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Anna Maria Vacation Rentals & Beach Rentals - 187 Rentals Available

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187 Vacation rentals

(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)

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from $201.00 / night

(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)

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from $573.00 / night

1 / 51

Anna Maria Apartment

  • 5
  • 12
  • 4 nights min
  • Child friendly

$799.00

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from $799.00 / night

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

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from $573.00 / night

(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)

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from $383.00 / night

1 / 55

Anna Maria House

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

Responds fast! Avg. 1 hour 21 minutes

$687.00

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from $687.00 / night

Your search has been expanded 19.7 miles to include more rentals

1 / 13

Lakewood Ranch House - 18.9 miles away

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

$279.00

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from $279.00 / night

(25)

1 / 24

Bradenton House - 14.3 miles away

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool

Responds fast! Avg. 1 hour 35 minutes

“The location of this house is really outstanding. We enjoyed being on the river, watching the beautiful sunsets daily, watching birds come and go into the inlets. It is a private place within a lovely subdivision with lakes and riverfront. We also...”
- Review left on 02/02/2017

$150.00

Excellent (25 reviews)

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from $150.00 / night

(4)

1 / 19

Bradenton Villa - 17.4 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“House was a great location for our Needs. Very Clean and spacious. Heated Pool was a great asset.. Would have liked a bigger more useable grill...”
- Review left on 02/23/2017

$180.00

Excellent (4 reviews)

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from $180.00 / night

1 / 12

Bradenton Cottage - 16.9 miles away

  • 1
  • 4
  • min stay varies
  • Child friendly
  • Air conditioning

$107.00

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from $107.00 / night

(4)

1 / 26

Bradenton Beach Apartment - 4.9 miles away

  • 1
  • 6
  • min stay varies
  • Air conditioning

Responds fast! Avg. 3 hours 22 minutes

$304.00

Excellent (4 reviews)

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from $304.00 / night

(27)

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

$90.00

Very Good (27 reviews)

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from $90.00 / night

(30)

1 / 10

Sarasota Guest house - 17.5 miles away

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Car not necessary
  • Air conditioning
“My husband and I stayed in Joyce and Jeff's beautiful guest apartment for two weeks. Everything was perfect inside and out. The property was immaculate and the owners included extra touches that went above and beyond. While we spent most of our time...”
- Review left on 08/09/2017

$148.00

Excellent (30 reviews)

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from $148.00 / night

1 / 16

Bradenton House - 10.2 miles away

  • 3
  • 4
  • min stay varies
  • Nearest beach 10 mi
  • Swimming pool
  • Child friendly

$155.00

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from $155.00 / night

1 / 12

Ellenton Apartment - 15 miles away

  • 1
  • 2
  • min stay varies
  • Ask about children
  • Air conditioning

$95.00

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from $95.00 / night

1 / 16

Oneco Cottage - 11.4 miles away

  • 1
  • 2
  • min stay varies
  • Air conditioning
  • Pet friendly

$64.00

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from $64.00 / night

(7)

1 / 28

Treasure Island Condo - 16.5 miles away

  • 2
  • 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The location is perfect! Your backyard is the bay. Morning Views are breathtaking!!!! My husband fished there every morning and every night. (condo has 3 fishing poles, a few beach chairs and towels) The beach is a short walk away. Publix is right...”
- Review left on 01/03/2017

$205.00

Very Good (7 reviews)

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from $205.00 / night

(18)

1 / 12

Bradenton House - 17.1 miles away

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Superbly equipped villa in a great location. Immaculately clean with high spec kitchen which was equipped extremely well with good quality appliances. Pool area nice with fab spa overlooking lake and big outside dining area which was used all the...”
- Review left on 08/07/2016

$279.00

Excellent (18 reviews)

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from $279.00 / night

(2)

1 / 16

Sarasota Condo - 12.6 miles away

  • 2
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
“We rented this two bedroom listed as a Condo, it is really two adjoining hotel rooms with kitchenettes. Nice accommodations, however the shower heads could be a little higher not convenient for taller people. Great view, right on Marina, close to the...”
- Review left on 01/23/2015

