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House Rentals and Cottages in Big Pine Key, FL

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    Travelers to Big Pine Key are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 10
    5 of 5 stars (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    "Had a great time!" 07/11/2016
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    1 / 17
    5 of 5 stars (9) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 stars (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    A quite, private, waterfront residence in the lower Florida Keys, the American Caribbean. Decorated in Nautical and Tropical décor. Undeveloped property on one side and across the canal. On a boating canal with dockage for your boat, Free launching at the nearby marina and space for your boat... View all property information
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    Big Pine Key, Florida Keys 33043
    5 of 5 stars Reviewed December 20, 2015
    My wife and I were looking for a place on the water that was quiet, comfortable and inexpensive. Captain Ron provided all of that and more. The house is the perfect getaway and...
    5 of 5 stars Reviewed February 10, 2014
    Booked this house for a week in early December of 2013. Captain Ron met us for checkin and went over the property with us. Everything was in great condition; very clean, and in...
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | 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
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    2 bedroom 2 bath 1700 square foot of total luxury. Master bath offers jacuzzi for two. Living room offers 82 inch TV with Wi-Fi and cable. Outside grill for a great cooking experience. Sleeps up to eight with great views of swimming canal. No boat access at property. Closest marina within one mile... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Enjoy this tranquil waterfront house located on a canal in Big Pine Key with easy access to the Flats, Gulf side, Ocean side or an easy boat ride to popular Picnic Island for Sunday Fundays. Launch the Kayaks from the easy step down dock and explore the many canals while fishing or taking in the... View all property information
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    Big Pine Key, Florida Keys 33043
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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 / 16
    4 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    980 Sf Moble home on Big Pine Key Fenced lot . 5mins from Baja Honda State park and 25 Mins from Key West. Baja Honda pass comes with rental for the week .Great fishing and snorking .Great Restaurants Neighborhood Park 4 st back . Bikes there to ride. Capt Ron next door for tripes. $850.00 a week... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    4 of 5 stars Reviewed May 17, 2016
    Our family of 3 stayed at Kenny's place the first week of May and it was better than I had hoped. Booking was easy and Kenny responded quickly to phone calls and emails. The home...
    4 of 5 stars Reviewed January 27, 2016
    This was our first time renting this home away from home. It was clean, very well stocked for everyday necessities! Close to shopping and 40 minutes from Key West! We had a...
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    1 / 12
    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
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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
    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
    Location Information
    Big Pine Key, Florida Keys 33043
    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
    Location Information
    Big Pine Key, Florida Keys 33043
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Beautiful home very centrally located in the heart of Big Pine key this 3 bedroom 2 bathroom home is close to everything that lower keys has to offer, Bahia Honda State Park which has one of the most beautiful beaches in the country is only 3.5 miles away as well as 29 miles away from Key West and... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    OPEN WATER PRIVATE ESTATE 3 Bedroom 2 Bath, with a large Pool. Sleeps 4 to 6 $250 - $268 Per Night Minimum Stay 28 Nights Enjoy your piece of paradise and the warm tropical air of the Florida Keys in your own 2600 square foot, private open water estate in a quiet relaxing neighborhood.... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 5
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Enjoy a quite setting on this canal front lot. With its wooded and open area you can enjoy cooking on the charcoal grill. The Home provides a quite place to rest in between shopping, swimming, and dining at restaurants in the near by towns and other key islands. Park your boat in the canal while... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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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
    Location Information
    Big Pine Key, Florida Keys 33043
    1 Bedroom, 1 Bathroom, Sleeps 6 | 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
    Location Information
    Big Pine Key, Florida Keys 33042
    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
    Location Information
    Big Pine Key, Florida Keys 33043
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    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
    Location Information
    Big Pine Key, Florida Keys 33043
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Lot in Resort with heated pool, 32 ft trailer available for a fee, with 1/1 with full kitchen, The livingroom couch folds out easily into another full bed, the booth seating in the kitchen folds out into a twin bed, Kitchen is equipped with microwave, gas stove/oven, full size fridge. cable and... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 38
    5 of 5 stars (2) Excellent
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    About this property
    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
    Location Information
    Big Pine Key, Florida Keys 33043
    5 of 5 stars Reviewed December 24, 2015
    Spent a week here in early December. Very nice, roomy with great lanai overlooking the junction of two canals. The neighbors were very friendly and helpful with ideas for the best...
    5 of 5 stars Reviewed October 8, 2015
    First of all, the ambiance of this place was awesome! Was a really nice getaway and immediately had that Peaceful, I really like it here feeling for both the neighborhood and the...
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    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    MINIMUM 1 MONTH STAY. House is located on a very green, beautiful and quiet neighborhood within National Key Deer Refuge. 7 miles to Bahia Honda State Park, where pristine beaches abound, like Sandspur Beach, voted among the 3 top beaches in Florida by Travel Channel. The house is 30 minutes from... View all property information
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    Big Pine Key, Florida Keys 33043
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Stilt house in Big Pine Key, Florida Keys, 30 miles NE of Key West. 3 BR, 2 full Baths. Kitchen, dining and living area together. Unscreened deck/porch in front. Approx. 1000 sq. feet upstairs.Parking under house and in front. Situated in residential area 7 blocks off Rt.1. Not on water.Park... View all property information
    Location Information
    Big Pine Key, Florida Keys 33043
    Big Pine Key Vacation Rental

    Big Pine Key and its neighboring islands are some of the most popular vacation destinations for families who want to rent a beachfront house or condo. The climate in this part of Florida is delightful and very similar to the warm and pleasant climates of the Caribbean. The crystal blue waters and the white sandy beaches in Big Pine Key make this an impressive location for your next vacation rental.

    Things to Do

    Big Pine Key is a fantastic place to come if you want to get away from all the troubles and stress of day-to-day life. The vacation houses and condos available here are designed for rest and relaxation. The main appeal of Big Pine Key is the tranquil environment and beautiful scenery. There are plenty of outdoor activities that you can enjoy when you’re not in your rental home, such as fishing, walking and biking, and seeking out wildlife.

    Many people visiting Big Pine Key enjoy getting out into the ocean for excellent snorkeling and diving. Looe Key is located approximately 7 miles off shore and provides the perfect location to see stunning sea life. It is widely regarded as one of the clearest and best reefs for snorkeling and diving in the Keys.

    Family Fun

    If you’re visiting Big Pine Key with children, there are numerous wonderful activities that will get them out of the rental home for the day. The Theater of the Sea and the National Key Deer Refuge are great options for the whole family. If you would like to spot some of the many alligators that reside in the area, then you should head to the Blue Hole.

    Delicious Dining in Big Pine Key

    If you’re staying in a vacation home in Big Pine Key, you may choose to dine in and enjoy a quiet intimate or pizza with the family. There are many local groceries where you can purchase fresh seafood and produce to prepare a meal in your condo or villa. However, if you do fancy a meal out, you can take a trip to Rob’s Island Grill, The Big Pine Restaurant, or The China Garden. All of these restaurants are local and provide culinary delights.

    Benefits of Big Pine Key Rentals

    Unlike a hotel, staying in a Big Pine Key vacation rental provides you with complete privacy and tranquility during your vacation. Enjoy the space and security you can get from your own beautiful rental home.