Cudjoe Key vacation rentals

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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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Your key to a perfect beach vacation

Almost at the end of scenic Highway 1 that meanders through the paradise that is the Florida Keys, you'll find tranquil Cudjoe Key. Less well known than neighboring Sugarloaf Key and Big Pine Key, the island is home to beautiful stretches of pristine sands along shallow blue waters. Just 19 miles from hopping Key West, you'll have the best of both worlds _ world-class nightlife when you venture out and perfect serenity when you come home. The warm sea air and soothing surf make a Cudjoe Key vacation rental the picture-perfect beach vacation you've been dreaming of.

Blimps, bands, and blue holes

There's no shortage of quirky sights near Cudjoe Key. Looe Key National Marine Preserve, popular for diving and snorkeling, hosts a one-of-a-kind underwater music festival each year. Cudjoe Key is also home to Fat Albert, the landmark grounded white blimp that patrols boat traffic and broadcasts U.S. TV to Cuba. The Blue Hole, the only freshwater lake in the Keys, lets you get up close and personal with turtles, alligators, and exotic birds. In half an hour you can be at the Southernmost Point in the U.S. and enjoying the sunset festival at Key West's Mallory Square.

Beach, beach, and more beach

The beach is the heart of Cudjoe Key life, and it's easy to see why. The sands are the perfect spot to work on your tan or catch the breathtaking sunset (the clothing-optional set should check out Geiger Key Abandoned Beach). The water is equally enticing, whether you're in it or on it. Rent a boat, kayak, or canoe and explore the wildlife of the surrounding channels. Charter fishing trips will help you catch your dinner, while snorkeling and diving trips are on hand if you just want to play. For an adrenaline rush and killer views, you can't top skydiving.

See you later, alligator

Palm trees and blue skies will greet you at every turn when you book a Cudjoe Key vacation rental. If you can tear yourself away from the perfect beaches, there's plenty of other nature to explore. You'll find exotic plant and animal species that you won't see anywhere else in the U.S., including the namesake deer at the Key Deer Refuge (also home to turtles, gators, and colorful birds). The Florida Keys are also the only place in the country you can find the American crocodile. Coconuts and key limes are everywhere, making for some killer pie options.

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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