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Cottages in Big Pine Key

Find the cottages that appeal to you the most

Top picks for Big Pine Key hotels

Explore our most popular hotels in Big Pine Key

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Island Oasis ~ YOUR Paradise Awaits!

Cudjoe Key (Near Big Pine Key)

Set in Cudjoe Key, Island Oasis ~ YOUR Paradise Awaits! offers accommodation with a private pool, a balcony and sea views. A hot tub is available for guests.

A
Ani
From
Croatia
Good location, close to Key West and other attractions across the Keys. Quiet neighborhood. Helpful hosts and receptionists. Very cozy place, with a nice terrace, lovely view, comfortable rooms and well-equipped. We enjoyed our stay.
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews
Price from
US$335.70
1 night, 2 adults

Sugarloaf Key RV Resort & Cottages

Summerland Key (Near Big Pine Key)

Offering an outdoor swimming pool and lake view, Sugarloaf Key RV Resort & Cottages is situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum and 32 km from Duval Street.

s
silvio
From
Italy
Super cozy, spatious and clean location. Great position to enjoy the Keys
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews

Tree Top Paradise

Cudjoe Key (Near Big Pine Key)

Boasting air-conditioned accommodation with a private pool, quiet street view and a patio, Tree Top Paradise is set in Cudjoe Key.

A
Amanda
From
United States
The screened in porch was lovely! The whole place was beautifully decorated and comfortable. The palm trees and palms were surrounding the house and it was so nice. Would definitely stay here again!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 39 reviews

Pelican's Roost, Waterfront comfort at Venture Out

Cudjoe Key (Near Big Pine Key)

Set in Cudjoe Key, 37 km from Ernest Hemingway Home and Museum and 37 km from Duval Street, Pelican's Roost, Waterfront comfort at Venture Out offers a private beach area and air conditioning.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 21 reviews

NAUTILUS...ocean front cottage retreat ~

Cudjoe Key (Near Big Pine Key)

Featuring sea views, NAUTILUS...ocean front cottage retreat ~ provides accommodation with a private beach area, pool with a view and a garden, around 37 km from Ernest Hemingway Home and Museum.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 20 reviews

OCEANIA... water front cottage retreat ~

Cudjoe Key (Near Big Pine Key)

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

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 19 reviews

PARADISE AT SUNSET

Marathon (Near Big Pine Key)

Boasting air-conditioned accommodation with a balcony, PARADISE AT SUNSET is set in Marathon. This holiday home has a private pool, a garden, barbecue facilities, free WiFi and free private parking.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 8 reviews
All cottages in Big Pine Key

The best cottages in Big Pine Key

Check out our pick of great cottages in Big Pine Key

Filter by:

Review score

Island Oasis ~ YOUR Paradise Awaits!

Cudjoe Key (Near Big Pine Key)

Set in Cudjoe Key, Island Oasis ~ YOUR Paradise Awaits! offers accommodation with a private pool, a balcony and sea views. A hot tub is available for guests.

A
Ani
From
Croatia
Good location, close to Key West and other attractions across the Keys. Quiet neighborhood. Helpful hosts and receptionists. Very cozy place, with a nice terrace, lovely view, comfortable rooms and well-equipped. We enjoyed our stay.
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews
Price from
US$335.70
1 night, 2 adults

Sugarloaf Key RV Resort & Cottages

Summerland Key (Near Big Pine Key)

Offering an outdoor swimming pool and lake view, Sugarloaf Key RV Resort & Cottages is situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum and 32 km from Duval Street.

s
silvio
From
Italy
Super cozy, spatious and clean location. Great position to enjoy the Keys
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews

Tree Top Paradise

Cudjoe Key (Near Big Pine Key)

Boasting air-conditioned accommodation with a private pool, quiet street view and a patio, Tree Top Paradise is set in Cudjoe Key.

A
Amanda
From
United States
The screened in porch was lovely! The whole place was beautifully decorated and comfortable. The palm trees and palms were surrounding the house and it was so nice. Would definitely stay here again!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 39 reviews

Pelican's Roost, Waterfront comfort at Venture Out

Cudjoe Key (Near Big Pine Key)

Set in Cudjoe Key, 37 km from Ernest Hemingway Home and Museum and 37 km from Duval Street, Pelican's Roost, Waterfront comfort at Venture Out offers a private beach area and air conditioning.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 21 reviews

NAUTILUS...ocean front cottage retreat ~

Cudjoe Key (Near Big Pine Key)

Featuring sea views, NAUTILUS...ocean front cottage retreat ~ provides accommodation with a private beach area, pool with a view and a garden, around 37 km from Ernest Hemingway Home and Museum.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 20 reviews

OCEANIA... water front cottage retreat ~

Cudjoe Key (Near Big Pine Key)

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

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 19 reviews

PARADISE AT SUNSET

Marathon (Near Big Pine Key)

Boasting air-conditioned accommodation with a balcony, PARADISE AT SUNSET is set in Marathon. This holiday home has a private pool, a garden, barbecue facilities, free WiFi and free private parking.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 8 reviews
All cottages in Big Pine Key

Looking for a cottage?

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

Most booked cottages in Big Pine Key and surroundings in the past month

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Popular with guests booking cottages in Big Pine Key

Popular with guests booking cottages in Big Pine Key

Popular with guests booking cottages in Big Pine Key

Popular with guests booking cottages in Big Pine Key

Popular with guests booking cottages in Big Pine Key

Popular with guests booking cottages in Big Pine Key

Popular with guests booking cottages in Big Pine Key

Popular with guests booking cottages in Big Pine Key

Popular with guests booking cottages in Big Pine Key

Popular with guests booking cottages in Big Pine Key

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 3 reviews

Enjoy breakfast in Big Pine Key and nearby

Octopus Palms

Big Pine
Breakfast options

Featuring air-conditioned accommodation with a patio, Octopus Palms is located in Big Pine. A hot tub is available for guests, along with spa facilities.

Tropical Valhalla

Big Pine
Breakfast options

Boasting air-conditioned accommodation with a private pool, Tropical Valhalla is situated in Big Pine.

Set in Little Torch Key, 40 km from Florida Keys Aquarium Encounters and 46 km from Ernest Hemingway Home and Museum, Blackbeard Retreat offers an outdoor swimming pool and air conditioning.

Boasting air-conditioned accommodation with a balcony, Salty Air Retreat is situated in Little Torch Key. This holiday home also has a private pool.

Offering a garden and sea view, Experience Coastal Living at its Best Florida Keys is situated in Summerland Key, 42 km from Florida Keys Aquarium Encounters and 44 km from Ernest Hemingway Home and...

Featuring air-conditioned accommodation with a patio, Tobago Stars is located in Little Torch Key. Spa facilities is available for guests. The property has a restaurant with an outdoor dining area.

Boasting sea views, Sirena Key - Luxury Oceanfront Estate, Pool, Guest Cottage, Dock, 30min to Key West offers accommodation with a garden and a balcony, around 41 km from Ernest Hemingway Home and...

Featuring air-conditioned accommodation with a balcony, Skyway Living is located in Summerland Key. Including a private pool, this holiday home also has a restaurant.

These cottages in Big Pine Key and nearby have options with free cancellation

Summerland Canal

Summerland Key
Free cancellation options available

Boasting air-conditioned accommodation with a terrace, Summerland Canal is situated in Summerland Key. Guests can benefit from a balcony and an outdoor fireplace.