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Holmes Beach Waterfront Vacation Rentals, House Rentals & More - 20 Rentals Available.

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20 Vacation rentals

Filters applied: Waterfront

(5)

1 / 27

Holmes Beach Condo

  • 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

$100

Excellent (5 reviews)

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from $100 / night

1 / 19

Holmes Beach House

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

from $199 / night

(1)

1 / 24

Holmes Beach Townhouse

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Slept 13 comfortably. Great location and pool was a lifesaver with smaller children. I would highly recommend this property...”
- Review left on 07/21/2016

$300

Excellent (1 reviews)

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from $300 / night

1 / 34

Holmes Beach House

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

from $429 / night

(20)

1 / 11

Holmes Beach Townhouse

  • 2
  • 6
  • Min stay varies
  • 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

$150

Very Good (20 reviews)

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from $150 / night

(1)

1 / 47

Holmes Beach House

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

(2)

1 / 20

Holmes Beach Townhouse

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We enjoyed this house. It was just a short walk to the beach. It was the perfect size for our family of four. The decorations were very pretty and beachy! The pool and outside landscaping was gorgeous! It came supplied with a beach wagon which was a...”
- Review left on 04/21/2016

$236

Excellent (2 reviews)

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from $236 / night

(1)

1 / 44

Holmes Beach House

  • 6
  • 13
  • Min stay varies
  • Ask about children
  • Air conditioning
“We are a family of 13 and had a great Christmas holiday in this house. The location is great and the house is lovely. I would highly recommend it to anyone...”
- Review left on 01/02/2017

$500

Excellent (1 reviews)

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from $500 / night

1 / 19

Holmes Beach Townhouse

  • 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

(6)

1 / 19

Holmes Beach Townhouse

  • 3
  • 8
  • 2 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“This home is beautifully decorated and well maintained. The backyard is meticulously landscaped and provides for a private relaxing environment with a short 2 block walk to your private beach access. The owners provide lots of information on...”
- Review left on 06/29/2015

$157

Very Good (6 reviews)

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from $157 / night

(2)

1 / 25

Holmes Beach Townhouse

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

$285

Excellent (2 reviews)

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from $285 / night

1 / 24

Holmes Beach House

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

from $350 / night

(1)

1 / 24

Holmes Beach House

  • 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

  • 3
  • 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • 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

$250

Excellent (2 reviews)

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from $250 / night

1 / 28

Holmes Beach House

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

from $275 / night

(5)

1 / 16

Holmes Beach Villa

  • 3
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“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

$300

Excellent (5 reviews)

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from $300 / night

(3)

1 / 17

Holmes Beach House

  • 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

$200

Excellent (3 reviews)

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from $200 / night

(1)

1 / 19

Holmes Beach Cottage

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We couldn't have asked for a better AMI rental. I've stayed at others, but have finally found one I will stay at again (and again!) Don't worry about not being directly on the beach, because you are just a few steps away! It was wonderful to have our...”
- Review left on 04/07/2016

$143

Excellent (1 reviews)

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from $143 / night

(2)

1 / 5

Holmes Beach Condo

  • 2
  • 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“It was in a great location although we had a room on the second floor and crows nest was kind of in front of us and blocked the beautiful view. If I rented there again I would want a different room. The room was nice and how nice to have a lanai...”
- Review left on 10/22/2015

$159

Very Good (2 reviews)

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from $159 / night

Your search has been expanded 2.4 miles to include more rentals

1 / 47

Bradenton Beach House - 0.1 miles away

  • 11
  • 32
  • 7 nights min
  • Ask about children
  • Air conditioning

from $758 / night

(17)

1 / 77

Anna Maria Island Cottage - 0.1 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)

1 / 44

Anna Maria Island Condo - 0.1 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This was our first time renting, we usually stay at a hotel. The unit was exactly like the photos and clean as well. I had some trouble with the garbage disposal so I called the property management and they were very professional and offer to put...”
- Review left on 07/05/2016

