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Siesta Key Downtown Vacation Rentals(39)

39 Results
$182 - $207
per night
4 - 7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
4 - 7 night min stay
(19)
$3,745 - $4,970
per week
7 - 30 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 - 30 night min stay
(14)
$1,200
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
$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 7
3 night min stay
$179 - $310
per night
2 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night min stay
(44)
$1,650 - $2,400
per week
14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
14 night min stay
(10)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
14 night min stay
2 Reviews
$4,800 - $5,400
per week
7 night min stay
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
7 night min stay
1 Review
$171 - $250
per night
5 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 - 7 night min stay
(3)
$1,000 - $1,500
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
13 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 night min stay
$868
per week
7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
1 Review
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
4 - 7 night min stay
$433 - $625
per night
4 - 28 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 28 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 6
3 night min stay
1 Review
22 more choices from the HomeAway Network
$210 - $284
per night
5 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 14 night min stay
$699 - $1,499
per week
7 - 28 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 - 28 night min stay
(26)
$1,545 - $2,300
per week
7 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 14 night min stay
(4)
  • 4 BR,
  • 4 BA,
  • Sleeps 10
4 - 7 night min stay
(3)
$1,001 - $1,350
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(6)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
(5)
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
3 night min stay
(9)
$180 - $260
per night
1 - 7 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 4
1 - 7 night min stay
(6)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(9)
$1,192 - $1,378
per week
7 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 14 night min stay
(3)
$800 - $1,250
per week
7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
1 Review
$700 - $1,200
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
2 Reviews
$1,050
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night min stay
1 Review
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Recent Siesta Key Reviews

Very Nice, well equipped home.

4 of 5
Have stayed in many various Siesta Key properties over the years. This home is well equipped, and very comfortable. There are three ample sized bedrooms and a roomy central living and den area. We were hoping for the pool to be heated -- says 'solar heated', yet could discern no heating taking place. The first few days were a bit cloudy, but the remainder of the stay (10 days) were above average temps -- still no rise in pool heat. This home backs up to a very busy road -- noisy to say the least. Take some getting used to, but traffic quiets down at night. If the pool was really heated, and the traffic noise wasn't there, I'd give 5 stars.
  • Submitted: Apr 30, 2015
  • Stayed: Feb 2015

Siesta Key Made our Winter

5 of 5
Siesta Beach hideaway was just what we expected from the testimonials read on website. We always stay in a VRBO location from past experience. The property has all the room for everyone to find a comfortable space. Whether the pool, rooftop deck, or kitchen & LR, there is ample room to gather together or read a book / ipad. We are beach people and spent most days in the sun and in the Gulf swimming. The parasail was great for the kids & we rented bikes for 4 days to explore Siesta Key. The South end of the island had Kayak rentals and we took a mangrove tour which reminded us of the time in Aruba. We had relatives stay for 4 days and never felt cramped. The owners made the reservation process flawless &highly recommend this property
  • Submitted: Apr 5, 2015
  • Stayed: Feb 2015

Better than Home away from my own Home

5 of 5
We were invited to Siesta Key to join my family that had booked this wonderful home. I honestly expected to be disappointed since usually have been when renting private homes and was pleasantly surprised not to find an old, humid smelling, cramped ( we were 12 guests) accomodations. There is nothing that the owners have left to chance. Every attention to detail has been made for the comfort of a large group and the home is so beautiful and spacious. One day it rained and in normal circumstances, we would have been disappointed to be " stuck" in the house but instead we were so comfortable that we truly welcomed the opportunity to stay indoors. This is a very quiet gated community within walking distance to one of the most beautiful beaches in the USA and some pretty great little stores and restaurants though the kitchen is completely stocked with everything that might be needed. We will definately come back next year and the year after!
  • Submitted: Jun 14, 2014
  • Stayed: May 2014