Cudjoe Key Holidays

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Your Cudjoe Key Holiday

Book a Cudjoe Key holiday package and prepare to experience everything this city has to offer. Think about staying in the neighbourhood of Breezeswept Beach Estates, which is good for adventure sports, fishing and watersports. If your trip to Cudjoe Key includes some sightseeing, don't miss renowned attractions like Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound. Don't delay visiting this city any longer. Your perfect Cudjoe Key holiday is a couple of clicks away with Expedia.

Cudjoe Key Holiday

Cudjoe Key Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)
Population
1,750
Max Temp Winter
24ºC
Max Temp Summer
29ºC
Top Sights
Florida Keys Beaches, Sugarloaf Beach and Big Pine Key Flea Market

Our pick of the best Cudjoe Key Hotel Deals

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Cudjoe Key FL
8.6/10 Excellent! (176 reviews)
"We loved the little cabin. It was just big enough for the two of us and our pugs. Very clean room. Very quiet property. The room is a little dated but at such a nice price on the water and you can bring your boat and your dog!? We really hope to get back here again soon. Pleasantly surprised how ..."

Reviewed on 16 June 2026

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!

Cudjoe Key FL
9/10 Wonderful! (173 reviews)
"We enjoyed the cottage and Pool.The place was clean and had all the essentials we needed for our weekend get away. They do have a boat dock, but during the summer months, the sargassum is in full bloom and covers the lunch and dock area. We decided to launch at one of the many options nearby. Having ..."

Reviewed on 22 June 2026

Cottage with swimming pool and dockage, just minutes to Key West!
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$348 per night from 14 July to 15 July
AU$348
14 July - 15 July
includes taxes & fees
8.6/10 Excellent! (2,331 reviews)
"The rooms were very large and comfortable. Having the shuttle to downtown saved driving and very convenient. The pool and hot tub was enjoyed by all."

Reviewed on 8 July 2026

Beachside Resort & Residences
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

What to do in Cudjoe Key

Frequently asked questions

How much does a Cudjoe Key holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Cudjoe Key from just . And the more you bundle, the more dollars you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Cudjoe Key?
Booking a Cudjoe Key holiday package with Expedia is an easy way to save. We have more than 550 air carriers and 1 000 000 hotel options around the globe. With such a fabulous range to select from, you'll have no issues putting together your ideal adventure.
Where should I stay in Cudjoe Key?
There's so much to see in Cudjoe Key, so spend your evenings near its attractions and spend more time sightseeing. Upper Sugarloaf Key is one spot to add to your must-see list.
What are the top hotels in Cudjoe Key?
If you're thinking of staying in the Cutthroat Harbour Estates neighbourhood, some of your best options are Judy's Place At Venture Out and Dog - Friendly Resort Community Home With Pool. Cudjoe Gardens is also a popular Cudjoe Key area. We recommend Comfortable Waterfront Holiday Home or Cosy, Perfect Conch Cottage if you prefer this part of town.
How far in advance should I book my Cudjoe Key holiday?
Smart travellers will likely want to book as early as possible. You can normally look up international airfares on Expedia up to a year before your flight. If you're booking at the last minute, fear not. Discounted prices occasionally appear in the last weeks prior to departure.
What does an Expedia Cudjoe Key travel package include?
Expedia has all you need to arrange your Cudjoe Key trip, but how your package is structured is your choice. Choose from any combination of hotels, flights and rental cars. Chasing some tours or experiences to keep you on the move? Once you've made your booking, you can add them on too. Whatever your style, there's a deal to match your needs.
What should I know before booking a Cudjoe Key travel package?
So many places to visit, so many things to see and do. With a package, you'll be able to tick more of them off your list. Bundle your flights, rental cars and hotels and make big savings.
Can I choose my airline with a Cudjoe Key Expedia holiday package?
You can, and with over 550 airlines to choose from all over the world, you have plenty of choice. Take a look at the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Cudjoe Key holiday package?
Yes you can, and we're here to help. You may be able to cancel or change your Cudjoe Key holiday package for free within 24 hours of booking. But you may be charged a fee by your airline, hotel or car rental company for older bookings. If life gets in the way of your holiday, browse our Customer Service Portal for more information.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.