Vacation Rentals on Anna Maria Island

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Popular Accommodations in Anna Maria Island

Cottage for 4 people, with jacuzzi and balcony/terrace as well as pool
5.0
23 reviews
Anna Maria (FL), Anna Maria Island
from
$242per night
Apartment for 4 people, with garden
4 pers., 1 bedrooms, 592ft², 70yd to the beach
4.7
20 reviews
Bradenton Beach, Anna Maria Island
from
$126per night
Vacation house for 8 people, with pool
8 pers., 3 bedrooms, 2,002ft², 150yd to the beach
4.9
20 reviews
Holmes Beach, Anna Maria Island
from
$992per night
Cottage for 5 people, with balcony/terrace
5 pers., 2 bedrooms, 700ft², 60yd to the beach
4.7
20 reviews
Holmes Beach, Anna Maria Island
from
$225per night
Cottage for 5 people, with balcony and balcony/terrace
5 pers., 1 bedrooms, 30yd to the beach
4.9
53 reviews
Bradenton Beach, Anna Maria Island
from
$407per night
Cottage for 4 people, with balcony/terrace and balcony
4 pers., 1 bedrooms, 495ft², 30yd to the beach
4.9
68 reviews
Bradenton Beach, Anna Maria Island
from
$319per night
Vacation house for 6 people, with garden and pool
4.0
1 review
Anna Maria (FL), Anna Maria Island
from
$219per night
Apartment for 6 people, with terrace and pool as well as balcony/terrace, with pets
3.7
62 reviews
Anna Maria Island, Southwest Florida
from
$107per night
Apartment for 6 people, with garden and pool
5.0
11 reviews
Bradenton Beach, Anna Maria Island
from
$209per night
Vacation house for 8 people, with pets
4.1
16 reviews
Bradenton Beach, Anna Maria Island
from
$212per night
Apartment for 4 people, with balcony/terrace and balcony
4.8
80 reviews
Bradenton Beach, Anna Maria Island
from
$163per night
Cottage for 2 people, with balcony/terrace
4.9
20 reviews
Holmes Beach, Anna Maria Island
from
$132per night
Villa for 6 people, with balcony/terrace and balcony
4.7
17 reviews
Bradenton Beach, Anna Maria Island
from
$236per night
Cottage for 5 people, with balcony/terrace
5 pers., 2 bedrooms, 592ft², 90yd to the beach
4.9
20 reviews
Holmes Beach, Anna Maria Island
from
$332per night
Apartment for 4 people, with pool and balcony
4 pers., 2 bedrooms, 990ft², 450yd to the beach
4.8
17 reviews
Holmes Beach, Anna Maria Island
from
$188per night
Vacation house for 8 people, with pool and garden
5.0
20 reviews
Holmes Beach, Anna Maria Island
from
$651per night
Villa for 8 people, with pool
8 pers., 3 bedrooms, 2,002ft², 150yd to the beach
4.8
20 reviews
Holmes Beach, Anna Maria Island
from
$808per night
Vacation house for 6 people, with balcony and jacuzzi as well as pool
6 pers., 3 bedrooms, 1,518ft², 50yd to the beach
4.9
10 reviews
Bradenton Beach, Anna Maria Island
from
$331per night
Show all

Highlights in Anna Maria Island

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

Most popular in Anna Maria Island

Pool 1,917
Internet 2,421
Balcony/Terrace 2,040
TV 2,330
Air conditioning 2,298
Garden 578
Parking 2,307
Washing machine 2,147
Heating 1,758

Prices and availability

Prices

January
February
March
April
May
$479
Dec 07 - Dec 14
$270 per night
Dec 14 - Dec 21
$273 per night
Dec 21 - Dec 28
$312 per night
Dec 28 - Jan 04
$347 per night
Jan 04 - Jan 11
$338 per night
Jan 11 - Jan 18
$323 per night
Jan 18 - Jan 25
$332 per night
Jan 25 - Feb 01
$363 per night
Feb 01 - Feb 08
$398 per night
Feb 08 - Feb 15
$437 per night
Feb 15 - Feb 22
$469 per night
Feb 22 - Feb 29
$479 per night
Feb 29 - Mar 07
$478 per night
Mar 07 - Mar 14
$457 per night
Mar 14 - Mar 21
$448 per night
Mar 21 - Mar 28
$457 per night
Mar 28 - Apr 04
$448 per night
Apr 04 - Apr 11
$418 per night
Apr 11 - Apr 18
$392 per night
Apr 18 - Apr 25
$355 per night
Apr 25 - May 02
$330 per night
May 02 - May 09
$317 per night
May 09 - May 16
$299 per night
May 16 - May 23
$295 per night
Average price per week

Availabilities

January
February
March
April
May
60 %
Dec 07 - Dec 14
48 %
Dec 14 - Dec 21
48 %
Dec 21 - Dec 28
15 %
Dec 28 - Jan 04
7 %
Jan 04 - Jan 11
28 %
Jan 11 - Jan 18
30 %
Jan 18 - Jan 25
26 %
Jan 25 - Feb 01
22 %
Feb 01 - Feb 08
10 %
Feb 08 - Feb 15
6 %
Feb 15 - Feb 22
4 %
Feb 22 - Feb 29
6 %
Feb 29 - Mar 07
12 %
Mar 07 - Mar 14
15 %
Mar 14 - Mar 21
13 %
Mar 21 - Mar 28
15 %
Mar 28 - Apr 04
23 %
Apr 04 - Apr 11
22 %
Apr 11 - Apr 18
39 %
Apr 18 - Apr 25
47 %
Apr 25 - May 02
54 %
May 02 - May 09
57 %
May 09 - May 16
60 %
May 16 - May 23
60 %
Percentage of available rentals

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.

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