Vacation Rentals & Beach Rentals in Anna Maria Island

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132 beach rentals

Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Housekeeping Included Private outdoor pool (heated)

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Price per night from

$744

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Housekeeping Included Private outdoor pool (heated)

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Price per night from

$2,290

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Glorious Daze 4bedroom/4bath beachfront home with golf cart & elevator!

Holmes Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,377

Castaway Cottage

Holmes Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$390

Coastal Paradise! 5 mi to beaches! Heated Pool! Sleep up to 14

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,257

FantaSea

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,489

Anna Maria Islands best location Heated pool Best prices!

Anna Maria Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$859

Hibiscus Hideaway Condo Walk to Historic Bridge St

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$298

Anna Maria Island Beach Paradise 10

Holmes Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$228

Anna Maria Island Martinique On The Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$781

Anna Maria Island Retreat

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$226

Bradenton Beach Club Bliss-3 Bedroom-2 Bathroom Condo-2 Pools-HotTub-Private Bea

Bradenton Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$259

Anna Maria Island Edgewater Bungalow

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$296

Anna Maria Island Beach Sands

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Paradise” We loved this place, felt right at home the minute we walked in the door. Had a view minor problems and the service to deal with them was awesome. Thanks Terry for a great experience, being our first time here on anna Maria Island. If we didn't need the extra bedroom, we would have booked for next yr. Location~~!! wow, close to great restaurants Love the view...can't say enough of the sunsets and of course the dolphins, got chills every time I seen them, almost daily...first class...thanks...

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$333

Anna Maria Island Beach Palms 2B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$248

Gulf Breeze Ami-2BD-2BA-Condo-Private Beach Access-Heater Pool-Water Views From

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$189

Anna Maria Island Beach View 207

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$187

Anna Maria Island Bridge Port Beach Resort

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$177

Anna Maria Island Runaway Tropical Escape

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$208

Anna Maria Island Beach Palace

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$597

Anna Maria Island Sun's Up B

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$478

Anna Maria Island Beach Sands 201

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$287

Anna Maria Island Surfside Bungalow

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$356

Anna Maria Island Sun's Up A

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$497

Absolute Paradise AMI-Private Beach Access-Water Views From Every Window-Heated

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$265

Paradise Palms-Private Beach Access-Heated Pool-Water Views From Every Room

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$232

Anna Maria Island Beach Palms 2A

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$188

Anna Maria Island Beach Palms 7A

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$192

Beautiful Sunkst Cottage Bradenton Beach - AMI-Tropical Setting - Heated Pool

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$517

AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 22 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$197

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$230

Anna Maria Island Bay Watch Bungalow

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$241

Anna Maria Island Beach Palms 5B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$241

Island Time-Private Beach Access-Heated Pool-Water Views

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$211

Anna Maria Island Beach View 208

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$242

Anna Maria Island Beach Bay Breeze

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$191

Anna Maria Island Absolute Anna Maria-Private Beach Access-Heated Pool-Wi-Fi

Anna Maria Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“A little gem” Lovely condo, great views and ideally situated for restaurants and shopping (all within walking distance). Would definitely come back again.

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$265

Anna Maria Beach Serenity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Housekeeping Included, Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$951

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rentals in Anna Maria Island

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