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Anna Maria Island Rentals

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Anna Maria Island Rentals

571 rentals

BEACH NEST *Pool* Hottub*Dock*Steps to Gulfside beach *Shelling! SPOIL YOURSELF!

Anna Maria house

4 bedrooms / 3 bathrooms / Sleeps 8

“Wedding weekend” The home was absolutely beautiful! Liza was GREAT! She had left us a bottle of wine and a cake for out check-in and when we asked about the use of her kayak she was at our house within 10 minutes! We will definitely be coming back! Th

$357

1 / 23

Ocean View 3 bedroom, pool, North Shore Drive

Anna Maria house

3 bedrooms / 2 bathrooms / Sleeps 6

“Amazing Oceanview Pool Home and Perfect Location On Anna Maria Island” Let me first say that Mark (the home owner) exceeded any and all expectations for our 15th wedding Anniversary! We booked last minute and when we wanted to stay an additional day M

$307

1 / 123

Gulf Beach Place, miles of whites sandy beach

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$179

1 / 8

Condo In Paradise On Anna Maria Island

Bradenton Beach apartment

2 bedrooms / 1 bathroom / Sleeps 4

“Perfect island vacation condo” The location is amazing - the beach right across the street and the Bay just 3 blocks on the other side. Shopping and great restaurants were close by. Larry (the owner) is easily accessible and pleasant to deal with. W

$150

1 / 17

Starfish Dreams: 2BR Canal Home w/Dock & Pool

Anna Maria house

2 bedrooms / 2 bathrooms / Sleeps 6

“excellent week..beautiful place just what we wanted !!” loved the access to the canal and straight into the bay, had the perfect week !! House was even better than expected and AMI coastal cottages made it even better !! Loved the huge porch on back

$214

1 / 24

Calm Horizon Efficiency near beach affordable

Holmes Beach apartment

1 bedroom / 1 bathroom / Sleeps 4

$127

1 / 11

Two bedroom condo across street from Gulf of Mexico, Bradenton Beach, Fl

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$130

1 / 12

Gulf Beach Place - Just a few steps from the beach

Holmes Beach condo

2 bedrooms / 2 bathrooms / Sleeps 6

“Great time!! Exceptional rental” Our stay here was more than expected. The place was clean and had everything to make us feel right at home. Beds were comfortable and the place was larger than the pictures portrayed. The storage unit had brand new bea

$185

1 / 19

Feel like in Paradise - visit Holmes Beach on AMI

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Great vacation getaway” The condo was great!! It was bigger than expected! It had everything We needed for a great vacation!! The condo was located right in the middle of everything! You did have to climb two flights of stairs so that was the only dow

$100

1 / 12

Sand Dollar Villa

Holmes Beach villa

2 bedrooms / 2 bathrooms / Sleeps 6

$88

1 / 11

HISTORIC WATERFRONT COTTAGES..DOCK...BEACH...Couples, Families, Reunions!

Bradenton Beach cottage

4 bedrooms / 4 bathrooms / Sleeps 15

$114

1 / 42

Cast Villa 1

Anna Maria villa

2 bedrooms / 1 bathroom / Sleeps 6

$150

1 / 35

Beach n It

Holmes Beach house

2 bedrooms / 2 bathrooms / Sleeps 6

$171

1 / 24

Dolphin Shores Beachfront directly on Gulf of Mexico

Holmes Beach apartment

3 bedrooms / 2 bathrooms / Sleeps 4

“This condo and beach are the the best of the best, great set up,awesome vacation spot!” This was our second year staying here and we absolutely love it! The beach is clean and not crowded at all even on a holiday weekend. The weather is excellent and

$198

1 / 42

The beautiful Cove on Anna Maria Island

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Great Value Stay in Paradise aMI!” This is a lovely spacious condo, nicely furnished, with decent wifi, aircon and all mod cons. The condos in the Sandy Point complex all share a pool and we found this to be very clean, nicely warm and never too crow

$104

1 / 30

Ohana Hale Beachside Suite B One Bedroom

Bradenton Beach apartment

1 bedroom / 1 bathroom / Sleeps 4

“Beautiful” We thoroughly enjoyed our stay here. Unit was just what we wanted---small, well appointed, convenient to walk to beach & restaurants & Brudge Street. Our hosts were very nice & responsive before & during our stay- thanks for a great trip.

