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Big Pine Key Vacation Homes

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    1 / 23
    5 of 5 bubbles (11) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    5 of 5 bubbles (10) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 bubbles (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Welcome to your Big Pine Getaway! Enjoy everything Key West has to offer and the quiet evenings of Big Pine. Only a short 25 minute drive to Key West, and less than 10 minutes to the beautiful beaches of Bahia Honda State Park. You are also a quick 15 minute drive north to Marathon.. Enjoy the... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    5 of 5 bubbles Reviewed 29 March 2017
    This was easily the best self check-in accommodation we encountered during our two week stay in Florida. The owner has thoughtfully created a beautiful, airy and spacious one...
    5 of 5 bubbles Reviewed 29 March 2017
    Mario's accommodations are cozy , comfortable and clean. Mario is very friendly and professional. He made himself available to us via cell phone for any questions or concerns. He...
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    1 / 10
    5 of 5 bubbles (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This 2 bedroom 2 bath ground level home with a glassed in Florida room, is on a boating canal with only 1/4 mile to open water. In five minutes at idle speed you have immediate access to the Atlantic or the Gulf of Mexico via Bogie Channel. The Canal has 50 feet of concrete seawall with bumpers... View all property information
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    Big Pine Key, Florida Keys 33043
    5 of 5 bubbles Reviewed 20 November 2016
    My hubby and I along with sister and bro-in-law had the best time. This cottage is quaint and very clean and has everything you could possibly need. They thought of everything...
    5 of 5 bubbles Reviewed 11 July 2016
    We rented this house from Captain Ron and had a great time. We brought a boat and were able to dock it in the canal with no problems. The house was outfitted with everything we...
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    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    The FL Keys is Monroe County. B&B's and the like are not legal here (to rent less than 28 days) so we don't. We let our guest, (individuals and couples) stay up to 2 nights free, with the purchase of a one hour $250 boat tour. It is a certain win / win. One should always get on the water when... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 26
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    About this property
    Located in the heart of the national key deer preserve this bright chalet style home with many windows, with very comfortable memory foam mattresses in all the beds, master room has a queen size bed with a 40' flat screen TV, and the guest room is equipped with a very sturdy wood bunk bed with a... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 105
    4 of 5 bubbles (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Modern, clean, and cozy 2 beds/1 bath bunk house accommodating up to 6 guests located on a full amenity resort and marina with provided towels and linens. Unit includes a full kitchen set up with provided kitchenware, coffee pot, toaster, dishes, and utensils. Equipped with TV, cable TV, one double... View all property information
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    Big Pine Key, Florida Keys 33043
    5 of 5 bubbles Reviewed 28 March 2017
    Beautiful relaxing friendly people very clean and comfy kids and pets friendly. We had an awesome time. We liked it so much that we booked again for June. Love it and the host are...
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    1 / 19
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Comfortable open floor plan coming in from large screen porch and wrap around deck overlooking extra long new dock directly on Bogie Channel. All 4 bedrooms are spacious with two Kings, Queen and twins in the bedrooms all located off a central hall. Large covered area under house and deck for... View all property information
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    Big Pine Key, Florida Keys 31581
    1 / 8
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Tiki Beach is a 3 bedroom, 2 bath bungalow located on the Gulf side of the island of Big Pine Key. Over an acre and a half with 150 ft of open water frontage and a private pool, hot tub and lighted dock that allows for a boat with up to a 3 foot draft at average tide levels. Water supply on dock... View all property information
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    Big Pine Key, Florida Keys 33043
    5 of 5 bubbles Reviewed 20 January 2017
    This place was perfect for our family! Location and amenities were incredible, we will be back!!!!!!
