Search 105,200+ Vacation Rentals
✕

Anna Maria Waterfront Vacation Rentals, Beach Rentals & More - 234 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

234 Vacation rentals

Filters applied: Waterfront

(23)

1 / 29

Anna Maria House

  • 4
  • 8
  • 28 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool

Responds fast! Avg. 2 hours 3 minutes

“Whether you are a couple or three families under one roof, the layout of this home fits the bill. Three eating areas, three gathering areas plus the pool area is amazing. Newer homes on the island have five bedrooms....great...right but there is...”
- Review left on 06/25/2015

$201.00

Very Good (23 reviews)

Book

from $201.00 / night

Book

(1)

1 / 21

Anna Maria House

  • 3
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

Responds fast! Avg. 1 hour 21 minutes

$573.00

Excellent (1 reviews)

Book

from $573.00 / night

Book
1 / 51

Anna Maria Apartment

  • 5
  • 12
  • 4 nights min
  • Child friendly

$799.00

Book

from $799.00 / night

Book

(2)

1 / 47

Anna Maria House

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden

Responds fast! Avg. 3 hours 22 minutes

$383.00

Excellent (2 reviews)

Book

from $383.00 / night

Book
1 / 14

Anna Maria House

  • 2
  • 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

Responds fast! Avg. 1 hour 21 minutes

$573.00

Book

from $573.00 / night

Book
1 / 55

Anna Maria House

  • 4
  • 8
  • 4 nights min
  • Child friendly
  • Pet friendly

Responds fast! Avg. 1 hour 21 minutes

$687.00

Book

from $687.00 / night

Book
1 / 11

Anna Maria House

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Ask about pets

$86.00

Inquire

from $86.00 / night

Inquire
1 / 17

Anna Maria House

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

$104.00

Inquire

from $104.00 / night

Inquire

(1)

1 / 23

Anna Maria House

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$145.00

Excellent (1 reviews)

Inquire

from $145.00 / night

Inquire

(1)

1 / 11

Anna Maria House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Ask about pets

$243.00

Excellent (1 reviews)

Inquire

from $243.00 / night

Inquire
1 / 26

Anna Maria House

  • 2
  • 6
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$200.00

Inquire

from $200.00 / night

Inquire

(5)

1 / 16

Anna Maria House

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$108.00

Excellent (5 reviews)

Inquire

from $108.00 / night

Inquire
1 / 18

Anna Maria House

  • 1
  • 4
  • min stay varies
  • Ask about children
  • Ask about pets

$130.00

Inquire

from $130.00 / night

Inquire
1 / 12

Anna Maria House

  • 1
  • 4
  • min stay varies
  • Ask about children

$79.00

Inquire

from $79.00 / night

Inquire
1 / 19

Anna Maria House

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

$104.00

Inquire

from $104.00 / night

Inquire
1 / 0

Anna Maria House

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

$260.00

Inquire

from $260.00 / night

Inquire
1 / 0

Anna Maria House

  • 1
  • 4
  • 7 nights min
  • Ask about children
  • Ask about pets

$93.00

Inquire

from $93.00 / night

Inquire

(1)

1 / 26

Anna Maria House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$315.00

Excellent (1 reviews)

Inquire

from $315.00 / night

Inquire
1 / 23

Anna Maria House

  • 3
  • 6
  • min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets

$156.00

Inquire

from $156.00 / night

Inquire
1 / 5

Anna Maria House

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

$100.00

Inquire

from $100.00 / night

Inquire

(2)

1 / 35

Anna Maria House

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

$286.00

Excellent (2 reviews)

Inquire

from $286.00 / night

Inquire

(1)

1 / 0

Anna Maria House

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

$150.00

Excellent (1 reviews)

Inquire

from $150.00 / night

Inquire
1 / 29

Anna Maria House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$158.00

Inquire

from $158.00 / night

Inquire
1 / 0

Anna Maria House

  • 2
  • 4
  • 30 nights min
  • Ask about children
  • Ask about pets

$86.00

Inquire

from $86.00 / night

Inquire
1 / 0

Anna Maria House

  • 2
  • 6
  • 30 nights min
  • Ask about children
  • Ask about pets

$126.00

Inquire

from $126.00 / night

Inquire
1 / 0

Anna Maria House

  • 3
  • 6
  • 30 nights min
  • Ask about children
  • Ask about pets

$200.00

Inquire

from $200.00 / night

Inquire
1 / 35

Anna Maria House

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

$186.00

Inquire

from $186.00 / night

Inquire

(2)

1 / 16

Anna Maria House

  • 1
  • 4
  • 7 nights min
  • Ask about children
  • Air conditioning

$93.00

Very Good (2 reviews)

Inquire

from $93.00 / night

Inquire

(2)

1 / 3

Anna Maria House

  • 2
  • 8
  • 7 nights min
  • Ask about children

$156.00

Very Good (2 reviews)

Inquire

from $156.00 / night

Inquire

(5)

1 / 26

Anna Maria House

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

$118.00

Very Good (5 reviews)

Inquire

from $118.00 / night

Inquire
1 / 22

Anna Maria House

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Ask about pets

$114.00

Inquire

from $114.00 / night

Inquire

(1)

1 / 0

Anna Maria House

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Pet friendly

$108.00

Very Good (1 reviews)

Inquire

from $108.00 / night

Inquire

(1)

1 / 0

Anna Maria House

  • 3
  • 6
  • min stay varies
  • Ask about children
  • Ask about pets

$142.00

Average (1 reviews)

Inquire

from $142.00 / night

Inquire
1 / 35

Anna Maria House

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

$172.00

Inquire

from $172.00 / night

Inquire

(4)

1 / 23

Anna Maria House

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Ask about pets

$115.00

Excellent (4 reviews)

Inquire

from $115.00 / night

Inquire

(1)

1 / 29

Anna Maria House

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

$215.00

Excellent (1 reviews)

Inquire

from $215.00 / night

Inquire

(1)

1 / 21

Anna Maria House

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$145.00

Very Good (1 reviews)

Inquire

from $145.00 / night

Inquire
1 / 17

Anna Maria House

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$200.00

Inquire

from $200.00 / night

Inquire
1 / 16

Anna Maria House

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

$207.00

Inquire

from $207.00 / night

Inquire

(2)

1 / 26

Anna Maria House

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Ask about pets

$115.00

Excellent (2 reviews)

Inquire

from $115.00 / night

Inquire