Vacation Rentals on Anna Maria Island

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Popular Accommodations in Anna Maria Island

Vacation house for 4 people, with balcony and balcony/terrace
4 pers., 2 bedrooms, 700ft², 150yd to the beach
5.0
20 reviews
Bradenton Beach, Anna Maria Island
from
$188per night
Vacation house for 4 people, with balcony/terrace
Bradenton Beach, Anna Maria Island
from
$94per night
Studio for 2 people
2 pers., 1 bedrooms, 269ft², 150yd to the beach
4.4
70 reviews
Bradenton Beach, Anna Maria Island
from
$192per night
Vacation house for 14 people
5.0
5 reviews
Anna Maria (FL), Anna Maria Island
from
$428per night
Apartment for 4 people, with balcony and balcony/terrace as well as pool
4 pers., 1 bedrooms, 657ft², 20yd to the beach
5.0
20 reviews
Holmes Beach, Anna Maria Island
from
$337per night
Cottage for 6 people, with balcony/terrace and pool
5.0
20 reviews
Anna Maria (FL), Anna Maria Island
from
$182per night
Vacation house for 4 people, with balcony/terrace
4.7
20 reviews
Holmes Beach, Anna Maria Island
from
$116per night
Villa for 5 people, with pets
5.0
12 reviews
Bradenton Beach, Anna Maria Island
from
$104per night
Resort for 2 people, with balcony and pool as well as jacuzzi and balcony/terrace
5.0
19 reviews
Holmes Beach, Anna Maria Island
from
$211per night
Vacation house for 6 people, with balcony, with pets
5.0
174 reviews
Bradenton Beach, Anna Maria Island
from
$104per night
Apartment for 6 people, with pool and balcony as well as jacuzzi
6 pers., 3 bedrooms, 150yd to the beach
5.0
20 reviews
Bradenton Beach, Anna Maria Island
from
$117per night
Vacation house for 6 people, with jacuzzi and pool as well as balcony and balcony/terrace
4.9
20 reviews
Bradenton Beach, Anna Maria Island
from
$170per night
Apartment for 5 people, with garden and pool
4.9
48 reviews
Bradenton Beach, Anna Maria Island
from
$133per night
Vacation house for 6 people, with jacuzzi and garden
4.9
27 reviews
Holmes Beach, Anna Maria Island
from
$148per night
Vacation house for 16 people, with jacuzzi and pool as well as garden
5.0
20 reviews
Holmes Beach, Anna Maria Island
from
$680per night
Studio for 2 people
5.0
7 reviews
Holmes Beach, Anna Maria Island
from
$197per night
Vacation house for 10 people, with pool and garden
4.9
20 reviews
Anna Maria (FL), Anna Maria Island
from
$674per night
Vacation house for 4 people, with pool and balcony/terrace
4.9
32 reviews
Bradenton Beach, Anna Maria Island
from
$111per night
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Highlights in Anna Maria Island

  • Beautiful beaches
  • Water sports
  • Regular festivals
  • Convenient transport
  • Seafood

Most popular in Anna Maria Island

Pool 1,581
Internet 2,076
Balcony/Terrace 1,758
TV 1,944
Air conditioning 1,810
Garden 639
Parking 1,873
Washing machine 1,872
Heating 1,392

Anna Maria Island Vacation Rentals

Find a Comfortable Beachfront Vacation Home

Anna Maria Island is crammed with beautiful vacation properties, including plenty of elegant 19th and early 20th century single-storey villas. These vacation rental properties are almost always within walking distance of the shore, have spacious yards, pools and room for a whole family to stretch out in their living areas.

Conveniently Located Vacation Apartments

Another feature of the island is its assortment of vacation apartments. All along Gulf Drive, from Bradenton Beach to Anna Maria, you’ll find apartment blocks and rental home options that have been divided into large holiday apartments. If you need an affordable, conveniently located spot, they could be ideal.

