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Siesta Key Pet-Friendly Beach Rentals, Vacation Rentals & More - 16 Rentals Available.

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16 Vacation rentals

Filters applied: Pet Friendly

(15)

1 / 38

Siesta Key House

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

$567.00

Very Good (15 reviews)

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from $567.00 / night

(6)

1 / 53

Siesta Key House

  • 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

(8)

1 / 23

Siesta Key House

  • 4
  • 10
  • 7 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child friendly

$773.00

Excellent (8 reviews)

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from $773.00 / night

(9)

1 / 41

Siesta Key Condo

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

$176.00

Excellent (9 reviews)

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from $176.00 / night

(4)

1 / 25

Siesta Key Condo

  • 1
  • 4
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
“This place is absolutely great. Me and my girlfriend spent two nights over the weekend at this condo. First of all this place has more stuff that we could imagine. It literally includes everything you need for having a pleasant and comfortable stay....”
- Review left on 07/26/2016

$104.00

Very Good (4 reviews)

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from $104.00 / night

(2)

1 / 22

Siesta Key House

  • 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

Your search has been expanded 19 miles to include more rentals

(1)

1 / 13

Venice House - 16.5 miles away

  • 2
  • 4
  • 5 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
“If your are looking for a great place to stay with a beautiful pool, tropical landscape, friendly neighborhood, private beach access, walking distance to a park with trails and tennis courts, do I need to say more. We have stayed at other places in...”
- Review left on 07/11/2014

$172.00

Excellent (1 reviews)

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from $172.00 / night

(1)

1 / 16

Bradenton Condo - 16.7 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

(7)

1 / 16

Holmes Beach Villa - 19 miles away

  • 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

1 / 37

Sarasota Condo - 3.2 miles away

  • 2
  • 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$109.00

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from $109.00 / night

(1)

1 / 15

Sarasota House - 6.2 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

$68.00

Average (1 reviews)

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from $68.00 / night

(23)

Certificate of Excellence

1 / 44

Anna Maria Island House - 17.2 miles away

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

Responds fast! Avg. 2 hours 1 minutes

Travelers’ Choice award

“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

$344.00

Excellent (23 reviews)

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from $344.00 / night

(17)

Certificate of Excellence

1 / 24

Venice House - 16.5 miles away

  • 3
  • 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

Responds fast! Avg. 2 hours 22 minutes

Travelers’ Choice award

“We stayed at this home for the month of March and were very happy with our stay. The home had everything we needed and the owner was very quick to respond to any of our questions both before and during our stay.The house is furnished in a bright...”
- Review left on 04/07/2015

$114.00

Excellent (17 reviews)

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from $114.00 / night

(7)

1 / 24

Venice Villa - 12.9 miles away

  • 2
  • 6
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“Loved our stay in this Villa. It was nicely updated, with everything you would need for your stay. From towels, to dishes, to beach chairs, umbrellas, coolers, and plenty of space. We would highly recommend staying here, and will stay here again....”
- Review left on 07/14/2016

$137.00

Excellent (7 reviews)

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from $137.00 / night

(9)

1 / 15

Sarasota Condo - 0.1 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

$246.00

Excellent (9 reviews)

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from $246.00 / night

(4)

1 / 12

Bradenton House - 18.3 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