Vacation Rentals in Anna Maria Island

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Vacation house
Vacation apartment
Pool
Internet
Balcony/Terrace
4.0
& up
4.5
& up

Best vacation rental deals in Anna Maria Island

Sat, 07/17 - Sat, 07/24
$3,126-48%

7 nights
$1,628

Apartment for 6 people, with lake view and ocean view as well as balcony and pool6 pers., 2 bedrooms, 250yd to the beach
4.3
(7 reviews)
Sat, 08/21 - Sat, 08/28
$2,550-47%

7 nights
$1,364

Apartment for 6 people, with lake view and pool as well as ocean view and garden6 pers., 2 bedrooms, 70yd to the beach
4.8
(20 reviews)
Sat, 07/31 - Sat, 08/07
$3,149-50%

7 nights
$1,577

Apartment for 6 people, with garden and ocean view as well as pool and lake view6 pers., 2 bedrooms, 200yd to the beach
4.9
(22 reviews)

Vacation rentals with free cancellation
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from
$300
per night

Vacation rental for 6 people, with terrace6 pers., 2 bedrooms, 150yd to the beach
FREE cancellation
4.6
(14 reviews)

from
$260
per night

Vacation rental for 4 people4 pers., 2 bedrooms, 450yd to the beach
FREE cancellation
4.5

from
$610
per night

Apartment for 6 people, with pool6 pers., 3 bedrooms, 70yd to the beach
FREE cancellation
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Vacation Rentals in Anna Maria Island
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from
$307
per night

Vacation rental for 4 people4 pers., 2 bedrooms, 750yd to the beach

from
$191
per night

Vacation rental for 4 people4 pers., 2 bedrooms, 90yd to the beach
FREE cancellation

from
$405
per night

Vacation rental for 14 people14 pers., 5 bedrooms, 250yd to the beach

from
$629
per night

Vacation rental for 6 people, with balcony and pool6 pers., 2 bedrooms, 300yd to the beach

from
$267
per night

Vacation rental for 6 people, with pool and terrace6 pers., 3 bedrooms, 1,518ft², 80yd to the beach

from
$158
per night

Vacation rental for 6 people, with balcony and pool, child-friendly6 pers., 2 bedrooms, 797ft², 150yd to the beach
FREE cancellation
4.1
(18 reviews)

from
$388
per night

Vacation rental for 12 people, with jacuzzi and pool as well as balcony12 pers., 6 bedrooms, 200yd to the beach
4.7
(18 reviews)

from
$447
per night

Vacation rental for 6 people, with terrace and jacuzzi as well as pool6 pers., 3 bedrooms, 600yd to the beach
5.0
(4 reviews)

from
$158
per night

Apartment for 2 people2 pers., 1 bedroom, 100yd to the beach
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Pet-friendly Vacation Rentals
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from
$300
per night

Vacation rental for 6 people, with pets6 pers., 2 bedrooms, 840ft², 40yd to the beach

from
$224
per night

Vacation rental for 6 people, with pets6 pers., 2 bedrooms, 840ft², 40yd to the beach

from
$200
per night

Cottage for 6 people, with pets6 pers., 3 bedrooms, 1,227ft², 60yd to the beach
0.5
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Vacation Rentals with Pool
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from
$121
per night

Apartment for 6 people, with ocean view and lake view as well as garden and pool6 pers., 2 bedrooms, 200yd to the beach
4.9
(20 reviews)

from
$272
per night

Vacation rental for 6 people, with pool and balcony6 pers., 2 bedrooms, 90yd to the beach
FREE cancellation
4.4
(24 reviews)

from
$484
per night

Vacation rental for 19 people, with balcony and pool19 pers., 7 bedrooms, 150yd to the beach
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Vacation Rentals with Internet
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from
$145
per night

Apartment for 4 people, with balcony and pool4 pers., 2 bedrooms, 1,023ft², 150yd to the beach

from
$370
per night

Vacation rental for 4 people, with pool4 pers., 2 bedrooms, 80yd to the beach
FREE cancellation
4.3
(5 reviews)

from
$380
per night

Vacation rental for 6 people, with pool6 pers., 3 bedrooms, 450yd to the beach
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Find Vacation Rentals in Anna Maria Island

