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Siesta Key Pet-Friendly Beach Rentals, Vacation Rentals & More - 9 Rentals Available.

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9 Vacation rentals

Filters applied: Pet Friendly

(6)

1 / 37

Siesta Key House

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“House was newly renovated, nicely funnies and clean. Short walk to Siesta Key Beach and 1 mile to town. Very sweet neighborhood...”
- Review left on 03/05/2017

$400

Excellent (6 reviews)

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from $400 / night

1 / 41

Siesta Key House

  • 3
  • 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

$395

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from $395 / night

1 / 26

Siesta Key House

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

from $266 / night

1 / 29

Siesta Key House

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

from $310 / night

(9)

1 / 10

Siesta Key Apartment

  • 1
  • 3
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
“The place was in the perfect spot and couldn't have been better. Very clean, great location. Would definitely stay again...”
- Review left on 04/22/2016

$140

Very Good (9 reviews)

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from $140 / night

(11)

1 / 24

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
“We stayed for a long weekend with 4 other couples. The house is clean and well decorated and beautiful. The kitchen is well equipped. The pool and property are great and tons of beach chairs are available. We had a great time...”
- Review left on 12/16/2016

$495

Excellent (11 reviews)

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from $495 / night

1 / 29

Siesta Key House

  • 5
  • 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$595

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from $595 / night

1 / 32

Siesta Key Condo

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $143 / night

(8)

1 / 17

Siesta Key Condo

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“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

Excellent (8 reviews)

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from $143 / night

Your search has been expanded 17.8 miles to include more rentals

(8)

1 / 16

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

$240

Excellent (8 reviews)

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from $240 / night

1 / 40

Sarasota House - 1.1 miles away

  • 6
  • 12
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$550

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from $550 / night

1 / 15

Sarasota House - 2.4 miles away

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

from $150 / night

(2)

1 / 15

Sarasota Condo - 3.1 miles away

  • 2
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“My family had an extended summer vacation in Sarasota, which proved to be a wonderful experience. The Condo was clean, well-maintained and very comfortable. It is located near shopping and is very close to the beach. The area is safe and very quiet...”
- Review left on 11/02/2014

$75

Very Good (2 reviews)

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from $75 / night

(6)

1 / 52

Sarasota House - 3.2 miles away

  • 2
  • 4
  • 30 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Ask about children
“This is our fourth or fifth year that we have come to the villa in December we absolutely love it . There is so much to do there are tennis courts & communal pool, there is a mall around the corner plenty of publix & a short drive to the beach. The...”
- Review left on 12/29/2016

$70

Very Good (6 reviews)

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from $70 / night

1 / 24

Sarasota House - 3.2 miles away

  • 3
  • 6
  • Min stay varies
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

$172

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from $172 / night

1 / 23

Lido Key House - 3.4 miles away

  • 3
  • 11
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $300 / night

(3)

1 / 24

Sarasota Condo - 4.9 miles away

  • 1
  • 4
  • 1 night min
  • Ask about children
  • Air conditioning
  • Pet friendly
“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

$69

Excellent (3 reviews)

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from $69 / night

(5)

1 / 24

Sarasota House - 6.2 miles away

  • 2
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
“We stayed at Camelot Lakes in Sarasota, FL in Sudbury House. The house was clean, the A/C worked well, the kitchen was well equipped, there was a lanai for sitting outside. The community and people were great. This was a gated community which I...”
- Review left on 05/02/2016

$107

Excellent (5 reviews)

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from $107 / night

(3)

1 / 11

Sarasota Condo - 10.7 miles away

  • 2
  • 6
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“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

$50

Excellent (3 reviews)

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from $50 / night

1 / 16

Bradenton House - 11.9 miles away

  • 3
  • 6
  • Min stay varies
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly

$150

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from $150 / 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

$119

Excellent (7 reviews)

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from $119 / night

(1)

1 / 49

Longboat Key House - 14.2 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Our Stay at the Conrad Cabana on Longboat Key was more than we had wished for. The moment we entered the home we knew that we would be very comfortable and we were. Throughout the rental process everything went smoothly and when we arrived we were...”
- Review left on 02/21/2016

$400

Excellent (1 reviews)

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from $400 / night

(4)

