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Siesta Key House Rentals with air conditioning(195)

195 Results
$2,500 - $3,950
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(6)
$3,000 - $5,000
per month
30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
30 night minimum stay
(23)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night minimum stay
(22)
$3,745 - $4,970
per week
7 - 30 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 - 30 night minimum stay
(13)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 5 night minimum stay
(7)
$1,395 - $1,995
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(17)
$2,250 - $3,950
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(22)
  • 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)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
7 night minimum stay
2 Reviews
$4,064 - $8,155
per month
30 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
30 night minimum stay
(8)
$5,200 - $6,400
per month
30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
30 night minimum stay
(28)
$3,800 - $4,400
per week
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 9
7 night minimum stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(8)
$1,800 - $2,200
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 14
7 night minimum stay
(22)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
4 night minimum stay
(6)
$457 - $613
per night
6 night minimum stay
  • 6 BR,
  • 2 BA,
  • Sleeps 16
6 night minimum stay
(11)
  • 7 BR,
  • 5 BA,
  • Sleeps 16
2 - 7 night minimum stay
(5)
  • 7 BR,
  • 5 BA,
  • Sleeps 16
2 - 7 night minimum stay
(5)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
$1,900 - $2,300
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(14)
$3,000 - $3,600
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
2 Reviews
$300 - $500
per night
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 12
7 night minimum stay
$150 - $250
per night
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
$1,450
per week
14 - 30 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
14 - 30 night minimum stay
(7)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
27 - 29 night minimum stay
(3)
$171
per night
4 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
4 night minimum stay
(9)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
(7)
$3,800 - $4,400
per week
7 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
(7)
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Recent Siesta Key Reviews

Home away from home!

5 of 5
Our stay at Siesta Jewel was amazing! The rental is in a great location-- we didn't move our car unless we went golfing. I couldn't imagine staying anywhere else on Siesta Key. The beach access point isn't crowded and the Village is just around the corner. I definitely hope to stay here again. ?
  • Submitted: Mar 25, 2015
  • Stayed: Mar 2015

Christmas Vacation

5 of 5
First of all, the owners of this property are very generous and curitious. This home was very welcoming and has the atmosphere of being at home. Has everything you need, right down to a turkey baster. Only one thing we found, could use extra chairs for pool area, and also a light in the lanai area. Other than that, great location, just get up and walk to your favourite restaurant. Or just take a short walk to the most amazing beach in the world. Thanks Jeff and Cindy for all your prompt responses and allowing us into your vacation home. Would highly recommend this home.
  • Submitted: Mar 24, 2015
  • Stayed: Dec 2014

Siesta Key is like the Carribean in Florida

5 of 5
It was amazing to be walking the beach on New Years day when Lansing MI had 15 inches of snow on the ground. The place was great for our family of 10. My in-laws, brother & sister and all the kids were very surprised how much room there was. The rooftop deck was dinner time almost every night. Walking to the beach was only 5 minutes and we had no problem letting the kids walk with a teenager accompanying them. Relaxing by the heated pool was fantastic with many floats and toys provided by the owner. The village was also a short walk with great restaurants galore. The guys took a fishing charter by Marina Jack for a day. We caught our dinner that day and the captain cleaned and fileted the catch for us. There were museums and art galleries in downtown Sarasota and the trip was great. We will be back.
  • Submitted: Mar 23, 2015
  • Stayed: Jan 2015