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Holiday Houses in Anna Maria Island

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2,086 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 £89 / night

£621 - £887 / week

Island House - Funboard

Holmes Beach condo

1 bedroom / 1 bathroom / sleeps 6

1

from £58 / night

£405 / 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 £88 / night

£756 - £2,520 / 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 49 minutes

from £168 / night

£1,174 / week

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 6

9

Responds fast! avg. 2 hours 53 minutes

Travellers’ Choice award

from £169 / night

£1,031 / week

Cozy Cabana West - Private Pool - Close to Beach

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

11

Responds fast! avg. 15 minutes

Travellers’ Choice award

from £152 / night

£951 - £1,548 / week

Coconuts Tahitian 205

Holmes Beach apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 44 minutes

from £106 / night

£738 - £974 / week

AMI Bradenton Beach Ground Condo

Bradenton Beach condo

2 bedrooms / 1 bathroom / sleeps 4

1

from £109 / night

£653 / week

Beautiful, well-maintained home w/ heated private pool - walk to beach, dining

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 56 minutes

from £373 / night

£2,612 / week

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

Bradenton Beach condo

1 bedroom / 1 bathroom / sleeps 2

from £109 / night

£704 - £1,592 / week

Ohana Hale North 2 Bedroom on Anna Maria

Holmes Beach house

2 bedrooms / 1 bathroom / sleeps 6

23

Responds fast! avg. 1 hour 47 minutes

from £130 / night

£922 - £1,132 / week

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

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

1

Responds fast! avg. 3 hours 56 minutes

from £291 / night

£2,036 / week

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

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 56 minutes

from £155 / night

£1,086 / week

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

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 3 hours 56 minutes

from £234 / night

£1,637 / 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

Responds fast! avg. 3 hours 56 minutes

from £188 / night

£1,315 / week

Dolphin Pointe

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

3

Responds fast! avg. 1 hour 21 minutes

from £217 / night

£1,514 - £4,626 / week

AMI Island Living -Walk to Beach-Ground Level Unit

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 4

2

from £129 / night

£857 / week

Ohana Hale Seaside 2 Bedroom

Anna Maria Island condo

2 bedrooms / 1 bathroom / sleeps 6

1

Responds fast! avg. 1 hour 47 minutes

from £130 / night

£922 - £1,132 / week

On the Beach Paradise d

Holmes Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

7

Responds fast! avg. 2 hours 22 minutes

from £152 / night

£961 / week

Ohana Hale South West Suite

Bradenton Beach house

2 bedrooms / 1 bathroom / sleeps 6

33

Responds fast! avg. 1 hour 47 minutes

Travellers’ Choice award

from £130 / night

£922 - £1,132 / 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 47 minutes

from £130 / night

£922 - £1,132 / week

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

Bradenton Beach apartment

3 bedrooms / 3 bathrooms / sleeps 6

12

Travellers’ Choice award

from £211 / night

£1,180 - £1,643 / 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!

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

1

Responds fast! avg. 20 minutes

from £225 / night

£1,572 / week

Absolutely Perfect - Cove at Sandy Pointe #207

Holmes Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

8

Responds fast! avg. 3 hours 36 minutes

Travellers’ Choice award

from £95 / night

£604 - £1,207 / week

250 feet from the beach

Bradenton Beach townhouse

2 bedrooms / 2 bathrooms / sleeps 4

5

from £86 / night

£599 / week

Blue Bayou

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

10

Responds fast! avg. 3 hours 14 minutes

from £90 / night

£631 - £951 / week

Gorgeous views,spectacular home!

Anna Maria house

5 bedrooms / 3 bathrooms / sleeps 12

37

Responds fast! avg. 3 hours 19 minutes

Travellers’ Choice award

from £324 / night

£1,682 - £10,722 / week

PLAYA ESMERALDA/INNATTHBEACH SUITES #3 BY BRIDGE STREET

Bradenton Beach cottage

1 bedroom / 1 bathroom / sleeps 4

1

Responds fast! avg. 22 minutes

from £101 / night

£635 - £974 / week

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

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 56 minutes

from £187 / night

£1,309 / 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 £117 / night

£948 - £2,180 / week

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

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 56 minutes

from £294 / night

£2,054 / week

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

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 56 minutes

from £473 / night

£3,310 / 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

40

Responds fast! avg. 3 hours 42 minutes

from £182 / night

£4,327 / 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 £145 / night

£1,010 / week

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

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 56 minutes

from £198 / night

£1,385 / week

Viewing 40 of 2,086
rentals in Anna Maria Island