Vacation Homes in Anna Maria Island
1,516 properties for Vacation Homes. Compare and book at the best price!
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Popular Vacation Homes in Anna Maria Island
Holmes Beach, Anna Maria Island
9.8
Vacation home for 2 people, with yard and balcony
from $351 per night
Holmes Beach, Anna Maria Island
9.6
Vacation home for 2 people, with pool and terrace
from $287 per night
Holmes Beach, Anna Maria Island
9.6
Vacation home for 2 people, with pool and terrace
from $187 per night
Anna Maria (FL), Anna Maria Island
9.9
Vacation home for 4 people, with terrace and hot tub, with pets
Free cancellation
from $495 per night
Anna Maria (FL), Anna Maria Island
9.6
Vacation home for 6 people, with yard and balcony
Free cancellation
from $466 per night
Holmes Beach, Anna Maria Island
9.0
Vacation home for 2 people, with balcony
Free cancellation
from $221 per night
Bradenton Beach, Anna Maria Island
9.9
Vacation home for 4 people, with balcony
Free cancellation
from $343 per night
Bradenton Beach, Anna Maria Island
9.9
Vacation home for 6 people, with hot tub and pool as well as balcony, with pets
Free cancellation
from $826 per night
Holmes Beach, Anna Maria Island
8.8
Vacation home for 2 people, with pool and balcony
Free cancellation
from $208 per night
Anna Maria (FL), Anna Maria Island
9.8
Vacation home for 4 people, with yard and terrace, with pets
Free cancellation
from $349 per night
Bradenton Beach, Anna Maria Island
9.3
Vacation home for 4 people, with balcony
from $429 per night
Holmes Beach, Anna Maria Island
9.9
Vacation home for 6 people, with balcony and yard
Free cancellation
from $452 per night
Holmes Beach, Anna Maria Island
9.4
Vacation home for 6 people
Free cancellation
from $328 per night
Bradenton Beach, Anna Maria Island
9.8
Vacation home for 6 people, with balcony
from $558 per night
Bradenton Beach, Anna Maria Island
9.9
Vacation home for 6 people, with hot tub and balcony as well as pool
Free cancellation
from $442 per night
Anna Maria (FL), Anna Maria Island
9.6
Vacation home for 4 people, with balcony
Free cancellation
from $406 per night
Anna Maria (FL), Anna Maria Island
9.5
Vacation home for 4 people, with terrace and yard
Free cancellation
from $379 per night
Holmes Beach, Anna Maria Island
9.8
Vacation home for 4 people, with hot tub and yard
Free cancellation
from $267 per night
Holmes Beach, Anna Maria Island
9.7
Vacation home for 6 people, with pool and balcony
Free cancellation
from $146 per night
Holmes Beach, Anna Maria Island
8.9
Vacation home for 4 people
Free cancellation
from $199 per night
Holmes Beach, Anna Maria Island
9.9
Vacation home for 4 people, with balcony
from $359 per night
Holmes Beach, Anna Maria Island
8.7
Vacation home for 6 people, with terrace, with pets
from $462 per night
Holmes Beach, Anna Maria Island
9.4
Vacation home for 4 people, with terrace, with pets
Free cancellation
from $288 per night
Anna Maria (FL), Anna Maria Island
10.0
Vacation home for 4 people, with yard, with pets
Free cancellation
from $1,457 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.
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Holmes Beach, Anna Maria Island
Vacation Home • 797 ft² • 2 Bedrooms
Holmes Beach, Anna Maria Island
9.7
The cozy front porch of Gulf Winds A invites you to have your morning coffee or your evening cocktail and in the back yard you can enjoy your dinner and make use of the gas grill. A huge table umbrella provides you with shade if needed. The two bedroom two bath unit is located on a very quiet street. The Master bedroom has a king size bed and the guest bedroom has a queen. The home has been totally remodeled, everything is new from furniture to floors and appliances. There are TV's in the master bedroom and the living room, and of course there is free WiFi. Everything you need to enjoy your...
from $273 / night
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Holmes Beach, Anna Maria Island
Vacation Home • 797 ft² • 2 Bedrooms
Holmes Beach, Anna Maria Island
9.1
This quaint cottage is located "on the beach" - 3007 Avenue F Unit 4 at 30th Street on beautiful Holmes Beach. It is the upstairs unit (1 of 2) with a private deck and direct Gulf views. The cottage is very comfortable and sleeps 4 with plenty of space. The cottage is hidden away on a dead end street away from it all, yet close to shopping and restaurants. If this unit is booked look for #327019 (Downstairs availability)The unit has a large shower, fully equipped kitchen and a washer/dryer. The grounds are filled with exotic, tropical plants and a private guest path to the beautiful blue wa...
from $302 / night
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Holmes Beach, Anna Maria Island
Vacation Home • 1798 ft² • 4 Bedrooms
Holmes Beach, Anna Maria Island
9.6
This townhouse is beautifully decorated and completely modernized with everything you need for the perfect vacation in paradise! The townhouse is convenient to everything on the island - walk to the beach, supermarket, retail shops, and restaurants. Or catch the local trolley (or the **golf cart) and cruise the island to a vast selection of top rated restaurants and see all that Anna Maria Island has to offer. Please message us to learn more or ask about availability (use Contact Host - we're happy to work with you to meet your needs!)!*spacious, very clean home w/ 3 bedrooms and 3 FULL bat...
from $480 / night
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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.