Cudjoe Key vacation rentals

We found 709 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Select from 205 homes, 40 cottages, and other vacation rentals in Cudjoe Key to find one that's perfect for your trip. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll have the best amenities for spending time at your home away from home, including parking and a TV. Whatever you're looking for, you'll find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
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Take in the tropical beauty of Cudjoe Key

The ocean views and other outdoor surroundings create an inviting atmosphere in Cudjoe Key. Well known for its biking, seafood restaurants and boating, this welcoming city won't disappoint. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Cudjoe Key

Do you want to find things to do during your stay? Travelers enjoy fun activities like biking, boating and fishing. Venture out of your vacation home and experience everything that makes Cudjoe Key a fun place to get away. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Key West Golf Club (16.7 mi / 26.9 km)
  • Key West Visitors Center (9.8 mi / 15.8 km)
  • Blue Hole (8 mi / 12.9 km)

Exploring the natural landscape of Cudjoe Key

Whether you're an outdoor enthusiast or just want to take in the scenery, Cudjoe Key is a great place to get out in nature. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Florida Keys Beaches (5.4 mi / 8.8 km)
  • Boca Chica Beach (13.5 mi / 21.7 km)
  • Calusa Beach (13.8 mi / 22.2 km)
  • Boca Chica Nude Beach (13.8 mi / 22.2 km)
  • Bahia Honda State Park (14.8 mi / 23.9 km)
  • Upper Sugarloaf Key (2 mi / 3.3 km)

How to get to and around Cudjoe Key

The nearest airport is in Key West Intl. Airport (EYW), located 18.1 mi (29.1 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Marathon, FL (MTH-Florida Keys Marathon), which is 28.3 mi (45.5 km) away.

Frequently asked questions

What is the best area to stay in Cudjoe Key when booking a vacation rental?

If you're planning a getaway in Cudjoe Key, Cutthroat Harbor Estates is among the most sought-after destinations to stay. No matter your travel style, Vrbo is sure to have a property here that's right for you.

What is the most popular type of vacation rental accommodation in Cudjoe Key?

Houses are the most popular kind of vacation rental in Cudjoe Key, according to our data. Even if you have something else in mind, Vrbo has properties in loads of shapes and sizes. Browse our many options to find your perfect match.

How much does it cost to rent a vacation rental in Cudjoe Key?

Different things determine what you'll pay for your vacation rental in Cudjoe Key, such as the time of year, property type and length of stay. Still, all of our vacation homes have something in common — unbeatable value. Just enter your travel dates to find your ideal match.

How much does it cost to rent a beach house in Cudjoe Key?

Prices for beach houses in Cudjoe Key differ depending on the type and size of the property and when you plan to travel. Just enter your travel dates into Vrbo and the number of guests to view your rental options and prices. From there you can use our filter tool to refine your search results by amenities, ratings, nearby activities and more.

Are there pet-friendly vacation rentals in Cudjoe Key?

Pack a suitcase for your puppy dog because Cudjoe Key has 60 vacation rentals that put out the welcome mat to pets. Let your four-legged buddy join in with the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates then check our "Pets allowed" filter box.

Can I rent a house with a pool in Cudjoe Key?

Mark the "pool" box in our filter tool and select from 23 houses with private pools in Cudjoe Key on Vrbo. Ball games, gentle soak or noodle joust? How you spend your leisure time is up to you when your Vrbo vacation property boasts a swimming pool.

What are popular rental amenities in Cudjoe Key?

Some of the most popular rental amenities people look for in Cudjoe Key are a nearby waterfront, a firepit and a garden. Whether you're on the road with friends, family or even pets, Vrbo vacation properties provide the best amenities for starting a new adventure with the people that matter most.

Are there large group vacation rentals in Cudjoe Key?

With six vacation rentals that can sleep 10 guests or more in Cudjoe Key, you don't have to leave anyone off your invite list. From family get-togethers to special events like anniversary parties and weddings, Vrbo can help you find a large group rental to match the occasion.

Are there vacation rentals in Cudjoe Key that welcome kids?

Cudjoe Key has 60 family-friendly vacation rentals to choose from. And tracking down a stay that welcomes little ones is simple with our "Properties good for families" filter. On top of having the whole place to yourselves, you'll enjoy access to perks and amenities such as extra bedrooms, yards and private pools.

What are the top attractions for families in Cudjoe Key?

Keeping the kiddos entertained during your Cudjoe Key vacation is simple with these cool family-friendly attractions:

  • Florida Keys Beaches
  • Sugarloaf Beach
  • National Key Deer Refuge Visitor Center

Can I find two-bedroom vacation rentals in Cudjoe Key?

Choose from 17 two-bedroom rentals in Cudjoe Key. Put the kids in the second room or maybe fill it with a couple of your nearest and dearest friends. There's a comfy spot for whoever's fortunate enough to be coming along for the ride.

Are there vacation rentals with WiFi in Cudjoe Key?

You can choose from 24 vacation rentals with WiFi in Cudjoe Key. If you want to disconnect from the world while on vacation, but still want to be connected to the web, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.

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