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Cottages Anna Maria Island

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75 cottages

2-Unit Beach to Bay Cottage...NOT Grandma's place!...100 feet to beach!

Bradenton Beach cottage

3 bedrooms / 2 bathrooms / sleeps 8

“Perfect Beach House” We loved the quaint little duplex. The house was clean and ready for us when we arrived. Tim was a dream to work with. The A/C one of the units went out while we were there, and he had someone there first thing to take care of it. We will definitely be looking to rent from Tim again in the future.

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$164

On the Beach Paradise d

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

“Absolutely beautiful!” Everything was perfect. Enjoyed coffee on the beach every morning and beautiful sunsets every evening. Can't wait to go back next year!

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$206

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

Bradenton Beach cottage

4 bedrooms / 4 bathrooms / sleeps 15

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$148

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

Bradenton Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

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$332

AMI Tree House

Bradenton Beach cottage

2 bedrooms / 2 bathrooms / sleeps 5

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$178

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 41 minutes

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$218

Anthony Beach Cottages Bare Feet Retreat

Holmes Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

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$258

Brand New Renovation Sea Waves Cottage

Anna Maria cottage

3 bedrooms / 2 bathrooms / sleeps 6

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$297

Newly renovation bay side cottage: Sea Breeze

Anna Maria cottage

2 bedrooms / 2 bathrooms / sleeps 4

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$296

110 31ST ST

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 1 minutes

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Price per night from

$359

On the Beach Paradise u

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

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$206

THE SEASHELL 109 36TH ST

Holmes Beach cottage

3 bedrooms / 2 bathrooms / sleeps 6

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$274

Gertie's East - a great 1/1, just steps to the beach. With Relaxing Pool!

Holmes Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 14 minutes

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$148

103 36th ST

Holmes Beach cottage

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$468

3003 AVE F- EAST

Holmes Beach cottage

1 bedroom / 1 bathroom / sleeps 4

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$337

203 76TH ST- UPSTAIRS

Anna Maria cottage

1 bedroom / 1 bathroom / sleeps 4

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$231

7201 PALM DR

Anna Maria cottage

2 bedrooms / 2 bathrooms / sleeps 4

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$232

" Fish Tales"- A two bedroom adorable cottage minutes walking to beach

Bradenton Beach cottage

2 bedrooms / 1 bathroom / sleeps 5

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$189

Songbird Cottage

Anna Maria Island cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 51 minutes

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$153

Beach Dreams "Tangerine Dreams Villa "

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 3

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$229

Beach Dreams -"Dream Away Villa"

Anna Maria Island cottage

1 bedroom / 1 bathroom / sleeps 3

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$327

"Sea Story" A two bedroom cottage minutes walking to beach.

Bradenton Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

“Lovely cottage with great location” Our time at Sea Stories was memorable. We enjoyed the location for the beach and the restaurants. The cottage was adorable with everything we needed. Wendy was so helpful in solving a problem we had with sleeping arrangements for three girls. We will come back to Anna Maria Island with Sea Stories in mind. Thank you Wendy for all your help!

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$327

Tarpon Tree House

Anna Maria cottage

2 bedrooms / 2 bathrooms / sleeps 4

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$431

Coquina Cottage

Anna Maria cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 1 minutes

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$206

Cortez Gardens Cottage 15 , Renovated, Close to Beach, 3-Bed, 2 Bath 10 people

Bradenton Beach cottage

3 bedrooms / 2 bathrooms / sleeps 10

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$114

Great rentals within 20 miles that match your search

The Sunshine Cottage. Walk to Beach, Shops, Dining

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 26 minutes

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Price per night from

$172

The Urban Cottage A Romantic Getaway!

Sarasota cottage

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$172

2404 AVE B

Cortez cottage

2 bedrooms / 2 bathrooms / sleeps 4

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$254

Starfish Cottages One Bedroom

Madeira Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$125

March 19-26, 2022 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$685

Bay View Cottage

Sarasota cottage

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$224

Old Northeast,St Petersburg, 2 BR, Modern Private Cottage. Walk to Town & Beach

St. Petersburg cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 47 minutes

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Price per night from

$223

Longboat Key Club

Longboat Key cottage

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$167

***Bermuda-esque Island Cottage! Steps to Sand!***

Longboat Key cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 49 minutes

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$103

CHA CHA COTTAGE 301 23RD ST

Cortez cottage

3 bedrooms / 1 bathroom / sleeps 5

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$254

MIM'S COTTAGE BY THE C

Cortez cottage

3 bedrooms / 2 bathrooms / sleeps 6

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$468

Mar Y Sol

Cortez cottage

2 bedrooms / 2 bathrooms / sleeps 4

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$274

Perfecto's Retreat Unit #1

St. Petersburg cottage

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$296

Viewing 38 of 75
cottages in Anna Maria Island

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