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Vacation Rentals in Big Pine Key, Florida

Nightly rates from: $100* – Average nightly rate per bedroom: $76*

SR R1 C1
Big Pine Key House Rental Picture
  • bedrooms 3
  • baths 2
  • ($150)
  • $250 off = $2,250 per month
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

The water is warm, shallow and aquamarine blue. It really honestly is one of the best beaches I have been to in a while. Unlike some of the beaches I have...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

 

Strike Zone Charters Inc

This was a really great snorkel trip. Unlike Pennekamp in Key Largo where you swam through ugly grass for 200yards before seeing coral that was almost too...read more

 

Backcountry Eco-Tours

In November, 2011, I went on a kayak tour of the mangroves with Kaycie. I didn't even know this was possible, and the surprise was part of the delight. I...read more

 

Out of the Blue Gallery & Gifts

Best gift shop in the Florida Keys! Gorgeous jewelry by local artisans, wonderful books, and of course, good company. My favorite birthday gift offered by...read more

 

Big Pine Key Boat Rentals

Our group of 6 reserved a boat from 8am to 5pm. The staff was friendly and accomodating! We reserved it on Saturday for a Monday, and everything was ready...read more

 

Innerspace Dive Center

We first met the owner (Scott) several years ago, when he lived in the USVI, and he was my instructor for my AOW and Rescue certifications. We visited the...read more

 

Old Wooden Bridge Fishing Camp

not a bad place to shack up if you are just exploring the keys and don't mind a drive into Key West. It's campy but kinda fun and nice, for a family trip....read more

 

Bahia Honda State Park

What a gorgeous place! It's hard to believe so many people pass it on the way to Key West and don't give it a second thought! The folks who work here are...read more

 

Boondocks Grille & Draft House

Ended up here since there is literally nothing else in the area. We had dinner plans further down the road so we only stopped for a couple drinks. The...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

 

Skydive Key West

If you are going skydiving, take the drive and go down to Key West. The view is breathtaking, peaceful, unreal... I recommend this place to everyone that...read more

 

Looe Key Reef Resort & Dive Center

I stayed here for one night last week. I really had mixed feelings about this motel. The pros: 1. About 1/2 hr to most destinations in Key West (it...read more

 

Florida Keys Kayak Tours and Rentals

Captain Markus is the Dude! Great guy! He really has a passion for this place and it shows with his honest enthusiasm. What we liked the most was all the...read more

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DEAL!! Big Pine Key Canalfront , Sleeps 8, 2 Dble Kayaks Pets OK!
Big Pine Key House Rental Picture
  • House Rental Deals and Discounts $250 off = $2,250 per month
  • House Rental Deals and Specials Cleaning fee ($150)
  • bedrooms 3
  • community Port Pine Heights
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $2,000 - $3,000 /mth
 
 
 
 
 

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Ground level home - On boating canal with Open Water views
Big Pine Key House Rental Picture
  • bedrooms 2
  • community Pine Channel Estates
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $1,300 - $1,500 /wk
    $3,600 - $3,601 /mth
 
 
 
 
 

29 reviews write a review

The Fishing & Vacation Paradise
Big Pine Key House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 12
  • baths 4
  • rates (USD) $200 - $250 /nt
    $950 - $1,200 /wk
    $4,000 - $4,000 /mth
 
 
 
 
 

3 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) $975 - $1,300 /wk
    $2,500 - $2,700 /mth
 
 
 
 
 

3 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
 
 
 
 
 

5 reviews write a review

Affordable Keys Getaway
Big Pine Key Apartment Rental Picture
  • bedrooms 1
  • community
  • rental type Apartment
  • sleeps 3
  • baths 1
  • rates (USD) $1,300 - $1,500 /mth
 
 
 
 
 

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Captain Ron's Tropical Vacation Hideaway - Viisit Paradise
Big Pine Key House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 4
  • baths
  • rates (USD) $975 - $1,050 /wk
    $2,500 - $2,700 /mth
 
 
 
 
 

8 reviews write a review

Spectacular 3/3 open water,boat,fish,dive,views!
Big Pine Key House Rental Picture
  • bedrooms 3
  • community Doctors Arm
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 3
  • rates (USD) $1,375 - $1,750 /wk
    $3,700 - $5,000 /mth
 
 
 
 
 

61 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 - $2,700 /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) $700 - $700 /wk
    $2,500 - $2,500 /mth
 
 
 
 
 

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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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Beautiful 3BR Canal Front Home
Big Pine Key House Rental Picture
  • bedrooms 3
  • community
  • 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
  • sleeps 8
  • baths
  • rates (USD) $3,500 - $4,000 /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) $2,700 - $3,300 /mth
 
 
 
 
 

1 reviews write a review

Angler's Retreat
Big Pine Key House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $800 - $1,200 /wk
    $1,700 - $2,200 /mth
 
 
 
 
 

4 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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Tropical Island Canal Home
Big Pine Key House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • sleeps 6
  • baths 1
  • rates (USD) $900 - $1,500 /wk
    $2,200 - $3,200 /mth
 
 
 
 
 

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Secluded Keys Getaway-Sunporch-Dock-Kayaks
Big Pine Key House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $900 - $1,500 /wk
    $2,390 - $3,690 /mth
 
 
 
 
 

2 reviews write a review

3 Bedroom House w/ pool on a Canal
Big Pine Key House Rental Picture
  • bedrooms 3
  • community Tropical Bay Estates
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $5,000 - $5,000 /mth
 
 
 
 
 

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