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Holmes Beach Waterfront Vacation Rentals, House Rentals & More - 167 Rentals Available.

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167 Vacation rentals

Filters applied: Waterfront

1 / 53

Holmes Beach House

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

$349.00

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from $349.00 / night

(2)

1 / 25

Holmes Beach Townhouse

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

$230.00

Excellent (2 reviews)

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from $230.00 / night

(7)

1 / 16

Holmes Beach Villa

  • 3
  • 6
  • 3 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

$287.00

Very Good (7 reviews)

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from $287.00 / night

1 / 34

Holmes Beach House

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

$349.00

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from $349.00 / night

1 / 24

Holmes Beach House

  • 4
  • 10
  • min stay varies
  • Nearest beach 0.01 mi
  • Swimming pool
  • Child friendly

$329.00

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from $329.00 / night

(2)

1 / 19

Holmes Beach House

  • 5
  • 12
  • min stay varies
  • Nearest beach 0.02 mi
  • Swimming pool
  • Child friendly

$399.00

Excellent (2 reviews)

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from $399.00 / night

1 / 19

Holmes Beach Townhouse

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$230.00

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from $230.00 / night

(2)

1 / 20

Holmes Beach Townhouse

  • 3
  • 8
  • min stay varies
  • 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

$230.00

Excellent (2 reviews)

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from $230.00 / night

1 / 24

Holmes Beach House

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

$230.00

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from $230.00 / night

(21)

1 / 11

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

$172.00

Very Good (21 reviews)

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from $172.00 / night

(1)

1 / 49

Holmes Beach House

  • 6
  • 12
  • min stay varies
  • Nearest beach 0.01 mi
  • Swimming pool
  • Child friendly

$449.00

Excellent (1 reviews)

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from $449.00 / night

1 / 18

Holmes Beach House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$199.00

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from $199.00 / night

1 / 24

Holmes Beach Condo

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

$215.00

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from $215.00 / night

Your search has been expanded 19.5 miles to include more rentals

(4)

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 (4 reviews)

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from $175.00 / 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

(4)

1 / 19

Bradenton Villa - 16.1 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

(2)

1 / 22

Longboat Key Condo - 7.8 miles away

  • 3
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
“This was a family holiday including 2 grandchildren, who loved every minute of the holiday and did not want to leave. Lovely 3 bedrooms condo in garden grounds, which lead to the beach, family swimming pool and adult pool and spa. 8 tennis courts....”
- Review left on 01/26/2017

$215.00

Very Good (2 reviews)

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from $215.00 / night

(9)

1 / 15

Sarasota Condo - 18.8 miles away

  • 2
  • 6
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
“I can't say enough good things about this property. The location was great, close to the beach and an easy walk into the village. I don't think I have ever stayed anywhere that was so clean! They have every amenity available. We stayed for an...”
- Review left on 02/25/2015

$245.00

Excellent (9 reviews)

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from $245.00 / 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

(31)

1 / 10

Sarasota Guest house - 15.5 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 (31 reviews)

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from $148.00 / night

1 / 36

St. Petersburg House - 19 miles away

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

$1,374.00

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from $1,374.00 / night

1 / 36

St. Petersburg Apartment - 14.2 miles away

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

$82.00

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from $82.00 / night

1 / 28

Siesta Key Apartment - 18.2 miles away

  • 2
  • 8
  • min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

Responds fast! Avg. 3 hours 16 minutes

$573.00

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from $573.00 / night

(7)

1 / 28

Treasure Island Condo - 18.3 miles away

  • 2
  • 5
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 12 minutes

“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

$148.00

Very Good (7 reviews)

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from $148.00 / night

(1)

1 / 38

St. Petersburg Apartment - 14.1 miles away

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

$82.00

Excellent (1 reviews)

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from $82.00 / night

1 / 32

St. Petersburg Apartment - 14 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly

$72.00

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from $72.00 / night

(3)

1 / 16

Bradenton House - 15.4 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

(2)

1 / 42

Treasure Island Condo - 17.3 miles away

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

$850.00

Excellent (2 reviews)

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from $850.00 / night

1 / 34

St. Petersburg Condo - 13.9 miles away

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

$82.00

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from $82.00 / night

(3)

1 / 33

Bradenton Beach Cottage - 2.5 miles away

  • 2
  • 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

Responds fast! Avg. 2 hours 10 minutes

“My husband and I spent the weekend in this cottage to celebrate his milestone birthday. We found it to be very comfortable and welcoming. I especially love the sunroom for my morning coffee and yoga. We were pleasantly surprised at how comfortable...”
- Review left on 11/23/2017

$172.00

Very Good (3 reviews)

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from $172.00 / 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

(5)

1 / 23

Siesta Key House - 19 miles away

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

$682.00

Excellent (5 reviews)

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from $682.00 / 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

$409.00

Very Good (3 reviews)

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from $409.00 / night

(1)

1 / 36

St. Petersburg Apartment - 14 miles away

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

$72.00

Excellent (1 reviews)

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from $72.00 / night

1 / 34

St. Petersburg Condo - 13.9 miles away

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

$85.00

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from $85.00 / night

(27)

1 / 11

Bradenton House - 15.5 miles away

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“The home was a great place for our group to stay. It was clean and well maintained. The location was ideal, close to golf courses and shopping and many good restaurants. We would definitely stay there again. The owner, Larry was very good to work...”
- Review left on 02/01/2017

$210.00

Excellent (27 reviews)

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from $210.00 / night

(1)

1 / 33

St. Petersburg Apartment - 14.1 miles away

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

$82.00

Excellent (1 reviews)

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from $82.00 / night

(1)

1 / 8

Sarasota Condo - 10.7 miles away

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

Responds fast! Avg. 3 hours 16 minutes

$63.00

Very Good (1 reviews)

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from $63.00 / night

(1)

1 / 38

St. Petersburg Apartment - 13.9 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$85.00

Excellent (1 reviews)

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from $85.00 / night

1 / 14

Siesta Key Apartment - 18.2 miles away

  • 1
  • 4
  • min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

Responds fast! Avg. 3 hours 16 minutes

$258.00

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from $258.00 / night