$150

Excellent (1 reviews)

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from $150 / night

(7)

1 / 84

Anna Maria Island Condo - 0.1 miles away

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
“Impeccable beach house! All the amenities one would want. Great Weber gas grill, (almost) private pool, brand new kitchen, brand new front loader washer/dryer (free). Cross the street and you're on the public beach, or drive 10 min north or south...”
- Review left on 11/23/2016

$250

Excellent (7 reviews)

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from $250 / night

(1)

1 / 78

Anna Maria Island Condo - 0.1 miles away

  • 1
  • 3
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“As this was my first time to Anna Maria I was pleasantly surprised how very nice it is. My accommodations were above what I expected. The location is perfect for going to the beach, shopping, dining, or just relaxing by the pool. I enjoyed my stay so...”
- Review left on 03/10/2015

$120

Excellent (1 reviews)

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from $120 / night

(4)

1 / 30

Anna Maria Island House - 0.1 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“This home is exactly as pictured and the owners are so great to work with! We loved all the accommodations of the home and it was very, very clean and well maintained! It had everything we needed to enjoy both the pool and the beach. With 3...”
- Review left on 11/07/2016

$214

Excellent (4 reviews)

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from $214 / night

(18)

1 / 24

Anna Maria Island Cottage - 0.1 miles away

  • 2
  • 5
  • 7 nights min
  • Child friendly
  • Air conditioning
“Songbird is a little slice of heaven with everything we needed to have a comfortable stay. We stayed for one week. Joel, the owner, is very thoughtful, and accommodating, and he makes it known that he is there for you if you need him. Which is so...”
- Review left on 05/20/2017

$93

Excellent (18 reviews)

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from $93 / night

1 / 32

Anna Maria Island House - 0.1 miles away

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

from $291 / night

(3)

1 / 25

Anna Maria Island Condo - 0.1 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“We had a wonderful week at the tropical sunset condo I count the days to go back with my husband and two little kids (4.5 & 1.5) We loved everything in this condo and the beach was so beautiful! We saw Manatees at the road and reel Pier and Dolphins...”
- Review left on 05/24/2016

$143

Excellent (3 reviews)

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from $143 / night

1 / 21

Anna Maria House - 1.2 miles away

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

$600

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from $600 / night

(18)

1 / 27

Anna Maria House - 1.5 miles away

  • 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

$225

Very Good (18 reviews)

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from $225 / night

1 / 4

Bradenton Beach Cottage - 1.9 miles away

  • 1
  • 3
  • 1 night min
  • Air conditioning

$175

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from $175 / night

(6)

1 / 29

Anna Maria Island House - 2 miles away

  • 4
  • 8
  • 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

$390

Excellent (6 reviews)

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from $390 / night

(67)

1 / 67

Bradenton Beach Cottage - 2 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We had a girlfriends getaway and stayed at the Sugar Shack; our second time to stay. Sheila has made great updates to the Sugar Shack, the bathrooms have been remodeled, the kitchen has been updated, the third bedroom has been remodeled and the...”
- Review left on 11/23/2014

$214

Excellent (67 reviews)

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from $214 / night

(9)

1 / 22

Bradenton Beach Cottage - 2.2 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 - 2.2 miles away

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

from $500 / night

(1)

1 / 47

Anna Maria House - 2.3 miles away

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

$334

Excellent (1 reviews)

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from $334 / night

(5)

1 / 92

Anna Maria Island Condo - 2.4 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The unit was well equipped with a good kitchen and lots of seating. TV's where great. We have two kids so we needed a place that could work for at home cooking as well. The location was perfect for us. The balcony was a perfect place for having a...”
- Review left on 01/05/2016

$200

Very Good (5 reviews)

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from $200 / night

(2)

1 / 22

Anna Maria House - 2.4 miles away

  • 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 / 81

Anna Maria Island Condo - 2.4 miles away

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

$200

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from $200 / night