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Siesta Key Long Term Vacation Rentals(461)

461 Results
$1,045 - $2,200
per week
7 - 28 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 28 night minimum stay
(25)
$1,545 - $2,350
per week
7 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 14 night minimum stay
(14)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
7 - 28 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 14 night minimum stay
(14)
$185 - $293
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(38)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(32)
$875 - $1,330
per week
7 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 14 night minimum stay
(7)
$182 - $207
per night
4 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
4 - 7 night minimum stay
(19)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
6 - 7 night minimum stay
(25)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
30 night minimum stay
(32)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
6 - 7 night minimum stay
(6)
$1,595 - $1,895
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(53)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
14 night minimum stay
(5)
$900 - $1,100
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night minimum stay
(48)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
(20)
$5,000
per week
7 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
(14)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
28 - 30 night minimum stay
(9)
$185 - $271
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(18)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 3 night minimum stay
2 Reviews
$3,000 - $5,000
per month
30 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
30 night minimum stay
(7)
$185 - $285
per night
3 - 4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 10
3 - 4 night minimum stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 - 4 night minimum stay
$900 - $1,400
per week
14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
14 night minimum stay
1 Review
$3,800 - $4,400
per week
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 9
7 night minimum stay
(7)
$875 - $1,330
per week
7 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 - 14 night minimum stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
14 night minimum stay
$1,275 - $1,825
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(10)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(14)
$1,195 - $2,045
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 8
7 night minimum stay
(11)
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Recent Siesta Key Reviews

Fantastic location

4 of 5
We had a wonderful week and enjoyed the beautiful beach and all the restaurants and shops close by. The light and bright bedroom and family room and screened in porch were really nice. We would definitely stay here again.
  • Submitted: Mar 22, 2015
  • Stayed: Mar 2015

Adorable Cottage with an Awesome Location

5 of 5
No Complaints at all!! Extremely clean and comfortable cottage literally across the street from the beach. My Husband and I were impressed from the moment we arrived at the designer decor and high-end furnishing and finishes. Much nicer than even pictured! Walking distance to Siesta Key Village and all it's great bars and restaurants, we especially loved The Cottage, Senor Siesta, and our daily nightcap at The Hub. Owner thought of everything -- bath & beach towels, Tommy Bahama chairs & umbrella, games, books, and even bikes!! Dave, was very easy to communicate with and returned our security deposit within a only couple days of our departure. We can't wait to rebook!!
  • Submitted: Mar 18, 2015
  • Stayed: Feb 2015

Siesta Key get away

4 of 5
Loved the location (close to beach and village). The pool area was a perfect place to relax and hit the hot tub. Our kids and granddkids enjoyed their stay also.
  • Submitted: Mar 16, 2015
  • Stayed: Feb 2015