Vacation Rentals & Apartments in Anna Maria Island

Start comparing over 7,625 rentals in Anna Maria Island and book at the best price!

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Popular Rentals in Anna Maria Island

Apartment for 6 people
6 pers., 2 bedrooms, 64m², 150m to the beach
3.7
20 reviews
Holmes Beach, Anna Maria Island

from
CA$126
per night

Apartment for 5 people, child-friendly
5 pers., 2 bedrooms, 90m to the beach
4.4
20 reviews
Anna Maria Island, Southwest Florida

from
CA$129
per night

Holiday home for 14 people, with pool and terrace
14 pers., 5 bedrooms, 750m to the beach
3.6
7 reviews
Anna Maria (FL), Anna Maria Island

from
CA$423
per night

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Vacation Rentals in Anna Maria Island

Villa for 5 people, with pets
5 pers., 2 bedrooms, 150m to the beach
Holmes Beach, Anna Maria Island

from
CA$212
per night

Holiday home for 14 people, with pool and balcony, child-friendly
14 pers., 4 bedrooms, 297m², 250m to the beach
4.7
20 reviews
Anna Maria (FL), Anna Maria Island

from
CA$715
per night

Holiday home for 8 people, with terrace, with pets
8 pers., 3 bedrooms, 135m², 80m to the beach
4.8
18 reviews
Bradenton Beach, Anna Maria Island

from
CA$296
per night

Villa for 4 people, with pool and terrace, child-friendly
4 pers., 2 bedrooms, 75m², 150m to the beach
4.8
20 reviews
Holmes Beach, Anna Maria Island

from
CA$163
per night

Apartment for 2 people
2 pers., 1 bedroom, 30m to the beach
Holmes Beach, Anna Maria Island

from
CA$419
per night

Apartment for 4 people
4 pers., 1 bedroom, 10m to the beach
4.7
2 reviews
Anna Maria (FL), Anna Maria Island

from
CA$270
per night

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Vacation Rentals with Pool

Apartment for 2 people, with pool
2 pers., 1 bedroom, 46m², 20m to the beach
4.8
130 reviews
Holmes Beach, Anna Maria Island

from
CA$270
per night

Apartment for 4 people, with pool
4 pers., 2 bedrooms, 40m to the beach
Holmes Beach, Anna Maria Island

from
CA$443
per night

Apartment for 4 people, with pool, child-friendly
4 pers., 2 bedrooms, 100m to the beach
4.0
6 reviews
Bradenton Beach, Anna Maria Island

from
CA$130
per night

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Pet-friendly Vacation Rentals

Holiday home for 9 people, with pool and terrace, with pets
9 pers., 3 bedrooms, 176m², 200m to the beach,
3.8
20 reviews
Holmes Beach, Anna Maria Island

from
CA$374
per night

Holiday home for 6 people, with balcony, child-friendly
6 pers., 2 bedrooms, 250m to the beach,
4.5
9 reviews
Bradenton Beach, Anna Maria Island

from
CA$150
per night

Holiday home for 6 people, with terrace, with pets
6 pers., 2 bedrooms, 250m to the beach,
4.4
16 reviews
Bradenton Beach, Anna Maria Island

from
CA$153
per night

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Vacation Rentals with Internet

Bungalow for 2 people, with terrace and pool, child-friendly
2 pers., 1 bedroom, 20m to the beach
5.0
4 reviews
Bradenton Beach, Anna Maria Island

from
CA$313
per night

Holiday home for 10 people, with pool
10 pers., 6 bedrooms, 300m to the beach
3.8
3 reviews
Holmes Beach, Anna Maria Island

from
CA$192
per night

Apartment for 6 people, with pool
6 pers., 2 bedrooms, 150m to the beach
4.2
11 reviews
Bradenton Beach, Anna Maria Island

from
CA$146
per night

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Most popular in Anna Maria Island

Pool 1,752
Internet 2,210
Balcony/Terrace 1,773
TV 1,880
Air condition 2,130
Parking 1,906
Washing machine 1,945
Hot Tub 462
Heating 1,534

