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Siesta Key Long Term Vacation Rentals(463)

463 Results
$1,045 - $2,400
per week
7 - 28 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 28 night min stay
(25)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 14 night min stay
(14)
$185 - $293
per night
2 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night min stay
(38)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(35)
$875 - $1,330
per week
7 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 14 night min stay
(7)
$182 - $207
per night
4 - 7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
4 - 7 night min stay
(19)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
6 - 7 night min stay
(27)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night min stay
(20)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(32)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
14 night min stay
(7)
$1,545 - $2,350
per week
7 - 14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 14 night min stay
(14)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(53)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 5
6 - 7 night min stay
(7)
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
1 - 28 night min stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
28 - 30 night min stay
(9)
$185 - $271
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(18)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 3 night min stay
2 Reviews
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night min stay
(49)
$2,500 - $5,000
per month
30 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
30 night min stay
(7)
$17,250 - $19,500
per month
30 night min stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
30 night min stay
(14)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(10)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(14)
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 8
7 night min stay
(11)
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 8
7 night min stay
(19)
$185 - $285
per night
3 - 4 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 10
3 - 4 night min stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 - 14 night min stay
(25)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
(9)
  • Studio,
  • 1 BA,
  • Sleeps 3
3 night min stay
(48)
$935 - $1,500
per week
7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
7 night min stay
(11)
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Recent Siesta Key Reviews

Fabulous condo and location

5 of 5
Our stay, once again, was awesome !! The updates to the condo are wonderful.......beautiful decor in the guest bedroom with queen size bed is a wonderful improvement as is the "updated" guest bathroom. New fans throughout and new comfortable furniture are also great !! The weather was gorgeous and the people were very friendly. It's truly a perfect place to spend quality "warm weather" time......we love it !! We'll be back !!
  • Submitted: Apr 9, 2015
  • Stayed: Feb 2015

Cottage by the Sea, Siesta Key FL - Terrific

5 of 5
This cottage is the absolute best for us. We park our car and walk everywhere. Across the street is beach access 7 and out the back way is a short walk to downtown Siesta Key. We LOVE it. Description of the property is accurate. It is always well maintained and supplies are more then ample. Dave was always just a phone call away and very helpful if we had a question. Our routine was to go to the beach each morning, lunch on the beach usually or in the "village". Downtown In the afternoon to either of the two great coffee shops, and we never missed walking over to the sunsets. We have many friends in the Sarasota area, so visiting with them was just a short drive away. We cannot envision ever visiting Siesta Key without staying in the Cottage by the Sea. Love the "Loaded Hotdog" at Salty Dog and breakfast at Sun Garden Cafe (best bacon). Nancy & Jean
  • Submitted: Apr 7, 2015
  • Stayed: Mar 2015

More than a home away from home!

5 of 5
We booked this property for a pre-cruise stay. Correspondence, booking and ongoing contact with Jeff and Dana was super easy, efficient, helpful and professional. The property itself was very clean, comfortable and had everything you would need for a stay (apart from groceries). The property was very close and within walking distance to restaurants, grocery stores, and most importantly Siesta Key Beach!! The onsite pool was extremely clean and warm. Neighbours were very friendly and a joy to be around. The property is situated on a very quite street in Siesta Key. The perfect destination to relax and enjoy the area! We WILL be repeat visitors ?!! Thanks for s great stay!
  • Submitted: Mar 29, 2015
  • Stayed: Mar 2015