The 10 best cottages in Cudjoe Key, USA | Booking.com
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Cottages in Cudjoe Key

Find the cottages that appeal to you the most

The best cottages in Cudjoe Key

Check out our pick of great cottages in Cudjoe Key

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Island Oasis ~ YOUR Paradise Awaits!

Cudjoe 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

Tree Top Paradise

Cudjoe 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, 36 reviews

Pelican's Roost, Waterfront comfort at Venture Out

Cudjoe 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

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

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

Dock Holiday

Cudjoe 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

Sugarloaf Key RV Resort & Cottages

Summerland Key (Near Cudjoe 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.

W
Wanderson
From
Brazil
Great location, clean, private, no noise or traffic, nice heated pool, and very friendly staff. Would definitely recommend it!
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 330 reviews
All cottages in Cudjoe 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 Cudjoe Key and surroundings in the past month

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Enjoy breakfast in Cudjoe Key and nearby

  • Tarpon Canal

    Key West
    Breakfast options

    Set in Key West, 34 km from Duval Street and 34 km from Southernmost Point, Tarpon Canal offers air conditioning.

  • 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 patio, Tranquility in Paradise - Cudjoe is situated in Summerland Key.

  • 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.

  • Paradise Found

    Key West
    Breakfast options

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

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 330 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, Tidewater Views by Last Key Realty offers a heated pool.

  • Sea La Vie

    Cudjoe Key
    Breakfast options

    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.

Travelling by car? These cottages in Cudjoe Key and nearby offer free parking

These cottages in Cudjoe Key and nearby have options with free cancellation

  • 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.

  • Island Oasis ~ YOUR Paradise Awaits!

    Cudjoe Key
    Free cancellation options available
    Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 5 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.

  • Hawkins Lookout

    Cudjoe Key
    Free cancellation options available

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

  • Parrotfish Pointe

    Cudjoe Key
    Free cancellation options available

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

  • Sailfish Retreat

    Cudjoe Key
    Free cancellation options available

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

  • Villa of the Setting Sun

    Pirates Cove
    Free cancellation options available
    Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 1 review

    Situated in Pirates Cove, Villa of the Setting Sun offers a balcony with pool and garden views, as well as an outdoor pool, sauna and hot tub. This beachfront property offers access to a patio.

  • 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.

  • 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.

FAQ about cottages in Cudjoe Key

Cottages that guests love in Cudjoe Key

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  • Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 5 reviews
    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.
    Guest review by
    Ani
    Solo traveller
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 18 reviews
    Nice and cozy
    Guest review by
    Daniel
    Group