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Holmes Beach Vacation Rentals & House Rentals - 96 Rentals Available

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96 Vacation rentals

(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

$365.00

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from $365.00 / night

Your search has been expanded 19.5 miles to include more rentals

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 / 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

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 / 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

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

(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

(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

1 / 9

Lakewood Ranch Cottage - 17.4 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 - 17.4 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

(9)

1 / 41

Siesta Key Condo - 18.4 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly

$175.00

Excellent (9 reviews)

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from $175.00 / night

(13)

1 / 38

Siesta Key House - 19.1 miles away

  • 5
  • 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

$567.00

Excellent (13 reviews)

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from $567.00 / night

(12)

1 / 40

Siesta Key Condo - 19.4 miles away

  • 2
  • 6
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great place! Everything was wonderful,beach was a short walk away. Love all the new addition to public beach. Pool was heated,we went swimming every day. Unit was very clean and comfortable,couldn't ask for a better place. Took the free taxi to...”
- Review left on 01/06/2017

$89.00

Excellent (12 reviews)

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from $89.00 / 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 14 minutes

$57.00

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from $57.00 / night

(7)

1 / 23

Siesta Key House - 19 miles away

  • 4
  • 10
  • 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

(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

(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 / 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

(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. 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 / 16

Bradenton House - 8.2 miles away

  • 3
  • 4
  • min stay varies
  • Nearest beach 10 mi
  • Swimming pool
  • Air conditioning

$189.00

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from $189.00 / night

(4)

1 / 19

Bradenton Villa - 16.1 miles away

  • 3
  • 6
  • 10 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

$178.00

Excellent (4 reviews)

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from $178.00 / 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

(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

(3)

1 / 11

Sarasota Condo - 14.9 miles away

  • 2
  • 6
  • 30 nights min
  • Nearest beach 20 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 48 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

$115.00

Excellent (3 reviews)

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from $115.00 / 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

$373.00

Very Good (2 reviews)

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from $373.00 / night

(41)

1 / 51

St. Petersburg Manor house - 17.1 miles away

  • 8
  • 21
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool

Responds fast! Avg. 2 hours 31 minutes

“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

$974.00

Excellent (41 reviews)

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from $974.00 / night

(11)

1 / 20

Bradenton House - 4.7 miles away

  • 3
  • 6
  • min stay varies
  • 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

$189.00

Very Good (11 reviews)

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from $189.00 / 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

1 / 19

Palma Sola House - 5.2 miles away

  • 6
  • 18
  • 7 nights min
  • Child friendly

$300.00

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from $300.00 / night

1 / 26

Bradenton House - 5.2 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 / 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

(21)

1 / 20

Sarasota Condo - 19 miles away

  • 2
  • 4
  • 7 nights min
  • Child friendly
  • Air conditioning
“Found this property on the website and I'm glad I did. Ms Kathy is great! The property was beautiful. From the minute we walked in, the place is very nice and relaxing. Everything you need in the comfort of your home including beach equipments. Felt...”
- Review left on 07/20/2016

$113.00

Excellent (21 reviews)

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from $113.00 / night

1 / 22

Bradenton Villa - 7.3 miles away

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

Responds fast! Avg. 1 hour 33 minutes

$102.00

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from $102.00 / 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. 1 hour 29 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

$159.00

Very Good (13 reviews)

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from $159.00 / night

(5)

1 / 29

Bradenton Condo - 7.2 miles away

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

Responds fast! Avg. 1 hour 26 minutes

$138.00

Very Good (5 reviews)

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from $138.00 / night

(35)

Certificate of Excellence

1 / 16

Sarasota Guest house - 15.5 miles away

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Car not necessary
  • Air conditioning

Travelers’ Choice award

“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

$131.00

Excellent (35 reviews)

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from $131.00 / night