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    1 / 22
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    PEAK A BOO BAY VIEWS & QUICK ACCESS TO THE OPEN WATERS; GULF & OCEAN. Very Clean 2 bedrooms, 2 bath home with over sized master bdrm & bath. Cathedral ceiling in spacious living room that includes a queen size sleep sofa. Home is bright & airy. Wide, open covered deck with wrap around walkway.... View all property information
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    Big Pine Key, Florida Keys 33043
    5 of 5 bubbles Reviewed 29 November 2016
    We couldn't have been happier with staying at his home in Big Pine. The view from the upper deck is beautiful and everything we expected when we rented the home. It's about 40...
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    1 / 6
    3 of 5 bubbles (1) Average
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Terrace
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    About this property
    Cabana in beautiful Sunshine Key Resort, Golf Cart,great fishing, breezes, and relaxation. 1 bedrooms, 1 bath, kitchen and living room. Outdoor tiki. enjoy the island living of the Florida Keys. Great resort amenities.Marina available in resort, park your boat, jet sky, and enjoy your vacation... View all property information
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    Big Pine Key, Florida Keys 33043
    3 of 5 bubbles Reviewed 16 August 2016
    Good RV park with marina. No live bait @ bait shop in marina but had ice, chum and gas. Cabana was clean with fresh sheets and towels. Shower faucet very difficult to work...
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    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Sunrise Drive, the perfect 3 bedroom, 3 bath home for your stay in the Florida Keys. It is located in Tropical Bay Estates, a quiet upper scale community with water access throughout. A perfect location if you are looking for a tranquil island setting but close to the fun as Key West is only 25... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Kick back and relax at Keys Breeze! This super comfortable 2 bedroom, 2 bathroom stilt home offers easy living with a huge screened porch overlooking, the crystal clear canals and distant bay views. The cedar beam ceilings give a feeling of old keys charm, beautifully decorated in soothing tropical... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 16
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    A get away to "Our Island Thing" will be unforgettable vacation for everyone. Huge 1,900 square-foot house with lots of room for the whole family and kids. Four bedrooms and two bathrooms, this two level concrete home is roomy and airy. The second floor has a huge kitchen, living and dining area,... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 16
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Great boating access, dockage. Renovated with granite countertops, custom cabinetry, tumbled marble bathroom, 1 Bedroom with a Loft. Will sleep up to 6 people. Located at Mile Marker 27, Conveniently located between Key West and Marathon. Within minutes of popular restaurants along US 1. Easy... View all property information
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    Big Pine Key, Florida Keys 33042
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Magnificent open water views in this beautiful 3 Bedroom, 2 bath home on Big Pine Key! This home boasts decor by an award winning Key West decorator. Includes fast access Internet for you to surf the internet quickly in addition to a large screen TV. Enjoy a swim in the new, heated pool after a... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 17
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    This stunning Florida Keys vacation property offers easy boating access to the Gulf and Oceanside from this well maintained monthly rental, located on Big Pine Key. Spacious and open floor plan makes a great spot for entertaining the group. The large porch with has an outdoor bar for evening... View all property information
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    Big Pine Key, Florida Keys 33043
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Up dated open home, 2 queen size beds in each room and 2 bath, sleeps 6 confortable with all the comfort of home, warmth and beauty you can desire. WI-FI, cable, complete kitchen with a BBQ on the deck area. Enjoy the peace and tranquility that the Keys life brings you. Water front property,... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 15
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Truly remarkable Big Pine Key vacation home. Rare Duplex on over an acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys. Fully fenced for privacy and lots of yard space for everyone to enjoy... View all property information
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    Big Pine Key, Florida Keys 33043
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Everyday is a great day at Atlantis. Beautiful Big Pine home located just minutes to Bogie Channel. This channel affords direct access to the Content Keys on the Gulf, for diving and snorkeling or quick access to the Atlantic for big sport fish. Just a quick motor to Bahia Honda Bridge to play hide... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 27
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Truly remarkable Big Pine Key vacation home. Rare Duplex on over an acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys. Fully fenced for privacy and lots of yard space for everyone to enjoy... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 18
