Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Bungalows
Cottages
Estates
Homes
Villas
Apartments
Barns
Boats
Cabins
Castles
Chalets
Condos
Farmhouses
Hotels
Lodges
Studios
Townhomes
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Big Pine Key Vacation Rentals with Parking Included(74)

74 Results
$3,800 - $4,000
per month
28 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night minimum stay
(38)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
4 - 7 night minimum stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night minimum stay
2 Reviews
$3,750
per month
30 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
30 night minimum stay
(17)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(17)
$2,400 - $3,400
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)
$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)
$4,300 - $5,400
per week
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 9
7 night minimum stay
(6)
  • 2 BR,
  • 1 BA,
  • Sleeps 12
$2,975
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(6)
$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
7 night minimum stay
(4)
$2,600 - $3,500
per month
28 night minimum stay
  • 2 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 4
28 night minimum stay
(12)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
28 night minimum stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 10
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(21)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
30 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(9)
$1,975 - $2,875
per month
28 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 9
28 night minimum stay
(3)
  • 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)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
28 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
27 - 30 night minimum stay
(4)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(3)
$5,990
per month
30 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
30 night minimum stay
$3,995 - $5,957
per month
28 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
28 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 9
(5)
Advertisement
 

Recent Big Pine Key Reviews

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

Excellent as always! This was our third year here!

5 of 5
Once again a great stay! We returned for the 3rd year in a row, great as always!September is a quiet time in the Florida Keys, gave us a chance to enjoy Big Pine Key, the outdoors and the all that this house has to offer. Already looking forward to our next visit!
  • Submitted: Oct 2, 2014
  • Stayed: Sep 2014

Great VAcation

5 of 5
My wife and me found a great place. It is perfect quiet an relaxable. Clean and friendly proberty. Close to Bar, Supermarket and everything. We found it only great. Marco
  • Submitted: Sep 15, 2014
  • Stayed: Aug 2014