The 10 best cottages in Pirates Cove, USA | Booking.com
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Cottages in Pirates Cove

Find the cottages that appeal to you the most

The best cottages in Pirates Cove

Check out our pick of great cottages in Pirates Cove

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Island Oasis ~ YOUR Paradise Awaits!

Cudjoe Key (Near Pirates Cove)

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
£210.99
1 night, 2 adults

Grand Marina Suite -Waterfront Condo

Key West (Near Pirates Cove)

Located in Key West, 9.1 km from Ernest Hemingway Home and Museum and 9.2 km from Duval Street, Grand Marina Suite -Waterfront Condo offers a garden and air conditioning.

p
pawel
From
Poland
Great, spacious, 3bath apartment. Everything anyone could wish for.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 121 reviews
Price from
£425.02
1 night, 2 adults

Sugarloaf Key RV Resort & Cottages

Summerland Key (Near Pirates Cove)

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

Pelican's Roost, Waterfront comfort at Venture Out

Cudjoe Key (Near Pirates Cove)

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

NAUTILUS...ocean front cottage retreat ~

Cudjoe Key (Near Pirates Cove)

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

OCEANIA... water front cottage retreat ~

Cudjoe Key (Near Pirates Cove)

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

Tree Top Paradise

Cudjoe Key (Near Pirates Cove)

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

Dock Holiday

Cudjoe Key (Near Pirates Cove)

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

Coral Hammock Poolside Home

Key West (Near Pirates Cove)

Featuring air-conditioned accommodation with a heated pool, Coral Hammock Poolside Home is located in Key West. This property offers access to a balcony, free private parking and free WiFi.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 5 reviews

Hemingway Hideaway

Stock Island (Near Pirates Cove)

Featuring air-conditioned accommodation with a terrace, Hemingway Hideaway is located in Stock Island. Including a heated pool, this holiday home also has a restaurant.

d
dean
From
United Kingdom
Location ok, but a bit further out of the main activity areas than expected so did need to drive everyday. Property overall was very nice if not a little basic in some areas. Tried to contact act booking.com for some help with no response. However Vickie Castle at Vacasa was excellent in supporting us , very responsive.
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews
All cottages in Pirates Cove

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 Pirates Cove and surroundings in the past month

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Enjoy breakfast in Pirates Cove and nearby

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 315 reviews

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

  • Situated in Cudjoe Key, 34 km from Ernest Hemingway Home and Museum and 34 km from Duval Street, Newly built home in Cudjoe Key offers a terrace and air conditioning.

  • Boasting air-conditioned accommodation with a patio, Tranquility in Paradise - Cudjoe is situated in Summerland Key.

  • Set in Cudjoe Key, Costa Vida by Last Key Realty offers accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Boasting air-conditioned accommodation with a private pool, Parrotfish Pointe is set in Cudjoe Key. This beachfront property offers access to a balcony.

  • Situated in Cudjoe Key, 39 km from Duval Street and 39 km from Southernmost Point, Sailfish Retreat offers air conditioning.

  • Located in Sugarloaf Shores, Blue Horizon by Last Key Realty provides accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Hawkins Lookout

    Cudjoe Key
    Breakfast options

    Featuring air-conditioned accommodation with a balcony, Hawkins Lookout is set in Cudjoe Key. Guests can benefit from a patio and an outdoor fireplace.

Travelling by car? These cottages in Pirates Cove and nearby offer free parking

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 4 reviews

    Featuring air-conditioned accommodation with a private pool, pool view and a patio, Ocean View with Pool, 4 bedroom Vila Near Key West is located in Cudjoe Key.

  • Boasting air-conditioned accommodation with a patio, Oceanview Retreat with 60ft Seawall is situated in Cudjoe Key.

  • Set just 38 km from Southernmost Point, Sea La Vie provides accommodation in Cudjoe Key with access to massage services, a terrace, as well as an ATM.

  • Situated in Cudjoe Key, Carefree on Cudjoe by Last Key Realty features accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 30 reviews

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

  • Serenity Now Seaside Escape - Brand New Build! is set in Cudjoe Key, 38 km from Ernest Hemingway Home and Museum, 38 km from Duval Street, as well as 38 km from Southernmost Point.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 20 reviews

    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 10.0
    Exceptional - What previous guests thought, 1 review

    Set in Cudjoe Key, Mermaid Magic by Last Key Realty provides accommodation with a heated pool.

These cottages in Pirates Cove and nearby have options with free cancellation

  • Paradise Found

    Key West
    Free cancellation options available

    Located in Key West, 37 km from Duval Street and 37 km from Southernmost Point, Paradise Found offers air conditioning.

  • Blackbeard`s Hideaway

    Key West
    Free cancellation options available

    Offering sea views, Blackbeard`s Hideaway is an accommodation situated in Key West, 37 km from Duval Street and 37 km from Southernmost Point.

  • Dock Holiday

    Cudjoe Key
    Free cancellation options available
    Scored out of 10, guest rating 7.1
    Good - What previous guests thought, 6 reviews

    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.

  • OCEANIA... water front cottage retreat ~

    Cudjoe Key
    Free cancellation options available
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 18 reviews

    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.

  • NAUTILUS...ocean front cottage retreat ~

    Cudjoe Key
    Free cancellation options available
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 18 reviews

    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.

  • Tidewater Views by Last Key Realty

    Cudjoe Key
    Free cancellation options available

    Situated in Cudjoe Key, Tidewater Views by Last Key Realty offers a heated pool.

  • Island Oasis ~ YOUR Paradise Awaits!

    Cudjoe Key
    Free cancellation options available
    Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 6 reviews

    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.

  • Turtle Cove Views by Last Key Realty

    Cudjoe Key
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 2 reviews

    Set in Cudjoe Key, Turtle Cove Views by Last Key Realty provides accommodation with a heated pool.