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House Rentals and Apartments in Big Pine Key, FL

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    All 20 Rentals in Big Pine Key
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    Travelers to Big Pine Key are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    $890
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    1 / 13
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    $139
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    1 / 10
    5 of 5 stars (6) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    $139
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    1 / 12
    5 of 5 stars (6) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    $2,995
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    1 / 15
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Totally off grid solar property, with central ac, large gated yard, 120ft. of deep sailboat access dockage in the middle of Key Deer Reserve. Quiet secluded and in the best fishing areas in the keys. Only 30 miles to Key West, where you can do all the touristy things then come back to the serenity... View all property information
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    Big Pine Key, Florida Keys 33043
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    $200
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    1 / 17
    5 of 5 stars (8) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travelers have booked this property
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    Amenities & Details
    • Internet Access
    • Waterfront
    • DVD Player
    • Satellite TV
    • Dryer
    • Washer
    • Deck
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    REEL PARADISE, located in Big Pine Key, Florida Keys offers a large open format Keys retreat with vaulted ceilings. 3 bedrooms – King bed master suite – Queen bed master suite and two full beds in a spacious third bedroom, 3 baths, large kitchen, dining room, family room, sitting area, large... View all property information
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    Big Pine Key, Florida Keys 33043
    5 of 5 stars Reviewed February 18, 2015
    The first thing that stood out was how clean this place is. Everything is spotless and well organized. A binder was provided with menus, helpful hints about the community and...
    5 of 5 stars Reviewed May 8, 2014
    We had a great experience. The owner is extremely friendly and accommodating. The property is excellent. Cannot wait to go back!
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    $4,000
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    1 / 27
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Wi-Fi
    • Water Views
    • Air Conditioning
    • Deck
    • Ocean Views
    • Waterfront
    • Watersports Nearby
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Enjoy a sunrise view every morning surrounded by nature. Well maintained home directly on Bogie Channel. Fenced yard with floating dock into your own bay bottom. Nicely landscaped. Star gazer? No artificial light here. Fish and snorkel right from your dock. Kayak a short distance to No Name Key or... View all property information
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    Big Pine Key, Florida Keys 33043
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    $125
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    1 / 37
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    Amenities & Details
    • DVD Player
    • Watersports Nearby
    • Air Conditioning
    • TV
    • Water Views
    • Wi-Fi
    • Waterfront
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • x
    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
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    Big Pine Key, Florida Keys 33043
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    $2,000
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    1 / 5
    4 of 5 stars (1) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    • Dryer
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
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    Big Pine Key, Florida Keys 33043
    From
    $5,600
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    1 / 13
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Internet Access
    • TV
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Water Views
    • Porch
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Magnificent open water views in this beautiful 3 Bedroom, 2 bath home on Big Pine Key!? This home boasts d?cor 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
    From
    $5,250
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    1 / 11
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    Amenities & Details
    • DVD Player
    • Porch
    • Linens Provided
    • TV
    • Dishwasher
    • Air Conditioning
    • Internet Access
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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
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    From
    $83
    / Night
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    1 / 10
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Balcony
    • Air Conditioning
    • Grill
    • Refrigerator
    • Stereo System
    • Dryer
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
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    Big Pine Key, Florida Keys 33043
    From
    $125
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    1 / 16
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • DVD Player
    • Washer
    • Dryer
    • Stereo System
    • Air Conditioning
    • Satellite TV
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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 . Capt Ron next door for tripes. $650.00 a week for 2 people $ 25.00 for each person up to 6. Dopsit and 1/2 rent up... View all property information
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    Big Pine Key, Florida Keys 33043
    From
    $117
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    1 / 12
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Boat Available
    • Deck
    • Waterfront
    • DVD Player
    • Stereo System
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    From
    $313
    / Night
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    1 / 10
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • DVD Player
    • Air Conditioning
    • Dryer
    • Waterfront
    • Satellite TV
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    From
    $73
    / Night
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    1 / 22
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • Air Conditioning
    • Boat Available
    • Internet Access
    • Stereo System
    • DVD Player
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    From
    $2,800
    / Month
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    1 / 7
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Microwave
    • Dishwasher
    • Air Conditioning
    • TV
    • Linens Provided
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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
    From
    $2,300
    / Month
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    1 / 10
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Linens Provided
    • Internet Access
    • DVD Player
    • Dishwasher
    • TV
    • Air Conditioning
    • Porch
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Truly remarkable Big Pine Key vacation home. Rare Duplex on over ? 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
    From
    $2,500
    / Month
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    1 / 12
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • TV
    • DVD Player
    • Linens Provided
    • Dishwasher
    • Internet Access
    • Air Conditioning
    • Porch
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Truly remarkable Big Pine Key vacation home. Rare Duplex on over ? 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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    Location Information
    Big Pine Key, Florida Keys
    From
    $2,500
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    1 / 17
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Internet Access
    • Dishwasher
    • Air Conditioning
    • TV
    • Linens Provided
    • Porch
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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
    From
    $2,000
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    1 / 24
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Water Views
    • Watersports Nearby
    • Satellite TV
    • DVD Player
    • Deck
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    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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    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.