Map

Highlights Anna Maria Island

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

Most popular in Anna Maria Island

Pool 98
Internet 139
Balcony/Terrace 79
TV 84
Air conditioning 73
Parking 101
Washing machine 135
View 29
Heating 39

Prices and availability

Prices

July
August
September
October
November
$495
Jun 19 - Jun 26
$467 per night
Jun 26 - Jul 03
$474 per night
Jul 03 - Jul 10
$479 per night
Jul 10 - Jul 17
$495 per night
Jul 17 - Jul 24
$493 per night
Jul 24 - Jul 31
$480 per night
Jul 31 - Aug 07
$477 per night
Aug 07 - Aug 14
$441 per night
Aug 14 - Aug 21
$408 per night
Aug 21 - Aug 28
$399 per night
Aug 28 - Sep 04
$417 per night
Sep 04 - Sep 11
$431 per night
Sep 11 - Sep 18
$400 per night
Sep 18 - Sep 25
$390 per night
Sep 25 - Oct 02
$391 per night
Oct 02 - Oct 09
$363 per night
Oct 09 - Oct 16
$364 per night
Oct 16 - Oct 23
$367 per night
Oct 23 - Oct 30
$371 per night
Oct 30 - Nov 06
$387 per night
Nov 06 - Nov 13
$375 per night
Nov 13 - Nov 20
$358 per night
Nov 20 - Nov 27
$391 per night
Nov 27 - Dec 04
$454 per night
Average price per week

Availabilities

July
August
September
October
November
65 %
Jun 19 - Jun 26
8 %
Jun 26 - Jul 03
6 %
Jul 03 - Jul 10
8 %
Jul 10 - Jul 17
14 %
Jul 17 - Jul 24
15 %
Jul 24 - Jul 31
20 %
Jul 31 - Aug 07
30 %
Aug 07 - Aug 14
34 %
Aug 14 - Aug 21
50 %
Aug 21 - Aug 28
56 %
Aug 28 - Sep 04
56 %
Sep 04 - Sep 11
57 %
Sep 11 - Sep 18
65 %
Sep 18 - Sep 25
60 %
Sep 25 - Oct 02
62 %
Oct 02 - Oct 09
59 %
Oct 09 - Oct 16
50 %
Oct 16 - Oct 23
61 %
Oct 23 - Oct 30
61 %
Oct 30 - Nov 06
63 %
Nov 06 - Nov 13
60 %
Nov 13 - Nov 20
60 %
Nov 20 - Nov 27
51 %
Nov 27 - Dec 04
64 %
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.

FAQs: Vacation Rentals in Anna Maria Island

How much do you pay, on average, for vacation rentals in Anna Maria Island?

We can see from our data that Anna Maria Island has an average price of $405.91 per night, a relatively high one under the destinations in the USA.

During which months can you find the best price for vacation rentals in Anna Maria Island?

After analyzing our data from last year, the months at the lowest possible cost in Anna Maria Island are October, November and May, with average prices of $307.03, $344.98, and $352.9, respectively.

When does the price of vacation rentals in Anna Maria Island go up the most?

Following the data observed in 2020, costs per night for accommodation here are usually higher, on average, during the months of February ($568.6), March ($559.38), and April ($468.58).

Should I plan a trip to Anna Maria Island well in advance?

You should book your stay well in advance when visiting Anna Maria Island, as only 17% of our accommodations are usually available throughout the year.

What time of the year can I find more free vacation rentals?

The months when it's the easiest to find free accommodation in Anna Maria Island are September (the average amount of properties that are free reached 31.25% of the total in 2020), December (29%), and April (25.25%).

Which months is it more difficult to find available vacation rentals?

The month with the highest average booked rental figures is February (only 1.2% of properties were available on average in 2020). Followed by March (5.75%), and June (7.25%).

Are there many rentals in Anna Maria Island?

We have 2900 properties for you in Anna Maria Island, provided by our 6 local and international partners.

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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