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Summerland Key Vacation Rentals with Online Payment(34)

34 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 7 night min stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(43)
$995 - $1,700
per week
6 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
6 - 7 night min stay
(13)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(17)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night min stay
(14)
  • 5 BR,
  • 4 BA,
  • Sleeps 12
7 night min stay
(10)
$120 - $184
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
$150 - $200
per night
3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(11)
$1,595 - $2,700
per week
7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night min stay
(3)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
28 night min stay
(5)
$120 - $150
per night
2 - 3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night min stay
(8)
$120
per night
3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
3 night min stay
(15)
$180 - $200
per night
4 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
4 - 7 night min stay
(12)
$3,000 - $3,300
per month
28 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 night min stay
(8)
$995 - $1,550
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
1 Review
$77 - $120
per night
4 - 30 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
4 - 30 night min stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 night min stay
(7)
$700 - $750
per week
7 - 90 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 - 90 night min stay
16 more choices from the HomeAway Network
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(6)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
7 - 14 night min stay
(8)
$125
per night
2 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night min stay
(4)
$99 - $129
per night
3 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night min stay
(28)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 night min stay
(4)
$3,750
per month
28 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 night min stay
(4)
$2,800
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 night min stay
(10)
$3,500 - $4,000
per month
28 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
28 night min stay
(5)
$3,000
per month
28 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
28 night min stay
(15)
$1,300 - $2,300
per week
7 - 30 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 - 30 night min stay
(4)
$113 - $165
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
(5)
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Recent Summerland Key Reviews

Awesome little gem in paradise!

5 of 5
Georgia thank you for an absolutely perfect place to stay. We had a great time scuba diving. I highly recommend Ron who lives there in Venture Out and works as an instructor and guide at Looe Key Resort Dive Shop just around the corner. I will definitely be returning for some more R&R as soon as possible. The place was great and had everything we need for an affordable rate. Thanx again Georgia!
  • Submitted: Apr 28, 2015
  • Stayed: Apr 2015

A little gem on the ocean

5 of 5
What a fantastic location! Close to everything with all the comforts of home. We definitely look forward to coming back year after year!
  • Submitted: Apr 28, 2015
  • Stayed: Apr 2015

Oceanside Getaway

5 of 5
This is our first time to this home and we absolutely loved it. It was so clean, comfortable and had everything we needed. The view was incredible and just a short drive to Key West. We are reserving it again for 2016.
  • Submitted: Feb 1, 2015
  • Stayed: Jan 2015