The 10 best vacation homes in Big Pine Key, US | Booking.com
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Vacation Homes in Big Pine Key

Find the vacation homes that appeal to you the most

The best vacation homes in Big Pine Key

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

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Island Oasis ~ YOUR Paradise Awaits!

Cudjoe Key (Near Big Pine Key)

23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Island Oasis ~ YOUR Paradise Awaits! offers accommodations with access to a hot tub. Guests may go for a swim in the private pool.

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews
Price from
$250
1 night, 2 adults

Sugarloaf Key RV Resort & Cottages

Summerland Key (Near Big Pine Key)

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.

J
Jana
From
Germany
The cabin was one block from the best amenities I’ve ever stayed in!! It was absolutely beautiful with a great view, super comfy bed, amazing shower, big TV and wonderful little patio with water view!
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 321 reviews

Pelican's Roost, Waterfront comfort at Venture Out

Cudjoe Key (Near Big Pine Key)

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

B
Bettinna
From
United States
Location, attention to detail, and soooo many amenities!
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 21 reviews

NAUTILUS...ocean front cottage retreat ~

Cudjoe Key (Near Big Pine Key)

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

E
Erin
From
United States
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 out of 10, guest rating 9.2
Wonderful - What previous guests thought, 18 reviews

OCEANIA... water front cottage retreat ~

Cudjoe Key (Near Big Pine Key)

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.

A
Angelo
From
United States
Location was great. Really enjoyed it
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 18 reviews

Tree Top Paradise

Cudjoe Key (Near 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.

L
Lisa
From
United States
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 out of 10, guest rating 8.9
Excellent - What previous guests thought, 31 reviews

Dock Holiday

Cudjoe Key (Near Big Pine Key)

Dock Holiday offers accommodations in Cudjoe Key, 23 miles from Ernest Hemingway Home and Museum and 23 miles from Duval Street. The vacation home has access to a restaurant.

M
Mary
From
United States
Wonderful location. Exceptionally clean. Fully stocked. Peaceful community. Just all around an A+!
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 6 reviews

PARADISE AT SUNSET

Marathon (Near Big Pine Key)

Featuring free bikes, PARADISE AT SUNSET provides accommodations in Marathon. This property offers a private pool, free Wifi, and free private parking.

L
Lisa
From
United States
Beautiful, clean, comfortable home!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 6 reviews
All vacation homes in Big Pine Key

Looking for a vacation home?

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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Great access to the city center. Check these vacation homes in Big Pine Key and nearby

  • Sunset Villa

    Big Pine Key
    Central location

    Sunset Villa offers accommodations in Big Pine Key, 24 miles from Florida Keys Aquarium Encounters and 18 miles from Seven Mile Bridge. The vacation home has access to a restaurant.

  • Big Pine Key Dreams offers accommodations in Big Pine Key, 25 miles from Florida Keys Aquarium Encounters and 19 miles from Seven Mile Bridge. The vacation home has access to a restaurant.

  • Tradewinds Treat offers accommodations in Big Pine Key, 27 miles from Florida Keys Aquarium Encounters and 17 miles from Seven Mile Bridge. Guests can benefit from a balcony and an outdoor fireplace.

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

  • Blackbeard Retreat

    Little Torch Key
    Budget options available

    Blackbeard Retreat is located in Little Torch Key, just 29 miles from Ernest Hemingway Home and Museum and 29 miles from Duval Street.

  • Salty Air Retreat

    Little Torch Key
    Budget options available

    Salty Air Retreat offers accommodations in Little Torch Key, 26 miles from Florida Keys Aquarium Encounters and 29 miles from Ernest Hemingway Home and Museum.

  • Cayo Loco

    Little Torch Key
    Budget options available

    Cayo Loco is located in Little Torch Key, just 25 miles from Florida Keys Aquarium Encounters and 29 miles from Ernest Hemingway Home and Museum. The vacation home has access to a restaurant.

  • Foster`s Folly

    Key West
    Budget options available

    Foster`s Folly is located in Key West, 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.

  • L`archipel

    Key West
    Budget options available

    L`archipel is located in Key West, just 27 miles from Duval Street and 28 miles from Southernmost Point. The air-conditioned accommodation is 27 miles from Ernest Hemingway Home and Museum.

  • Experience Coastal Living at its Best Florida Keys is located in Summerland Key, just 26 miles from Florida Keys Aquarium Encounters and 27 miles from Ernest Hemingway Home and Museum.

  • Villa Lucie

    Summerland Key
    Budget options available

    Villa Lucie offers accommodations in Summerland Key, 28 miles from Duval Street and 28 miles from Southernmost Point.

  • Tobago Stars

    Little Torch Key
    Budget options available

    The vacation home has access to a restaurant. The vacation home also offers facilities for disabled guests.

Enjoy breakfast in Big Pine Key and nearby

  • Cayman Cottage offers accommodations in Summerland Key, 28 miles from Duval Street and 28 miles from Southernmost Point.

  • Villa Paradise offers accommodations in Summerland Key, 28 miles from Duval Street and 28 miles from Southernmost Point.

  • Skyway Living offers accommodations in Summerland Key, 25 miles from Ernest Hemingway Home and Museum and 25 miles from Duval Street.

  • Summerland Canal is located in Summerland Key, just 25 miles from Ernest Hemingway Home and Museum and 25 miles from Duval Street.