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.

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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

 Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Cudjoe Key
The price is AU$1,225 per night from 5 Dec to 6 Dec
AU$1,225
includes taxes & fees
5 Dec - 6 Dec
9.6/10 Exceptional! (210 reviews)
Beautiful home!
"Visited for Thanksgiving and had a wonderful stay. Gorgeous home! Plenty of room for a family of four (3 adults and 1 teen) especially having a third full bath. Nice pool area with a heated pool and beautiful views. Close enough to Key West to go back and forth. We will definitely return!"

Reviewed on 30 Nov. 2024

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$458 per night from 19 Dec to 20 Dec
AU$458
includes taxes & fees
19 Dec - 20 Dec
8.6/10 Excellent! (1,797 reviews)
"It had good accommodations for our family of four with more than enough room. It’s was very quiet but needed to drive or in our case rented bikes for one day to get around. The menu options were limited but the food was really good! My son enjoyed the ping pong table."

Reviewed on 30 Nov. 2024

Margaritaville Beach House Key West
Havana Cabana at Key West - Adults Only
Havana Cabana at Key West - Adults Only
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$336 per night from 9 Dec to 10 Dec
AU$336
includes taxes & fees
9 Dec - 10 Dec
8.8/10 Excellent! (1,602 reviews)
"Great location, friendly stuff, amazing amenities, clean and spacious room"

Reviewed on 29 Nov. 2024

Havana Cabana at Key West - Adults Only
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.

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.