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Cottages Anna Maria Island

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age 0-16
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88 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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$119

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!

Responds fast! avg. 2 hours 23 minutes

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$205

PLAYA ESMERALDA/INNATTHBEACH SUITES #3 BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 39 minutes

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$155

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

Bradenton Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 20 minutes

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$205

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

Bradenton Beach cottage

4 bedrooms / 4 bathrooms / sleeps 15

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$147

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 42 minutes

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Price per night from

$207

The Tree House

Bradenton Beach cottage

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$118

Newly renovation bay side cottage: Sea Breeze

Anna Maria cottage

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$217

Anthony Beach Cottages Bare Feet Retreat

Holmes Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$256

Brand New Renovation Sea Waves Cottage

Anna Maria cottage

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$228

On the Beach Paradise u

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 33 minutes

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Price per night from

$207

110 31ST ST

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 53 minutes

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Price per night from

$266

103 36th ST

Holmes Beach cottage

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 53 minutes

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Price per night from

$432

PLAYA ESMERALDA/INNATTHEBEACH SUITES #5 BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 39 minutes

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Price per night from

$126

THE SEASHELL 109 36TH ST

Holmes Beach cottage

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 3 minutes

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Price per night from

$229

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. 3 hours 5 minutes

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$110

PLAYA ESMERALDA/INNATTHEBEACH SUITES #2 BY BRIDE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 39 minutes

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Price per night from

$155

PLAYA ESMERALDA/INNATTHEBEACH SUITES #4 BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 39 minutes

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Price per night from

$155

PLAYA ESMERALDA/INNATTHEBEACH SUITES #4A BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 39 minutes

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Price per night from

$121

203 76TH ST- UPSTAIRS

Anna Maria cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 53 minutes

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Price per night from

$210

7201 PALM DR

Anna Maria cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 53 minutes

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Price per night from

$191

PLAYA ESMERALDA / INNATTHEBEACH SUITES # 1

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 39 minutes

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Price per night from

$114

Las Brisas, Cottage on bay side of Island.

Bradenton Beach cottage

2 bedrooms / 2 bathrooms / sleeps 7

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$197

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

Bradenton Beach cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 14 minutes

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Price per night from

$190

Songbird Cottage The night full of tranquility on a quiet block.

Anna Maria Island cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 19 minutes

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Price per night from

$105

Beach Dreams "Tangerine Dreams Villa "

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 14 minutes

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Price per night from

$230

Beach Dreams -"Dream Away Villa"

Anna Maria Island cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 14 minutes

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Price per night from

$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!

Responds fast! avg. 3 hours 14 minutes

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Price per night from

$328

SHORE LEAVE PRIVATE COTTAGE

Holmes Beach cottage

1 bedroom / 1 bathroom / sleeps 5

Responds fast! avg. 48 minutes

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Price per night from

$133

NEW! Canalfront House w/ Pool in San Remo Shores!

Bradenton Beach cottage

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 7 minutes

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Price per night from

$269

Great rentals within 20 miles that match your search

March 21-28, 2020 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$776

6West Luxury Beach Cottage #3

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 2 minutes

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Price per night from

$207

6West Luxury Beach Cottage #5

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 2 minutes

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Price per night from

$207

6West Beach Cottage Studio #0

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 2 minutes

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Price per night from

$177

6West Luxury Beach Cottage #2

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 2 minutes

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Price per night from

$207

6West Luxury Beach Cottage #4

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 2 minutes

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Price per night from

$207

NEW! Modern Cottage w/ Pool Access, 8 Mi to Beach!

Tallevast cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 28 minutes

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Price per night from

$132

Viewing 37 of 88
cottages in Anna Maria Island

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