Cudjoe Key Holidays from AU$3,133

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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.

The Latest Cudjoe Key Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Miami accommodations BeachFront

Miami accommodations BeachFront

2 out of 5
South Beach
per person
28 July - 4 Aug
found 23 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
10/10 Exceptional! (1 review)
Great landlord Good hospitality Spacious unit All in all good environment for family to stay

Reviewed on 31 May 2025

Tulum Villa

Tulum Villa

5 out of 5
per person
28 July - 4 Aug
found 23 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
No reviews
EAST Miami

EAST Miami

5 out of 5
Downtown Miami
per person
28 July - 4 Aug
found 23 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
9.2/10 Wonderful! (3,146 reviews)
Great view from balcony

Reviewed on 12 Jun. 2025

Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

5 out of 5
Mid Beach
per person
28 July - 4 Aug
found 23 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
8.6/10 Excellent! (1,161 reviews)
Hotel rooms were clean, modern and spacious.

Reviewed on 12 Jun. 2025

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
per person
28 July - 4 Aug
found 23 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
8/10 Very Good! (6,273 reviews)
Walls had multiple scratches on them in the hallway, upon arrival piece of the door latch was broken. Housekeeping kept interrupting me during my sleep with entry before I can even get up. Not enough variety of snacks/ gift shops for the hotel to be a 5 star. Good luck getting a water from a vending machine there was none. I felt as though if you didn’t spend more than an arm and a leg to upgrade your stay at a higher room rate you don’t get the same benefits in my opinion. Overall Stay was okay

Reviewed on 14 Jun. 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

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$326 per night from 16 June to 17 June
AU$326
16 June - 17 June
includes taxes & fees
8.4/10 Very Good! (1,171 reviews)
"Great location"

Reviewed on 13 Jun. 2025

Beachside Resort & Residences
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$453 per night from 29 June to 30 June
AU$453
29 June - 30 June
includes taxes & fees
8.6/10 Excellent! (1,715 reviews)
"We enjoyed our stay at Margaritaville—great location across from the beach. Nice pool area. Front desk day staff was very friendly."

Reviewed on 13 Jun. 2025

Margaritaville Beach House Key West
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$401 per night from 24 June to 25 June
AU$401
24 June - 25 June
includes taxes & fees
8.8/10 Excellent! (1,666 reviews)
"The property is beautiful, quiet and shuttle was a plus. The staff are very friendly. Loved our visit and plan to return! Thank you for the experience."

Reviewed on 12 Jun. 2025

Oceans Edge Key West Resort, Hotel & Marina
See all 1,742 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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 AU$3,133. 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.