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 i

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Price per night from

$148

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 16 minutes

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$206

PLAYA ESMERALDA/INNATTHBEACH SUITES #3 BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 32 minutes

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$140

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. 2 hours 57 minutes

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$160

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

Bradenton Beach cottage

4 bedrooms / 4 bathrooms / sleeps 15

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Price per night from

$148

The Tree House

Bradenton Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 22 minutes

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$148

Anthony Beach Cottages Bare Feet Retreat

Holmes Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

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$259

Anna Maria The Pink Flamingo

Holmes Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 17 minutes

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$228

Newly renovation bay side cottage: Sea Breeze

Anna Maria cottage

2 bedrooms / 2 bathrooms / sleeps 4

“Adorable” Wonderful location, cottage was as promised. The water view is very peaceful. Great restaurants and activities within biking distance. We rented bicycles for the week and hardly had to use the car.

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$217

Brand New Renovation Sea Waves Cottage

Anna Maria cottage

3 bedrooms / 2 bathrooms / sleeps 6

“Excellent” We loved the accomadations and the location was great.everything we needed was there. The place was beautiful

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$228

On the Beach Paradise u

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 16 minutes

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Price per night from

$206

SHORE LEAVE PRIVATE COTTAGE

Holmes Beach cottage

1 bedroom / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 9 minutes

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Price per night from

$66

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 7 minutes

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$100

PLAYA ESMERALDA/INNATTHEBEACH SUITES #5 BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 32 minutes

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$108

PLAYA ESMERALDA/INNATTHEBEACH SUITES #2 BY BRIDE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 32 minutes

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$130

PLAYA ESMERALDA/INNATTHEBEACH SUITES #4A BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 32 minutes

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Price per night from

$108

PLAYA ESMERALDA/INNATTHEBEACH SUITES #4 BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 32 minutes

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$147

PLAYA ESMERALDA / INNATTHEBEACH SUITES # 1

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 32 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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$196

" 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 29 minutes

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$190

Beach Dreams "Tangerine Dreams Villa "

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 29 minutes

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$172

Songbird Cottage

Anna Maria Island cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 23 minutes

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$86

Beach Dreams -"Dream Away Villa"

Anna Maria Island cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 29 minutes

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Price per night from

$189

"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 ar

Responds fast! avg. 3 hours 29 minutes

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Price per night from

$189

Great rentals within 20 miles that match your search

22-2 BeachHouse Sleeps6 Beauty&Redone w/WiFI&Bikes

St. Pete Beach cottage

2 bedrooms / 2 bathrooms / sleeps 6

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$287

Manatee River Cottage in Historic Old Town

Palmetto cottage

3 bedrooms / 1 bathroom / sleeps 7

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Price per night from

$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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Price per night from

$92

W22- Cozy St Pete Beach House 2ndfl. w/Bikes&Wifi

St. Pete Beach cottage

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$161

Anna Maria Island & Long Boat Key beaches a short walk away.

Cortez cottage

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$135

NEW! Bradenton Beach Cottage - 1.5 Blocks to Ocean

Cortez cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$115

NEW! Clara's Cottage - 2 Mi to DT St Petersburg!

St. Petersburg cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$103

One Bedroom Cottage in Horseshoe Cove Resort, East Bradenton

Bradenton cottage

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$86

E12-Pass a Grille Isl Steps to Beach w/WiFi&Bikes

St. Pete Beach cottage

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$166

The Surf Cottage. Walk to Beach, Shops & Dining

Madeira Beach cottage

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$172

Just 100 Steps Away from the White Sand of the World Renowned Siesta Beach

Sarasota cottage

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$305

Downtown Cottage

Sarasota cottage

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 49 minutes

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Price per night from

$63

Relax and Explore in one of the Nations #1 Rated Beaches to Visit

St. Pete Beach cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 6 minutes

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$91

Sarasota Pinecraft Cottage

Sarasota cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 30 minutes

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Price per night from

$172

Viewing 38 of 85
cottages in Anna Maria Island

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