Cudjoe Key Vacations from ￥64,764

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The Latest Cudjoe Key Vacation Packages

Price found within the past 48 hours. Click for updated prices.
President Hotel

President Hotel

3.5 out of 5
South Beach
per person
Jul 4 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (1,331 reviews)
Great hotel. Bathroom was a touch small but it was fine. Great location. Excellent service.

Reviewed on Apr 29, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
Jun 10 - Jun 14
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8/10 Very Good! (1 review)
Avalon Hotel

Avalon Hotel

3.5 out of 5
South Beach
per person
Jul 4 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (1,015 reviews)
Loved everything about Avalon! The location is perfect directly across from Miami public beach, and right on Ocean Drive where you can walk for blocks and blocks for dining, drinks, music. A mile and a half away is Lincoln Road with tons of shopping and more restaurants. Collins and Washington Avenues also provide more shops, restaurants and places to grab delicious cocktails. There’s no parking on site but there is a very reasonably priced parking garage a block and a half away. There’s a lovely restaurant and a cute bar area on site. I would definitely stay there again.

Reviewed on Apr 28, 2025

EAST Miami

EAST Miami

5 out of 5
Downtown Miami
per person
Jul 4 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (3,025 reviews)
Spacious, modern and excellent city view.

Reviewed on Apr 29, 2025

Eden Roc Miami Beach

Eden Roc Miami Beach

4.5 out of 5
Mid Beach
per person
Jul 4 - Jul 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (2,387 reviews)
Overall, the experience was good. Hotel is very good. Couple things that we were not happy about. We chose resort view room but it wasn’t resort view at all, there was no view at all. It was rough roof view. My husband even asked for a better room, they said it’s already an upgraded room but then where’s the view. Also, the shower faucet was so tight that we initially thought it’s stuck and called maintenance.

Reviewed on Apr 29, 2025

Find the Best Cudjoe Key Vacation Packages

Cudjoe Key Hotel Deals

Cottage with Pool and Boat Dockage just minutes to Key West!
Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key
8.4/10 Very Good! (134 reviews)
Quiet getaway
"2nd time and it's a nice relaxing stay.Catch a few fish off the dock or to one of the bridges.And my dogs love it!!"

Reviewed on Apr 5, 2025

Get rates
Cottage with Pool and Boat Dockage just minutes to 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 ￥34,138 per night from May 18 to May 19
￥34,138
￥47,431 total
includes taxes & fees
May 18 - May 19
8.6/10 Excellent! (1,708 reviews)
"Love the place."

Reviewed on Apr 27, 2025

Margaritaville Beach House Key West
Fairfield Inn and Suites by Marriott Key West
Fairfield Inn and Suites by Marriott Key West
3 out of 5
2400 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ￥26,314 per night from May 26 to May 27
￥26,314
￥33,604 total
includes taxes & fees
May 26 - May 27
7.8/10 Good! (1,095 reviews)
"I was very excited about visiting this property and hanging out by the pool. However, we weren’t impressed with the friendliness of the staff who drove the shuttle and the pool bartender who closed the bar early with my husband standing there ready to order drinks during Spring Break week. The housekeeping ..."

Reviewed on Apr 20, 2025

Fairfield Inn and Suites by Marriott Key West
See all 1,798 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.

Frequently asked questions

How much does a Cudjoe Key vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Cudjoe Key from just ￥64,764. 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 vacation 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 Harbor Estates neighborhood, 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 Vacation Rental or Cozy, Perfect Conch Cottage if you prefer this part of town.
How far in advance should I book my Cudjoe Key vacation?
Smart travelers 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 vacation 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 vacation package?
Yes you can, and we’re here to help. You may be able to cancel or change your Cudjoe Key vacation 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 vacation, 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.