Search Vacation Homes in Anna Maria Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 1 - Aug 3
In two weeks
Aug 8 - Aug 10
In one month
Aug 22 - Aug 24
In two months
Sep 19 - Sep 21

Vacation Homes in Anna Maria Island

Dolphins Run 3 Bedroom Home by RedAwning
Relax on the beach with two comfortable chairs and a nearby bench, surrounded by a lush tree and the calm sea.

Dolphins Run 3 Bedroom Home by RedAwning

2.5 star property
10.0 out of 10, Exceptional, (2)
"Excelente dolphins in the morning and afternoon too the sunrise amazing "
Dolphins Run 3 Bedroom Home by RedAwning
Beautiful Northshore Beauty 5 Bed4ba Private Pool Great Location
Enjoy a serene beach experience with access to the ocean and plenty of space to relax.

Beautiful Northshore Beauty 5 Bed4ba Private Pool Great Location

2.0 star property
Beautiful Northshore Beauty 5 Bed4ba Private Pool Great Location
Cottage Haven-one Minute Walk To The Beach-private Yards-keyless Locks
Relax on the wide beach, enjoy the picturesque pier, and swim in the clear waters.

Cottage Haven-one Minute Walk To The Beach-private Yards-keyless Locks

3.0 star property
9.2 out of 10, Wonderful, (5)
"House was perfect for our needs. Will visit again "
Cottage Haven-one Minute Walk To The Beach-private Yards-keyless Locks
Conch Cottage 1 Bedroom Villa by RedAwning
Relax under the shade of our thatched umbrellas, surrounded by sandy shores and calm waters.

Conch Cottage 1 Bedroom Villa by RedAwning

3.0 star property
Conch Cottage 1 Bedroom Villa by RedAwning
Anna Maria Island Beach Palace
Enjoy sunbathing and swimming on the resort's long beachfront, surrounded by lush greenery and ocean views.

Anna Maria Island Beach Palace

3.0 star property
6.0 out of 10, (1)
"While our trip was excellent, the property was not. First, gaining access was a challenge. We were given the wrong code, which happened to be the owner's unit on the other side of the duplex. The second code didn't do the trick either. It was the third code that worked. Some things to note...the bed in the master bedroom was horrible. It squeaked practically by just breathing. The "heated" pool was only heated on the first day. When we called about it we were told that it was on a timer and...
Anna Maria Island Beach Palace
AMI Lighthouse Cottage-one Minute Walk To The Beach-keyless Locks
Enjoy a serene beachside retreat with access to the calm sea and scenic views from the long pier.

AMI Lighthouse Cottage-one Minute Walk To The Beach-keyless Locks

3.5 star property
10.0 out of 10, Exceptional, (1)
AMI Lighthouse Cottage-one Minute Walk To The Beach-keyless Locks
Minnow 1 1 Bedroom Cottage by RedAwning
Guests can enjoy a serene beach experience with access to the calm sea and white sand.

Minnow 1 1 Bedroom Cottage by RedAwning

3.0 star property
10.0 out of 10, Exceptional, (1)
"We absolutely loved our stay, cute cozy rental. Super clean. Quick 2 minute walk to the most beautiful beach!"
Minnow 1 1 Bedroom Cottage by RedAwning
Bean Point Bliss 3 Bedroom Home by RedAwning
Relax in a spacious room with a large window offering a view of the swimming pool and lush greenery. Enjoy a comfortable seating area with a flat-screen TV and a small table.

Bean Point Bliss 3 Bedroom Home by RedAwning

3.0 star property
Bean Point Bliss 3 Bedroom Home by RedAwning
AMI Lighthouse Cottage-one Minute Walk To The Beach-keyless Locks
Enjoy a beachfront stay with access to the ocean from our resort's pier.

AMI Lighthouse Cottage-one Minute Walk To The Beach-keyless Locks

3.0 star property
8.0 out of 10, Very Good, (6)
"Very easy beach access and close to many restaurants. House was very quiet even though close to the Main Street. "
AMI Lighthouse Cottage-one Minute Walk To The Beach-keyless Locks
Cottage Haven-one Minute Walk To The Beach-private Yards-keyless Locks
Guests can enjoy access to the beach from this resort.

Cottage Haven-one Minute Walk To The Beach-private Yards-keyless Locks

3.5 star property
10.0 out of 10, Exceptional, (1)
"We loved how cozy the whole place was and there was pretty much everything we needed!! I would stay again for sure. "
Cottage Haven-one Minute Walk To The Beach-private Yards-keyless Locks
Dolphin Watch 3 Bedroom Home
Relax in comfort under the shade of a beach umbrella, surrounded by the soothing sounds of the ocean.

Dolphin Watch 3 Bedroom Home

2.5 star property
Dolphin Watch 3 Bedroom Home
Mermaid's Landing managed by Beach Retreats
Enjoy a refreshing swim in the pool surrounded by lush greenery and a natural rock formation.

Mermaid's Landing managed by Beach Retreats

3.0 star property
Mermaid's Landing managed by Beach Retreats
763 North Shore Downstairs 3 Bedroom Apts by RedAwning
Enjoy a serene beach experience with access to the ocean and lush surroundings.

763 North Shore Downstairs 3 Bedroom Apts by RedAwning

2.0 star property
6.0 out of 10, (1)
"Love that area of AMI but whoever owns this property simply does not love it. It's a shame such a perfectly situated property with great potential is so neglected."
763 North Shore Downstairs 3 Bedroom Apts by RedAwning
Anna Maria Island Blue Bella Bliss - Private Heated Pool
Guests can enjoy access to the beach from this property.

Anna Maria Island Blue Bella Bliss - Private Heated Pool

4.0 star property
Anna Maria Island Blue Bella Bliss - Private Heated Pool
Anna Maria Beach Serenity
Relax in a serene outdoor space with a sofa, table, and breathtaking views of a body of water and lush greenery.

Anna Maria Beach Serenity

4.0 star property
Anna Maria Beach Serenity
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free