$114.00

Very Good (2 reviews)

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from $114.00 / night

1 / 17

Longboat Key House - 6.8 miles away

  • 6
  • 20
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

$1,260.00

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from $1,260.00 / night

(2)

1 / 9

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

$37.00

Excellent (2 reviews)

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from $37.00 / night

1 / 34

Holmes Beach House - 1.2 miles away

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$399.00

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from $399.00 / 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

$131.00

Excellent (15 reviews)

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from $131.00 / night

1 / 22

Madeira Beach Condo - 19 miles away

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

$152.00

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from $152.00 / night

1 / 43

Sarasota House - 19.2 miles away

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$325.00

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from $325.00 / night

(3)

1 / 16

Bradenton House - 17.1 miles away

  • 3
  • 6
  • min stay varies
  • Nearest beach 20 mi
  • Swimming pool
  • Child friendly
“we rented this home for a week in July, the home is beautiful, it is equipped with every thing you could possibly need. the pool area was very relaxing and enjoyable. we loved the hone and would rent again...”
- Review left on 07/13/2014

$144.00

Excellent (3 reviews)

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from $144.00 / night

(1)

1 / 42

Treasure Island Condo - 15.5 miles away

  • 3
  • 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$850.00

Excellent (1 reviews)

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from $850.00 / night

(21)

1 / 11

Holmes Beach Townhouse - 2.7 miles away

  • 2
  • 6
  • 7 nights min
  • Nearest beach 0.05 mi
  • Swimming pool
  • Child friendly
“This was my family's first visit to Anna Maria Island and it won't be our last. We loved the beaches, restaurants, and amazing sunsets. The Gulf View Townhouse was clean and centrally located, and it was an added bonus to have a pool on the...”
- Review left on 07/19/2016

$172.00

Very Good (21 reviews)

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from $172.00 / night

(24)

1 / 30

Madeira Beach Condo - 19 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Gulf front condo in Madeira Beach; location/view is outstanding and condo was fully equipped. Convenient to restaurants, shopping and attractions. Only two complaints were the carpet in unit was dirty, stained and worn and needed to be cleaned or...”
- Review left on 11/28/2016

$230.00

Very Good (24 reviews)

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from $230.00 / night

(3)

1 / 20

Redington Beach Manor house - 19.7 miles away

  • 5
  • 12
  • 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

1 / 42

Madeira Beach Apartment - 18 miles away

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

Responds fast! Avg. 3 hours 30 minutes

$230.00

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from $230.00 / night

(1)

1 / 13

Madeira Beach Condo - 18.1 miles away

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

$180.00

Excellent (1 reviews)

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from $180.00 / night

(6)

1 / 40

Bradenton House - 17.5 miles away

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

$137.00

Excellent (6 reviews)

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from $137.00 / night

1 / 36

St. Petersburg House - 17.8 miles away

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

$1,374.00

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from $1,374.00 / night

1 / 25

Bradenton House - 16.7 miles away

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

$315.00

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from $315.00 / night

(2)

1 / 11

Cortez Cottage - 4.8 miles away

  • 2
  • 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.25 mi
  • Air conditioning
“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

$134.00

Very Good (2 reviews)

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from $134.00 / night

(13)

1 / 18

Treasure Island Condo - 15.5 miles away

  • 3
  • 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Ask about children
“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

$850.00

Excellent (13 reviews)

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from $850.00 / night

1 / 20

Palma Sola House - 6.4 miles away

  • 6
  • 19
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$293.00

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from $293.00 / night

(1)

1 / 13

St. Pete Beach Condo - 14.5 miles away

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

$202.00

Very Good (1 reviews)

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from $202.00 / night

(14)

1 / 80

St. Petersburg Condo - 14.5 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 34 minutes

“Great place, Clean, Awesome room, and at a great location. This place is perfect for visiting St. Petersburg and the Gulf Beaches. Nearby Fort de Soto Park is one of our favorites and it has miles of fabulous beaches. Downtown St Pete is very close...”
- Review left on 03/24/2017

$147.00

Very Good (14 reviews)

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from $147.00 / night