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The best vacation homes in Big Pine Key

Check out our selection of great vacation homes in Big Pine Key

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Sun Outdoors Sugarloaf Key, hotel in Big Pine Key

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

Perfect location!
Scored 9.3
9.3
Rated wonderful
Wonderful
87 reviews
Pelican's Roost, Waterfront comfort at Venture Out, hotel in Big Pine Key

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

The property was amazing
Scored 9.2
9.2
Rated wonderful
Wonderful
13 reviews
NAUTILUS...ocean front cottage retreat ~, hotel in Big Pine Key

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

Everything was great
Scored 9.1
9.1
Rated wonderful
Wonderful
15 reviews
OCEANIA... water front cottage retreat ~, hotel in Big Pine Key

Providing a garden, OCEANIA... Water front cottage retreat ~ offers accommodations in Cudjoe Key. This property offers a private pool and free private parking. The villa has a picnic area and a sauna....

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!
Scored 9.4
9.4
Rated wonderful
Wonderful
12 reviews
Tree Top Paradise, hotel in Big Pine Key

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

I loved everything about this location, it was a perfect spot for me and my Family.
Scored 8.6
8.6
Rated excellent
Excellent
11 reviews
Marathon Magic, hotel in Big Pine Key

Marathon Magic is located in Marathon, just 5.5 miles from Captain Hook s Marina Dive Center and 6.7 miles from A Deep Blue Dive Center.

Just a beautiful property and view of the water. They had everything we could have needed or wanted for an excellent vacation.
Scored 9.6
9.6
Rated exceptional
Exceptional
5 reviews
All vacation homes in Big Pine Key
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Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.
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  • 2 Bedroom Chalet Style Private Home Near Beach & Key West

    2 Bedroom Chalet Style Private Home Near Beach & Key West offers accommodations in Big Pine Key, 22 miles from Florida Keys Aquarium Encounters and 12 miles from Seven Mile Bridge.

  • Tarpon Tales
    Breakfast options

    Tarpon Tales offers accommodations in Big Pine Key, 23 miles from Captain Hook s Marina Dive Center and 24 miles from A Deep Blue Dive Center.

  • Reel Paradise
    Breakfast options

    Reel Paradise offers accommodations in Big Pine Key, 15 miles from Seven Mile Bridge and 25 miles from Captain Hook s Marina Dive Center.

  • Tarpon Time
    Breakfast options

    Tarpon Time offers accommodations in Big Pine Key, 25 miles from Captain Hook s Marina Dive Center and 26 miles from A Deep Blue Dive Center.

  • Sea-Esta
    Breakfast options

    Sea-Esta 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.

  • Manatee Watch
    Breakfast options

    Manatee Watch offers accommodations in Big Pine Key, 30 miles from Duval Street and 30 miles from Southernmost Point.

  • Escape to Eden

    Escape to Eden is located in Big Pine Key, just 15 miles from Seven Mile Bridge and 25 miles from Captain Hook s Marina Dive Center. This vacation home is 26 miles from A Deep Blue Dive Center.

  • Cedar Cottage
    Breakfast options

    The property is around 15 miles from Seven Mile Bridge, 25 miles from Captain Hook s Marina Dive Center, and 26 miles from A Deep Blue Dive Center.

Save money on vacation homes in Big Pine Key – budget options available!

  • Hellenga Haven
    Budget 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.

  • Fishermen`s Paradise
    Budget options available

    Fishermen`s Paradise offers accommodations in Big Pine Key, 12 miles from Seven Mile Bridge and 22 miles from Captain Hook s Marina Dive Center.

  • Dream Landers
    Budget options available

    Dream Landers is located in Big Pine Key, just 17 miles from Seven Mile Bridge and 27 miles from Captain Hook s Marina Dive Center. Guests can benefit from a balcony and a children's playground.

  • Ocean Depth Room Barnacle bed and breakfast Deers Suite

    Ocean Depth Room Barnacle bed and breakfast Deers Suite is located in Big Pine Key, just 22 miles from Florida Keys Aquarium Encounters and 12 miles from Seven Mile Bridge.

  • Ocean View Room Barnacle bed and breakfast Deers Beach Front Suite

    Ocean View Room Barnacle bed and breakfast Deers Beach Front Suite offers accommodations in Big Pine Key, 22 miles from Florida Keys Aquarium Encounters and 12 miles from Seven Mile Bridge.

  • Go Fish Inn
    Budget options available

    Go Fish Inn is located in Big Pine Key, just 23 miles from Florida Keys Aquarium Encounters and 13 miles from Seven Mile Bridge. Featuring sea views, this vacation home also has free Wifi.

  • key Deer Retreat/direct gulf access/hot tub
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 2 reviews

    Key Deer Retreat/direct gulf access/hot tub is located in Big Pine Key, just 25 miles from Captain Hook s Marina Dive Center and 26 miles from A Deep Blue Dive Center.

  • The Nautical Nimbus
    Budget options available

    The Nautical Nimbus offers accommodations in Big Pine Key, 30 miles from Ernest Hemingway Home and Museum and 30 miles from Duval Street. This vacation home provides accommodations with a patio.

Vacation Homes That Guests Love in Big Pine Key