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Anna Maria Pet-Friendly Vacation Rentals, Beach Rentals & More - 7 Rentals Available.

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7 Vacation rentals

Filters applied: Pet Friendly

(19)

1 / 27

Anna Maria House

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

$175

Very Good (19 reviews)

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from $175 / night

1 / 21

Anna Maria House

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

$500

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from $500 / night

(2)

1 / 22

Anna Maria House

  • 8
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This house is simply amazing. There is nothing that could be improved upon. The house is gorgeous, clean, and very welcoming. The pool was the bomb as was the hot tub in the evenings! The best part of the pool is that it has all day sun which...”
- Review left on 04/22/2016

$599

Excellent (2 reviews)

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from $599 / night

1 / 21

Anna Maria House

  • 5
  • 11
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

$600

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from $600 / night

1 / 14

Anna Maria House

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

$500

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from $500 / night

1 / 21

Anna Maria House

  • 5
  • 12
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

$700

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from $700 / night

1 / 51

Anna Maria House

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

$600

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from $600 / night

Your search has been expanded 20.3 miles to include more rentals

1 / 24

Holmes Beach House - 0.1 miles away

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

from $199 / night

(1)

1 / 19

Holmes Beach Townhouse - 1.1 miles away

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

$99

Excellent (1 reviews)

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from $99 / night

1 / 19

Holmes Beach House - 1.1 miles away

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

from $199 / night

(3)

1 / 17

Holmes Beach House - 1.2 miles away

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“I like to call the Coral Cottage our own little Shangri La, at least for the two weeks we were pleased to be its residents. From the lovely landscaping to the private HEATED pool in the enclosed backyard, to the well equipped kitchen, just about...”
- Review left on 04/01/2016

$159

Excellent (3 reviews)

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from $159 / night

(1)

1 / 24

Holmes Beach House - 1.3 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We found this home clean and comfortable. All especially enjoyed the large open kitchen, dining, and family room areas. The very well-maintained pool and accessories were really appreciated, given red tide prohibited us from enjoying Holmes Beach...”
- Review left on 10/04/2016

$400

Very Good (1 reviews)

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from $400 / night

(2)

1 / 18

Holmes Beach House - 1.4 miles away

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We had a wonderful vacation. Absolutely loved this rental home. Everything you need is there. My family loved the pool and having beach chairs & sand toys on hand was an added bonus. Can't wait to book our next vacation in the same home...”
- Review left on 05/04/2016

$25

Excellent (2 reviews)

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from $25 / night

(1)

1 / 47

Holmes Beach House - 1.4 miles away

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“As beautiful as it looks in the photos, I actually think it's better in person. I literally want to live there. The house is so spacious, features a great open floor plan for family time, and offers 4 master bedrooms, spread out on 2 floors to...”
- Review left on 04/26/2016

$555

Excellent (1 reviews)

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from $555 / night

(17)

1 / 77

Anna Maria Island Cottage - 2.4 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“My family and I spent a week in the cottage and surrounding Anna Maria Island.We had a very relaxing vacation by the sea and enjoyed every ammentity the cottage offered.The comforts were those of our own home. Sheila was a perfect host indeed for any...”
- Review left on 08/18/2016

$186

Excellent (17 reviews)

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from $186 / night

1 / 53

Holmes Beach House - 2.5 miles away

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

from $350 / night

(7)

1 / 29

Anna Maria Island House - 4 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Gorgeous, beautiful home away from home. This home has everything you and your family will need. The granite kitchen is fully equipped and beautiful. I was able to make a full Thanksgiving dinner with everything that was supplied in the home! Our...”
- Review left on 11/30/2016

$400

Excellent (7 reviews)

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from $400 / night

(9)

1 / 22

Bradenton Beach Cottage - 4.2 miles away

  • 1
  • 4
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Good location. Clean, well supplied, good daily maid service. Not much area for being pet friendly for bathroom and for walking dog. Parking lot flooded with minimal rain. No overhang on porch at door or over chairs to get out of rain to even enjoy...”
- Review left on 08/08/2016

