Cudjoe Key Holidays from £1,083

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Your Cudjoe Key Holiday

Say bye-bye to the hassle of planning and hello to a Cudjoe Key holiday package. With everything organised before you go, you can focus on discovering this city, starting with Sugarloaf Shores, which is great for families, fishing and views. Make your trip to Cudjoe Key even more fulfilling by including some sightseeing. Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound are among the most popular attractions worth exploring. Whoever you're going away with and whether your budget is big or small, your ultimate Cudjoe Key holiday is just a few clicks away with Expedia.

Top Cudjoe Key Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
YotelPad Miami

YotelPad Miami

4 out of 5
Downtown Miami
Save 100% on your flight
Price was £1,862, price is now £1,083 per person
£1,083
per person
15 Jan - 21 Jan
found 19 hours ago
Return flight included
London (LHR) to Miami (MIA)
8.4/10 Very good! (543 reviews)

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 £22,123, price is now £10,251 per person
£10,251
per person
15 Jan - 21 Jan
found 19 hours ago
Return flight included
London (LHR) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on 22 Jun 2016

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
Price was £4,975, price is now £2,796 per person
£2,796
per person
13 Jan - 20 Jan
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
9.4/10 Exceptional! (1,682 reviews)
O

Reviewed on 27 Oct 2026

Miami Vacation Rentals - Downtown

Miami Vacation Rentals - Downtown

5 out of 5
Downtown Miami
Save 100% on your flight
Price was £2,134, price is now £1,249 per person
£1,249
per person
15 Jan - 21 Jan
found 19 hours ago
Return flight included
London (LHR) to Miami (MIA)
9/10 Wonderful! (111 reviews)
Checkin and checkout process perfect Location perfect Apartment: rooms, kitchenette, balcony, … perfect Amenities perfect ViceVersa restaurant perfect Reception a bit too vibrant 🙃

Reviewed on 23 Oct 2026

EAST Miami Residences

EAST Miami Residences

5 out of 5
Brickell
Price was £4,681, price is now £2,856 per person
£2,856
per person
3 Dec - 10 Dec
found 1 day ago
Return direct flight included
London (LGW) to Miami (MIA)
9.2/10 Wonderful! (152 reviews)
No complains, Everything super nice and clean.

Reviewed on 25 Oct 2026

Cudjoe Key Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)
Population
1,750
Max Temp Winter
24ºC
Max Temp Summer
29ºC
Top Sights
Florida Keys Beaches, Sugarloaf Beach and Big Pine Key Flea Market

Top hotels in Cudjoe Key

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Cudjoe Key FL
8.8/10 Excellent! (184 reviews)
"Cottage was clean. We enjoyed the stay. Needs an outlet cover in living room."

Reviewed on 28 Sept 2026

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Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!

Cudjoe Key FL
9/10 Wonderful! (175 reviews)
"The view from the docks was great. Convenient location to go to all the key islands. Very relaxing. Enjoyed our stay for sure."

Reviewed on 13 Oct 2026

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Cottage with swimming pool and dockage, just minutes to Key West!
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key FL
8.6/10 Excellent! (170 reviews)
"This is an old quaint property.Right on the Atlanticside.Two docks.The pool is modern and very nice.Cottage is ideal for two.Old but clean"

Reviewed on 27 Oct 2026

Get rates
Cottage with Pool and Boat Dockage just minutes to Key West!
See all 1,813 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Cudjoe Key

Guided Clear Kayak Eco-Tour Near Key West

Guided Clear Kayak Eco-Tour Near Key West

£66
per adult
Guided Clear Kayak Eco-Tour Near Key West
Pick up a starfish or a conch at the touch tank!

Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West

£126
per adult
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
Private Sandbar Adventure in Key West Backcountry

Private Sandbar Adventure in Key West Backcountry

£375
per traveller
Private Sandbar Adventure in Key West Backcountry
See all activities in Cudjoe Key

Frequently asked questions

How much does a Cudjoe Key travel package cost?
Starting from an incredible £1,083, you can tailor your Cudjoe Key travel package. Simply combine hotels, flights and rental cars and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Cudjoe Key travel package?
Don't worry if you're rethinking your Cudjoe Key travel package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We get that your circumstances can change suddenly, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we're ready to help.
How do I get a cheap travel package to Cudjoe Key?
Booking a Cudjoe Key travel package with Expedia is such a simple way to save. We have over 550 partner airlines and 1,000,000 hotel options worldwide. With such a fabulous range to select from, you'll have no issues putting together your ideal trip.
Does Expedia offer Book Now, Pay Later Cudjoe Key holidays?
Yes. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in instalments. Simply click on the payment plan that works for you during the checkout process and take the stress out of budgeting for your trip. Be sure to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that suit all budgets, so you can take that well-deserved holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your trip in multiple transactions.
  • Low deposit holidays: When you spot an unbeatable deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you get what you want.

Where should I stay in Cudjoe Key?
A getaway in Cudjoe Key wouldn't be complete without seeing Upper Sugarloaf Key. Why not choose a hotel near this popular attraction?
What are the top hotels in Cudjoe Key?
Waterfront Fresh And Cosy 2 Bedroom 35 Sea Wallnew Uv Light Air Purification Safe and Oceanside Paradise In The Fl Keys Free Kayaks Bikes Wifi Outdoor Bbq Grill are both well-liked options in the Cutthroat Harbour Estates neighbourhood. If you prefer to spend time in the Cudjoe Gardens area, consider booking a room at Waterfront Fresh And Cosy 2 Bedroom 35 Sea Wallnew Uv Light Air Purification Safe or It's The Caribbean Of The Usa Illness Prompts Winter Opening. Prefer Monthly.
How far in advance should I book my Cudjoe Key holiday?
To land discount prices, book early. Airlines typically release tickets, along with some of the lowest fares, around a year in advance. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you've decided on a last-minute getaway in Cudjoe Key, there are always plenty of great deals to be had on Expedia. Book something in today!
What does an Expedia Cudjoe Key travel package include?
With Expedia, you can choose a combination of car rentals, hotels and flights to create your ideal Cudjoe Key travel package. Once you've made your booking, you can add on the fun things like sightseeing tours and activities. Remember, the more you bundle, the more you'll save!
What should I know before booking a Cudjoe Key travel package?
Our prices are always low. However, you'll score an even better deal when you book your flights, hotels and car rentals together. With an Expedia travel package, you'll get transparent pricing and lots of choice.
Can I choose my airline with a Cudjoe Key Expedia travel package?
Yes — that's one of the best things about an Expedia package. You can mix and match your flights, hotels and more. We have access to more than 550 partner airlines throughout the world, so you have options galore when arranging your Cudjoe Key trip.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.