Houses Anna Maria Island

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816 houses

ISLAND TOWNHOUSE - 200 Steps to the BEACH

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 4

“Even better than you can imagine!” We are so thrilled to have discovered this gem. Barb really has thought of everything you need for a perfect vacation - short or long stay. Quaint boutique shops, excellent dining - one of the best "Lobstah" dinner

Responds fast! avg. 1 hour 13 minutes

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$130

Charming cottage w/ free WiFi just two blocks from the beach, near free trolley!

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 19 minutes

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$185

Ocean View 3 bedroom, pool, North Shore Drive

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

“Amazing Oceanview Pool Home and Perfect Location On Anna Maria Island” Let me first say that Mark (the home owner) exceeded any and all expectations for our 15th wedding Anniversary! We booked last minute and when we wanted to stay an additional day M

Responds fast! avg. 7 minutes

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$146

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 6

“AMAZING!” This is a beautiful home right on the bay. Comfortable beds and couches. Very clean. Walking distance to public beach, shops and great food! I will definitely be coming back!

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$201

Canalfront home w/ pool, dock & lanai - 2 blocks to the beach!

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 19 minutes

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$258

Dog-friendly cottage w/ private heated pool - minutes from beaches & more!

Anna Maria house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 19 minutes

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$328

Spacious house w/ private yard & great location near the beach - dogs ok!

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 19 minutes

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$124

Beautiful, well-maintained home w/private pool - walk to beach, dining, & more!

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 19 minutes

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$321

Waterfront and dog-friendly home with private pool, dock, views, and lanai!

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 19 minutes

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$223

BEACHFRONT HOME, PRIVATE BEACH, DOGS STAY FREE, GREAT VIEWS, WALKING BEACH

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

“Wonderful place for relaxation” Incredible location with it's own private beach. Great laid back part of the island. Lots to do if you want to, or just relax and take in the natural beauty of the gulf. Accomodations for large family or group of friend

Responds fast! avg. 2 hours 23 minutes

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$228

Islands End- 792 North Shore Dr, Anna Maria

Anna Maria house

2 bedrooms / 1 bathroom / sleeps 6

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$86

Palm Court Villas- 210 B Magnolia Ave, Anna Maria

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 4

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$150

Bright and cheery waterfront home with private pool and spa

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 19 minutes

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$321

742 Jacaranda Rd

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

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$213

Oceanfront dog-friendly home w/private pool & ocean view - right on the beach!

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 35 minutes

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$656

Old Florida-style cottage w/ private heated pool - walk to the beach - dogs OK!

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 19 minutes

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$173

A Puff Away East- 114 Magnolia Ave East, Anna Maria

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 4

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$104

**PARADISE RETREAT IN BRADEN RIVER LAKES**

Bradenton Beach house

3 bedrooms / 2 bathrooms / sleeps 10

“Summer Vacay” We had a wonderful stay. Everything was perfect and Rhonda was super helpful. The home was about 30 minutes from the beach and the pool was a blessing, that's where the kids wanted to stay. I would book this home again without a second t

Responds fast! avg. 56 minutes

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$132

Charming house with private heated pool, patio, and grill - steps from beach

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 19 minutes

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$258

Ohana Hale North 2 Bedroom on Anna Maria

Holmes Beach house

2 bedrooms / 1 bathroom / sleeps 6

“Home is very comfortable and we really enjoyed our stay” Home is very comfortable. Loved the kitchen and owners could not be more accomadating.

Responds fast! avg. 3 hours 16 minutes

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$155

Breezy canalfront home w/ pool & dock - 3 blocks to Bean Point Beach!

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 19 minutes

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$213

Fun In The Sun- 304 Gulf Blvd, Anna Maria

Anna Maria house

4 bedrooms / 2 bathrooms / sleeps 8

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$243

'Elegance' 100 Steps from the Beach!

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 5

“Amazing!” This house has it all and a perfect location makes it an even more wonderful place to vacation. We hope to be back soon!

Responds fast! avg. 3 hours 48 minutes

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$297

Chateau Relaxo- 106 75th St, Holmes Beach

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

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$136

NEW LISTING! Oceanfront house with great views, easy beach access, and free WiFi

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 19 minutes

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$248

The Lime Door

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

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$279

NEW LISTING! Great condo w/shared pool & access to beach, shopping & dining

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 19 minutes

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$218

Sandy Toes- 116 Palmetto Ave, Anna Maria

Anna Maria house

2 bedrooms / 1 bathroom / sleeps 4

“Clean , cozy, close to beach” We enjoyed our stay in this nice house. Short walk to the beach, walking distance to several restaurants, ice cream shops, convenience store, and bike rentals.

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$108

Pet-Friendly Holmes Beach Home - Steps to Beach!

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 44 minutes

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$296

Ohana Hale South West Suite

Bradenton Beach house

2 bedrooms / 1 bathroom / sleeps 6

“Great place for a family Stay” We stayed for 5 days in June. Very clean and comfortble close to the beach and quiet. Excellent experience. We left some items there and they were even shipped to us promptly.

Responds fast! avg. 3 hours 16 minutes

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$155

Luxury 3 Bedrooms/3 Full Baths, Private Heated Pool with Waterfall, Beach

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 8

“Christmas at the Beach” It was a wonderful family vacation for two families going away for Christmas! There were 4 adults and 6 children! The pool was amazing and the house was perfect! Anna Maria Island is gorgeous and the house is in a perfect locat

Responds fast! avg. 2 hours 11 minutes

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$235

Bermuda Bay Club betwn the Beach and Bay , elevator, nicely furnished

Bradenton Beach house

3 bedrooms / 3 bathrooms / sleeps 6

“Excellent condo with elevator for all the ladies” Sharkey's Bar and Grill was by far the bet prime rib around. Sandbar had the best fish platter and Skinny's the best burgers and the City Pier Restaurant had great shrimp overall excellent food all ar

Responds fast! avg. 3 hours 18 minutes

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$205

La Casita- 699 North Shore Dr, Anna Maria

Anna Maria house

2 bedrooms / 1 bathroom / sleeps 6

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$104

Gorgeous views,spectacular home!

Anna Maria house

5 bedrooms / 3 bathrooms / sleeps 12

“Nice needed some better cleaning” House was in a great location. Plenty of room. Needed better cleaning and some minor repairs. We would stay again though.

Responds fast! avg. 37 minutes

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$516

Sunny, dog-friendly cottage w/ a spacious patio and grill, steps from the beach!

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 19 minutes

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$188

Island Oasis - 94 North Shore Drive, Anna Maria

Anna Maria house

4 bedrooms / 5 bathrooms / sleeps 8

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$315

Stay & Spoil yourself! Pool, Hot tub,Fish, Dock, Kayak* Steps to Gulfside beach!

Anna Maria house

4 bedrooms / 3 bathrooms / sleeps 8

“Wish I Lived Here” The description just doesn’t do this property justice. You’d simply have to see it to believe it. The landscaping allows for complete privacy. We saw manatee in the canal and even an Iguana . It’s a jaunt to the beach with little ki

Responds fast! avg. 2 hours 36 minutes

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$458

Upscale tropical getaway with private pool & spa, elevator, and more!

Holmes Beach house

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 2 hours 19 minutes

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Price per night from

$210

Viewing 38 of 816
houses in Anna Maria Island

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