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The best cottages in Big Pine Key

Check out our selection of great cottages in Big Pine Key

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Featuring free bikes, Pelican's Roost, Waterfront comfort at Venture Out provides accommodations in Cudjoe Key.

Location, attention to detail, and soooo many amenities!
Review score
Wonderful
20 reviews

Providing a garden, NAUTILUS...ocean front cottage retreat ~ features accommodations in Cudjoe Key.

Beautiful cottage right on the water. There is so much to do and experience. The owner was an amazing host assisting us with an issue of access at check-in. We would 100% recommend!.
Review score
Wonderful
17 reviews

23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, OCEANIA... Water front cottage retreat ~ offers accommodations with access to a sauna and hot tub.

The decoration is impeccable, place was clean and had all you needed for a comfort stay. It was easy to find instructions and recommendations. Host was also responsive. Thumbs up!
Review score
Wonderful
16 reviews

Sugarloaf Key RV Resort & Cottages provides air-conditioned accommodations in Summerland Key. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

Nice cottage, good pool, quiet area
Review score
Excellent
243 reviews

23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Tree Top Paradise provides accommodations with access to a spa center.

Felt like home. Everything we needed for a family trip.
Review score
Excellent
22 reviews

Dock Holiday offers accommodations in Cudjoe Key, 23 miles from Ernest Hemingway Home and Museum and 23 miles from Duval Street.

Wonderful location. Exceptionally clean. Fully stocked. Peaceful community. Just all around an A+!
Review score
Good
5 reviews

Marathon Magic is located in Marathon, just a 15-minute walk from Seven Mile Bridge and 5.5 miles from Captain Hook S Marina Dive Center.

Brought my 17’ boat and trailer, tied boat to the seawall and parked trailer, plenty of space for 3 vehicles and trailer. Beautiful view, nice dock and pool deck!
Review score
Exceptional
5 reviews
All cottages in Big Pine Key

Looking for a cottage?

Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.

Most booked cottages in Big Pine Key this month

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Enjoy breakfast in Big Pine Key!

  • Anglers Oasis with Boat Dock in Big Pine Key! offers accommodations in Big Pine Key, 25 miles from Florida Keys Aquarium Encounters and 18 miles from Seven Mile Bridge.

  • Beachside Fantasy is located in Big Pine Key, just 23 miles from Florida Keys Aquarium Encounters and 30 miles from Ernest Hemingway Home and Museum.

  • A recently renovated vacation home, Pool and Canal Home offers accommodations in Big Pine Key. This property offers access to a terrace and free private parking.

  • 25 miles from Florida Keys Aquarium Encounters in Big Pine Key, Magnolia's By The Sea features accommodations with access to a hot tub.

  • Breakfast options

    Tarpon Tales offers accommodations in Big Pine Key, 23 miles from Captain Hook S Marina Dive Center and 23 miles from A Deep Blue Dive Center.

  • Breakfast options

    Reel Paradise offers accommodations in Big Pine Key, 19 miles from Seven Mile Bridge and 25 miles from Captain Hook S Marina Dive Center.

  • Breakfast options

    Manatee Watch is located in Big Pine Key, just 30 miles from Duval Street and 30 miles from Southernmost Point. The air-conditioned accommodation is 30 miles from Ernest Hemingway Home and Museum.

  • Breakfast options

    Cedar Cottage is located in Big Pine Key, just 19 miles from Seven Mile Bridge and 25 miles from Captain Hook S Marina Dive Center. The vacation home is 26 miles from A Deep Blue Dive Center.

These cottages in Big Pine Key have options with FREE cancellation

  • Review score
    Wonderful · 1 review

    A recently renovated vacation home, Treehouse Private Village at Barnacle Resort offers accommodations in Big Pine Key.

  • Free cancellation options available

    Hellenga Haven offers accommodations in Big Pine Key, 25 miles from Captain Hook S Marina Dive Center and 26 miles from A Deep Blue Dive Center.

  • Free cancellation options available

    Fishermen`s Paradise offers accommodations in Big Pine Key, 15 miles from Seven Mile Bridge and 22 miles from Captain Hook S Marina Dive Center.

  • Free cancellation options available

    Go Fish Inn is located in Big Pine Key, just 23 miles from Florida Keys Aquarium Encounters and 16 miles from Seven Mile Bridge. Featuring sea views, this vacation home also has free Wifi.

  • Review score
    Exceptional · 3 reviews

    Key Deer Retreat/direct gulf access/hot tub is located in Big Pine Key, just 25 miles from Florida Keys Aquarium Encounters and 19 miles from Seven Mile Bridge.

  • Free cancellation options available

    The Nautical Nimbus is located in Big Pine Key, just 23 miles from Florida Keys Aquarium Encounters and 30 miles from Ernest Hemingway Home and Museum.

  • Free cancellation options available

    Big Pine Key Dreams offers accommodations in Big Pine Key, 25 miles from Florida Keys Aquarium Encounters and 19 miles from Seven Mile Bridge.

  • Free cancellation options available

    Sunset Villa offers accommodations in Big Pine Key, 25 miles from A Deep Blue Dive Center.

FAQ about cottages in Big Pine Key

Cottages That Guests Love in Big Pine Key

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  • Avg. price/night: $268.88
    Review score
    Very Good · 202 reviews
    Very quite a clean cabins
    Guest review by
    Ginny
    Young couple
  • Avg. price/night: $268.88
    Review score
    Very Good · 202 reviews
    The cabin was beautiful and spacious! We had visits from the local deer! Great fishing off the bridge
    Guest review by
    Cindy
    Family with young children
  • Avg. price/night: $268.88
    Review score
    Very Good · 202 reviews
    Our cabin was very recently built and was very comfortable and well kept. It's a great spot for fishermen with a boat, as the marina is on site with boat and trailer parking.
    Guest review by
    O'Daniel
    Group
  • Avg. price/night: $268.88
    Review score
    Very Good · 202 reviews
    Cottage was new and very comfortable.
    Guest review by
    Leslie
    Young couple
  • Review score
    Good · 72 reviews
    Excellent breakfast & Jane was an informative, charming host who had alot of local info & suggestions to visit & eat out. Loved sitting under thatched space outside on beach to eat - didn't use barbeque but great to have there. Quiet place to enjoy our stay.
    Guest review by
    Botros
    Young couple