1 / 16

Bradenton House - 15.2 miles away

  • 3
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Was so hard finding a house that met the needs of our family of 10. But, Cappobianco's family just went above and beyond with this beautiful and super completed house, I called Paradise! Can't thank them enough for allowing us to spend our family...”
- Review left on 06/16/2016

$243

Excellent (4 reviews)

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from $243 / night

(10)

1 / 22

Bradenton House - 15.6 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...”
- Review left on 04/07/2017

$129

Very Good (10 reviews)

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from $129 / night

1 / 34

Bradenton House - 15.7 miles away

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

$215

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from $215 / night

(29)

1 / 22

Bradenton Beach Apartment - 16 miles away

  • 2
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“Wonderful experience. Place was as advertised and more. Right across from the beach and close to everything. Lynn was a pleasure to work with. I have already started working on my stay in April with her. Highly recommend it as long as you don't get...”
- Review left on 11/05/2016

$100

Very Good (29 reviews)

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from $100 / night

(2)

1 / 4

Cortez Cottage - 16.4 miles away

  • 2
  • 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Pet friendly
“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

$92

Very Good (2 reviews)

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from $92 / night

(2)

1 / 12

Bradenton Villa - 16.4 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This property is in a quiet golf development which is conveniently close to I75 and U.S. 41 for travelling around the Bradenton/Sarasota area. It is well maintained and has everything a holiday maker could require. The nearby beaches are fabulous (we...”
- Review left on 07/20/2015

$143

Very Good (2 reviews)

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from $143 / night

1 / 24

Bradenton Beach House - 16.4 miles away

  • 6
  • 13
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $500 / night

(2)

1 / 24

Bradenton Beach House - 16.4 miles away

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“My family and friends and I rented this property to celebrate my bachelorette weekend and we picked the most perfect house possible! The layout of the house was ideal for accommodating a large number of guests in addition to providing comfortable...”
- Review left on 09/06/2016

$400

Excellent (2 reviews)

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from $400 / night

(1)

1 / 12

Venice House - 16.5 miles away

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“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

$94

Excellent (1 reviews)

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from $94 / night

(9)

Certificate of Excellence

1 / 24

Venice House - 16.5 miles away

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

Certificate of Excellence

“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

$110

Excellent (9 reviews)

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from $110 / night

(1)

1 / 20

Bradenton Beach Cottage - 16.7 miles away

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

$150

Very Good (1 reviews)

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from $150 / night

(1)

1 / 16

Bradenton Condo - 16.7 miles away

  • 3
  • 6
  • 90 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Ask about children
“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

$60

Very Good (1 reviews)

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from $60 / night

1 / 38

Bradenton Beach House - 17 miles away

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $500 / night

(9)

1 / 22

Bradenton Beach Cottage - 17 miles away

  • 1
  • 4
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Good location. Clean, well supplied, good daily maid service. Not much area for being pet friendly for bathroom and for walking dog. Parking lot flooded with minimal rain. No overhang on porch at door or over chairs to get out of rain to even enjoy...”
- Review left on 08/08/2016

$155

Very Good (9 reviews)

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from $155 / night

(6)

1 / 29

Anna Maria Island House - 17.2 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“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

$366

Excellent (6 reviews)

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from $366 / night

(21)

1 / 32

Palmetto House - 17.4 miles away

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Two days after we arrived, we booked for 2018! Capt Julie and Pamela have made an enchanted, whimsical oasis where you can find a mermaid sitting on a bench in the garden, a charming metal tortoise lounging by the pool and an open, flowing old...”
- Review left on 02/20/2017

$300

Excellent (21 reviews)

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from $300 / night

(41)

1 / 29

Venice Villa - 17.6 miles away

  • 3
  • 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“The house was great. The owner was very responsive when we had a pool issue. Nice quiet neighborhood. Would certainly rent this house again. Wish it was closer to the beach. But, great house...”
- Review left on 03/13/2017

$99

Excellent (41 reviews)

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from $99 / night

(30)

1 / 9

Venice House - 17.8 miles away

  • 2
  • 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
“Location, location, location! This well-equipped neat and cozy beach house is close to everything you'd ever want to do in Florida. Whether it's shopping, biking, dining, beach going, sightseeing, having a picnic, tennis, etc., you are in close...”
- Review left on 03/01/2016

$69

Excellent (30 reviews)

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from $69 / night