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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.

Very friendly staff. Quiet.
Scored 9.3
9.3
Rated wonderful
Wonderful
93 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.

The location and house was amazing! Communication was great! Only suggestion is to update the master bedroom mattress and turn up the heat on the showers water, we like a HOT shower. thank you!
Scored 9.2
9.2
Rated wonderful
Wonderful
16 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
13 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.

The location easy to get to several of the islands either direction. The amenities on the property. The pool, views, friendly visitors and residents, the store, and security, etc...all perfect
Scored 8.9
8.9
Rated excellent
Excellent
15 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.

Most booked vacation homes in Big Pine Key and surrounding area in the past month

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Enjoy breakfast in Big Pine Key!

  • Beachside Fantasy

    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.

  • Pool and Canal Home

    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.

  • Magnolia's By The Sea

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

  • 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.

  • Sunset Retreat

    Sunset Retreat is located in Big Pine Key, just 31 miles from Duval Street and 31 miles from Southernmost Point. The air-conditioned accommodation is 31 miles from Ernest Hemingway Home and Museum.

  • Cedar Cottage
    Breakfast options

    Cedar Cottage is located in Big Pine Key, just 15 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.

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.

  • Star Room Barnacle Bed And Breakfast

    Star Room Barnacle Bed And Breakfast is located in Big Pine Key, just 22 miles from Florida Keys Aquarium Encounters and 12 miles from Seven Mile Bridge.

  • 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 is located in Big Pine Key, just 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

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  • Avg. price/night: $250.76
    Scored 7.4
    7.4
    Rated good
    Good
     · 215 reviews
    The receptionist was very friendly ad helpful. Room was very clean and comfortable. Great cafe next door, which has great affordable food. Breakfast very good.
    Gareth
    Family with young children