Cudjoe Gardens Holidays

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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 Venture Key.

Find hotels in Cutthroat Harbor Estates

Top hotels in Cudjoe Gardens

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 3.367.913 ₫ per night from 19 Nov to 20 Nov
3.367.913 ₫
5.123.023 ₫ total
19 Nov - 20 Nov
includes taxes & fees
8.6/10 Excellent! (1,680 reviews)
Staff was horrible on directions to room. We had to give directions to 4 different sets of new guests as well as getting lost ourselves. Place was great. Nice location.

Reviewed on 13 Nov 2025

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 1.881.604 ₫ per night from 3 Dec to 4 Dec
1.881.604 ₫
3.599.161 ₫ total
3 Dec - 4 Dec
includes taxes & fees
7.8/10 Good! (1,693 reviews)
What a fun little resort. The amenities are fabulous! They have live music. We heard Ike Kanakanaui. He was REALLY good!

Reviewed on 14 Nov 2025

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 4.295.803 ₫ per night from 30 Nov to 1 Dec
4.295.803 ₫
6.422.753 ₫ total
30 Nov - 1 Dec
includes taxes & fees
8.8/10 Excellent! (1,734 reviews)
Very clean and private. Make sure you are aware of resort fees and parking fees. In my opinion, there is no need to rent a car. The property provides a shuttle service that takes you to Key West. We will definitely stay here again and not rent a car. The marina is lovely. It is not “beach side” but ...

Reviewed on 10 Nov 2025

Oceans Edge Key West Resort, Hotel & Marina
See all 1,652 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.

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 1null000null000 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.