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!

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Private poolPoolPets allowedAir conditioning
8.0
 & higher
9.0
 & higher
Free cancellation

Popular Vacation Homes in Anna Maria Island

Holmes Beach, Anna Maria Island

9.8

Vacation home for 2 people, with balcony and yard

from $302 per night

Holmes Beach, Anna Maria Island

9.8

Vacation home for 2 people, with terrace and pool

from $218 per night

Holmes Beach, Anna Maria Island

9.5

Vacation home for 2 people, with pool and terrace

from $167 per night

Holmes Beach, Anna Maria Island

9.2

Vacation home for 2 people, with balcony

Free cancellation

from $201 per night

Anna Maria (FL), Anna Maria Island

9.6

Vacation home for 6 people, with balcony and yard

Free cancellation

from $445 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 $515 per night

Anna Maria (FL), Anna Maria Island

9.8

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

Free cancellation

from $310 per night

Bradenton Beach, Anna Maria Island

9.4

Vacation home for 4 people, with balcony

Free cancellation

from $367 per night

Holmes Beach, Anna Maria Island

9.3

Vacation home for 2 people, with balcony and pool

Free cancellation

from $251 per night

Bradenton Beach, Anna Maria Island

9.8

Vacation home for 6 people, with hot tub and pool as well as balcony, with pets

Free cancellation

from $350 per night

Bradenton Beach, Anna Maria Island

10.0

Vacation home for 4 people, with balcony

Free cancellation

from $267 per night

Bradenton Beach, Anna Maria Island

9.7

Vacation home for 6 people, with pool and balcony/terrace as well as hot tub

Free cancellation

from $368 per night

Anna Maria (FL), Anna Maria Island

9.5

Vacation home for 6 people, with yard and terrace

Free cancellation

from $319 per night

Holmes Beach, Anna Maria Island

9.9

Vacation home for 6 people, with balcony and yard

Free cancellation

from $418 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 $295 per night

Holmes Beach, Anna Maria Island

9.5

Vacation home for 6 people

Free cancellation

from $276 per night

Bradenton Beach, Anna Maria Island

9.9

Vacation home for 4 people, with terrace

Free cancellation

from $255 per night

Anna Maria (FL), Anna Maria Island

9.6

Vacation home for 4 people, with balcony and pool

Free cancellation

from $350 per night

Holmes Beach, Anna Maria Island

9.8

Vacation home for 4 people, with yard and hot tub

Free cancellation

from $268 per night

Bradenton Beach, Anna Maria Island

9.8

Vacation home for 6 people, with balcony

from $470 per night

Holmes Beach, Anna Maria Island

9.7

Vacation home for 6 people, with pool and balcony

Free cancellation

from $541 per night

Anna Maria (FL), Anna Maria Island

9.6

Vacation home for 4 people, with terrace and yard

Free cancellation

from $409 per night

Holmes Beach, Anna Maria Island

9.1

Vacation home for 4 people

Free cancellation

from $192 per night

Holmes Beach, Anna Maria Island

9.5

Vacation home for 6 people, with yard and terrace

Free cancellation

from $271 per night
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Find Vacation Homes in Anna Maria Island

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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
Vacation Home for 4 Guests in Holmes Beach, Anna Maria Island, Picture 2
Vacation Home for 4 Guests in Holmes Beach, Anna Maria Island, Picture 3
Vacation Home for 4 Guests in Holmes Beach, Anna Maria Island, Picture 4
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Holmes Beach, Anna Maria Island
Vacation Home • 700 ft² • 2 Bedrooms
9.3
(55 reviews)
This quaint cottage is located "on the beach" - 3007 Avenue F Unit 3 at 30th Street on beautiful Holmes Beach. It is the downstairs unit (1 of 2). The cottage is very comfortable and sleeps 4 with additional space for a pull-out. The cottage is hidden away on a dead end street away from it all, yet close to shopping and restaurants. The unit has a full shower with tub, spacious kitchen with dishwasher and a compact washer/dryer. The grounds are filled with exotic, tropical plants and a private guest path to the beautiful blue water and white sand beaches of Anna Maria Island.There is a free...
from $270 / 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
Vacation Home for 6 Guests in Holmes Beach, Anna Maria Island, Picture 2
Vacation Home for 6 Guests in Holmes Beach, Anna Maria Island, Picture 3
Vacation Home for 6 Guests in Holmes Beach, Anna Maria Island, Picture 4
more...
Holmes Beach, Anna Maria Island
Vacation Home • 1798 ft² • 3 Bedrooms
9.7
(67 reviews)
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. Be sure to reach out with any specific questions you might have - we're happy to work with you to meet your needs!*spacious, very clean home w/ 3 bedrooms and 3 FULL baths*Beds: 1 Que...
from $365 / night
Vacation Home for 4 Guests in Bradenton Beach, Anna Maria Island
Vacation Home for 4 Guests in Bradenton Beach, Anna Maria Island, Picture 1
Vacation Home for 4 Guests in Bradenton Beach, Anna Maria Island, Picture 2
Vacation Home for 4 Guests in Bradenton Beach, Anna Maria Island, Picture 3
Vacation Home for 4 Guests in Bradenton Beach, Anna Maria Island, Picture 4
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Bradenton Beach, Anna Maria Island
Vacation Home • 700 ft² • 2 Bedrooms
9.9
(76 reviews)
No HURRICANE DAMAGE at this charming Anna Maria Island Retreat! The tranquility and luxury you desire is at Sugar Reef. All new, inside and out! Sugar Reef is a duplex and both units may be rented for a larger group. See Listing # 684978 for SUGAR REEF "B". Each unit can accommodate 4 guests. With vaulted ceilings, an open floor plan and fresh decor this home has a relaxing, "beachy" vibe. You will enjoy the convenience of walking just two short blocks to direct access to the Gulf Of Mexico! You will also have quick access to the bay, waterfront park, kayak launch and children's playground....
from $252 / night

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

Most popular amenities for Vacation Homes in Anna Maria Island

Pool
(940)
Internet
(1,131)
Pets allowed
(430)
Balcony/Terrace
(1,049)
TV
(1,091)
Air conditioning
(1,119)
Yard
(339)
Parking
(1,107)
Washing machine
(1,088)
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