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Vacation Rentals in Big Pine Key, Florida

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about Big Pine Key

Big Pine Key, Florida Vacation Rentals and Tourism

Big Pine Key, Florida Rental Homes

Discover a better way to travel and consider Big Pine Key vacation rentals when choosing Florida Keys lodging for your next vacation. Whether you’re a lone wanderer tied to a budget or a family looking to bond over the break from school, there are Big Pine Key Florida accommodations available to meet your needs. And if you’ve saved up money to spend, consider splurging; you deserve it. Check into a Big Pine Key luxury rental and take your vacation up several notches.

Big Pine Key FL beachfront vacation homes
offer comforts you won’t find at a resort or hotel. Plus, why spend your money on a single room when you can luxuriate in an entire Big Pine Key house rental? Even small groups and singles will get along in a smaller rental, like Big Pine Key condo rentals or apartments. Planning a family reunion or corporate retreat? Check into large Big Pine Key rental houses or estates, and let everyone enjoy their space.

Big Pine Key boasts the only freshwater lake in the Keys, the Blue Hole.  Try your hand at some back country fishing. Or head to the ocean for some extraordinary snorkeling and scuba diving over Looe Key. There are several charming restaurants in the area featuring the best of down-home cooking. Have a drink at a tiki bar; after all you’re on vacation in the Florida Keys. Book your Big Pine Key rental today!

Big Pine Key Vacation Rental Deals

There are three major things you have to do while staying in a cheap Big Pine Key rental—go to the national key deer museum, go fishing, and save money! That’s right, if you are looking for a vacation where you can save money, affordable Big Pine Key rentals is the perfect option for you and your group. With various beach houses, luxurious town homes, and spacious—yet budget friendly Big Pine Key condos, you are sure to find the home away from home that’s perfect for your entire family, or just for the two of you. While museum-going and fishing can wear you out, so can dishing out the dough—don’t spend your vacation stressing about the price, choose low-cost Big Pine Key vacation rentals and let the relaxing begin.

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

DEAL!! Ground level home - On boating canal with Open Water views
Big Pine Key House Rental Picture
  • House Rental Deals and Discounts $300 off = $1,200 per week
  • bedrooms 2
  • community Pine Channel Estates
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $1,300 - $1,500 /wk
    $3,800 - $3,801 /mth
 
 
 
 
 

29 reviews write a review

Canalfront Ground level house, Sleeps 8, Pets OK,
Big Pine Key House Rental Picture
  • bedrooms 3
  • community Port Pine Heights
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $1,050 - $2,100 /wk
    $2,000 - $3,000 /mth
 
 
 
 
 

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Perfect Home at Perfect Price
Big Pine Key House Rental Picture
  • bedrooms 2
  • community Port Pine Heights
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $2,950 /mth
 
 
 
 
 

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Boater's Dream House
Big Pine Key House Rental Picture
  • bedrooms 2
  • community Doctor's Arm
  • rental type House
  • sleeps 4
  • baths 2
  • rates (USD) $2,700 /mth
 
 
 
 
 

1 reviews write a review

Keys Caribbean Retreat - Free Boat Launch and Ocean Kayak.
Big Pine Key House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $2,600 - $2,800 /mth
 
 
 
 
 

4 reviews write a review

Captain Ron's Tropical Vacation Hideaway - Viisit Paradise
Big Pine Key House Rental Picture
  • bedrooms 2
  • community Doctors Arm
  • rental type House
  • owner badgeowner badge
  • sleeps 4
  • baths
  • rates (USD) $2,600 - $2,800 /mth
 
 
 
 
 

8 reviews write a review

Beachfront Home, Key's only real Beach home,private,gated.
Big Pine Key House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • sleeps 4
  • baths 2
  • rates (USD) $2,400 - $3,750 /wk
 
 
 
 
 

1 reviews write a review

Sweet Dreams
Big Pine Key House Rental Picture
  • bedrooms 3
  • community Doctors Arm
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $900 - $1,500 /wk
    $1,800 - $3,000 /mth
 
 
 
 
 

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Gary's Keys Getaway
Big Pine Key House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $3,500 - $3,800 /mth
 
 
 
 
 

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Mickey's House of Windows
Big Pine Key House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $2,800 - $3,000 /wk
    $4,500 - $5,000 /mth
 
 
 
 
 

6 reviews write a review

Waterfront On A Budget! 2/2 Canal Front Home
Big Pine Key House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $1,500 /wk
    $2,500 /mth
 
 
 
 
 

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Paradise Retreat
Big Pine Key House Rental Picture
  • bedrooms 3
  • community Port Pine Heights
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $3,200 - $3,600 /mth
 
 
 
 
 

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Angler's Retreat
Big Pine Key House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $850 - $1,200 /wk
    $1,900 - $2,500 /mth
 
 
 
 
 

5 reviews write a review

Beautiful 3BR Canal Front Home
Big Pine Key House Rental Picture
  • bedrooms 3
  • community near OldWoodenBridge
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $3,200 - $3,400 /mth
 
 
 
 
 

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Sunrise Retreat-OCEANFRONT
Big Pine Key House Rental Picture
  • bedrooms 3
  • community Tropical Bay Estates
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $3,500 - $5,000 /mth
 
 
 
 
 

2 reviews write a review

Altimate Fl. Keys Vacation Home
Big Pine Key House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 8
  • baths 3
  • rates (USD) $2,800 - $3,800 /wk
    $6,900 - $7,900 /mth
 
 
 
 
 

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Tarpon Bay/Big Pine Key/Fishermen and Divers Paradise
Big Pine Key House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $3,100 - $3,300 /mth
 
 
 
 
 

1 reviews write a review

Caribbean Cove/beautiful waterfront view
Big Pine Key House Rental Picture
  • bedrooms 2
  • community Port Pine Heights
  • rental type House
  • owner badgeowner badge
  • sleeps 9
  • baths 1
  • rates (USD) $1,800 - $2,750 /mth
 
 
 
 
 

3 reviews write a review

Keys Tropical Getaway on a canal
Big Pine Key House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • sleeps 10
  • baths 1
  • rates (USD) $2,700 - $3,100 /mth
 
 
 
 
 

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Beautiful Tropical Paradise at it's best on an acre
Big Pine Key House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $2,700 - $2,900 /mth
 
 
 
 
 

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New, Deep Canal Home 3BR,2BA w/Priv Dock,Last Min Dates in May & June Available!
Big Pine Key House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $3,500 - $4,000 /mth
 
 
 
 
 

2 reviews write a review

Tiki Beach Charming Open Water Bungalow Sunrise Pool/Spa Pets
Big Pine Key House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 9
  • baths 2
  • rates (USD) $2,296 - $3,400 /wk
 
 
 
 
 

22 reviews write a review

Just Relisted- Beautiful Waterfront Big Pine Listing!! 4 Bedroom 3 Acre Estate
Big Pine Key Estate Rental Picture
  • bedrooms 4
  • rental type Estate
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $4,000 - $8,500 /mth
 
 
 
 
 

4 reviews write a review

Diver's Delight - Large Home with a pool on Big Pine Key
Big Pine Key House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 12
  • baths
  • rates (USD) $7,000 - $7,500 /mth
 
 
 
 
 

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Waterfront Big Pine Key Paradise
Big Pine Key House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD)
 
 
 
 
 

16 reviews write a review