Vacation Homes in Anna Maria Island

Vacation Homes in Anna Maria Island

1,516 properties for Vacation Homes. Compare and book at the best price!

Popular Vacation Homes in Anna Maria Island

Holmes Beach, Anna Maria Island

9.6

Vacation home for 2 people, with terrace and pool

from $200 per night

Holmes Beach, Anna Maria Island

9.8

Vacation home for 2 people, with balcony and yard

from $352 per night

Holmes Beach, Anna Maria Island

9.6

Vacation home for 2 people, with terrace and pool

from $317 per night

Holmes Beach, Anna Maria Island

9.6

Vacation home for 2 people, with pool and terrace, with pets

from $617 per night

Bradenton Beach, Anna Maria Island

9.3

Vacation home for 4 people, with terrace

from $229 per night

Anna Maria Island, Manatee County

9.4

Vacation home for 6 people, with terrace

Free cancellation

from $418 per night

Holmes Beach, Anna Maria Island

8.8

Vacation home for 2 people, with balcony and pool

Free cancellation

from $215 per night

Holmes Beach, Anna Maria Island

9.3

Vacation home for 4 people, with pool

from $674 per night

Holmes Beach, Anna Maria Island

9.8

Vacation home for 5 people, with pool and terrace

Free cancellation

from $320 per night

Holmes Beach, Anna Maria Island

9.4

Vacation home for 4 people, with terrace and pool

from $491 per night

Holmes Beach, Anna Maria Island

9.6

Vacation home for 6 people, with terrace and yard

from $458 per night

Holmes Beach, Anna Maria Island

9.1

Vacation home for 4 people, with pool, with pets

from $316 per night

Anna Maria (FL), Anna Maria Island

9.8

Vacation home for 4 people, with pool and terrace as well as yard

from $448 per night

Holmes Beach, Anna Maria Island

9.8

Vacation home for 6 people, with terrace

Free cancellation

from $291 per night

Holmes Beach, Anna Maria Island

9.6

Vacation home for 6 people, with terrace

Free cancellation

from $468 per night

Holmes Beach, Anna Maria Island

9.1

Vacation home for 4 people, with terrace

Free cancellation

from $227 per night

Holmes Beach, Anna Maria Island

9.5

Vacation home for 6 people, with pets

from $714 per night

Holmes Beach, Anna Maria Island

9.9

Vacation home for 4 people, with terrace

Free cancellation

from $309 per night

Bradenton Beach, Anna Maria Island

9.5

Vacation home for 4 people, with balcony and yard

Free cancellation

from $368 per night

Holmes Beach, Anna Maria Island

9.3

Vacation home for 2 people, with terrace and pool

Free cancellation

from $282 per night

Holmes Beach, Anna Maria Island

9.6

Vacation home for 2 people, with terrace

Free cancellation

from $352 per night

Holmes Beach, Anna Maria Island

10.0

Vacation home for 2 people, with terrace

Free cancellation

from $369 per night

Anna Maria (FL), Anna Maria Island

8.7

Vacation home for 4 people, with terrace and yard

from $467 per night

Anna Maria (FL), Anna Maria Island

9.7

Vacation home for 2 people, with terrace, with pets

from $349 per night

Find Vacation Homes in Anna Maria Island

Best Vacation Homes in Anna Maria Island

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Home for 4 Guests in Holmes Beach, Anna Maria Island
Vacation Home for 4 Guests in Holmes Beach, Anna Maria Island, Picture 1
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Holmes Beach, Anna Maria Island
Vacation Home • 441 ft² • 2 Bedrooms
9.9
(58 reviews)
Our five unit property was featured in the January/February 2020 issue of Southern Living, and we are honored and thrilled! Welcome to our Cottage! If you are looking for a simple, quiet, stress-free place to enjoy the beach, this is it. It's not a fancy condo-- no long hallways, distant parking, elevators, or crowds-- and there are no streets to cross to reach the beach--just a sandy walk from your screened porch door. The Cottage is a duplex, and this listing is for the larger side. VRBO #327896 will show you the smaller side. The two sides share a screened porch facing the beach. The cot...
from $366 / night
Vacation Home for 2 Guests in Anna Maria (FL), Anna Maria Island
Vacation Home for 2 Guests in Anna Maria (FL), Anna Maria Island, Picture 1
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Vacation Home for 2 Guests in Anna Maria (FL), Anna Maria Island, Picture 4
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Anna Maria (FL), Anna Maria Island
Vacation Home • 2 Guests • 1 Bedroom
9.6
(75 reviews)
The property is situated towards the top end of Anna Maria Island. It is one of a cluster of 3 cottages which have the benefit of a shared free form pool with waterfall (at most there would be 8 people using the pool).This spacious property is very well furnished and equipped. The bedroom has a Queen size bed and the bathroom is fitted with a bath with overhead shower, basin and WC.There is an internal door which connects to Shell Cottage therefore making it possible to rent the 2 properties together to accommodate up to 4 people (this door is lockable from both sides to ensure privacy).You...