    2 of 5 bubbles (2) Poor
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Just picture yourself gazing out at the serene blue waters of the Florida Keys when you stay at Aqua Bella. This beautifully appointed home has 2 ample size bedrooms, a den, dining area and large kitchen for friends and family to gather and plan the day’s tropical activities. The supersized screen... View all property information
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    Big Pine Key, Florida Keys 33043
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    What better get- a-way vacation than to get "Lost in Paradise". The location is a little off the beaten path to ensure wonderful privacy. Fully fenced, pet friendly and a wonderful pool area to lounge in the Florida Keys sunshine. This superb home has just been totally remodeled in 2017 with a... View all property information
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    Big Pine Key, Florida Keys 33043
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Welcome to the Lazy Manatee. We are located on Big Pine Key,Fl. Our passion is to provide a place to relax while enjoying all the wonders of the Florida Keys. Big Pine is home to the famous Key Deer, an endangered species that can be seen throughout this area. The Lazy Manatee is a spacious 2... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 10
    5 of 5 bubbles (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This house is located in Long Beach Estates, one of the most private neighborhoods in the Keys. It is a private peninsula that is cushioned by a large beautiful wildlife preserve with deep water access within minutes to Looe Key. This is a spacious, waterfront home on open water, with a deep... View all property information
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    Big Pine Key, Florida Keys 33043
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This house is in a very quiet section of a quiet island . It is surrounded by palm trees. There is a large screened deck which catches the breeze. At the end of the canal (approximately a block ) you will be in a large open area between Big Pine and Little Torch ; from there you can easily travel... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This waterfront vacation home is located in a quiet nature reserve, surrounded by several open undeveloped lots for extra privacy. Beautifully decorated 3 bedroom, 2 bath home with florida screen porch, and plenty of outdoor living area underneath. Master bedroom features king bed with attached... View all property information
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    Big Pine Key, Florida Keys 33043
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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Truly remarkable Big Pine Key vacation home. Rare Duplex on over an acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys. Fully fenced for privacy and lots of yard space for everyone to enjoy... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Nice Quiet 2 bedroom 2 bath beach cottage located oceanside of US 1 on a swimming canal next to open water canal. Sunset and open water view. Boat slip to open water next door by same owner. New Kitchen and all furnishings 2010. Close to all shopping and activities On Big pine Key and a short... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 38
    4.5 of 5 bubbles (7) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Sweet Magnolia is an awesome home on an oversized corner canal with 175' of canal frontage. This property offers lush tropical landscaping, a huge 2nd story lanai overlooking the canals, and privacy galore. You will find everything you need and desire at this home! Each bedroom comes equipped with... View all property information
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    Big Pine Key, Florida Keys 33043
    5 of 5 bubbles Reviewed 21 March 2017
    Sweet Magnolia is a perfect name for this gem of a house. The location on the canal was perfect for our boating needs, the view was great and the neighbors were very friendly. The...
    5 of 5 bubbles Reviewed 13 March 2017
    How does one begin to describe perfection? We stayed in Sweet Magnolia for Christmas week. We planned a family get together for our 3 adult sons, our daughter in law and our...
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    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    single family home situated on canal with ocean and gulf access with plenty of yard Beds: 3 Queen Beds View all property information
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    Big Pine Key, Florida Keys
    1 / 28
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    WINTER SPECIAL: For the winter season of December 2016 through February 2017, enjoy discounted rates on a stay at Diver's Delight! Celebrate the coming winter season with an oceanside getaway. Book your stay today! Sit back and enjoy the breezes from poolside on the open water of Bogie Channel.... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 12
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    This Island style waterfront cottage is lushly landscaped with unobstructed water views it offers wonderful cham inside and out. 2 bedroom, 1 1/2 bath, outdoor shower, home features vaulted wood ceiling; laundry room/pantry. Kitchen recently updated with new cabinets & Silestone counters. Enjoy a... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043