Holiday Houses in Anna Maria Island

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2,477 Holiday homes

Ocean View 3 bedroom, pool, North Shore Drive

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

38

Responds fast! avg. 7 minutes

from £120 / night

£840 / week

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 £92 / night

£644 - £854 / week

runaway bay 2 bedroom condo with wonderful access to restaurant, beach, shopping

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

from £132 / night

£1,052 / week

Charming cottage less than a block from the beach! free trolley trolley nearby!

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 8 minutes

from £134 / night

£939 / 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

£767 - £2,803 / week

Island House - Funboard

Holmes Beach condo

1 bedroom / 1 bathroom / sleeps 6

1

from £61 / night

£423 / week

Cozy Cabana West - Private Pool - Close to Beach

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

9

Responds fast! avg. 2 hours 24 minutes

from £149 / night

£938 - £1,533 / week

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

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 37 minutes

from £197 / night

£1,380 / 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. 1 hour 20 minutes

from £126 / night

£877 / week

AMI Bradenton Beach Ground Condo

Bradenton Beach condo

2 bedrooms / 1 bathroom / sleeps 4

1

from £110 / night

£657 / week

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

Bradenton Beach condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 41 minutes

from £157 / night

£833 - £1,839 / week

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 6

5

Responds fast! avg. 2 hours 44 minutes

from £154 / night

£920 / week

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

Anna Maria house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 53 minutes

from £430 / night

£3,011 / week

Ohana Hale North 2 Bedroom on Anna Maria

Holmes Beach house

2 bedrooms / 1 bathroom / sleeps 6

23

Responds fast! avg. 2 hours 31 minutes

from £136 / night

£920 - £1,183 / week

250 feet from the beach

Bradenton Beach townhouse

2 bedrooms / 2 bathrooms / sleeps 6

5

from £71 / night

£497 / week

Coconuts Tahitian 205

Holmes Beach apartment

1 bedroom / 2 bathrooms / sleeps 4

3

Responds fast! avg. 3 hours 52 minutes

from £114 / night

£630 - £918 / week

Bright and cheery waterfront home with private pool and spa

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 37 minutes

from £253 / night

£1,766 / week

742 Jacaranda Rd

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

from £163 / night

£1,139 - £2,449 / week

Steps to Beach, Gulf View, Footprints in the Sand

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 4

23

Responds fast! avg. 3 hours 57 minutes

from £113 / night

£789 - £1,122 / week

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

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 37 minutes

from £240 / night

£1,674 / 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. 1 hour 37 minutes

from £170 / night

£1,190 / week

January Specials Beachfront Paradise w/ Private Beach Dogs Free, Military disc.

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

8

Responds fast! avg. 2 hours 32 minutes

from £175 / night

£1,221 / week

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

Bradenton Beach apartment

3 bedrooms / 3 bathrooms / sleeps 6

12

from £219 / night

£1,227 - £1,708 / week

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. 53 minutes

from £600 / night

£4,194 / week

Blue Bayou

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

9

from £110 / night

£631 - £1,008 / week

'Elegance' 100 Steps from the Beach!

Bradenton Beach house

2 bedrooms / 2 bathrooms / sleeps 5

11

Responds fast! avg. 3 hours 49 minutes

from £227 / night

£1,588 / 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. 1 hour 8 minutes

from £190 / night

£1,331 / week

CHARMING 2 Bed 2 Bath with Heated PRIVATE HEATED Pool SPA Sleeps 6 F

Holmes Beach townhouse

2 bedrooms / 2 bathrooms / sleeps 6

2

from £175 / night

£1,221 / week

**PARADISE RETREAT IN BRADEN RIVER LAKES**

Bradenton Beach house

3 bedrooms / 2 bathrooms / sleeps 10

10

Responds fast! avg. 38 minutes

from £110 / night

£767 / week

Bermuda Bay Club 1467

Bradenton Beach condo

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 37 minutes

from £147 / night

£1,024 / week

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

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

1

Responds fast! avg. 5 minutes

from £233 / night

£1,631 / week

AMI Island Living -Walk to Beach-Ground Level Unit

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 4

2

from £132 / night

£876 / week

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

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

1

Responds fast! avg. 1 hour 14 minutes

from £206 / night

£1,441 / week

Gulf Sound - A

Holmes Beach condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 37 minutes

from £211 / night

£868 - £1,489 / week

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

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 37 minutes

from £214 / night

£1,496 / week

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

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 59 minutes

from £281 / night

£1,962 / week

Ohana Hale South West Suite

Bradenton Beach house

2 bedrooms / 1 bathroom / sleeps 6

33

Responds fast! avg. 2 hours 31 minutes

from £136 / night

£964 - £1,183 / week

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

Anna Maria house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 24 minutes

from £141 / night

£988 / 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

Responds fast! avg. 2 hours 41 minutes

from £157 / night

£990 - £2,357 / week

Anthony Beach Cottages Island Retreat

Holmes Beach house

4 bedrooms / 4 bathrooms / sleeps 8

5

from £263 / night

£1,735 / week

Viewing 40 of 2,477
rentals in Anna Maria Island