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Longboat Key Vacation Rentals with Pool(281)

281 Results
$325 - $400
per night
3 - 4 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 4 night minimum stay
(14)
$1,550 - $2,300
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(8)
  • Studio,
  • 1 BA,
  • Sleeps 5
2 - 7 night minimum stay
(18)
$7,000 - $9,500
per month
60 - 90 night minimum stay
  • 3 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
60 - 90 night minimum stay
(5)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
(28)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
27 - 30 night minimum stay
(8)
$199 - $339
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(3)
$2,500 - $2,800
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
1 Review
$167 - $244
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
1 Review
$2,500
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night minimum stay
(5)
$2,950 - $4,950
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
(16)
$1,750 - $2,765
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(3)
$1,645 - $1,785
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
1 Review
$186 - $214
per night
13 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
13 night minimum stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(19)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(8)
$179 - $239
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
2 night minimum stay
(17)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(75)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(18)
$194 - $232
per night
4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 night minimum stay
(9)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night minimum stay
(20)
$165 - $259
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
4 - 7 night minimum stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
$945 - $1,330
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(18)
$4,000
per month
14 - 30 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
14 - 30 night minimum stay
(3)
$119 - $229
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 - 7 night minimum stay
(12)
  • 1 BR,
  • 1 BA,
  • Sleeps 6
2 - 5 night minimum stay
$199 - $239
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night minimum stay
2 Reviews
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Recent Longboat Key Reviews

It is a fantastic property and a wonderful stay

5 of 5
My stay was very comfortable them home is in wonderful condition and the bed was very comfortable to sleep in which is always a concern. It is also a very short walk to the beach! Great stay! I highly recommend it.
  • Submitted: Dec 9, 2014
  • Stayed: Dec 2013

Location, location, location

5 of 5
Words can not be found to express our total enjoyment of this beach front rental. We could have chosen any place else in the Sarasota area but we elected to stay at the Zilli Villa on Longboat key while we attended a destination wedding at the Ritz siesta club on lido key. The location of this villa on the island really makes it perfect to get anywhere in a reasonable amount of time either by bike or by car, the sunsets are spectacular and the home is immaculate. The owners appear to actually love and use this home themselves and have made tasteful updates to this home without ruining the essence of the old Florida feel of this home. The owners were easy to deal with and responsive with our booking transaction. We were traveling with my son who spent some of the time working from his computer with a front row view of the Gulf of Mexico. Our 4 year old grandson found plenty to do with the pails, shovels, games and pool floats! The 2000 sq. feet of space kept us all out of each others way when we wanted "alone" time. This was our first trip to the west coast of Florida and we were so pleasantly surprised that we will be sure to return for a longer length of stay. Barbara
  • Submitted: Dec 5, 2014
  • Stayed: Nov 2014

Relaxing get away!

5 of 5
Could not have asked for a better place to stay ! Everything that we needed was available. The beach was private and clean. Will definitely make a point of returning. The owners were available when needed. Wonderful experience. !
  • Submitted: Aug 23, 2014
  • Stayed: Aug 2014