Vacationing on Anna Maria Island

One of Florida’s West Coast Gems

Anna Maria Island, FL is a barrier island located just off the west coast of Florida, just north of Sarasota and across Tampa Bay from St Petersburg. The island stretches for seven miles in total, and the coast is lined with soft, sandy beaches along the whole length.

An Easy to Navigate, Flat Sandy Island

Never more than two miles across, the whole island is served by handy trolley buses, and traveling between beaches is simple. Getting to Anna Maria Island, FL is almost as easy. Tampa Airport is just a few miles to the southeast, and has connections to all major US cities. There are regular shuttle buses from the airport to Anna Maria Island, as well as car rental services if you need your own vehicle.

One of America’s Best Places to Rent a Boat

While you can rent a car or 4x4 during your stay, it’s more fun to rent a sailing or powerboat during your stay. There are marinas with boat hire companies at Bradenton Bay and Bimini Bay, and you can hop between quays in your rental craft, seeing every inch of the island’s coast.

Aerial view of Anna Maria Island
Aerial view of Anna Maria Island

Activities

A Fantastic Fishing Destination

Anna Maria Island, FL is a superb place to test your fishing skills. Join a skipper at the port or rent your own boat and fish for Gulf species like mackerel, red snapper or redfish until the sun goes down.

A Great Destination for Beach Lovers

Both the east and west coasts of Anna Maria Island offer superb beaches, including Bradenton, Manatee, Holmes, Coquina and Cortez Beach. Sunbathe, snorkel in the emerald waters, play some volleyball and enjoy the endless sunshine.

A Popular Music and Arts Destination

Anna Maria Island has its cultural side, too. The Bradenton Blues Festival attracts huge names in December, while the waterfront in Anna Maria becomes a thriving arts venue when the Ringling International Arts Festival comes to town in October.

Anna Maria Island hosts an annual population of around 200 loggerhead turtles, who can travel 8,000 miles as part of their migratory routes.

Top 5 things to do in Anna Maria Island, FL

1. Spend the day at the beach

Public beaches like Coquina and Manatee have large parking lots, beautifully soft, warm sand, beautiful green waters, and enough space to enjoy whatever beach activities you desire.

2. Kayak in the mangroves

It’s not all about beaches on Anna Maria Island. You can also hire kayaks and paddle to Leffis Key and the mangrove tunnels in Robinson Preserve. Both are magical natural locations, and are full of birdlife, turtles and marine life.

3. Shop at the island’s vibrant markets

Shopping is a major activity on Anna Maria Island, and each beach seems to have its own market. One of the best places to head for craft bargains is Bradenton Beach’s Bridge Street Market (open on Saturdays), and you can shop for fine art at Bradenton’s Village of the Arts as well.

4. Dine al fresco on fresh Florida seafood

When you visit the Gulf, seafood is almost always high on the agenda, and Anna Maria Island doesn’t disappoint. Gastronomic highlights include Sandbar, the Beach Bistro and Sign of the Mermaid, but there’s no shortage of great spots.

5. Catch a sublime Anna Maria Island sunset

As the sun sets over the Gulf of Mexico, the view is incredible. Find a spot on the west coast of the island, grab a cocktail and enjoy the show. In summer, you may even have the chance to see turtle hatchlings make their way to the sea – another extraordinary spectacle.

Anna Maria City Pier
Anna Maria City Pier

Useful Information

Climate

Anna Maria Island has a sub-tropical climate, with temperatures averaging 75 degrees all year-round. They rarely dip far below that point, although sea temperatures rise considerably during the summer. Rainfall is moderate, but slightly higher in the summer (although it tends to be limited to afternoon showers).

Getting Around

Driving around the island is simple, with Gulf Drive running along its whole length. However, it makes sense to become acquainted with the trolley, which runs from early morning to 22:30 and stops every four blocks along a north-south route.

Festivals

Festivals are a big deal on the island. There are annual blues and arts events in Bradenton, as well as the Bayfest event in October, which has a classic rock theme. Cortez hosts an annual seafood festival, while January brings the Manatee County Fair. There’s always something going on.