Cudjoe Key Vacation Rentals

From/Per night^$175

Cudjoe - Tranquility in Paradise (28+ night rentals)

Cudjoe Key

3/BR 2/BA SLEEPS 8

From/Per night^$250

Available November 2023

Cudjoe Key

3/BR 2/BA SLEEPS 8

From/Per night^$127

Hawkins Heaven - Florida Keys Waterfront Monthly Rental with Dock

Cudjoe Key

2/BR 2/BA SLEEPS 4

From/Per night^$643

Family Retreat Florida Keys - Perfect for Large Groups - Private Beach and Pool!

Cudjoe Key

6/BR 4/BA SLEEPS 14

From/Per night^$500

Blue Palms Retreat Vacation Rental

Cudjoe Key

3/BR 2/BA SLEEPS 8

From/Per night^$500

Tropical Paradise - Cudjoe Key Rental

Cudjoe Key

3/BR 2/BA SLEEPS 6

From/Per night^$317

BRAND NEW...Ocean View, Private Pool, with a Dock

Cudjoe Key

4/BR 3/BA SLEEPS 8

From/Per night^$643

Fandango - 5 Bedroom Florida Keys Beach House Rental

Cudjoe Key

5/BR 3/BA SLEEPS 12

From/Per night^$150

Pelican Perch

Cudjoe Key

3/BR 2/BA SLEEPS 6

From/Per night^$167

Aloe House - Affordable Cudjoe Key Monthly Rental with Dock

Cudjoe Key

3/BR 3/BA SLEEPS 6

From/Per night^$207

Gardens Getaway - Cudjoe Gardens Home

Cudjoe Key

3/BR 2/BA SLEEPS 6

From/Per night^$98

5 O'Clock Somewhere - Florida Keys Monthly Rental with Dock

Cudjoe Key

2/BR 2/BA SLEEPS 4

Looking for more? Search these Neighborhoods near Cudjoe Key

Big Pine Key

Little Torch Key

Ramrod Key

Sugarloaf Key

Summerland Key

Cudjoe Key, nestled in the heart of the Florida Keys, offers a tranquil getaway like no other. Cudjoe Key's large selection of vacation rentals provide a warm, inviting space to call home during your stay. Whether you're seeking weekly relaxation, pet-friendly accommodations, or a serene escape, we've got the perfect vacation home for you. Come experience the Caribbean charm and natural beauty of Cudjoe Key, where memories are made and worries fade away.

Florida Rentals by Owner

Cudjoe Key