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Holmes Beach Waterfront Vacation Rentals, House Rentals & More - 119 Rentals Available.

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119 Vacation rentals

Filters applied: Waterfront

(7)

1 / 16

Holmes Beach Villa

  • 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

(21)

1 / 17

Holmes Beach Townhouse

  • 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

$184.00

Very Good (21 reviews)

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from $184.00 / night

(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

$126.00

Excellent (5 reviews)

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from $126.00 / night

1 / 24

Holmes Beach Condo

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

$366.00

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from $366.00 / night

Your search has been expanded 19.8 miles to include more rentals

(29)

1 / 98

Bradenton Beach Condo - 2.6 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“It was a great experience. The condo was close to perfect. It was a great spot close to the beach and many restuarants and shops. The Island was perfect with free trolly service and very clean roads and ammenities. The Ocean views and the white...”
- Review left on 06/05/2016

$344.00

Very Good (29 reviews)

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from $344.00 / night

1 / 36

St. Petersburg House - 19 miles away

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

$1,374.00

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from $1,374.00 / night

1 / 18

Bradenton Apartment - 7.3 miles away

  • 2
  • 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 54 minutes

$149.00

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from $149.00 / night

1 / 16

Bradenton House - 8.2 miles away

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

$189.00

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from $189.00 / night

(12)

1 / 23

Bradenton House - 15.4 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 / 16

Lakewood Ranch Villa - 19.5 miles away

  • 3
  • 6
  • min stay varies
  • Nearest beach 19 mi
  • Swimming pool
  • Ask about children

$153.00

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from $153.00 / night

1 / 28

Siesta Key Apartment - 18.2 miles away

  • 2
  • 8
  • 5 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

Responds fast! Avg. 3 hours 7 minutes

$602.00

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from $602.00 / night

1 / 33

Bradenton House - 6.6 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 - 14.8 miles away

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

$116.00

Excellent (1 reviews)

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from $116.00 / night

(13)

1 / 16

Siesta Key Condo - 19.1 miles away

  • 1
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 23 minutes

“We stayed in Crescent Royale #409. Condo was extremely clean and well supplied. We had flown in and was thrillled to see beach chairs, umbrellas, towels and etc. that we couldn't bring along. The property was peaceful and quiet. Only problem was RED...”
- Review left on 10/04/2016

$155.00

Very Good (13 reviews)

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from $155.00 / night

(8)

1 / 84

Anna Maria Island Condo - 0.1 miles away

  • 2
  • 6
  • 7 nights min
  • 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

$458.00

Excellent (8 reviews)

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from $458.00 / night

(2)

1 / 25

Siesta Key Condo - 19.1 miles away

  • 2
  • 5
  • 7 nights min
  • Nearest beach 0.09 mi
  • Swimming pool
  • Ask about children
“Our stay at Siesta Palms was great. The condo was very clean and up to date. We enjoyed the beautiful pool and proximity to the beach. The owners couldn't have been kinder or more accommodating. I highly recommend this condo...”
- Review left on 04/15/2016

$304.00

Excellent (2 reviews)

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from $304.00 / night

(1)

1 / 13

Lakewood Ranch House - 17.1 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 - 1.7 miles away

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

$262.00

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from $262.00 / night

1 / 34

Bradenton Beach Condo - 2.6 miles away

  • 2
  • 6
  • 7 nights min
  • Child friendly

$396.00

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from $396.00 / night

1 / 15

Bradenton House - 7.7 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

(7)

1 / 17

St. Petersburg Condo - 14.6 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

(20)

1 / 120

St. Petersburg Condo - 14 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Responds fast! Avg. 2 hours 14 minutes

“We had stayed all around Florida , but Never had a view like this, water everywhere, from all the windows. When you see the pictures they are gorgeous but in real life Wow. I think this is one of the best condo's we have stayed in. The owners are...”
- Review left on 05/30/2017

$228.00

Excellent (20 reviews)

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from $228.00 / night

(6)

1 / 40

Bradenton House - 16.1 miles away

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

Responds fast! Avg. 27 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

$101.00

Excellent (6 reviews)

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from $101.00 / night

(6)

1 / 53

Siesta Key House - 18.8 miles away

  • 3
  • 9
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

$453.00

Excellent (6 reviews)

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from $453.00 / night

1 / 8

Sarasota Condo - 10.7 miles away

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

Responds fast! Avg. 2 hours 18 minutes

$57.00

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from $57.00 / night

1 / 81

Anna Maria Island Condo - 2.4 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$396.00

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from $396.00 / night

1 / 45

Anna Maria Island Condo - 0.1 miles away

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

$344.00

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from $344.00 / night

(11)

1 / 20

Bradenton House - 4.7 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 - 2.9 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 / 48

Anna Maria Island House - 2.3 miles away

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

$344.00

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from $344.00 / night

(2)

1 / 24

Siesta Key Apartment - 18.2 miles away

  • 3
  • 8
  • 5 nights min
  • Child friendly

Responds fast! Avg. 3 hours 7 minutes

$630.00

Excellent (2 reviews)

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from $630.00 / night

(7)

1 / 23

Siesta Key House - 19 miles away

  • 4
  • 12
  • 7 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child friendly

$773.00

Excellent (7 reviews)

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from $773.00 / night

1 / 16

Bradenton Apartment - 7.4 miles away

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

Responds fast! Avg. 54 minutes

$149.00

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from $149.00 / night

(2)

1 / 22

Siesta Key House - 18.8 miles away

  • 3
  • 7
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“My husband and I stayed at Tiffany Sands for the months of February and March 2016. We loved the proximity to the beach and Siesta Key Village. The townhouse is well appointed and had nearly everything we needed for a comfortable 2 month stay. The...”
- Review left on 04/28/2016

$344.00

Very Good (2 reviews)

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from $344.00 / night

(5)

1 / 19

Siesta Key Condo - 19.1 miles away

  • 1
  • 4
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly
“Thank you for a wonderful week! The room was beautiful and Mary Ann and staff were all so accommodating to anything that you may need! We would highly recommend Siesta Palms to everyone! We are looking forward to coming back as soon as possible,...”
- Review left on 07/13/2016

$258.00

Excellent (5 reviews)

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from $258.00 / night

(2)

1 / 8

Anna Maria Island Condo - 2.3 miles away

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

$344.00

Excellent (2 reviews)

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from $344.00 / night

(3)

1 / 24

Sarasota Townhouse - 18.9 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“The house was nice but a little out dated. A few things went wrong, but the owner really helped out immediately to rectify all the problems. It had all the things you wanted for the beach except an umbrella, which if we had one, we would have...”
- Review left on 06/04/2013

$453.00

Very Good (3 reviews)

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from $453.00 / night

(2)

1 / 3

St. Petersburg Condo - 19.8 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

(4)

1 / 12

Bradenton House - 19.3 miles away

  • 3
  • 5
  • min stay varies
  • Nearest beach 30 mi
  • Swimming pool
  • Child friendly
“We enjoyed this house, and it was the warmest December on record! Went to the beach 3 times and the ocean was warm enough to swim in this year! Look forward to more trips to Florida...”
- Review left on 01/08/2016

$167.00

Excellent (4 reviews)

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from $167.00 / night

(1)

1 / 16

Bradenton Condo - 4.6 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