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Holiday Houses in Anna Maria Island

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2,034 Holiday homes

Anna Maria Island, 2 Bed, 2 Bath Condo in quiet setting near to Beaches

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

10

from £93 / night

£646 - £922 / week

Ocean View 3 bedroom, pool, North Shore Drive

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

38

Responds fast! avg. 39 minutes

from £261 / night

£1,826 / week

Island House - Funboard

Holmes Beach condo

1 bedroom / 1 bathroom / sleeps 6

1

from £61 / night

£425 / week

2-Unit Beach to Bay Cottage...NOT Grandma's place!...100 feet to beach!

Bradenton Beach cottage

3 bedrooms / 2 bathrooms / sleeps 8

10

from £91 / night

£788 / week

Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

9

Responds fast! avg. 3 hours 45 minutes

from £175 / night

£1,223 / week

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 6

8

Responds fast! avg. 2 hours 54 minutes

Travellers’ Choice award

from £176 / night

£1,076 / week

Cozy Cabana West - Private Pool - Close to Beach

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

11

Responds fast! avg. 1 hour 4 minutes

Travellers’ Choice award

from £154 / night

£965 - £1,616 / week

AMI Bradenton Beach Ground Condo

Bradenton Beach condo

2 bedrooms / 1 bathroom / sleeps 4

1

from £109 / night

£652 / week

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

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

from £336 / night

£2,349 / week

'Serendipity’ PEACEFUL, Newly renovated, steps to beach & fishing dock on bay

Bradenton Beach condo

1 bedroom / 1 bathroom / sleeps 2

from £114 / night

£702 - £1,668 / week

Ohana Hale North 2 Bedroom on Anna Maria

Holmes Beach house

2 bedrooms / 1 bathroom / sleeps 6

23

Responds fast! avg. 1 hour 46 minutes

from £137 / night

£966 - £1,186 / week

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

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

1

from £300 / night

£2,097 / week

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

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

from £162 / night

£1,131 / week

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

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

1

from £237 / night

£1,654 / week

Steps to Beach, Gulf View, Footprints in the Sand

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 4

24

from £114 / night

£797 - £1,023 / week

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

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

from £199 / night

£1,390 / week

Dolphin Pointe

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

3

Responds fast! avg. 1 hour 27 minutes

from £242 / night

£1,579 - £4,823 / week

AMI Island Living -Walk to Beach-Ground Level Unit

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 4

2

from £131 / night

£869 / week

Ohana Hale Seaside 2 Bedroom

Anna Maria Island condo

2 bedrooms / 1 bathroom / sleeps 6

1

Responds fast! avg. 1 hour 46 minutes

from £137 / night

£966 - £1,186 / week

On the Beach Paradise d

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

7

Responds fast! avg. 2 hours 26 minutes

from £158 / night

£1,000 / week

Ohana Hale South West Suite

Bradenton Beach house

2 bedrooms / 1 bathroom / sleeps 6

33

Responds fast! avg. 1 hour 46 minutes

Travellers’ Choice award

from £137 / night

£966 - £1,186 / week

Ohana Hale Beachside Suite D 2 Bedroom with Gulf View

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 6

12

Responds fast! avg. 1 hour 46 minutes

from £137 / night

£966 - £1,186 / week

Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 1453

Bradenton Beach apartment

3 bedrooms / 3 bathrooms / sleeps 6

12

Travellers’ Choice award

from £155 / night

£1,061 - £1,724 / week

Beautiful luxury beach front condominium

Anna Maria condo

3 bedrooms / 4 bathrooms / sleeps 6

from £592 / night

£4,144 / week

Holmes Beach Home w/Pool & Hot Tub, Walk to Beach!

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

1

Responds fast! avg. 27 minutes

from £234 / night

£1,636 / week

Absolutely Perfect - Cove at Sandy Pointe #207

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

8

Travellers’ Choice award

from £97 / night

£719 - £1,291 / week

250 feet from the beach

Bradenton Beach townhouse

2 bedrooms / 2 bathrooms / sleeps 4

5

from £90 / night

£627 / week

Blue Bayou

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

10

Responds fast! avg. 3 hours 51 minutes

from £71 / night

£440 - £994 / week

Gorgeous views,spectacular home!

Anna Maria house

5 bedrooms / 3 bathrooms / sleeps 12

37

Responds fast! avg. 2 hours 53 minutes

Travellers’ Choice award

from £330 / night

£1,670 - £6,681 / week

PLAYA ESMERALDA/INNATTHBEACH SUITES #3 BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 4

1

Responds fast! avg. 26 minutes

from £105 / night

£659 - £974 / week

Dog-friendly condo w/ beautiful upstairs deck and grill, steps from the beach

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

from £192 / night

£1,340 / week

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

Bradenton Beach cottage

2 bedrooms / 1 bathroom / sleeps 4

1

from £149 / night

£958 - £2,284 / week

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

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

from £304 / night

£2,127 / week

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

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

from £414 / night

£2,896 / week

AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

1

from £132 / night

£922 / week

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

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

39

Responds fast! avg. 3 hours 42 minutes

from £185 / night

£4,391 / week

The Lime Door

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

from £229 / night

£1,600 / week

Rate sale! 'HideAway Bay' Stunning bay view! Just remodeled!

Bradenton Beach bungalow

2 bedrooms / 1 bathroom / sleeps 4

1

from £159 / night

£1,035 - £2,924 / week

90 steps to the Beach!

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 5

4

from £150 / night

£1,049 / week

Dog-friendly house with private pool, island views & nearby beach access!

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 4

from £200 / night

£1,396 / week

Viewing 40 of 2,034
rentals in Anna Maria Island