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Longboat Key Pet-Friendly Vacation Rentals, Apartments & More - 89 Rentals Available.

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89 Vacation rentals

Filters applied: Pet Friendly

1 / 17

Longboat Key House

  • 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

(57)

1 / 13

Longboat Key House

  • 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

Your search has been expanded 14.4 miles to include more rentals

(7)

1 / 38

Siesta Key House - 8.3 miles away

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

$516.00

Excellent (7 reviews)

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from $516.00 / night

(4)

1 / 33

Siesta Key House - 8 miles away

  • 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

(23)

1 / 29

Anna Maria House - 12.4 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

1 / 41

Sarasota House - 7.7 miles away

  • 6
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$300.00

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from $300.00 / night

1 / 25

Sarasota House - 10.9 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

(7)

1 / 47

Sarasota House - 10.9 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 (7 reviews)

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from $100.00 / night

(18)

1 / 12

Bradenton House - 14.4 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

1 / 40

Siesta Key House - 7.8 miles away

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

$260.00

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from $260.00 / night

(2)

1 / 23

Siesta Key House - 8.2 miles away

  • 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

(1)

1 / 39

Siesta Key House - 10.2 miles away

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

$395.00

Excellent (1 reviews)

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from $395.00 / night

1 / 35

Sarasota Condo - 10.3 miles away

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

Responds fast! Avg. 3 hours 56 minutes

$109.00

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from $109.00 / night

1 / 53

Holmes Beach House - 10.3 miles away

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

$599.00

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from $599.00 / night

1 / 40

Siesta Key House - 9.9 miles away

  • 2
  • 6
  • min stay varies
  • Child friendly
  • Pet friendly

$185.00

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from $185.00 / night

1 / 39

Siesta Key House - 7.9 miles away

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

$225.00

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from $225.00 / night

(16)

Certificate of Excellence

1 / 26

Anna Maria Island House - 8.9 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

(1)

1 / 25

Siesta Key Cottage - 10.2 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$169.00

Excellent (1 reviews)

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from $169.00 / night

1 / 24

Siesta Key Cottage - 10.2 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$185.00

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from $185.00 / night

(1)

1 / 26

Siesta Key House - 10.3 miles away

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

$325.00

Excellent (1 reviews)

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from $325.00 / night

1 / 41

Sarasota House - 10 miles away

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$325.00

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from $325.00 / night

1 / 43

Siesta Key House - 10.2 miles away

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

$325.00

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from $325.00 / night

1 / 27

Siesta Key House - 7.3 miles away

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

$260.00

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from $260.00 / night

1 / 33

Siesta Key House - 10.2 miles away

  • 3
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$255.00

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from $255.00 / night

1 / 26

Siesta Key House - 10.2 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$185.00

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from $185.00 / night

1 / 55

Anna Maria House - 13.3 miles away

  • 4
  • 8
  • 4 nights min
  • Child friendly
  • Pet friendly

Responds fast! Avg. 1 hour 21 minutes

$687.00

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from $687.00 / night

1 / 45

Siesta Key House - 8.5 miles away

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

$251.00

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from $251.00 / night

1 / 16

Siesta Key House - 10.3 miles away

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

$255.00

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from $255.00 / night

1 / 30

Siesta Key Cottage - 8.2 miles away

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

$225.00

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from $225.00 / night

(5)

1 / 21

Sarasota Condo - 9.9 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

(2)

1 / 11

Cortez Cottage - 8.1 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)

1 / 40

Sarasota House - 9.3 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

1 / 46

Siesta Key House - 10 miles away

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

$185.00

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from $185.00 / night

1 / 15

Sarasota House - 12.6 miles away

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

Responds fast! Avg. 3 hours 1 minutes

$144.00

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from $144.00 / night

1 / 43

Siesta Key House - 10.2 miles away

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

$395.00

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from $395.00 / night

1 / 25

Siesta Key House - 10.2 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$185.00

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from $185.00 / night

(1)

1 / 28

Siesta Key House - 10 miles away

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

$185.00

Very Good (1 reviews)

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from $185.00 / night

(6)

1 / 20

Siesta Key House - 10.2 miles away

  • 2
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The villa was very nice , well equipped, immaculate and very comfortable. We enjoyed the courtyard and pool very much and are stay was very relaxing. The area has everything you would want on vacation along with one of the best beaches. Dave from...”
- Review left on 04/28/2015

$185.00

Excellent (6 reviews)

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from $185.00 / night

1 / 29

Siesta Key House - 7.4 miles away

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

$295.00

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from $295.00 / night

(1)

1 / 26

Sarasota House - 10 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