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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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Check out more areas which feature homes, villas, cabins, cottages, or condos.

Big Pine Key things to do

 

Bahia Honda State Park

If you are on your way to Key West, definitely stop by! The beach is definitely worth the nominal entry fee ($8 per vehicle; $2 for pedestrians, $4 for...read more

 

Stand Up Paddleboard Key West

We went paddleboarding with these guys. Cool folks, nice tour, education, fun, not expensive, must do at least once kinda thing. We will go again. our vid...read more

 

Sombrero Beach

I suppose if you're looking to compare this beach only to the others in the Keys, then it would merit a higher rating. There just isn't much in the way of...read more

 

Strike Zone Charters Inc

Will definitely dive with Strike Zone again. I just snorkeled around with my friend who doesn't dive this time, but I can tell this is a great crew. Before...read more

 

Boondocks Grille & Draft House

On a recent drive down to Key West my wife and I spied the sign for Boondocks and decided to give them a shot. As others have said this place is basically...read more

 

Skydive Key West

It was a vexatious drive from Key West to Sugarloaf Key, with a one-lane bridge the whole way, and traffic moving not much faster than a snail. I was an...read more

 

Overseas Highway

The Overseas Highway is the portion of US 1 that goes through the Florida Keys. It is about 127 miles long. Probably the most popular part of the highway...read more

 

Big Pine Kayak Adventures, Inc

Must do!! Bill and John were so knowledgable and helped us newbies feel like pros. The most relaxing and fun thing we did on our trip to the Keys for the...read more

 

Abyss Dive Center

I called Abyss dive center to book referral dives (the check out dives required to become certified as an open water diver) for my girlfriend, and two days...read more

 

Dinghy Docks LLC

This review refers to the grocery portion of the store, as I have no boat and no need for boating equipment. Being vegetarian/vegan on the island is...read more

 

Sea Dog Charters Marina

3 hours of snorkeling . It was a great price of 25 per person. The captain and the first mate (Lauren and Brian) were awesome. They were friendly and...read more

 

Captain Hook's Marina & Dive Center

What a great experience, I had one day and I wanted to do a Kayak trip and go snorkeling, and they pulled it off. The entire staff was great, they truly...read more

 

Florida Keys Kayak Tours and Rentals

Captain Markus is awesome! He went out if his way to make our trip perfect and the price was competitive. Dropped us off to avoid the windy day. Will...read more

 

Looe Key Reef Resort & Dive Center

The key feature of this place is how it offers a sort of one-stop shop for learning how to dive. I took my young son over the holidays, and we spent five...read more

 

Innerspace Dive Center

An HONEST and nice guy , good prices for the area and type of store. Stopped by there a few days ago and bought fins and a diver down flag . the owner...read more

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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

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

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

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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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) $975 - $1,050 /wk
    $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) $975 - $1,050 /wk
    $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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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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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

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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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

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

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