Cudjoe Gardens Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Cudjoe Gardens

Price found within the past 48 hours. Click for updated prices.
Family Pool Home by Hollywood Beach

Family Pool Home by Hollywood Beach

2.5 out of 5
Hollywood Hills
Price was CA $2,570, price is now CA $1,190 per person
CA $1,190
per person
Jun 28 - Jul 2
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
No reviews
The W - Bayshore Unit 1003

The W - Bayshore Unit 1003

3 out of 5
East Fort Lauderdale
Price was CA $4,558, price is now CA $1,454 per person
CA $1,454
per person
Jul 12 - Jul 18
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
6/10 (2 reviews)
MirabileCondoDwntown MIA Brickell w PRKG

MirabileCondoDwntown MIA Brickell w PRKG

5 out of 5
Downtown Miami
Price was CA $4,610, price is now CA $1,900 per person
CA $1,900
per person
Jul 19 - Jul 26
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
2/10 (2 reviews)
Miami Downtown Condos

Miami Downtown Condos

5 out of 5
Downtown Miami
Price was CA $6,684, price is now CA $3,474 per person
CA $3,474
per person
Jun 23 - Jun 30
found 1 day ago
Roundtrip flight included
Montreal Metropolitan Airport (YHU) to Miami (MIA)
8.2/10 Very Good! (151 reviews)
This was an overall excellent experience. The room was nice and reasonably priced. There ended up being an ac issue where the room temperature wouldn’t drop below 77 degrees, which produced several sleepless nights. The communication with the rental temp was pretty horrid, we received a few ineffective ways to troubleshoot it; but nothing was ever fixed. We were even promised a follow up phone call the next day(post checkout) and were ghosted. This was pretty disappointing.

Reviewed on May 9, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was CA $23,260, price is now CA $12,146 per person
CA $12,146
per person
Jul 26 - Jul 31
found 1 hour ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
8/10 Very Good! (1 review)

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
Bird refuge wildlife background panorama banner of nature landscape ocean birds in Key West, Florida. Animals of the USA.

Cutthroat Harbor Estates

While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Venture Key are some notable places to visit nearby.

Find hotels in Cutthroat Harbor Estates

Cudjoe Gardens Hotel Deals

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 CA $220 per night from May 27 to May 28
CA $220
CA $325 total
May 27 - May 28
includes taxes & fees
8.4/10 Very Good! (2,211 reviews)
This is a very cool resort!Main Lobby & Reception area is super stylish & inviting! I didn't stay in the more modern tower, I was over in what they call the Garden Hotel (probably the original 2 story unit). The rooms were very clean/comfortable. I loved the styling! There are several light accents ...

Reviewed on May 9, 2026

Blue Flamingo Resort Key West
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 CA $269 per night from Jun 8 to Jun 9
CA $269
CA $389 total
Jun 8 - Jun 9
includes taxes & fees
8.8/10 Excellent! (1,812 reviews)
Staff was very helpful with all our needs. I would only recommend that the hot tub had hot water. It was cold and the jets were weak. Otherwise it was a perfect spot for us. We will be back.

Reviewed on May 7, 2026

Margaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from May 31 to Jun 1
CA $196
CA $310 total
May 31 - Jun 1
includes taxes & fees
9/10 Wonderful! (1,779 reviews)
Best amenities in Key West! Free parking, free shuttle to Old Town, beautiful pool and landscaping.

Reviewed on May 9, 2026

Havana Cabana at Key West
See all 1,626 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Cudjoe Gardens vacation package cost?
Custom build your Cudjoe Gardens package from as low as CA $1,190. 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 vacation 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 vacation?
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. Vacationing 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 vacation you're planning, there's bound to be a package that suits your budget.
Can I choose my airline with a Cudjoe Gardens Expedia vacation 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 vacation package?
Don't worry if you're rethinking your Cudjoe Gardens vacation 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 realize 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.