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Siesta Key Long Term Vacation Rentals(402)

402 Results
$216 - $293
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(29)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(23)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 - 7 night minimum stay
(19)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
(29)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 7 night minimum stay
(17)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(10)
$1,235 - $2,095
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(13)
$1,195 - $2,045
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 8
7 night minimum stay
(8)
$1,050 - $1,260
per week
7 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 14 night minimum stay
(14)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(9)
$160 - $271
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(16)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(8)
$1,595 - $1,895
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
(49)
$800 - $1,000
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night minimum stay
(42)
$1,045 - $2,550
per week
7 - 28 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 28 night minimum stay
(23)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
7 - 28 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
27 - 30 night minimum stay
(9)
$1,275 - $1,825
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(5)
$875 - $1,330
per week
7 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 14 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 8
7 night minimum stay
(16)
$3,500 - $5,300
per month
30 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
30 night minimum stay
(5)
$795 - $1,390
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
14 night minimum stay
(4)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(4)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 - 7 night minimum stay
(3)
$900 - $1,400
per week
14 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
14 night minimum stay
1 Review
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(4)
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Recent Siesta Key Reviews

Excellent Time - Awesome Cottage!

4 of 5
First I would like to say thank you to David & Tricia for allowing us to bring out dog. The cottage is as it is shown in the pics, all modern amenities and exceptionally clean. We found everything as described, our only wish is that there were ceiling fans to circulate the air better and that we could have walked the dog on the beach. (reason for 4 rating) We did find "Red Bug Slough" hiking trail 6 miles away which worked out great to take the dog every morning. The village is walking distance away and the beach is across the street. (5 minute walk) The cottage is on the street, but traffic noise was never an issue. The beach is spotless and water was crystal clear. We had a great time!!
  • Submitted: Sep 20, 2014
  • Stayed: Sep 2014

Incredible

5 of 5
This place was flat out perfect! Beautiful decor, cozy environment and all the amenities you could want. Fully stocked kitchen unlike so many rentals I've stayed at over the years that only have 3 plates, a bowl, too few utensils and one cooking pot when you needed a skillet. Plenty of towels in the bathrooms and drawer/closet space for anything you bring with you. The AC worked--almost too well for my wife--and kept us cool which was very helpful in early September in South Florida. The pictures on VRBO are legit!!! Obviously the reason anyone would want to stay here is the beach--and it's literally right out the backdoor. Walk out is less than 100 yards, no shoes required. Tall trees and shrubs on both sides provided privacy. It's maybe 1/2 a mile north of the public beach at Siesta Key so it's not very crowded even during peak hours. Plenty of beautiful shells to be found...and the sunsets!!! Stunning. Siesta Village is within easy walking distance with delicious restaurants, fun bars and a lot of live music in the evenings. Can't wait to get back! Would give 6 stars if the rating system would let me.
  • Submitted: Sep 6, 2014
  • Stayed: Aug 2014

We love the orange house!! Location is awesome!!

5 of 5
This was our second stay at the orange house (as my kids refer to it). We love the location, the amenities, and how it fits perfect for our family of five!!! Looking forward to going back and staying there again!!
  • Submitted: Jul 21, 2014
  • Stayed: Jun 2014