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

Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key
The price is AU$395 per night from 27 Aug to 28 Aug
AU$395
27 Aug - 28 Aug
includes taxes & fees
8.4/10 Very Good! (144 reviews)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."

Reviewed on 20 Jul. 2025

Cottage with Pool and Boat 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$297 per night from 26 Aug to 27 Aug
AU$297
26 Aug - 27 Aug
includes taxes & fees
8.4/10 Very Good! (1,465 reviews)
"Food options was great, the bed comfort was a little to firm, but the linens was awesome, the suite was very equipped and beautifully updated. Did not get in the pool because the water was not circulating clean and maintenance at night, very nice pool area, but felt the pool water was not clean."

Reviewed on 17 Aug. 2025

Beachside Resort & Residences
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$222 per night from 24 Aug to 25 Aug
AU$222
24 Aug - 25 Aug
includes taxes & fees
7.8/10 Good! (1,068 reviews)
"Loved the pool and convince of hotel. Staff was Excellent!!"

Reviewed on 17 Aug. 2025

Hilton Garden Inn Key West / The Keys Collection
See all 1,755 properties in Cudjoe Key
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.
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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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.