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Big Pine Key Vacation Rentals with Air Conditioning(93)

93 Results
  • 3 BR,
  • 2 BA,
  • Sleeps 8
4 - 7 night minimum stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night minimum stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(17)
$3,750
per month
30 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
30 night minimum stay
(17)
$2,500 - $3,600
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 9
7 night minimum stay
(26)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
30 night minimum stay
(5)
$4,300 - $5,400
per week
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 9
7 night minimum stay
(6)
$7,800
per month
28 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
28 night minimum stay
2 Reviews
$8,250
per month
28 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 8
28 night minimum stay
(5)
  • 2 BR,
  • 1 BA,
  • Sleeps 12
$2,200 - $3,200
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
(11)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night minimum stay
(4)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
28 night minimum stay
1 Review
$2,975
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(6)
$2,600 - $3,500
per month
28 night minimum stay
  • 2 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 4
28 night minimum stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 10
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(22)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
30 night minimum stay
(3)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
27 - 30 night minimum stay
(4)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(28)
$12,500 - $15,000
per month
28 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
28 night minimum stay
(8)
$350 - $700
per week
7 - 30 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 - 30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(9)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
30 night minimum stay
(11)
$1,975 - $2,875
per month
28 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 9
28 night minimum stay
(3)
$5,990
per month
30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
30 night minimum stay
$1,390
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
1 Review
  • 4 BR,
  • 3 BA,
  • Sleeps 8
28 night minimum stay
  • 3 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 6
(10)
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Recent Big Pine Key Reviews

Wonderful rental, excellent service, highly recommend

5 of 5
Our second stay in the Florida keys, but our first in Big Pine Key at this rental. The rental was comfortable, well furnished (we cooked and baked a lot and were pleasantly surprised with all the supplies available.). The rental had a nice wrap around porch with a view of the canal and frequent visitors of Key deer. But Leo (the owner) really took care of us-- the last group who stayed at the rental lost the guest pass to Bahia Honda State Park (our absolute favorite part of the keys) but Leo has reimbursed us the entry fees for all the days we visited. We most highly recommend the rental on Big Pine Key and hope that we stay here again soon!
  • Submitted: Dec 26, 2014
  • Stayed: Dec 2014

Exactly what we needed

5 of 5
The photos and description are very accurate. The house is clean and light, with open plan, a lot of windows and panoramic doors (practically wall) in the living room. We even did not use air conditioner and enjoyed ocean breeze both day and night. Internet connection was perfect all the time (important for us!). There are three bicycles and two kayaks for your use, which is great. Very peaceful and private location (lush greenery separates neighboring lots) with open water view from huge screened porch and living room. Deers practically live on the lot, they are so cute! Owners are pleasant to deal with, quickly answering all my emails questions and gave a lot of helpful advise (it was our first visit to the Keys). Absolutely ideal vacation place in my understanding, love it!
  • Submitted: Nov 27, 2014
  • Stayed: Oct 2014

Home away from Home - Best Place to Stay!

5 of 5
This was a fabulous place to stay! The house is even better than the pictures show and treats you to the most wonderful breathtaking sunsets and sunrises. We thoroughly enjoyed our stay here and will definitely be back sometime in the future. Thanks Diana for all your help and the great communication in preparing for our trip. We ended up spending a lot of time just chilling out in the house and sitting on the porch - the peacefulness and opportunity to relax in such a gorgeous environment makes this the best place ever. Next time we will stay longer!
  • Submitted: Nov 6, 2014
  • Stayed: Nov 2014