Cudjoe Key Rentals

Compare 9 vacation rentals. Enter your trip dates to get started.
USA > Florida > Cudjoe Key

Make Cudjoe Key your next getaway—choose from 9 great vacation rentals

If the sun, sand, and water of the Florida Keys is calling your name, consider spending your next vacation on Cudjoe Key, FL, where you'll find all the water sports the Keys are known for in a spot that's a bit less traveled, giving you a chance to wrap yourself in Florida's beautiful natural surroundings and reconnect with your family, friends and yourself. What better way to revel in the soothing benefits of the Keys than to stay in one of our cozy vacation rentals?

Explore Cudjoe Key house rentals, duplexes, and more


House rentals

View 7 House rentals


View 2 Duplexes

Cudjoe Key vacation rentals for every getaway

Dog-friendly Hot tub Internet
Tropical Sabbatical 3D Tour
1 Bedroom | 2 Bath | Sleeps 6

Tropical Sabbatical - Cudjoe Key, FL

From $161
The Mermaid Manor 3D Tour
4 Bedroom | 4 Bath | Sleeps 10

The Mermaid Manor - Cudjoe Key, FL

From $330
Cudjoe Cove
2 Bedroom | 2 Bath | Sleeps 6

Cudjoe Cove - Cudjoe Key, FL

From $0
Dock Holiday 3D Tour
2 Bedroom | 2 Bath | Sleeps 4

Dock Holiday - Cudjoe Key, FL

From $220
Parrotfish Point 3D Tour
3 Bedroom | 3 Bath | Sleeps 7

Parrotfish Point - Cudjoe Key, FL

From $246

View 4 more homes

Recent Cudjoe Key vacation rental reviews

The park were this house is located has great amenities like a pool, tennis courts and more. Location is great not to far from Key West and close to Bahia state park. We also rented a boat for a day at one of the local boat rentals which was a great experience
Robbert S. | May 2022
The sunsets were gorgeous, the area quiet and it was close to our favorite restaurant (Square Grouper). The dock was perfect for our boat (26' cc)
Phil L. | May 2022
Enjoyed our stay. Beautiful area abs nice people . It was frustrating to have to pay for parking for the second car, but we enjoyed our time overall.
Sarah Y. | Apr 2022

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Where is Cudjoe Key, FL?

This small key is located between Sugarloaf Key and Big Pine Key in the lower reaches of Florida's famous island chain. To get here, simply follow US Highway 1 from Miami for 140 miles, or make the 20-mile drive from diverse and exciting Key West if you're coming the other way.

This island is also home to the Cudjoe Key Air Force Station, where you will see the notorious Fat Albert. A long white blimp, Fat Albert is used by the US Federal government to patrol boat traffic and aircraft using radar devices.

Things to Do on Cudjoe Key, FL

Get out on the water with a charter excursion or rent a boat and captain your own ship. Drop your line starboard and catch a tarpon or shark, or get beneath the surface of the sparkling waters and do some snorkeling or diving. Paddle your way through the channels in a kayak, or rent a bike and peddle peacefully through a tropical paradise.

Looking for relaxation? Indulge yourself at Angelic Moon Holistic Day Spa. The only green-focused day spa in the Keys, Angelic Moon uses natural, organic, fair-trade ingredients in all their treatments, with an eye on a whole-person approach to bringing you to a state of blissful relaxation and rejuvenation. 

Take an easy, breezy day trip to Summerland Key, four miles away, for an eco tour or to check out the reefs. No matter how you fill your days on Cudjoe Key, you'll be happy to return to your own private vacation rental to savor a freshly cooked meal and enjoy the comforts of home.