The 10 best cottages in Big Pine Key, USA | Booking.com
Skip to main content

Cottages in Big Pine Key

Find the cottages that appeal to you the most

Cottages for every style

Find the right cottage for you in Big Pine Key

The best cottages in Big Pine Key

Check out our pick of great cottages in Big Pine Key

Show hotels on map

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, 6 reviews
Price from
£211.02
1 night, 2 adults
Check availability

Sugarloaf Key RV Resort & Cottages

Summerland Key (Near Big Pine Key)

Situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum, Sugarloaf Key RV Resort & Cottages features air-conditioned rooms with free WiFi.

N
Neisa
From
United States
Everything was perfect, very friendly staff, they even invited us for burgers 😀😀
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 315 reviews
Check availability

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 9.1
Superb - What previous guests thought, 20 reviews
Check availability

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 9.2
Superb - What previous guests thought, 18 reviews
Check availability

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 9.2
Superb - What previous guests thought, 18 reviews
Check availability

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 8.8
Fabulous - What previous guests thought, 30 reviews
Check availability

Dock Holiday

Cudjoe Key (Near Big Pine Key)

Featuring air-conditioned accommodation with a heated pool, Dock Holiday is located in Cudjoe Key. A hot tub is available for guests. The property features a restaurant with an outdoor dining area.

K
Kris Thomas Booking.com
From
United States
The location was behind a 24 hour security gate with someone at the gate 27/7. Our unit was clean and right on the a canal. It had a full kitchen stocked with all the pots, pans, and silverware you would ever need. The unit had dishwasher, washing machine and dryer. The larger property complex our unit was in had beach access, a pool and laundry facilities.
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 6 reviews
Check availability

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 9.8
Exceptional - What previous guests thought, 6 reviews
Check availability
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

See all

Enjoy breakfast in Big Pine Key and nearby

  • Sunset Villa

    Big Pine Key
    Breakfast options

    Featuring air-conditioned accommodation with a balcony, Sunset Villa is set in Big Pine Key. This holiday home offers accommodation with a patio.

  • Featuring air-conditioned accommodation with a terrace, Big Pine Key Dreams is located in Big Pine Key. This holiday home provides accommodation with a balcony.

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

  • Cayo Loco

    Little Torch Key
    Breakfast options

    Featuring air-conditioned accommodation with a terrace, Cayo Loco is located in Little Torch Key. Guests staying at this holiday home have access to a balcony.

  • Foster`s Folly

    Key West
    Breakfast options

    Set in Key West, 42 km from Florida Keys Aquarium Encounters and 48 km from Ernest Hemingway Home and Museum, Foster`s Folly offers air conditioning.

  • L`archipel

    Key West
    Breakfast options

    Located in Key West, 44 km from Ernest Hemingway Home and Museum and 44 km from Duval Street, L`archipel offers air conditioning.

  • 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...

  • Villa Lucie

    Summerland Key
    Breakfast options

    Situated in Summerland Key, 42 km from Florida Keys Aquarium Encounters and 45 km from Ernest Hemingway Home and Museum, Villa Lucie offers air conditioning.

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

  • Cayman Cottage

    Summerland Key
    Free cancellation options available

    Offering sea views, Cayman Cottage is an accommodation situated in Summerland Key, 45 km from Ernest Hemingway Home and Museum and 45 km from Duval Street.

  • Tradewinds Treat

    Big Pine Key
    Free cancellation options available

    Set in Big Pine Key in the Florida region, Tradewinds Treat features a balcony. Guests can benefit from a terrace and an outdoor fireplace. The property has a restaurant with an outdoor dining area.

  • Skyway Living

    Summerland Key
    Free cancellation options available

    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.

  • 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.

Research, refine and make plans for your whole trip

Cottages in Marathon

Flexible on where to stay? Look up cottages in nearby Marathon, not too far from Big Pine Key.

Cottages in Key West

Find more hotels in a city close to Key West.

Hotels near Duval Street

Hotels close to a popular local landmark.

Hotels near Bahia Honda State Park

Hotels close to a popular local landmark.

Cottages in New York

Discover another destination in the United States.

Cottages in Las Vegas

Discover another destination in the United States.

When to visit the United States

Events, prices, the weather – everything you need to know about the best time to visit the United States.

Cottages in the United States

Pack a bigger bag and see more of the country.

Cottages in Florida

Extend your search and explore the surrounding area.

Cottages in Florida Keys

Extend your search and explore the surrounding area.

Cottages in Marathon Shores

Try another destination popular with our guests.

Cheap hotels in Big Pine Key

More great accommodation options for your trip.

Villas in Big Pine Key

Explore more great accommodation options in Big Pine Key, starting with villas.

Holiday Homes in Big Pine Key

More great accommodation options for your trip.

Pet-Friendly Hotels in Big Pine Key

More great accommodation options for your trip.

Hotels with Parking in Big Pine Key

More great accommodation options for your trip.