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Latest Vacation Rentals in Big Pine Key FL (25)

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1 Br Bed & Breakfast Vacation Rental In Big Pine Key, Florida

Welcome to Barnacle Bed and Breakfast, your seaside sanctuary where luxury, comfort, and adventure blend perfectly. This beachfront retreat offers plush rooms with ocean views, a private beach, and...

Created Feb 21, 2024

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Spectacular ocean front home awaits you in Big Pine Key. Cozy family getaway with breathtaking ocean view and over 450 foot dock you will feel as floating on water. Enjoy this 2 bedroom/ 2 bath...

Created Feb 21, 2024

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Searching for your own private Keys resort?Look no further! Our Retiro Sin Nombre home is located on the famed and remote No Name Key.This home offers a wonderful opportunity to enjoy the many...

Created Feb 21, 2024

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Welcome to Casa Del Mar 305 5251254 a brand new mid-century modern home in Paradise! This home is a monthly vacation rental that must be rented for 28 days or greater. Quiet neighborhood ,...

Created Feb 21, 2024

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Welcome to your perfect slice of paradise in the heart of the Florida Keys! This newly remodeled 2 bed/2 bath home on a double lot in the serene Eden Pines neighborhood of Big Pine Key invites you...

Created Feb 21, 2024

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Welcome to boaters dream location! This lovely staged 3bed 2bath home sits on a 75ft wide/deep canal perfect for large boats. There is a marina at the top of our short canal w/launch, fuel, bait &...

Created Feb 21, 2024

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Big Pine Key DreamsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Right by the glistening waters of Florida...

Created Feb 21, 2024

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Welcome to your perfect island retreat! This freshly remodeled three-bedroom, four-bathroom vacation home on Big Pine offers a stunning combination of modern luxury and unspoiled natural beauty....

Created Feb 21, 2024

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Escape to paradise at this secluded resort-style retreat nestled on serene Big Pine Key. Spanning over 3 acres, this open water estate offers unrivaled privacy and a plethora of amenities. Dive...

Created Feb 21, 2024

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Welcome to our beautiful beach house. Our Paradise starts outdoors. Our backyard has a 70 foot Cement Dock in case you want to bring your boat (if you would like to rent one please let us know) or...

Created Feb 21, 2024

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

THE ADVENTURER'S RETREAT - BIG PINE KEY BUNGALOW IS YOUR HOME AWAY FROM HOME WHERE YOU CAN RELAX AND ENJOY THE CENTRALIZED LOCATION TO ALL THE BEST ADVENTURES THE FLORIDA KEYS HAVE TO OFFER. ALL...

Created Feb 21, 2024

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4 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Escape to paradise at Tarpon Time, a stunning brand-new monthly rental nestled in the heart of the Florida Keys. This 4-bedroom, 3 1/2-bath home offers an idyllic retreat with breathtaking views of...

Created Feb 21, 2024

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4 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Beautiful open-water views of the Bahia Honda bridge from nearly every room! Key deer grazing daily in your yard. Two boat basins capable of holding boats up to 30'. Sunrises from your living room,...

Created Feb 21, 2024

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with a boat dock. Steps away from ocean water. Located in one of the best fishing spots in the Florida keys. Large canal...

Created Feb 21, 2024

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Excellent location 2 bedroom 2 bath home with a 65 ft sea wall on wide canal in Big Pine Key. This is a perfect location for boaters. A marina with fuel docks is located at the end of the canal....

Created Feb 21, 2024

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Seahorse Sunset Cottage is your slice of paradise away from home! This 3 bedroom/2 bathroom beach-themed house sleeps 6 guests comfortably, and boasts a spacious kitchen with an adjacent dining...

Created Feb 21, 2024

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Contemporary home with cathedral ceilings on Corner canal, featuring a 4o foot boat dock with powered davits and 31 foot inground pool with 8 foot ledge lounger. This home has two levels, featuring...

Created Feb 21, 2024

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3 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

*BIMINI TOPS or Fold down T-tops boats ONLY DUE TO WATSON ST BRIDGE. Sunset Paradise Villa is a 3 Bedroom/2 Bath canal/water front tropical villa that sleeps 8+ located in beautiful Tropical Bay...

Created Feb 21, 2024

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Tropical canal front home. Enjoy a beautiful open living room and kitchen, large screened porch with views of the canal and tropical landscape. This accommodation has everything you need to...

Created Feb 21, 2024

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Tarpon Retreat is a luxurious vacation rental home, nestled in an island paradise located in the Big Pine Key Deer Refuge. This vacation rental home is the perfect destination for a peaceful and...

Created Feb 21, 2024

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2 Br Cottage Vacation Rental In Big Pine Key, Florida

Enjoy your trip to the keys by staying at this wonderful tiny house, surrounded by nature and adorable deers! This is a hidden gem in the keys for you to relax and enjoy. It is very cozy and offers...

Created Feb 21, 2024

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1 Br Caravan Park/campsite Vacation Rental In Big Pine Key, Florida

30 miles to Key West! A classic Keys RV. RV is a 2010 5th wheel in original condition w/bedroom, 2 flat screen tvs & full kitchen - well cared for. It is in a RV Park in Big Pine Key w/pool and...

Created Feb 21, 2024

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4 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

15 Acre Open Water Estate. Four bedrooms each with their own private bathroom. Large pool. Breathtaking views of the sunrise and historic Bahia Honda Bridge. Secluded location at the end of the...

Created Feb 21, 2024

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2 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

An angler's dream! Comfy 2 bedroom / 2 bathroom home on a large and lush canalfront property just minutes from the channel. Lots of relaxing outdoor living space. Fully fenced and very private....

Created Feb 21, 2024

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5 Br Private Vacation Home Vacation Rental In Big Pine Key, Florida

Do you want to feel like you are on your own private piece of paradise? Welcome to this 5 bedroom 3 bath home. Featuring a massive private beach with a heated pool. Plenty of privacy to relax...

Created Feb 21, 2024

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