Cudjoe Key vacation rentals

We found 763 vacation rentals — enter your dates for availability

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 most popular type of vacation rental accommodation in Cudjoe Key?
Cottages are the most popular style of vacation rental in Cudjoe Key, according to our data. Even if you’ve got something different in mind, Vrbo has properties in all shapes and sizes. Browse our many options to find your perfect Cudjoe Key pad.
How much does it cost to rent a vacation rental in Cudjoe Key?
The average price for a vacation rental in Cudjoe Key is based on a number of factors, such as season, property type and length of stay. Whether you’d like a sprawling villa with space for extended family or a cozy condo ideal for just you and the kids, just add your travel dates to view stays with amazing value.
How much does it cost to rent a beach house in Cudjoe Key?
When you travel and the size and style of the property will influence how much you’ll pay for your beachside stay. Enter your Cudjoe Key travel dates to view your available options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to select the amenities and features you want in your beach house.
Are there pet-friendly vacation rentals in Cudjoe Key?
Yes. You can choose from 222 stays that allow pets in Cudjoe Key on Vrbo. Our furry companions deserve a getaway too, so simply use our search function for pet-friendly vacation rentals to book a property where your pooch can share in the good times.
Can I rent a house with a pool in Cudjoe Key?
Grab your swimsuit and inflatable swan, because there are 178 houses with a private pool in Cudjoe Key. Book a stay at one of these popular vacation homes and you’ll enjoy pool days every day. Simply enter your travel dates into Vrbo, then use the “pool” filter to find the perfect place to make a splash!
What are popular rental amenities in Cudjoe Key?
Some of the most popular rental amenities people search for in Cudjoe Key are a beach view, a fireplace and a nearby waterfront. Whether you’re traveling with your besties, family or even pets, Vrbo vacation properties have the best amenities for starting a new adventure with the people you love.
Are there large group vacation rentals in Cudjoe Key?
You can choose from 15 vacation properties in Cudjoe Key that can accommodate 10 or more people. Whether you’re planning a vacation with extended family or an event like a birthday party, there’s plenty of space to get your group together under the same roof.
Are there vacation rentals in Cudjoe Key that welcome kids?
Gather your entire family for an adventure in Cudjoe Key at one of our 218 family-friendly vacation properties. These stays offer amenities that are just perfect for trips with the kids, such as laundry facilities, multiple bedrooms and swimming pools. Just check the “Properties good for families” filter box and pick out your favorite.
Are there one-bedroom vacation rentals in Cudjoe Key?
Yes, you can take your pick from 18 one-bedroom rentals in Cudjoe Key. Whether you’re on the lookout for a secluded cottage or a cabin, our one-bedroom rentals are great if you don’t need a lot of space. One of the best things about having your own pad? You won’t ever have to share your getaway with strangers.
Can I find two-bedroom vacation rentals in Cudjoe Key?
Cudjoe Key has 127 two-bedroom properties for you to pick from. Go for a vacation home with all the space and comfort you’re looking for at a price that’s hard to resist on Vrbo.
Are there vacation rentals with WiFi in Cudjoe Key?
You can choose from 90 vacation rentals with WiFi in Cudjoe Key. If you want to disconnect from daily life on your 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.
How can I find vacation rentals with air conditioning in Cudjoe Key?
Cudjoe Key has 216 vacation rentals where you can wind down in air-conditioned comfort. To find a stay on Vrbo that comes with this perk, choose your travel dates and use the handy filter tool to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Cudjoe Key?
We recommend checking with the Cudjoe Key vacation rental you’d like on Vrbo as the age limit differs. However, typically it’s 16, 18 or 21.
How long can I rent a vacation rental in Cudjoe Key for?
It’s really down to the Cudjoe Key property. To see all available options offering extended stays, simply enter your travel dates and guest number into the Vrbo search page. You can look forward to having the property to yourself, along with home comforts like a fully-equipped kitchen and an outdoor space where the little ones can play. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Cudjoe Key?
Whether you’re after one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to score some great deals and discounts on Vrbo. From weekend trips to extended getaways, we’ve got you covered for your next Cudjoe Key escape.

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