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Anna Maria Island Vacation Rentals & Beach Rentals with Swimming Pool - 47 Rentals Available.

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47 Vacation rentals

Filters applied: Swimming pool

(19)

1 / 27

Anna Maria House

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

$175

Very Good (19 reviews)

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from $175 / night

(1)

1 / 24

Holmes Beach Townhouse

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$300

Excellent (1 reviews)

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from $300 / night

(7)

1 / 29

Anna Maria Island House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$400

Excellent (7 reviews)

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from $400 / night

(2)

1 / 24

Bradenton Beach House

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$400

Excellent (2 reviews)

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from $400 / night

(28)

1 / 97

Bradenton Beach Condo

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

$250

Very Good (28 reviews)

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from $250 / night

1 / 34

Holmes Beach House

  • 5
  • 11
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $429 / night

(21)

1 / 11

Holmes Beach Townhouse

  • 2
  • 6
  • Min stay varies
  • Nearest beach 0.05 mi
  • Swimming pool
  • Child friendly

$150

Very Good (21 reviews)

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from $150 / night

1 / 24

Bradenton Beach House

  • 6
  • 13
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $500 / night

(1)

1 / 47

Holmes Beach House

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$555

Excellent (1 reviews)

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from $555 / night

1 / 53

Holmes Beach House

  • 6
  • 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $350 / night

(1)

1 / 19

Holmes Beach Townhouse

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

$199

Excellent (1 reviews)

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from $199 / 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)

Book

from $200 / 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

(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 / 19

Holmes Beach House

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

from $199 / night

1 / 24

Holmes Beach House

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

from $400 / night

(9)

1 / 22

Bradenton Beach Cottage

  • 1
  • 4
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

$155

Very Good (9 reviews)

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from $155 / night

(1)

1 / 19

Holmes Beach Cottage

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

$271

Excellent (1 reviews)

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from $271 / 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

1 / 38

Bradenton Beach House

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $500 / night

(3)

1 / 25

Anna Maria Island Condo

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$143

Excellent (3 reviews)

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from $143 / night

(6)

1 / 41

Bradenton Beach Condo

  • 2
  • 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$150

Excellent (6 reviews)

Inquire

from $150 / night

1 / 23

Holmes Beach House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $199 / night

(2)

1 / 22

Anna Maria House

  • 8
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$599

Excellent (2 reviews)

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from $599 / night

(68)

1 / 67

Bradenton Beach Cottage

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

$214

Excellent (68 reviews)

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from $214 / night

(2)

1 / 20

Holmes Beach Townhouse

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

$236

Excellent (2 reviews)

Inquire

from $236 / night

(5)

1 / 16

Holmes Beach Villa

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$329

Excellent (5 reviews)

Inquire

from $329 / night

(2)

1 / 25

Holmes Beach Townhouse

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

$285

Excellent (2 reviews)

Inquire

from $285 / night

(5)

1 / 93

Anna Maria Island House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$350

Excellent (5 reviews)

Book

from $350 / night

(17)

1 / 77

Anna Maria Island Cottage

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

$186

Excellent (17 reviews)

Inquire

from $186 / night

1 / 81

Anna Maria Island Condo

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

$200

Book

from $200 / night

(1)

1 / 44

Anna Maria Island Condo

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

$150

Excellent (1 reviews)

Book

from $150 / night

1 / 58

Anna Maria House

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

from $400 / night

(7)

1 / 84

Anna Maria Island Condo

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

$250

Excellent (7 reviews)

Book

from $250 / night

1 / 32

Anna Maria Island House

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

from $291 / night

(1)

1 / 47

Anna Maria House

  • 2
  • 4
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden

$334

Excellent (1 reviews)

Book

from $334 / night

(8)

1 / 72

Anna Maria Island Condo

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

$250

Excellent (8 reviews)

Book

from $250 / night

(1)

1 / 78

Anna Maria Island Condo

  • 1
  • 3
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$120

Excellent (1 reviews)

Book

from $120 / night

1 / 22

Anna Maria House

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $165 / night

1 / 35

Anna Maria House

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $186 / night