Prices and availability

Prices

December
January
February
March
April
May
CA$729
Nov. 21 - Nov. 28
CA$480 per night
Nov. 28 - Dec. 05
CA$514 per night
Dec. 05 - Dec. 12
CA$466 per night
Dec. 12 - Dec. 19
CA$471 per night
Dec. 19 - Dec. 26
CA$550 per night
Dec. 26 - Jan. 02
CA$623 per night
Jan. 02 - Jan. 09
CA$579 per night
Jan. 09 - Jan. 16
CA$498 per night
Jan. 16 - Jan. 23
CA$502 per night
Jan. 23 - Jan. 30
CA$511 per night
Jan. 30 - Feb. 06
CA$537 per night
Feb. 06 - Feb. 13
CA$608 per night
Feb. 13 - Feb. 20
CA$657 per night
Feb. 20 - Feb. 27
CA$681 per night
Feb. 27 - Mar. 06
CA$713 per night
Mar. 06 - Mar. 13
CA$715 per night
Mar. 13 - Mar. 20
CA$724 per night
Mar. 20 - Mar. 27
CA$729 per night
Mar. 27 - Apr. 03
CA$729 per night
Apr. 03 - Apr. 10
CA$724 per night
Apr. 10 - Apr. 17
CA$628 per night
Apr. 17 - Apr. 24
CA$532 per night
Apr. 24 - May 01
CA$513 per night
May 01 - May 08
CA$536 per night
Average price per week

Availabilities

December
January
February
March
April
May
61 %
Nov. 21 - Nov. 28
4 %
Nov. 28 - Dec. 05
22 %
Dec. 05 - Dec. 12
38 %
Dec. 12 - Dec. 19
39 %
Dec. 19 - Dec. 26
30 %
Dec. 26 - Jan. 02
10 %
Jan. 02 - Jan. 09
28 %
Jan. 09 - Jan. 16
33 %
Jan. 16 - Jan. 23
28 %
Jan. 23 - Jan. 30
30 %
Jan. 30 - Feb. 06
25 %
Feb. 06 - Feb. 13
20 %
Feb. 13 - Feb. 20
18 %
Feb. 20 - Feb. 27
18 %
Feb. 27 - Mar. 06
25 %
Mar. 06 - Mar. 13
31 %
Mar. 13 - Mar. 20
28 %
Mar. 20 - Mar. 27
32 %
Mar. 27 - Apr. 03
26 %
Apr. 03 - Apr. 10
28 %
Apr. 10 - Apr. 17
52 %
Apr. 17 - Apr. 24
53 %
Apr. 24 - May 01
56 %
May 01 - May 08
61 %
Percentage of available rentals

FAQs: Vacation Rentals and Apartments in Anna Maria Island

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

Anna Maria Island is one of the destinations in the USA that is the most expensive. The price for a vacation rental here amounts to around CA$521.34 per night.

During which months are vacation rentals cheaper in Anna Maria Island?

Travelers who want to save as much as possible travel to Anna Maria Island in October, November, and September, which are the months that offer the most discount, with average prices of CA$407.77, CA$410.55, and CA$411.7 per night, respectively, based on data collected in 2019.

During which months are vacation rentals more expensive in Anna Maria Island?

In 2019, the month that had the highest annual average in Anna Maria Island was February, with an average price of CA$737.77 per night. This was followed by March, with an average of CA$725.8, and April, with CA$607.99.

Is it necessary to plan a trip to Anna Maria Island well in advance?

If you decide to put Anna Maria Island on your bucket list, we recommend organizing your travels ahead of time because it is usually very high in demand, with an annual average of 81% of rentals booked in the year 2019.

When are more vacation rentals available?

In 2019, the months with the most vacation rentals available during the year in Anna Maria Island were September, October and December, with average availabilities of 43%, 30.75%, and 27.25%, respectively.

When are fewer rentals available?

The month with the highest average booked rental figures is February (only 1.2% of properties were available on average in 2019). Followed by March (5.75%), and June (7.25%).

How many vacation rentals are there in Anna Maria Island?

We have 2400 properties for you in Anna Maria Island, provided by our 7 local and international partners.

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  2. USA
  3. Florida
  4. Gulf Coast
  5. Anna Maria Island