from $336 / night
Vacation Home for 5 Guests in Holmes Beach, Anna Maria Island
Vacation Home for 5 Guests in Holmes Beach, Anna Maria Island, Picture 1
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Vacation Home for 5 Guests in Holmes Beach, Anna Maria Island, Picture 3
Vacation Home for 5 Guests in Holmes Beach, Anna Maria Island, Picture 4
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Holmes Beach, Anna Maria Island
Vacation Home • 1130 ft² • 2 Bedrooms
9.3
(36 reviews)
Comfortable, convenient townhouse one block to beach and close to other attractions. 2BR/2BA with 1 BR and BA with shower downstairs, and main living area, dining area, BA, master BR, laundry room and balcony upstairs. Many recent upgrades including new kitchen and appliances, new carpeting, flat screen TVs. Hi-speed WiFi. Virtually everything you'll need in kitchen, beach chairs, cooler and much more. Just bring your beach towel(s) and sunscreen!
from $260 / night

Other holiday ideas and property types in Anna Maria Island that might be interesting

FAQs: Vacation Homes in Anna Maria Island

Which filters are the most searched for by travelers when organizing their vacation on Anna Maria Island?

According to Holidu, when travelers search for homes on Anna Maria Island, often they choose the following filters: pool (20%), internet (19%), and a air-conditioning (10%). Last year, the majority of travelers selected at least one of these options when finding the perfect home.

Which types of facilities can you typically find at the homes on Anna Maria Island?

In regards to the amenities you can find on Holidu, it seems that the homes on Anna Maria Island have everything that travelers wish for! Here, the homes generally include a variety of amenities, the most popular being: internet (80%), air-conditioning (75%), and pool (74%)...Are you convinced yet?

How are the homes generally rated on Anna Maria Island?

According to last year, only 12% of the homes on Anna Maria Island have a rating of 4.5 stars. It can therefore be assumed that it is not the best destination for the highest-rated homes in the USA.

Are the homes on Anna Maria Island child-friendly?

Judging by the Holidu database, 16% of homes on Anna Maria Island are child-friendly, so you won't struggle finding the ideal home for you and your children.

Are the homes on Anna Maria Island suitable for travelers who wish to take their pets on vacation?

For sure! On Anna Maria Island, 33% of the homes give you the opportunity to bring along your furry best friend, 17% also have a garden!

Do the homes on Anna Maria Island tend to offer an internet connection?

Certainly! Based on the last year, 80% of homes on Anna Maria Island offer Wi-Fi. This means that you will be able to stay connected throughout your stay!

What is the average price for homes on Anna Maria Island?

Many homes on Anna Maria Island are generally fairly expensive. According to Holidu, 27% are at more than $500 a night.

Do the homes on Anna Maria Island usually have a fireplace or a pool?

For sure! According to Holidu, 74% of homes on Anna Maria Island have a pool. It is the perfect destination for a long summer weekend! 72% even have a barbecue!

Are the homes on Anna Maria Island suitable for trips with a large group or better for an escape as a couple?

In Anna Maria Island, according to Holidu, 41% of homes are suitable for up to eight travelers, 33% of these homes contain at least four bedrooms. But 98% of homes are also perfect for families of up to four people, and 94% of the homes are made up of at least two separate bedrooms. Anna Maria Island is therefore the ideal destination for taking your family on vacation (small or large)!

For a luxury trip in Anna Maria Island, are Homes a good idea?

Some homes are, but others aren't as luxurious. So if you are looking for that special accommodation, don't delay in making a reservation because only 74% have a pool, while 75% have AC none have a sauna.

Do the homes in Anna Maria Island offer outdoor space to enjoy?

58% of homes have a balcony or terrace, and 18% have a view, but since it is not very common so availability can be limited. If this is important to you, you should anticipate a bit more time for research, and use the filters to be sure to find the home of your dreams. However, if you like to eat your meals in nature, and especially if you like barbecues,72% of the homes are equipped with them.