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Siesta Key Pet-Friendly Beach Rentals, Vacation Rentals & More - 40 Rentals Available.

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40 Vacation rentals

Filters applied: Pet Friendly

(4)

1 / 51

Siesta Key House

  • 3
  • 9
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

$453.00

Excellent (4 reviews)

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from $453.00 / night

(8)

1 / 38

Siesta Key House

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

$516.00

Excellent (8 reviews)

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from $516.00 / night

(2)

1 / 23

Siesta Key House

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

$682.00

Excellent (2 reviews)

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from $682.00 / night

(3)

1 / 41

Siesta Key Condo

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

$144.00

Excellent (3 reviews)

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from $144.00 / night

(10)

1 / 18

Siesta Key Condo

  • 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

$144.00

Excellent (10 reviews)

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from $144.00 / night

(4)

1 / 24

Siesta Key Condo

  • 1
  • 4
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 3 hours 50 minutes

“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 / 28

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

$262.00

Very Good (2 reviews)

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from $262.00 / night

Your search has been expanded 19.8 miles to include more rentals

(41)

1 / 29

Venice Villa - 17.6 miles away

  • 3
  • 7
  • min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 54 minutes

“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

$338.00

Excellent (41 reviews)

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from $338.00 / night

1 / 25

Sarasota House - 3.2 miles away

  • 3
  • 6
  • 7 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning

$197.00

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from $197.00 / night

(31)

1 / 11

Venice House - 17.8 miles away

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

Responds fast! Avg. 1 hour 6 minutes

“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

$114.00

Excellent (31 reviews)

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from $114.00 / night

(10)

1 / 42

Sarasota House - 3.2 miles away

  • 2
  • 4
  • min stay varies
  • 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

$100.00

Very Good (10 reviews)

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from $100.00 / 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

1 / 16

Oneco Cottage - 12.5 miles away

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

$64.00

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from $64.00 / night

1 / 53

Holmes Beach House - 18.6 miles away

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

$699.00

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from $699.00 / night

(14)

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. 47 minutes

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

$114.00

Excellent (14 reviews)

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from $114.00 / night

(11)

1 / 20

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 radius...”
- Review left on 04/07/2017

$164.00

Very Good (11 reviews)

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from $164.00 / night

(16)

Certificate of Excellence

1 / 26

Anna Maria Island House - 17.2 miles away

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

Responds fast! Avg. 1 hour 11 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

1 / 34

Sarasota Condo - 3.2 miles away

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

Responds fast! Avg. 3 hours 50 minutes

$109.00

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from $109.00 / night

(18)

1 / 12

Bradenton House - 17.9 miles away

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Superbly equipped villa in a great location. Immaculately clean with high spec kitchen which was equipped extremely well with good quality appliances. Pool area nice with fab spa overlooking lake and big outside dining area which was used all the...”
- Review left on 08/07/2016

$279.00

Excellent (18 reviews)

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from $279.00 / night

(3)

1 / 23

Sarasota House - 2.3 miles away

  • 2
  • 6
  • min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

Responds fast! Avg. 3 hours 43 minutes

“We loved the condo & found everything in working order & comfortable. Was very convient to shopping, beach & other stores. Loved to bake in kitchen & enjoy screened in porch with quiet surroundings...”
- Review left on 02/10/2017

$204.00

Excellent (3 reviews)

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from $204.00 / night

(1)

1 / 23

Lido Key House - 3.4 miles away

  • 3
  • 9
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$399.00

Excellent (1 reviews)

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from $399.00 / night

(1)

1 / 16

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

(2)

1 / 34

Bradenton Condo - 12.8 miles away

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

Responds fast! Avg. 3 hours 9 minutes

$144.00

Excellent (2 reviews)

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from $144.00 / night

1 / 33

Bradenton Beach House - 17 miles away

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,000.00

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from $1,000.00 / night

(7)

1 / 16

Holmes Beach Villa - 19 miles away

  • 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

(2)

1 / 35

Sarasota House - 3.2 miles away

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Loved the location of Casa Antigua. Very peaceful yet only a short drive to shops and beaches. Really enjoyed having a private pool and swam nearly every day (water little bit chilly at start of week but gradually warmed up once heater put on)....”
- Review left on 12/01/2016

$165.00

Very Good (2 reviews)

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from $165.00 / night

(8)

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

$245.00

Excellent (8 reviews)

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from $245.00 / night

(3)

1 / 18

Sarasota Condo - 3.1 miles away

  • 2
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Responds fast! Avg. 3 hours 13 minutes

“We came to Sarasota for the first time in June and couldn't have picked a better condo! Location is great, condo was clean and spacious, and parking was easy. Overall very pleased and would definitely stay again...”
- Review left on 08/24/2017

$98.00

Very Good (3 reviews)

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from $98.00 / night

1 / 21

South Venice House - 17.6 miles away

  • 2
  • 5
  • 3 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 6 minutes

$114.00

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from $114.00 / night

(3)

1 / 11

Sarasota Condo - 10.7 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

(1)

1 / 40

Sarasota House - 1.1 miles away

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

Responds fast! Avg. 2 hours 49 minutes

$646.00

Very Good (1 reviews)

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from $646.00 / night

(5)

1 / 21

Sarasota Condo - 2.6 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool
“Centrally located in Sarasota, near to everything. The Siesta Key Beach is just few minutes driving. The condo is directly on a lake, plenty of wild birds are patrolling the area, and early morneing even a sweet otter family walked by. The place is...”
- Review left on 02/26/2018

$98.00

Excellent (5 reviews)

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from $98.00 / 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

$126.00

Excellent (4 reviews)

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from $126.00 / night

(57)

1 / 13

Longboat Key House - 12.3 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
“Great family vacation in a spacious and clean home with kids in their own rooms, full kitchen and close to the beach and to restaurants and activities. The January weather was awesome, 75-80 each day without rain.Likely return next year.Resort has...”
- Review left on 01/22/2017

$224.00

Very Good (57 reviews)

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from $224.00 / night

1 / 15

Sarasota House - 6.2 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

Responds fast! Avg. 3 hours 9 minutes

$144.00

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from $144.00 / night

(2)

1 / 11

Cortez Cottage - 16.4 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 / 15

Sarasota House - 6.2 miles away

  • 2
  • 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

Responds fast! Avg. 3 hours 9 minutes

$144.00

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from $144.00 / night

1 / 25

Bradenton House - 16.9 miles away

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

$315.00

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from $315.00 / night

(1)

1 / 49

Holmes Beach House - 19.8 miles away

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

$749.00

Excellent (1 reviews)

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from $749.00 / night

(1)

1 / 26

Sarasota House - 1.7 miles away

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“My wife, two boys and I stayed here for a week for my wife and sons birthday. We had a great time and everything was as advertised. The pool and beach are right there, the house was cozy and everything was great. We even had cupcakes waiting upon our...”
- Review left on 05/23/2016

$185.00

Excellent (1 reviews)

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from $185.00 / night