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Siesta Key House Rentals(54)

54 Results
$4,200 - $6,400
per month
30 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
30 night min stay
(28)
$2,250 - $3,950
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(6)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night min stay
(23)
$3,745 - $4,970
per week
7 - 30 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 - 30 night min stay
(14)
$2,500 - $5,000
per month
30 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
30 night min stay
(24)
$209 - $229
per night
1 - 3 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
1 - 3 night min stay
(14)
$1,395 - $1,995
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(18)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 3 night min stay
(3)
$1,975 - $3,950
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(22)
$2,500 - $5,000
per month
30 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
30 night min stay
(7)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
3 - 7 night min stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(8)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night min stay
(21)
$3,800 - $4,400
per week
7 night min stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 9
7 night min stay
(7)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
4 night min stay
(6)
  • 7 BR,
  • 5 BA,
  • Sleeps 16
2 - 7 night min stay
(6)
  • 7 BR,
  • 5 BA,
  • Sleeps 16
2 - 7 night min stay
(5)
  • 6 BR,
  • 3 BA,
  • Sleeps 18
6 night min stay
(15)
$2,100 - $2,300
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(15)
$1,800 - $2,000
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 14
7 night min stay
(23)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
$400 - $500
per night
7 - 28 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
7 - 28 night min stay
1 Review
  • 4 BR,
  • 2 BA,
  • Sleeps 10
7 night min stay
2 Reviews
  • 4 BR,
  • 4 BA,
  • Sleeps 12
7 night min stay
$3,500 - $3,800
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 night min stay
(4)
  • 4 BR,
  • 4 BA,
  • Sleeps 12
7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
7 - 31 night min stay
(8)
$150 - $170
per night
3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 night min stay
(9)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
27 - 29 night min stay
(3)
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Recent Siesta Key Reviews

Thoughtful Touches Make This Home Special

5 of 5
Three generations of our family had a delightful stay at Siesta Jewel last week. The home has plenty of space for all 6 adults and 2 kids. Spent a lot of time on the spacious lanai and the 2 and 4 year old's were in the pool for hours at a time. The owner has been very thoughtful in providing items for kids--a double stroller, pack n play, high chair, tons of beach & pool toys and a wagon to get those toys--or the kids--to the beach. The kitchen is tiny, which made meal prep by more than one person a bit of a dance--but that's a small inconvenince compared to the amenities, comfort and location of the house. The value of having such a nice home only a block from the beach and Siesta Village is priceless. We all agreed we would seek out the Siesta Jewel again for our next vacation. As for the village itself, we hadn't been there in 3 or 4 years and a couple of new restaurants really impressed us. Pi 3.14 has incredible pizza and the whole corner with it and Blase Cafe is cool, it was our go to place for a cocktail and great live music. Also, Eat Here was outstanding. It's the same owners as Beach Bistro on Anna Maria Island and combines quality preparations with a bit of fun--the heat attack hot dog, for ex, or the make-your-own kid's pizza. Our all-time favorite for ice cream is Big Olaf, but the little ones loved the show at Sub Zero so be sure to check out each one when you're there.
  • Submitted: May 20, 2015
  • Stayed: May 2015

SIESTA KEY VACATION PARADISE

5 of 5
The house was great, we truly needed to bring nothing but our clothes. The private pool was a definite benefit and looked amazing with the lights at night. Would definitely stay again.
  • Submitted: May 13, 2015
  • Stayed: May 2015

Astonishing home and best vacation ever!

5 of 5
We were so impressed with the property right upon arrival. First, The Cottages staff was so helpful and friendly- we knew more about the home before we even booked our trip! And when we arrived, it was just as they had described it. The pictures are absolutely real- the place is truly beautiful inside and out. We had such a great time, we have already contacted Tracey to rebook our vacation again for next year. Just a couple of pointers we would pass along to future guests- definitely take one quiet night and sit on the lanai (in the pool even!), take a glass of wine, and just listen to the sounds of the lake and look at the stars. It's so peaceful to the soul. And we didn't use our car for anything! We used the free taxi services to take us everywhere, all over the island, and they would pick us up in minutes of our call! The rental car became unnecessary really. Not sure if we would need to rent one again next year!
  • Submitted: May 11, 2015
  • Stayed: Apr 2015