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Cottages Anna Maria Island

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85 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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$118

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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$210

PLAYA ESMERALDA/INNATTHBEACH SUITES #3 BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 40 minutes

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$152

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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$218

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

Bradenton Beach cottage

4 bedrooms / 4 bathrooms / sleeps 15

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$146

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 22 minutes

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$210

AMI Tree House

Bradenton Beach cottage

2 bedrooms / 2 bathrooms / sleeps 5

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$148

Newly renovation bay side cottage: Sea Breeze

Anna Maria cottage

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 43 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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$259

Brand New Renovation Sea Waves Cottage

Anna Maria cottage

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 43 minutes

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Price per night from

$229

On the Beach Paradise u

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

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$209

110 31ST ST

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 52 minutes

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$327

103 36th ST

Holmes Beach cottage

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$439

3003 AVE F- EAST

Holmes Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 52 minutes

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$303

PLAYA ESMERALDA/INNATTHEBEACH SUITES #5 BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 40 minutes

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$127

THE SEASHELL 109 36TH ST

Holmes Beach cottage

3 bedrooms / 2 bathrooms / sleeps 6

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$233

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

Holmes Beach cottage

1 bedroom / 1 bathroom / sleeps 2

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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. 40 minutes

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$157

PLAYA ESMERALDA/INNATTHEBEACH SUITES #4 BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 40 minutes

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$155

PLAYA ESMERALDA/INNATTHEBEACH SUITES #4A BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 40 minutes

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$121

203 76TH ST- UPSTAIRS

Anna Maria cottage

1 bedroom / 1 bathroom / sleeps 4

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$213

7201 PALM DR

Anna Maria cottage

2 bedrooms / 2 bathrooms / sleeps 4

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$194

PLAYA ESMERALDA / INNATTHEBEACH SUITES # 1

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 40 minutes

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$114

" 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 The night full of tranquility on a quiet block.

Anna Maria Island cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 59 minutes

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$105

Beach Dreams "Tangerine Dreams Villa "

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 12 minutes

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$232

Beach Dreams -"Dream Away Villa"

Anna Maria Island cottage

1 bedroom / 1 bathroom / sleeps 3

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$328

"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 12 minutes

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$331

Tarpon Tree House

Anna Maria cottage

2 bedrooms / 2 bathrooms / sleeps 4

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$344

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

Bradenton Beach cottage

4 bedrooms / 2 bathrooms / sleeps 10

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$303

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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$788

Luxury Beach Cotttage

Sarasota cottage

1 bedroom / 1 bathroom / sleeps 2

“Beautiful little cottage” We stayed at this lovely little cottage on Siesta Key mid-April. The cottage is very nice, with all the amenities, even a washer/dryer for extended stays. It's cozy, with high ceilings, a nice bathroom and kitchen/living room. The bed seemed a little small (only a double), but it was very comfortable. The wireless internet was not working when we were there, which was a little frustrating. There is a beautiful pool and nice garden areas. The private beach was also very nice. All of the staff and the owner were extremely pleasant and welcoming. We enjoyed our time there.

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$334

Bradenton Beach Cottage 500 Feet to Shore & Shops!

Cortez cottage

2 bedrooms / 1 bathroom / sleeps 4

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$189

Starfish Cottages One Bedroom

Madeira Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

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$123

The Urban Cottage A Romantic Getaway!

Sarasota cottage

1 bedroom / 1 bathroom / sleeps 3

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$150

Cottage on Treasure Island in the Gulf of Mexico

Treasure Island cottage

1 bedroom / 1 bathroom / sleeps 4

“very efficient” every thing within distance very nice beach, lots of find restaurants, Great fishing, Nightlife entertainment excellent public transportation taxi cab service very good

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$93

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

$175

Viewing 37 of 85
cottages in Anna Maria Island

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