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

9.7

Vacation home for 2 people, with pool and terrace

from $231 per night

Holmes Beach, Anna Maria Island

9.5

Vacation home for 2 people, with pool and terrace

from $181 per night

Holmes Beach, Anna Maria Island

9.8

Vacation home for 2 people, with balcony and yard

from $354 per night

Holmes Beach, Anna Maria Island

9.4

Vacation home for 4 people, with pool and terrace

from $347 per night

Holmes Beach, Anna Maria Island

8.8

Vacation home for 2 people, with pool and balcony

Free cancellation

from $196 per night

Holmes Beach, Anna Maria Island

9.5

Vacation home for 6 people, with pets

Free cancellation

from $450 per night

Holmes Beach, Anna Maria Island

9.9

Vacation home for 4 people, with balcony

from $357 per night

Holmes Beach, Anna Maria Island

9.6

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

Free cancellation

from $646 per night

Holmes Beach, Anna Maria Island

9.3

Vacation home for 4 people, with pool

Free cancellation

from $613 per night

Holmes Beach, Anna Maria Island

9.1

Vacation home for 4 people, with terrace

Free cancellation

from $205 per night

Bradenton Beach, Anna Maria Island

9.9

Vacation home for 4 people, with balcony

Free cancellation

from $260 per night

Holmes Beach, Anna Maria Island

9.8

Vacation home for 5 people, with pool and terrace

Free cancellation

from $245 per night

Anna Maria (FL), Anna Maria Island

10.0

Vacation home for 4 people, with yard, with pets

Free cancellation

from $1,189 per night

Anna Maria Island, Manatee County

9.4

Vacation home for 6 people, with terrace

Free cancellation

from $422 per night

Anna Maria (FL), Anna Maria Island

9.8

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

from $396 per night

Holmes Beach, Anna Maria Island

9.1

Vacation home for 4 people, with pool, with pets

from $207 per night

Holmes Beach, Anna Maria Island

9.9

Vacation home for 2 people, with yard and pool as well as terrace

from $249 per night

Holmes Beach, Anna Maria Island

9.6

Vacation home for 6 people, with terrace and yard

from $429 per night

Bradenton Beach, Anna Maria Island

9.4

Vacation home for 4 people, with balcony and yard

Free cancellation

from $334 per night

Holmes Beach, Anna Maria Island

9.9

Vacation home for 4 people, with terrace

Free cancellation

from $320 per night

Holmes Beach, Anna Maria Island

9.7

Vacation home for 2 people, with yard

Free cancellation

from $406 per night

Holmes Beach, Anna Maria Island

9.6

Vacation home for 6 people, with terrace

Free cancellation

from $142 per night

Anna Maria (FL), Anna Maria Island

9.6

Vacation home for 2 people, with pool and terrace

from $291 per night

Holmes Beach, Anna Maria Island

9.7

Vacation home for 4 people, with terrace and yard, with pets

from $268 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 6 Guests in Anna Maria (FL), Anna Maria Island
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Anna Maria (FL), Anna Maria Island
Vacation Home • 893 ft² • 2 Bedrooms
9.9
(103 reviews)
The Ballyhoo is a ground floor cottage located on Bean Point at the very tip of Anna Maria Island. Around the corner, (200 feet away) is the Rod and Reel Pier and beach. A classic 1940s old Florida fishing pier. The pier is an excellent place to see all our local wildlife, dolphins, herons, pelicans, and if you are lucky, maybe a manatee. The pier offers some of the best fishing on the island. A family friendly place with very good food and drink. With panoramic views of Tampa Bay, the Skyway, Egmont Key and civil war era lighthouse, it's not to be missed. Take one our provided bikes or wal...
from $286 / night
Vacation Home for 6 Guests in Holmes Beach, Anna Maria Island
Vacation Home for 6 Guests in Holmes Beach, Anna Maria Island, Picture 1
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Holmes Beach, Anna Maria Island
Vacation Home • 1808 ft² • 3 Bedrooms
9.1
(29 reviews)
Pet Friendly w/ Fee + Owner Approval | Beach Gear w/ WagonNestled in a quiet cul-de-sac on the west side of Anna Marie Island, this 3-bedroom, 2.5-bath home is a vision of peaceful coastal living. This Holmes Beach vacation rental sits between the Gulf of Mexico and Palma Sola Bay, surrounded by beaches and ocean fun. Take the complimentary trolley to Anna Maria Island Beach, get a bird’s-eye view with Bradenton Beach Parasailing, or take the 3-person kayak out for a ride in the bay.-- THE PROPERTY --SLEEPING ARRANGEMENTS- Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed- Bedroom 3: 2 twin be...
from $448 / night
Vacation Home for 4 Guests in Anna Maria (FL), Anna Maria Island
Vacation Home for 4 Guests in Anna Maria (FL), Anna Maria Island, Picture 1
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Anna Maria (FL), Anna Maria Island
Vacation Home • 743 ft² • 1 Bedroom
8.7
(39 reviews)
Anna Cabana A by Anna Maria Life Vacation Rentals770 Jacaranda Rd., Anna Maria, FL 34216What you'll love about this home:Location! On the North End of Anna Maria 2 blocks to the beach and shopping.1 Bedroom / 1.5 bathrooms1 Queen & 1 Queen Sofa Sleeper in Living RoomPrivate Heated PoolGas BBQ GrillProfessional Linen Service, Washer & Dryer (shared)Complimentary WIFIBeach Chairs & Beach TowelsParking for 2 cars in DrivewayDetails:If you're looking for an intimate property with an excellent location and lots of amenities, look no further than this adorable 1-bedroom, 1.5-bathroom ...
from $336 / 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.