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Anna Maria Island, Florida, United States of America
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Anna Maria Island vacation rentals

We found 4,525 vacation rentals — enter your dates for availability

Discover a selection of 5,000 vacation rentals in Anna Maria Island, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at C$ 142 per night, and house rentals and cottage rentals are popular options for a stay in Anna Maria Island. Either way, you'll find a rental for everyone's needs.
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Houses

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Cottages

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Resorts

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Villas

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Cabins

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Find the best place to stay — Anna Maria Island

Sleeps 4 · 2 Bedrooms · 1 Bathroom
C$ 194 avg/night
(132)

Palm Oasis Duplex - West

Sleeps 5 · 2 Bedrooms · 1 Bathroom
C$ 242 avg/night
(85)

Simpatico

Sleeps 5 · 2 Bedrooms · 2 Bathrooms
C$ 173 avg/night
(11)

Island Hideaway

Sleeps 6 · 2 Bedrooms · 1 Bathroom
C$ 313 avg/night
(68)

Pelican Perch (Upstairs)

Sleeps 5 · 2 Bedrooms · 1 Bathroom
C$ 256 avg/night
(94)

Bayview

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
C$ 142 avg/night
(31)

Search 4,525 vacation rentals

Top rated rentals — Anna Maria Island
Stayed Jul 2022

Martinique

You absolutely cannot beat the location of this property! The view from the sun room is gorgeous, and the provided chairs, beach toys and life jackets were a huge plus! Everyone that we encountered in the building was so nice and helpful when we came...

Alyssa T.
Alyssa T.
Stayed Jul 2022

Location, location, location

Loved that we could walk to AMI cafe across the street. CVS and Publix just down the street. Skinny’s is walking distance, although we never made it there despite our intentions. Blackened fish tacos AMI were wonderful. We walked down the street to 4...

Christi H.
Christi H.

Tennessee

Stayed Jul 2022

Great place to relax!

The owner was very accommodating. She left us a welcome gift and allowed us to use her beach chairs and umbrellas. She communicated well with us on check-in and check-out procedures. She also sent us a list of her favorite restaurants and things to d...

Heather W.
Heather W.
Stayed Jul 2022

Paradise

My family and I just left Island Hideaway and we miss it already. This was our fourth trip to AMI but our first stay in this quaint cottage. It was so relaxing! We had never stayed at this end of the island, but we enjoyed this location immensely. It...

Julia G.
Julia G.
Stayed Jul 2022

Great place to stay!

This is the second time I have stayed at this house and have been pleased with the accommodations, cleanliness, and the location. Just a very short walk to the beach. The house includes many amenities for use during your stay. I would definitely stay...

Jill B.
Jill B.
Stayed Jul 2022

Family of 4 vacation

This property has a great location. The owner responded immediately when we had an issue with a breaker. The unit is small but well equipped with the essentials. I would not recommend it for a family of four due to the size. It appears to be the mast...

Michelle J.
Michelle J.
Stayed Jun 2022

Beautiful relaxing beach house

House was very clean had everything you need to cook grill out and a breath taking view of the gulf from the deck that we eat dinner and breakfast from every day they had chairs in the front on the beach that we set in and watched the sun set in beau...

Carl R.
Carl R.

Proctorville ohio

Stayed Jun 2022

Great Value for family vacation

We really enjoyed staying here. Not a long walk to the beach and all the beach things you need are provided at the property. We really enjoyed the pool it was a perfect place to relax after the beach and was shaded in the afternoons. Not far from the...

Duane B.
Duane B.
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How many vacation rentals are available around Anna Maria Island?

Our 2022 vacation rental listings offer a large selection of 4,525 house rentals around Anna Maria Island. From 2,665 house rentals to 180 cottage rentals, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Anna Maria Island is on Vrbo.

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