$125

1 / 21

Poseidon's Palace - 428 62nd St.

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$110

1 / 20

Sea Spray

Holmes Beach house

2 bedrooms / 2 bathrooms / Sleeps 4

$114

1 / 16

Bermuda Bay Townhome(19) miles of white sand beach

Bradenton Beach apartment

3 bedrooms / 3 bathrooms / Sleeps 6

$195

1 / 16

Anthony Beach Cottages Bare Feet Retreat

Holmes Beach cottage

3 bedrooms / 1 bathroom / Sleeps 6

$225

1 / 31

New 'Searenity' Stand alone cottage 45 second walk to beach & bay dock pole incl

Bradenton Beach cottage

2 bedrooms / 1 bathroom / Sleeps 4

$199

1 / 25

Starfish Villa: 2BR Pool Home w/Elevator

Holmes Beach house

2 bedrooms / 2 bathrooms / Sleeps 6

$242

1 / 23

A Mermaid's Lair

Anna Maria cottage

2 bedrooms / 2 bathrooms / Sleeps 4

$171

1 / 23

Salt Box Cottage

Anna Maria cottage

2 bedrooms / 1 bathroom / Sleeps 4

$140

1 / 19

Cabin 1 Spinnakers Cottages: Perfect for a Couple

Holmes Beach cottage

1 bedroom / 1 bathroom / Sleeps 4

$121

1 / 23

Gulf View: 2BR Beachfront Condo with Amazing View

Holmes Beach apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Oh, what a view!” Gulf View was clean, comfortable and "homey". We had a great week there this april! The view is, no question, outstanding ! The condo was clean and comfortable, the beds were fine, bathrooms terrific, kitchen fully stocked with

$200

1 / 24

Tiffany Place - Gulf Front Complex

Holmes Beach condo

2 bedrooms / 2 bathrooms / Sleeps 4

$182

1 / 21

Miles of Sandy Beach on Quaint Anna Maria Island

Holmes Beach condo

2 bedrooms / 2 bathrooms / Sleeps 6

$171

1 / 30

Absolutely Perfect - Cove at Sandy Pointe #207

Holmes Beach condo

2 bedrooms / 2 bathrooms / Sleeps 4

$102

1 / 21

Happy Island Cottage with heated private Pool

Holmes Beach house

3 bedrooms / 3 bathrooms / Sleeps 8

“Exceeded expectations!” For several years, I've wanted to spend Christmas on AMI with my family. This past Christmas, I was able to do that, and we stayed at Happy Island Cottage. This was a wonderful house to stay in, and Alex was great and very re

$269

1 / 52

Dragonfly Breeze: 3BR Family-Friendly Pool Home

Holmes Beach house

3 bedrooms / 2 bathrooms / Sleeps 6

$214

1 / 24

Luxury 3BR/3BA, Private Heated Pool, Beach

Holmes Beach house

3 bedrooms / 3 bathrooms / Sleeps 8

$217

1 / 34

Island Hideaway East: 2BR Kid-Friendly Pool Home

Holmes Beach house

2 bedrooms / 1 bathroom / Sleeps 4

“Our piece of Paradise” Yet another great stay at Hideaway East, the house/pool are immaculately presented and perfect for a family of 4 maximum, it's only 5 minutes to a Superb beach and 20 yards from the trolley stop (north bound) and two block ( sou

$128

1 / 26

Anna Cabana B

Anna Maria bungalow

1 bedroom / 1 bathroom / Sleeps 4

$128

1 / 24

Stunning 5 bedroom Pool Home just steps from the beach!

Holmes Beach house

5 bedrooms / 4 bathrooms / Sleeps 10

“Absolutely Fantastic” We stayed in this property for a week over July 4th. The house is absolutely lovely and had everything we needed. The beds were extremely comfortable and the pool is very private. We would happily rent this property again.

$429

1 / 49

BEACHFRONT HOME, TRUE PARADISE , DOGS STAY FREE, GREAT VIEWS, WALKING BEACH

Anna Maria house

3 bedrooms / 2 bathrooms / Sleeps 8

$175

1 / 22

Gone Coastal

Holmes Beach villa

2 bedrooms / 2 bathrooms / Sleeps 4

$171

1 / 24

Coquina Sands, view beach from balcony, priv pool

Holmes Beach house

2 bedrooms / 3 bathrooms / Sleeps 6

$200

1 / 12
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