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Siesta Key Vacation Home Rentals(171)

171 Results
7 - 30 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
$1,517 - $1,800
per week
14 - 30 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 7
1 Review
30 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
$2,800 - $5,600
per month
30 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
  • 4 BR,
  • 4 BA,
  • Sleeps 12
(5)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
1 Review
73 more choices from the HomeAway Network
3 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
(15)
4 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(12)
4 - 6 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(9)
10 - 30 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(7)
14 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
(7)
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 12
(25)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(6)
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(8)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(10)
4 - 6 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 9
2 Reviews
2 - 6 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 Reviews
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
1 Review
14 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
1 Review
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
1 Review
30 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(6)
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(3)
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(12)
14 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 Reviews
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(13)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(8)
1 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
(26)
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Recent Siesta Key Reviews

Great beach vacation!

5 of 5
We spent February and March at this beach house. The location was perfect - next to the best beach in the US and also an easy walk to Siesta Key Village. The two decks are large and provided the opportunity to choose either sun or shade. It was great to sit out in the evenings and eat dinner by candlelight while listening to the waves hit the shore. Everything was as advertised - lots of room, three large bedrooms with ensuite bathrooms, lots of pots/pans/utensils/glasses/plates in the kitchen and even a good gas BBQ! Carole (the owner) was great to deal with and immediately addressed any questions and a couple of very minor issues that came up during our stay. The place was clean and well maintained. Even the neighbours at Tiffany Sands, who all live there full time, made us feel very welcome. We'll be back again next year! Joe & Kathi
  • Submitted: Apr 21, 2014
  • Stayed: Feb 2014

Perfect hideaway

5 of 5
We were pleasantly surprised with this vacation rental. Did not know what to expect after having looked online at so many properties. The online description was accurate but the actual layout, space, cleanliness, and comfort exceeded our expectations. Property managers, Victor and Ana, were delightful hosts for the property answering all questions and offering suggestions for local attractions. We were so happy with our rental we have booked already for next year. This property is tucked away from the main strip of Siesta Key, which we appreciated. We enjoyed local restaurants, Turtle Bay was a favorite, fell in love with Siesta Key beach with its soft white sand, and then hit the major shopping areas when one day of rain kept us off of the beach. Thank you for a great family vacation.
  • Submitted: Apr 14, 2013
  • Stayed: Mar 2013

Fabulous castle getaway!! Best place imaginable! Clean - up to date - a true castle!

5 of 5
We really, really, REALLY, enjoyed our stay here. The house is fabulous. The pool area in the back of the house is where we spent more time than on the beach (which is only 3 blocks away). There is a patio, pool , hot tub area in the back that abuts a canal, with no homes on the other side of it, so it is incredibly private back there. The hot tub flows into the pool and the patio area is the greatest place to hang out in the sun, surrounded by palm trees. The house is incredible, and actually was more house than we needed! It is well kept, clean and up to date. Each area has private baths. The pool Is well maintained as are the grounds. If you like the photos of the place - you will like the place even more, as good as the photos are, they are not a match to how wonderful the place actually is. Convenience: a food market is just a few blocks away... the many restaurants of Siesta Village are also just a few blocks away as well. But you would never know the things are that close, as it is very quiet and private street. All the restaurants are great - but we seemed to go back to the lobster pot time and again... for desert... the mini donut place next door got a lot of our business. If you have never been to Siesta Key, let me tell you it is fabulous! The beach is just a few blocks away from this beautiful home... a short walk. Doctor Beach, from the Travel Channel, named the beach the #1 beach in the country... 98% pure crushed quartz... white as can be, feels like baby powder on the feet, and the water quality is crystal clear! If there is ever an issue (and we had none) the owners are great people and are simply a phone call away. the place is perfect for a family vacation. it is also perfect for a few couples traveling together, as there is a large number of bedrooms, and private baths as well. I am sure I could come up with other things to say - but bottom line is... We will be coming back to this property and the other properties these folks own, again and again and again! Thanks Don - for offering such a great place for our family to vacation!
  • Submitted: Mar 23, 2013
  • Stayed: Mar 2013