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Anna Maria Island 2-bedroom Vacation Rentals, Beach Rentals & More - 41 Rentals Available.

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41 Vacation rentals

Filters applied: 2 Bedrooms

(4)

1 / 27

Holmes Beach Condo

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning

$100

Excellent (4 reviews)

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from $100 / night

(1)

1 / 44

Anna Maria Island Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$150

Excellent (1 reviews)

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from $150 / night

(3)

1 / 17

Holmes Beach House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$200

Excellent (3 reviews)

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from $200 / night

(3)

1 / 25

Anna Maria Island Condo

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$142

Excellent (3 reviews)

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from $142 / night

1 / 70

Anna Maria Island Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

from $214 / night

1 / 28

Bradenton Beach Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $114 / night

(6)

1 / 41

Bradenton Beach Condo

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$150

Excellent (6 reviews)

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from $150 / night

(1)

1 / 13

Holmes Beach House

  • 2
  • 5
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$143

Excellent (1 reviews)

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from $143 / night

1 / 24

Bradenton Beach Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $186 / night

(27)

1 / 97

Bradenton Beach Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$250

Very Good (27 reviews)

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from $250 / night

(17)

1 / 77

Anna Maria Island Cottage

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$186

Excellent (17 reviews)

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from $186 / night

1 / 81

Anna Maria Island Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $200 / night

(5)

1 / 92

Anna Maria Island Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$200

Very Good (5 reviews)

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from $200 / night

(7)

1 / 84

Anna Maria Island Condo

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$250

Excellent (7 reviews)

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from $250 / night

1 / 24

Bradenton Beach Cottage

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

from $150 / night

(13)

1 / 24

Anna Maria Island Cottage

  • 2
  • 5
  • 7 nights min
  • Ask about children
  • Air conditioning

$86

Excellent (13 reviews)

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from $86 / night

(7)

1 / 72

Anna Maria Island Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$250

Excellent (7 reviews)

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from $250 / night

(2)

1 / 5

Holmes Beach Condo

  • 2
  • 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$159

Very Good (2 reviews)

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from $159 / night

(20)

1 / 11

Holmes Beach Townhouse

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$150

Very Good (20 reviews)

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from $150 / night

(4)

1 / 46

Bradenton Beach Condo

  • 2
  • 4
  • 3 nights min
  • Ask about children
  • Air conditioning

$170

Excellent (4 reviews)

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from $170 / night

1 / 14

Bradenton Beach Townhouse

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning

from $220 / night

(2)

1 / 20

Holmes Beach Townhouse

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$236

Excellent (2 reviews)

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from $236 / night

1 / 19

Holmes Beach House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $199 / night

(2)

1 / 18

Holmes Beach House

  • 3
  • 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$250

Excellent (2 reviews)

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from $250 / night

1 / 32

Anna Maria Island House

  • 3
  • 10
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $291 / night

(4)

1 / 30

Anna Maria Island House

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$214

Excellent (4 reviews)

Inquire

from $214 / night

1 / 20

Bradenton Beach Condo

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $275 / night

(3)

1 / 19

Holmes Beach Townhouse

  • 3
  • 8
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$157

Excellent (3 reviews)

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from $157 / night

(67)

1 / 67

Bradenton Beach Cottage

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$214

Excellent (67 reviews)

Inquire

from $214 / night

1 / 19

Holmes Beach Townhouse

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $199 / night

(10)

1 / 8

Anna Maria Island Townhouse

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$269

Very Good (10 reviews)

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from $269 / night

(5)

1 / 16

Holmes Beach Villa

  • 3
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$329

Excellent (5 reviews)

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from $329 / night

(1)

1 / 19

Holmes Beach Cottage

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$143

Excellent (1 reviews)

Inquire

from $143 / night

(2)

1 / 25

Holmes Beach Townhouse

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$61

Excellent (2 reviews)

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from $61 / night

(5)

1 / 29

Anna Maria Island House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$400

Excellent (5 reviews)

Inquire

from $400 / night

(1)

1 / 24

Holmes Beach House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$400

Very Good (1 reviews)

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from $400 / night

1 / 70

Anna Maria House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $350 / night

(23)

1 / 28

Bradenton Beach Apartment

  • 4
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$100

Very Good (23 reviews)

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from $100 / night

1 / 24

Holmes Beach House

  • 4
  • 11
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $400 / night

(1)

1 / 39

Holmes Beach House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$557

Excellent (1 reviews)

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from $557 / night