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Anna Maria Waterfront Vacation Rentals, Beach Rentals & More - 113 Rentals Available.

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113 Vacation rentals

Filters applied: Waterfront

(2)

1 / 72

Anna Maria House

  • 2
  • 6
  • 2 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

Responds fast! Avg. 3 hours 48 minutes

$383.00

Excellent (2 reviews)

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from $383.00 / night

Your search has been expanded 19.7 miles to include more rentals

(12)

1 / 23

Bradenton House - 16.7 miles away

  • 3
  • 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“My stay was from July 2- July 16 and I absolutely loved it. The rooms and bathrooms were super clean. Kitchen has all the appliances you needed it, home came with shower towels and amazing air conditioning through the vents. The neighborhood was...”
- Review left on 07/17/2016

$279.00

Excellent (12 reviews)

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from $279.00 / night

1 / 33

Bradenton House - 8.3 miles away

  • 3
  • 6
  • 2 nights min
  • Child friendly
  • Air conditioning

Responds fast! Avg. 54 minutes

$138.00

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from $138.00 / night

(1)

1 / 26

Sarasota Cottage - 16.8 miles away

  • 1
  • 3
  • 7 nights min
  • Air conditioning
  • Private garden

$116.00

Excellent (1 reviews)

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from $116.00 / night

(1)

1 / 13

Lakewood Ranch House - 18.9 miles away

  • 2
  • 4
  • 14 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

$279.00

Average (1 reviews)

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from $279.00 / night

1 / 26

Bradenton Beach Villa - 3.7 miles away

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

$262.00

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from $262.00 / night

1 / 15

Bradenton House - 9.7 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 54 minutes

$457.00

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from $457.00 / night

(11)

1 / 20

Bradenton House - 6.6 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
“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 radius...”
- Review left on 04/07/2017

$167.00

Very Good (11 reviews)

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from $167.00 / night

1 / 20

Bradenton Beach Condo - 4.9 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$655.00

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from $655.00 / night

(1)

1 / 16

Bradenton Condo - 6.2 miles away

  • 3
  • 6
  • 120 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
“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

$107.00

Very Good (1 reviews)

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from $107.00 / night

1 / 9

Lakewood Ranch Cottage - 19.2 miles away

  • 1
  • 2
  • 5 nights min
  • Nearest beach 10 mi
  • Air conditioning
  • Private garden

Responds fast! Avg. 3 hours 10 minutes

$126.00

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from $126.00 / night

(7)

1 / 15

Bradenton Apartment - 19.2 miles away

  • 1
  • 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Air conditioning

Responds fast! Avg. 3 hours 10 minutes

“What a fantastic place. We had the pleasure of staying in Bob?s studio. Bob thought of everything to make our stay as close to home as possible. We couldn?t have asked for more. The surroundings are pure Florida. The grounds near the studio were well...”
- Review left on 11/19/2016

$144.00

Very Good (7 reviews)

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from $144.00 / night

1 / 20

Madeira Beach Condo - 18.1 miles away

  • 1
  • 3
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 52 minutes

$126.00

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from $126.00 / night

(22)

1 / 15

Bradenton Condo - 15.1 miles away

  • 2
  • 6
  • 6 nights min
  • Nearest beach 8 mi
  • Swimming pool
  • Child friendly
“Anita and Joe were great hosts and wonderful people! The condo is in a secure location close to lots of entertainment, attractions, and shopping. The neighborhood was quiet and friendly with lots of exercise walkers and dog walkers. We spent most...”
- Review left on 02/02/2017

$144.00

Very Good (22 reviews)

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from $144.00 / night

(3)

1 / 11

Sarasota Condo - 16.7 miles away

  • 2
  • 6
  • 30 nights min
  • Nearest beach 20 mi
  • Swimming pool
  • Ask about children

Responds fast! Avg. 3 hours 17 minutes

“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

$104.00

Excellent (3 reviews)

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from $104.00 / night

(5)

1 / 29

Bradenton Condo - 9.1 miles away

  • 2
  • 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

Responds fast! Avg. 54 minutes

$138.00

Very Good (5 reviews)

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from $138.00 / night

1 / 19

Palma Sola House - 5.6 miles away

  • 4
  • 8
  • 7 nights min
  • Child friendly

$165.00

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from $165.00 / night

(29)

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

$92.00

Very Good (29 reviews)

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from $92.00 / night

(7)

1 / 16

Holmes Beach Villa - 2.2 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Five of us and two dogs spent last week of July here, Great location, 8 iron golf shot to the beach from front yard, fantastic pool in back yard complete with all the toys you need for the beach or pool in garage, also refrigerator in garage to save...”
- Review left on 08/27/2015

