / 2.5BA - Sleeps 6 - Anna Maria Island Townhouse

Gulf View Townhouse, Unit 2, has a heated swimming pool, covered parking for two cars. Nestled on...

$140 - $175 / nt

7 Reviews
Anna Maria Island Florida Vacation Rentals - Cottage

3BR / 2BA - Sleeps 6 - Anna Maria Island Cottage

Charming Chic- In our unique, brightly decorated "Old Florida " cottage. Just a very short stroll to...

$186 - $243 / nt

29 Reviews
Anna Maria Island Florida Vacation Rentals - Apartment
Hendrik

1BR / 2BA - Sleeps 3 - Anna Maria Island Apartment

Nice and cozy accommodation and so close to the white beaches with white seashell courtyard for your...

$57 - $93 / nt

Anna Maria Island Florida Vacation Rentals - Condo
Terry

2BR / 2BA - Sleeps 6 - Anna Maria Island Condo

The Anna Maria Island 'Beach Paradise Condo' is located on Holmes Beach directly in the middle of Anna...

$250 - $300 / nt

3 Reviews
Anna Maria Island Florida Vacation Rentals - Townhouse

3BR / 3BA - Sleeps 8 - Anna Maria Island Townhouse

This townhouse is beautifully decorated and completely modern with everything you need for the perfect...

$143 - $186 / nt

2 Reviews
Anna Maria Island Florida Vacation Rentals - Condo
Terry

2BR / 1BA - Sleeps 6 - Anna Maria Island Condo

The Anna Maria Island Beach Breeze is a beautiful two bedroom, one bathroom condo that has just been...

$250 - $300 / nt

Anna Maria Island Florida Vacation Rentals - Condo

2BR / 2BA - Sleeps 6 - Anna Maria Island Condo

The Heron unit at the Blue Dolphin Inn, located at 404 Alamanda in the Historic Village of Anna Maria...

$212 - $231 / nt

2 Reviews
Anna Maria Island Florida Vacation Rentals - Condo
Terry

2BR / 2BA - Sleeps 6 - Anna Maria Island Condo

The Anna Maria Island Beach Palms is completely surrounded by water and has just been completely updated...

$250 / nt

Anna Maria Island Florida Vacation Rentals - Home

5BR / 4.5BA - Sleeps 14 - Anna Maria Island Home

Fantastic private custom- built vacation rental home just a few houses to the white sandy beaches of...

$450 - $600 / nt

6 Reviews
Anna Maria Island Florida Vacation Rentals - Condo

2BR / 1BA - Sleeps 4 - Anna Maria Island Condo

Beautiful 2 Bdr/1 Bath condo, recently renovated from top to bottom. Granite countertops, brand new...

$150 - $180 / nt

7 Reviews
Anna Maria Island Florida Vacation Rentals - Home

2BR / 2BA - Sleeps 4 - Anna Maria Island Home

Why Pay Realtor Commissions Or Middleman Fees! This Recently Updated 2br / 2ba, Key West Style...

$422 / nt

2 Reviews
Anna Maria Island Florida Vacation Rentals - Condo
Terry

2BR / 1.5BA - Sleeps 6 - Anna Maria Island Condo

The Anna Maria Island Beach Paradise 5 is located directly in the middle of beautiful Anna Maria Island...

$250 - $300 / nt

Anna Maria Island Florida Vacation Rentals - Condo

2BR / 2BA - Sleeps 4 - Anna Maria Island Condo

Why Pay Realtor Commissions Or Middleman Fees. This Unit Is Locally Owned And Managed. Mark, The Owner...

$179 - $350 / nt

4 Reviews
Anna Maria Island Florida Vacation Rentals - Condo
Terry

2BR / 1BA - Sleeps 6 - Anna Maria Island Condo

The Anna Maria Island Beach Retreat is a completely remodeled two bedroom one bathroom condo. Located...

$200 / nt

Anna Maria Island Travel Tips

Anna Maria Island might be the place for love, as in weddings and honeymoons, but it’s also a great place for families, too. With beaches known for their beautiful white sand and waters of the clearest turquoise blue, it's hard not to relax and unwind while on this island in FL.
Only seven miles long, the island is home to three cities: Holmes Beach, Bradenton Beach, and Anna Maria. This means vacationers have plenty of choices when it comes to choosing the right accommodations while staying on Anna Maria Island. Vacation rentals are perfect for families who want to make the most out of a relaxing atmosphere. In fact, staying in a vacation rental is one of the best tips that a family can follow. Vacation Home Rentals has the best online selection of vacation rentals Anna Maria Island has to offer. When planning a vacation, simply browse the properties listed for rent by owner here on our website. To help save valuable time, people with children should not only make arrangements to stay at one of the Anna Maria Island rentals listed on our site but also plan out an itinerary of daily activities that both the kids and adults in the family will enjoy.
Attractions
There are plenty of fun attractions on Anna Maria Island. Beach rentals are perfect for families who love to visit the beaches in the area. These beaches include Bean Point, Bay Front Park in the city of Anna Maria, Turtle Beach, and more. Families staying in one of the Anna Maria Island vacation rentals will appreciate how easy it is to get around using the free trolley. The trolley has three main stops: the Anna Maria City Pier, Manatee Public Beach in Holmes Beach, and Coquina Beach. Other outdoor attractions include the Coquina Baywalk and the Anna Maria Island Butterfly Park.
Museums and art galleries are popular attractions and great alternatives to outdoor activities. After a morning of relaxation at one of the Anna Maria Island rentals, people can spend a fun afternoon with their kids at the Anna Maria Island Museum and Historical Park. Visitors to the museum and park can learn about the island’s history, take part in a scavenger hunt, and tour the cottage that fell into the bay. Other indoor attractions include the Bob Brown Art Gallery and the Artists Guild Gallery of Anna Maria
Events
When visiting the island, make arrangements to stay in one of the listed Anna Maria vacation rentals during an event.
In February, tourists can partake in the fun and excitement that is the Anna Maria Island Heritage Day Festival. It features artists and crafters who display their wares and skills for all. Attendees can take part in activities and enjoy the music and food as well as old-fashioned games for kids. Also in February, a fun event for families is the Mixon Fruit Farms Orange Blossom Festival.
People staying in Anna Maria Island condo rentals in March can enjoy the fun at the Bridge Street Merchants Blues, Brews & BBQ on Bridge Street. And April in Anna Maria Island brings the annual Island CityFest. This is the perfect two-day event for families staying in Anna Maria island vacation rentals. It features food, a kids’ zone, arts, crafts, and more.
But on Anna Maria Island, fun events happen year-round. Families spending their end-of-the-year vacation and winter holidays in Anna Maria Island will love the annual Winterfest.
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