Cudjoe Gardens Holidays

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Our guide on where to stay in Cudjoe Gardens

Find the best Cudjoe Gardens areas and neighborhoods for the activities you enjoy most. Learn more about Cudjoe Gardens
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Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.

Find hotels in Cutthroat Harbor Estates

Our pick of the best Cudjoe Gardens 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$706 per night from 19 Jan to 20 Jan
AU$706
19 Jan - 20 Jan
includes taxes & fees
8.6/10 Excellent! (1,902 reviews)
All very nice

Reviewed on 13 Jan 2026

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$583 per night from 19 Jan to 20 Jan
AU$583
19 Jan - 20 Jan
includes taxes & fees
8/10 Very Good! (1,851 reviews)
No free breakfast

Reviewed on 13 Jan 2026

Blue Flamingo Resort 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$552 per night from 19 Jan to 20 Jan
AU$552
19 Jan - 20 Jan
includes taxes & fees
8.8/10 Excellent! (1,771 reviews)
Although not a lot of amenities you didn't need to pay for, we enjoyed the option to be away from the craziness of Key West and still be able to enjoy it via the very convenient shuttle. Gorgeous resort - we will be back!

Reviewed on 13 Jan 2026

Oceans Edge Key West Resort, Hotel & Marina
See all 1,656 properties in Cudjoe Gardens
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 Gardens holiday package cost?
Custom build your Cudjoe Gardens package from as low as . Pick from any combination of rental cars, flights and hotels to pull together the trip of your dreams. Be sure to add on a few activities!
How do I get a cheap travel package to Cudjoe Gardens?
Creating your own Cudjoe Gardens holiday package with Expedia is one of the best ways to save. We have more than 550 air carriers and 1 000 000 properties globally. With such an extensive range to pick from, you'll have no hassles creating your perfect trip.
What are the top hotels in Cudjoe Gardens?
Lock in a room at Bring Your Boat. It's one of the area's most sought-after properties. Another great option in Cudjoe Gardens is Oceanside, Pet Friendly, Smart Home With Plenty Of Paddle Equipment.
How far in advance should I book my Cudjoe Gardens holiday?
Reserving your spot early with Expedia means one less thing to have to worry about. A number of air carriers advertise tickets up to 12 months prior to departure dates. This is generally the cheapest time to book. If circumstances have left you booking late, low prices to Cudjoe Gardens sometimes become available a few weeks before departure.
What does an Expedia Cudjoe Gardens travel package include?
From hotels and flights to car rentals, Expedia can help you craft a Cudjoe Gardens package that's ideal for you. Holidaying for a few weeks? Check out a rental car, hotel and flight bundle. If you're taking a short break, a hotel and flight deal may suit you better. Experiences can also be added once you've made your booking. Our packages make it easy to save and plan.
What should I know before booking a Cudjoe Gardens travel package?
A package can be easier on the credit card than individually booking all you need for your adventure. For example, combine your hotels, flights and rental cars and save big. Whatever sort of holiday you're planning, there's bound to be a package that suits your budget.
Can I choose my airline with a Cudjoe Gardens Expedia holiday package?
You can, and with more than 550 airlines to pick from all over the world, it's all about choice. Scroll through the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Cudjoe Gardens holiday package?
Don't worry if you're rethinking your Cudjoe Gardens holiday package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We realise your circumstances can change suddenly, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll take care of it.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.