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Vacation Rentals in Cudjoe Key

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August 2026

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The best vacation rentals in Cudjoe Key

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NAUTILUS...ocean front cottage retreat ~

Cudjoe 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 9.3
Wonderful - What previous guests thought, 21 reviews
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Pelican's Roost, Waterfront comfort at Venture Out

Cudjoe 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 8.9
Excellent - What previous guests thought, 23 reviews
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OCEANIA... water front cottage retreat ~

Cudjoe 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.

B
Belanger
From
United States
Clean, well maintained at a great location beautiful canal waterfront
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 17 reviews
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Deer Run on the Atlantic

Big Pine Key (Near Cudjoe Key)

Deer Run on the Atlantic in Big Pine Key provides adults-only accommodations with a private beach area, water sports facilities, and free bikes.

T
Todd
From
United States
The 3 breakfast were wonderful. A very delicious breakfast every day. The room was fantastic looking over the ocean.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews
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All vacation rentals in Cudjoe Key

Most booked vacation rentals in Cudjoe Key and surrounding area in the past month

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Popular with guests booking vacation rentals in Cudjoe Key

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 17 reviews

Popular with guests booking vacation rentals in Cudjoe Key

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 21 reviews

Popular with guests booking vacation rentals in Cudjoe Key

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 23 reviews

Popular with guests booking vacation rentals in Cudjoe Key

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 4 reviews