$155

Very Good (9 reviews)

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from $155 / night

1 / 38

Bradenton Beach House - 4.2 miles away

  • 6
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $500 / night

(1)

1 / 20

Bradenton Beach Cottage - 4.5 miles away

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

$150

Very Good (1 reviews)

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from $150 / night

(2)

1 / 24

Bradenton Beach House - 4.7 miles away

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“My family and friends and I rented this property to celebrate my bachelorette weekend and we picked the most perfect house possible! The layout of the house was ideal for accommodating a large number of guests in addition to providing comfortable...”
- Review left on 09/06/2016

$400

Excellent (2 reviews)

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from $400 / night

1 / 24

Bradenton Beach House - 4.7 miles away

  • 6
  • 14
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $500 / night

(2)

1 / 4

Cortez Cottage - 4.8 miles away

  • 2
  • 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Pet friendly
“This apartment had a beautiful open concept, nicely decorated. The place was supplied with nice quality furniture and cooking apparatus. Quiet and right on the canal, close to everything. Owners were above and beyond for help, and just a click...”
- Review left on 01/02/2015

$92

Very Good (2 reviews)

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from $92 / night

(1)

1 / 16

Bradenton Condo - 6.2 miles away

  • 3
  • 6
  • 90 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Ask about children
“We vacationed at this villa during February and March 2011. It is spacious and quite nicely furnished. We especially enjoyed the setting - the view from every window is of trees and shrubs with no other dwellings visible. One minor drawback of its...”
- Review left on 04/28/2011

$60

Very Good (1 reviews)

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from $60 / night

(11)

1 / 22

Bradenton House - 6.6 miles away

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“The location of this property is a perfect area. Just as described by the owner. House is fully equipped including a hand mixer. We enjoyed watching the water sports on the bay from the patio. Lots of parks and popular beaches within 5 mile...”
- Review left on 04/07/2017

$129

Very Good (11 reviews)

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from $129 / night

1 / 17

Longboat Key House - 6.8 miles away

  • 6
  • 18
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

$600

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from $600 / night

(21)

1 / 32

Palmetto House - 8.7 miles away

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
“Two days after we arrived, we booked for 2018! Capt Julie and Pamela have made an enchanted, whimsical oasis where you can find a mermaid sitting on a bench in the garden, a charming metal tortoise lounging by the pool and an open, flowing old...”
- Review left on 02/20/2017

$300

Excellent (21 reviews)

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from $300 / night

1 / 16

Bradenton House - 10.2 miles away

  • 3
  • 5
  • Min stay varies
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly

$170

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from $170 / night

(17)

1 / 22

St. Pete Beach House - 12 miles away

  • 1
  • 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

$105

Excellent (17 reviews)

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from $105 / night

(6)

1 / 24

St. Pete Beach House - 12 miles away

  • 2
  • 7
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

$123

Excellent (6 reviews)

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from $123 / night

(6)

1 / 12

St. Petersburg Condo - 13 miles away

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Air conditioning
  • Pet friendly
“We thoroughly enjoyed our stay in this beautiful condo overlooking Boca Ciega Bay.. Very clean, comfortable home, what a nice view of the bay with dolphins regularly swimming by! The owner, Ken, was stellar to deal with, all our needs were totally...”
- Review left on 05/21/2016

$67

Excellent (6 reviews)

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from $67 / night

1 / 34

Bradenton House - 13.9 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$215

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from $215 / night

(1)

1 / 18

St. Petersburg Condo - 14.8 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“My family and I stayed in this condo back in February of 2016. We had a great experience! This condo is very clean, comfortable, and nicely decorated. We all loved having breakfast and evening drinks on the patio. The pool area is also very clean....”
- Review left on 04/29/2017

$100

Excellent (1 reviews)

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from $100 / night

(24)

