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Save time when booking: choose rentals that accept online reservations or online payments

Longboat Key Vacation Rentals with Online Payment(286)

286 Results
$325 - $400
per night
3 - 4 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 4 night minimum stay
(14)
$1,800 - $2,200
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night minimum stay
(4)
$1,550 - $2,300
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(8)
  • 4 BR,
  • Sleeps 12
7 night minimum stay
(14)
$195 - $225
per night
4 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 5 night minimum stay
(11)
$7,000 - $9,500
per month
60 - 90 night minimum stay
  • 3 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
60 - 90 night minimum stay
(5)
$2,500 - $2,800
per week
7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
1 Review
$2,950 - $4,950
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
7 night minimum stay
(16)
$186 - $214
per night
13 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
13 night minimum stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(19)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(8)
$179 - $239
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
2 night minimum stay
(17)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(18)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(75)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(18)
$135 - $175
per night
1 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
1 - 7 night minimum stay
$155 - $235
per night
1 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 7 night minimum stay
$180 - $295
per night
1 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 7 night minimum stay
$155 - $235
per night
1 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 7 night minimum stay
$155 - $235
per night
1 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 7 night minimum stay
$180 - $295
per night
1 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 7 night minimum stay
$1,425 - $1,725
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
$295 - $425
per night
2 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night minimum stay
$180 - $295
per night
1 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 7 night minimum stay
$180 - $295
per night
1 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 7 night minimum stay
$180 - $295
per night
1 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
$165 - $210
per night
2 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 7 night minimum stay
$230 - $405
per night
1 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 7 night minimum stay
$180 - $295
per night
1 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 7 night minimum stay
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Recent Longboat Key Reviews

Unique and inviting

5 of 5
We had stayed in Sarasota before and would always admire the prominent house as we crossed the bridge adjacent. On this trip, we made sure to stay here. With a toddler, teenagers and adults, nothing could really be more perfect. Having your own boat adds to the thrill. The house encompasses everything from boat adventure to a nap between the trees. It truly covers all you'd want from a holiday, whatever it may be. The owner is very hospitable and approachable and makes the stay even more comfortable. We will certainly be back.
  • Submitted: Dec 21, 2014
  • Stayed: Nov 2014

It is a fantastic property and a wonderful stay

5 of 5
My stay was very comfortable them home is in wonderful condition and the bed was very comfortable to sleep in which is always a concern. It is also a very short walk to the beach! Great stay! I highly recommend it.
  • Submitted: Dec 9, 2014
  • Stayed: Dec 2013

Relaxing get away!

5 of 5
Could not have asked for a better place to stay ! Everything that we needed was available. The beach was private and clean. Will definitely make a point of returning. The owners were available when needed. Wonderful experience. !
  • Submitted: Aug 23, 2014
  • Stayed: Aug 2014