60 Results
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

Booking Options

Location Type

Even More Filters

Features

Managed By

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

Big Pine Key Pet Friendly Vacation Rentals(60)

60 Results
$1,650
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
4 - 7 night min stay
(13)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
28 night min stay
(4)
  • 10 BR,
  • 9 BA,
  • 1 HF BA,
  • Sleeps 25
3 night min stay
$371 - $514
per night
4 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 9
4 - 7 night min stay
(28)
$7,800
per month
28 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
28 night min stay
(5)
$8,250
per month
28 night min stay
  • 5 BR,
  • 3 BA,
  • Sleeps 8
28 night min stay
(6)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
30 night min stay
2 Reviews
  • 2 BR,
  • 1 BA,
  • Sleeps 12
  • 3 BR,
  • 2 BA,
  • Sleeps 8
28 night min stay
$50 - $200
per night
1 - 7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 7 night min stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 8
30 night min stay
(14)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
29 night min stay
(7)
$12,500
per month
28 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
28 night min stay
(8)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
28 - 30 night min stay
(5)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
28 night min stay
  • 3 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 6
(10)
$1,290
per week
7 - 28 night min stay
  • 2 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 6
7 - 28 night min stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 8
30 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
28 night min stay
2 Reviews
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
6 night min stay
1 Review
39 more choices from the HomeAway Network
$200
per night
6 - 28 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
6 - 28 night min stay
(3)
$200 - $220
per night
2 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night min stay
(12)
$3,964 - $4,714
per month
28 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night min stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 6
27 night min stay
(5)
$1,800 - $2,000
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
(10)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night min stay
(4)
$1,190 - $1,690
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(8)
$3,300 - $3,500
per month
28 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 7
28 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
30 night min stay
 View map Map
Advertisement
 

Recent Big Pine Key Reviews

Away from it all- Just Fantasic

5 of 5
This was a great retreat for our family. Its located in Port Pine Heights and has a pristine corner dock. In minutes we explored the back country using the free kayaks provided by the owners. The property manager was great . He helped us really enjoy this wonderful home tucked away on this island paradise. Mornings the small key deer would be roaming the area. The home was clean and comfortable. Cant wait to get back
  • Submitted: May 14, 2015
  • Stayed: Mar 2015

More then we hoped for.

5 of 5
We drove from Windsor, CT to Pine Pine Key in one long 33 hour drive and when we got to the house we were floored. It was so much more then we ever hoped for. The rooms were very big and that was a plus for us. The house had everything we needed and more. It was so good we left a Fish cleaning kit for others as our way of saying thanks. As a photographer the Sun coming up was something to see. We are even talking about going back next year. Thank You for being our hosts. Dave, Haylan and Isabel
  • Submitted: May 4, 2015
  • Stayed: Apr 2015

Rare and wonderful find!!

5 of 5
My husband and I spent the glorious month of March at this adorable "pirate" hideaway, and have been reminiscing about our stay and the great time we had there ever since. The mobile home is comfy and nicely appointed, with a screened in porch with washer/dryer and an additional outdoor fridge. The open floor plan of the kitchen/dining/living areas makes the home feel much larger than it is. The kitchen was nicely stocked with utensils, pots, pans, very nice dinnerware, etc. The bathroom includes a terrific walk-in shower beautifully tiled. We loved the Tiki Hut and HOT tub as well...kept us out of the strong Florida afternoon sun and provided such peace and relaxation...just what we craved away from the horrible northern winter! The canal is lovely, clean and OH! the fish!! We caught more fish here than anywhere this trip! Beautiful parrot fish, yellow tail snapper, red snapper...super fun fishing! OH! And a visit by a gorgeous manatee topped the "wowser" list for us!! The manager lives nearby and was always available to answer any questions or take care of anything we needed...a real pleasure. We will be back next year!!
  • Submitted: Apr 17, 2015
  • Stayed: Mar 2015