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Siesta Key 4+ bedroom Beach Rentals, Vacation Rentals & More - 15 Rentals Available.

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15 Vacation rentals

Filters applied: 4+ Bedrooms

(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 / 24

Siesta Key House

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $214 / 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

(7)

1 / 15

Siesta Key House

  • 4
  • 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“We used this house as a work retreat and a celebration! Overall, the house was perfect. Plenty of space, the views were awesome, the living room was great for a work meeting (5 people). The balconies were great. A good location...away from the town...”
- Review left on 01/23/2017

$714

Excellent (7 reviews)

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from $714 / night

1 / 35

Siesta Key House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $179 / night

(2)

1 / 19

Siesta Key House

  • 5
  • 12
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Beautiful home with so many added features! We are definitely coming back and staying at The Grand Canal...”
- Review left on 10/20/2015

$250

Excellent (2 reviews)

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from $250 / night

1 / 29

Siesta Key House

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

from $310 / night

(5)

1 / 21

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We really enjoyed our stay and would come back . The only reason I gave four stars is we had six people and the sleeper sofa was so bad that they slept on the floor. The rental was well equipped for cooking in and beach stuff( cart to haul chairs,...”
- Review left on 08/07/2016

$266

Very Good (5 reviews)

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from $266 / night

(2)

1 / 18

Siesta Key Cottage

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“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

$286

Very Good (2 reviews)

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from $286 / 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 / 26

Siesta Key House

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

from $266 / night

1 / 31

Siesta Key House

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

from $300 / night

1 / 34

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $214 / night

1 / 36

Siesta Key Condo

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $400 / night

1 / 22

Siesta Key Apartment

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $386 / night

Your search has been expanded 17.2 miles to include more rentals

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 / 8

Sarasota House - 1.7 miles away

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning

from $266 / night

1 / 15

Sarasota House - 1.7 miles away

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

from $187 / night

1 / 24

Sarasota House - 1.9 miles away

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $346 / night

1 / 32

Sarasota House - 1.9 miles away

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $286 / night

1 / 33

Sarasota House - 1.9 miles away

  • 6
  • 16
  • Min stay varies
  • Ask about children
  • Air conditioning

from $386 / night

1 / 21

Sarasota House - 1.9 miles away

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $266 / night

(1)

1 / 23

Sarasota House - 2.3 miles away

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$186

Very Good (1 reviews)

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from $186 / night

(1)

1 / 23

Sarasota House - 3.6 miles away

  • 4
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We spent a week at this property & absolutely loved it. Even our kids (ages 21 & 25) were saying best time ever. We had planned to do a couple day trips to the Orlando area and only ended up leaving the area once (to Universal) because no one...”
- Review left on 10/16/2014

$343

Excellent (1 reviews)

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from $343 / night

1 / 26

Sarasota House - 4.5 miles away

  • 6
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $586 / night

(22)

1 / 26

Bradenton Villa - 11.9 miles away

  • 5
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We had a great experience renting this home in July 2016. House was comfortable, pool area was relaxing, and the lake presented good fishing every morning and evening, from right behind the house. Plenty of convenient restaurants nearby, and Siesta...”
- Review left on 01/01/2017

$250

Excellent (22 reviews)

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from $250 / night

(27)

1 / 37

Bradenton House - 12.8 miles away

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • 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

$190

Excellent (27 reviews)

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from $190 / night

(5)

1 / 44

Longboat Key House - 13.3 miles away

  • 5
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The house is stunning, but that is nothing compared to the location! Right on the beach, beautiful views! Kids loved the pool while the adults loved the relaxation. I can't think of anything negative to say...we truly enjoyed our time at the house...”
- Review left on 02/09/2017

$800

Excellent (5 reviews)

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from $800 / night

1 / 12

Bradenton House - 13.4 miles away

  • 5
  • 10
  • 14 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$215

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from $215 / night

(11)

1 / 22

Bradenton House - 13.5 miles away

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The house was lovely ~ spacious, clean, comfortable, & convenient to everything. The pool was great. Neighborhood was quiet ~ loved looking out over the lake. Great view from the living room. This was perfect for me and my family and we had...”
- Review left on 05/31/2016

$200

Very Good (11 reviews)

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from $200 / night

(5)

1 / 21

Bradenton Villa - 13.6 miles away

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“My husband and I stayed at this home in April 2015. This was our first visit to the Bradenton area. It has become a favorite to visit again. The property is very quiet and close to grocery stores and shopping centres. We visited the beach at Anna...”
- Review left on 05/05/2015

$170

Very Good (5 reviews)

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from $170 / night

(6)

1 / 8

Bradenton House - 15.4 miles away

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“The house was clean and comfy. Wish that there was a central bath and the master bath was on main floor. Have bad knee and couldn't do the stairs so stayed downstairs. Pool was our sanctuary. Weather perfect. Close enough to all anemities. All in all...”
- Review left on 03/03/2017

$172

Very Good (6 reviews)

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from $172 / night

(25)

1 / 24

Bradenton House - 15.4 miles away

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“The location of this house is really outstanding. We enjoyed being on the river, watching the beautiful sunsets daily, watching birds come and go into the inlets. It is a private place within a lovely subdivision with lakes and riverfront. We also...”
- Review left on 02/02/2017

$120

Excellent (25 reviews)

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from $120 / night

1 / 9

Cortez Townhouse - 16.4 miles away

  • 4
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$295

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from $295 / 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

(5)

1 / 93

Anna Maria Island House - 16.6 miles away

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We enjoyed our stay at this property. The home is well decorated and all rooms are very spacious. The master bedroom is enormous with jacuzzi and large walk-in shower. The other bedrooms are very spacious too. Our manager resolved a few minor...”
- Review left on 08/10/2016

$350

Excellent (5 reviews)

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from $350 / night

1 / 38

Bradenton Beach House - 17 miles away

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

from $500 / 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

1 / 26

Bradenton House - 17.2 miles away

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from $158 / night