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Holmes Beach Pet-Friendly Vacation Rentals, House Rentals & More - 72 Rentals Available.

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72 Vacation rentals

Filters applied: Pet Friendly

1 / 53

Holmes Beach House

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

$500.00

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from $500.00 / night

(6)

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

Excellent (6 reviews)

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from $287.00 / night

1 / 19

Holmes Beach Townhouse

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

$199.00

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from $199.00 / night

1 / 19

Holmes Beach House

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

$259.00

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from $259.00 / night

(1)

1 / 49

Holmes Beach House

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

$599.00

Excellent (1 reviews)

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from $599.00 / night

(2)

1 / 24

Holmes Beach House

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$111.00

Very Good (2 reviews)

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from $111.00 / night

Your search has been expanded 19.1 miles to include more rentals

(8)

1 / 28

St. Pete Beach House - 13.7 miles away

  • 2
  • 7
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

Responds fast! Avg. 2 hours 1 minutes

$167.00

Excellent (8 reviews)

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from $167.00 / night

(23)

1 / 29

Anna Maria House - 1.5 miles away

  • 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

(27)

1 / 26

Treasure Island Cottage - 16.7 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

1 / 40

Siesta Key House - 18.6 miles away

  • 4
  • 8
  • min stay varies
  • Child friendly
  • Pet friendly

Responds fast! Avg. 3 hours 42 minutes

$235.00

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from $235.00 / night

(1)

1 / 21

Anna Maria House - 2.8 miles away

  • 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 / 16

Oneco Cottage - 9.6 miles away

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

$64.00

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from $64.00 / night

(11)

1 / 20

Bradenton House - 4.7 miles away

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“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

$164.00

Very Good (11 reviews)

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from $164.00 / night

(2)

1 / 23

Siesta Key House - 19 miles away

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

$630.00

Excellent (2 reviews)

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from $630.00 / night

1 / 39

Siesta Key House - 18.7 miles away

  • 2
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 42 minutes

$200.00

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from $200.00 / night

1 / 17

Longboat Key House - 4.8 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

(16)

Certificate of Excellence

1 / 26

Anna Maria Island House - 2 miles away

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 12 minutes

Certificate of Excellence

“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

$516.00

Excellent (16 reviews)

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from $516.00 / night

(2)

1 / 34

Bradenton Condo - 15.3 miles away

  • 2
  • 6
  • min stay varies
  • Nearest beach 12 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 45 minutes

$144.00

Excellent (2 reviews)

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from $144.00 / night

(15)

1 / 57

Treasure Island Condo - 18.6 miles away

  • 1
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 39 minutes

“We really enjoyed our stay at Whispers very much.The pool was great and it's a short walk to the beach. The owner was very nice and the rental was nicely kept and clean. Lots of amenities and kindness. Thanks so much for a great time...”
- Review left on 03/15/2017

$92.00

Very Good (15 reviews)

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from $92.00 / night

(21)

1 / 31

St. Pete Beach House - 13.7 miles away

  • 1
  • 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly

Responds fast! Avg. 2 hours 1 minutes

$155.00

Excellent (21 reviews)

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from $155.00 / night

(1)

1 / 42

Treasure Island Condo - 17.3 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

(9)

1 / 18

Siesta Key Condo - 18.4 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
“Great property, beautiful pool, super close to the beach and the village - will totally be back! Awesome property management as well...”
- Review left on 06/13/2016

$143.00

Excellent (9 reviews)

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from $143.00 / night

(8)

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 (8 reviews)

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from $245.00 / night

1 / 27

Siesta Key House - 18.1 miles away

  • 4
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 42 minutes

$235.00

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from $235.00 / night

1 / 76

Siesta Key House - 18.6 miles away

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 42 minutes

$255.00

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from $255.00 / night

1 / 45

Siesta Key House - 19.1 miles away

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 42 minutes

$175.00

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from $175.00 / night

1 / 36

Siesta Key House - 18.4 miles away

  • 8
  • 24
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 42 minutes

$713.00

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from $713.00 / night

(2)

1 / 28

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

$262.00

Very Good (2 reviews)

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from $262.00 / night

1 / 36

Siesta Key House - 18.4 miles away

  • 4
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 42 minutes

$380.00

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from $380.00 / night

(3)

1 / 52

Siesta Key House - 18.6 miles away

  • 5
  • 12
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.75 mi
  • Swimming pool

Responds fast! Avg. 3 hours 42 minutes

“Beautiful home with so many added features! We are definitely coming back and staying at The Grand Canal...”
- Review left on 10/20/2015

$376.00

Excellent (3 reviews)

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from $376.00 / night

(3)

1 / 11

Sarasota Condo - 14.9 miles away

  • 2
  • 6
  • 30 nights min
  • Nearest beach 20 mi
  • Swimming pool
  • Ask about children
“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

(6)

1 / 12

St. Petersburg Condo - 14.6 miles away

  • 2
  • 4
  • 30 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

$100.00

Excellent (6 reviews)

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from $100.00 / night

(2)

1 / 11

Cortez Cottage - 2.8 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

1 / 30

Siesta Key Cottage - 19 miles away

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 42 minutes

$200.00

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from $200.00 / night

1 / 25

Bradenton House - 15.3 miles away

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

$315.00

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from $315.00 / night

(34)

1 / 46

St. Petersburg Manor house - 17.1 miles away

  • 7
  • 21
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool
“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

$700.00

Excellent (34 reviews)

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from $700.00 / night

(2)

1 / 43

Siesta Key Cottage - 18.8 miles away

  • 4
  • 11
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 42 minutes

“We loved the home. We had our whole family, parents, children, grandchildren, and it was spacious enough for everyone to have their own space. The tropical back yard was gorgeous. The kitchen was very well equipped. The only negative is the...”
- Review left on 10/24/2016

$310.00

Very Good (2 reviews)

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from $310.00 / night

(12)

1 / 18

Treasure Island Condo - 17.3 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

$635.00

Excellent (12 reviews)

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from $635.00 / night

1 / 29

Siesta Key House - 18.2 miles away

  • 4
  • 13
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 42 minutes

$270.00

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from $270.00 / night

(12)

1 / 47

Treasure Island Condo - 18.6 miles away

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

Responds fast! Avg. 3 hours 39 minutes

“We enjoyed everything about Whispers. It was very clean,beautifully decorated as were all the condos each with its own theme. Ours was the Artist theme.It was very quiet, private and the heated pool and the dock were wonderful - we spent a lot of...”
- Review left on 05/05/2017

$132.00

Very Good (12 reviews)

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from $132.00 / night