1 / 26

Treasure Island Cottage - 15 miles away

  • 1
  • 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“This was such a fun cottage to stay in for the week. It was very clean, had everything that we needed, and it was close to so many fun places in Treasure Island and Madeira Beach with John's Pass. Michael and Gitta made sure that we had everything...”
- Review left on 07/13/2016

$90

Very Good (24 reviews)

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from $90 / night

(1)

1 / 42

Treasure Island Condo - 15.5 miles away

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

$600

Excellent (1 reviews)

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from $600 / night

(12)

1 / 18

Treasure Island Condo - 15.5 miles away

  • 3
  • 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We had a wonderful vacation. The property was everything that we expected! Very comfortable and the view beautiful. We had lovely walks on the beach and beautiful sunsets on the balcony...”
- Review left on 02/06/2017

$605

Excellent (12 reviews)

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from $605 / night

(8)

1 / 7

Treasure Island Cottage - 15.8 miles away

  • 1
  • 2
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“Great little 1 bedroom cottage. Across the street from the Beach. Everything was in walking distance. It was very peaceful and relaxing. The owners Brian and Susan were great They had everything you needed there. Beach chairs, Umbrellas, etc....”
- Review left on 09/23/2016

$100

Excellent (8 reviews)

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from $100 / night

(21)

1 / 45

St. Petersburg Manor house - 16 miles away

  • 7
  • 21
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
“We invited our extended family to spend Christmas together this year at The Petro Mansion, hoping that the house looked as good in person as it did online. The house is just as beautiful, if not more so, in person! Alex had the house beautifully...”
- Review left on 01/02/2017

$1099

Excellent (21 reviews)

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from $1099 / night

(3)

1 / 11

Sarasota Condo - 16.7 miles away

  • 2
  • 6
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“This condo was extremely well appointed and had everything that we needed. We stayed 3 months and enjoyed every minute. The owners were gracious and responsive to every question. The view was outstanding. How much did we like it -we are renting it...”
- Review left on 03/30/2015

$50

Excellent (3 reviews)

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from $50 / night

(15)

1 / 20

Treasure Island Condo - 16.8 miles away

  • 2
  • 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Thoroughly enjoyed our month at this clean, convenient and comfortable condo! It is within easy walking distance of the beach and many restaurants as well as the Publix and Walgreens. The view of Boca Ciega Bay from the 2nd floor balcony is beautiful...”
- Review left on 02/04/2017

$114

Excellent (15 reviews)

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from $114 / night

(9)

1 / 16

St. Petersburg House - 16.8 miles away

  • 3
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We stayed at the Captain Jim's house two weeks ago and we were very satisfied. The house was immaculate and had everything we needed. The back yard really stole our hearts. Very private with tall thick shrubs on both sides so very comfortable...”
- Review left on 04/28/2017

$225

Excellent (9 reviews)

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from $225 / night

(1)

1 / 34

Bradenton Condo - 17 miles away

  • 2
  • 6
  • Min stay varies
  • Nearest beach 12 mi
  • Swimming pool
  • Child friendly

$110

Excellent (1 reviews)

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from $110 / night

1 / 23

Lido Key House - 17.8 miles away

  • 3
  • 11
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $300 / night

(2)

1 / 41

Madeira Beach Condo - 18.3 miles away

  • 2
  • 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We stayed three nights and had a great time aside from the cool temps on Sunday when we left. The condo was wonderful and being able to get in early after a long night of flying was so nice. We would recommend this condo to anyone. Everything you...”
- Review left on 02/27/2017

$110

Excellent (2 reviews)

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from $110 / night

1 / 24

St. Petersburg Manor house - 18.8 miles away

  • 5
  • 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1000

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from $1000 / night

(1)

1 / 22

Redington Beach Manor house - 19.7 miles away

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Everything was great! House was clean, fully stocked with beach items, towels, cleaning supplies etc. The welcome basket was a delightful surprise! Working with Wade was wonderful! We will be returning to this beach front beauty...”
- Review left on 03/06/2017

$1000

Excellent (1 reviews)

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from $1000 / night

1 / 15

Sarasota House - 20.3 miles away

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $150 / night