$229.00

Very Good (7 reviews)

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from $229.00 / night

1 / 14

Madeira Beach Condo - 18.3 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$229.00

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from $229.00 / night

1 / 25

Madeira Beach Condo - 19.5 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$95.00

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from $95.00 / night

1 / 22

Madeira Beach Condo - 19 miles away

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

$148.00

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from $148.00 / night

(5)

1 / 27

Holmes Beach Condo - 2.9 miles away

  • 2
  • 4
  • min stay varies
  • Child friendly
  • Air conditioning
“My Husband ,Son & I had a wonderful time at the Condo,it was clean ,comfortable & near the beach ,shops & the bus stops.I could not ask for anything better ,will be looking to rent again in the future”
- Review left on 09/01/2015

$126.00

Excellent (5 reviews)

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from $126.00 / night

(7)

1 / 17

St. Petersburg Condo - 13 miles away

  • 2
  • 4
  • 2 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

$86.00

Excellent (7 reviews)

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from $86.00 / night

1 / 8

Sarasota Condo - 12.6 miles away

  • 1
  • 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool

Responds fast! Avg. 2 hours 14 minutes

$57.00

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from $57.00 / night

1 / 22

Bradenton Villa - 9.2 miles away

  • 2
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 48 minutes

$102.00

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from $102.00 / night

(2)

1 / 3

St. Petersburg Condo - 18.6 miles away

  • 1
  • 2
  • 30 nights min
  • Ask about children
  • Air conditioning
“I stayed for the month of May while finding a place for our move. Place is in great location with plenty to walk to. 10 minute walk and you are at great restaurants, movie theatre, and the bay. Place is great for a single person or a couple, and...”
- Review left on 06/01/2016

$39.00

Excellent (2 reviews)

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from $39.00 / night

(3)

1 / 43

Redington Beach Manor house - 19.7 miles away

  • 5
  • 13
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This home was amazing. We brought three generations and had plenty of space--both for together times and when we wanted privacy! Three teenage girls enjoyed the privacy of the garage suite. We called it the bachelorette pad! The pool and patio area...”
- Review left on 10/22/2017

$1,145.00

Excellent (3 reviews)

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from $1,145.00 / night

(4)

1 / 14

Madeira Beach Condo - 19.3 miles away

  • 2
  • 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Enjoyed the vacation. Rented 2 condos for family of10 for the week of July 4. Nice rooms, great beach, and amazing 4th of July fireworks on the beach from 8:30 until nearly 11:00. never seen fireworks like that before...”
- Review left on 07/18/2015

$172.00

Very Good (4 reviews)

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from $172.00 / night

(3)

1 / 34

Bradenton Condo - 17 miles away

  • 2
  • 6
  • 3 nights min
  • Nearest beach 12 mi
  • Swimming pool
  • Child friendly

$144.00

Excellent (3 reviews)

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from $144.00 / night

1 / 36

St. Petersburg House - 17.8 miles away

  • 4
  • 10
  • 3 nights min
  • Child friendly
  • Air conditioning

$1,374.00

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from $1,374.00 / night

(6)

1 / 40

Bradenton House - 17.5 miles away

  • 3
  • 6
  • 30 nights min
  • Nearest beach 25 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 53 minutes

“As soon as I unlocked the door to this property and looked in, I turned to my wife and said, "you're definitely going to be impressed" and needless to say she was!The home was by far the best we ever rented and I would have even rated it higher than...”
- Review left on 06/17/2016

$100.00

Excellent (6 reviews)

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from $100.00 / night

1 / 24

St. Petersburg Manor house - 18.8 miles away

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,145.00

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from $1,145.00 / night

1 / 19

Palma Sola House - 6.6 miles away

  • 6
  • 18
  • 7 nights min
  • Child friendly

$300.00

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from $300.00 / night

1 / 26

Bradenton House - 6.6 miles away

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$165.00

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from $165.00 / night

(2)

1 / 13

Madeira Beach Condo - 18.1 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Responds fast! Avg. 2 hours 49 minutes

$213.00

Excellent (2 reviews)

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from $213.00 / night

1 / 20

Madeira Beach Cottage - 18.6 miles away

  • 2
  • 4
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$99.00

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from $99.00 / night

1 / 18

Madeira Beach House - 18.6 miles away

  • 2
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$135.00

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from $135.00 / night

1 / 34

Madeira Beach House - 19.2 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

$131.00

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from $131.00 / night

(1)

1 / 27

Madeira Beach Condo - 19 miles away

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

$152.00

Excellent (1 reviews)

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from $152.00 / night