Cudjoe Gardens Holidays

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 Key and Venture Out Keys.

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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 S$418 per night from 11 Jan to 12 Jan
S$418
11 Jan - 12 Jan
includes taxes & fees
8.6/10 Excellent! (1,879 reviews)
Front desk staff was excellent as was the breakfast staff. Only had breakfast and it was excellent. Room could’ve been cleaner because that was disappointing. Two out of three soaps didn’t work in the shower. Overall a nice stay.

Reviewed on 7 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
8/10 Very Good! (1,820 reviews)
The property at the resort is beautiful. Lots of fun games out by the pools - ping pong, bocce ball, corn hole, shuffle board, etc. Nice atmosphere and well-kept grounds.

Reviewed on 3 Jan, 2026

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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
8.8/10 Excellent! (1,770 reviews)
Friendly staff

Reviewed on 2 Jan, 2026

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Oceans Edge Key West Resort, Hotel & Marina
See all 1,660 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 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.