Cudjoe Key Holidays from £859

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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.

The Latest Cudjoe Key Holiday Deals

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

Henrosa Hotel

3.5 out of 5
South Beach
per person
5 Jul - 12 Jul
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
8.4/10 Very Good! (768 reviews)
Very nice hotel a block off the beach in an art deco type building.front desk staff were very friendly and helpful.Cozy comfortable lobby lobby with a small outside patio at the front of the hotel. Very clean room , spacious bathroom and considerate staff maintaining the floors, in that they were pretty quiet for those that were sleeping in. This was very much appreciated. No restaurant at the hotel but not necessary considering how many options are very close by.

Reviewed on 8 Apr 2025

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
Save 100% on your flight
per person
14 Jul - 21 Jul
found 1 day ago
Return flight included
London (LGW) to Miami (MIA)
8/10 Very Good! (5,944 reviews)
It is a 5-star. Beach and pool are amazing. but they did not provide coffee machine in the room. You need to pay for everything here which you usually get for free when you stay Marriott or Hilton. Overall it is a happening place.

Reviewed on 30 Apr 2025

EAST Miami Residences

EAST Miami Residences

5 out of 5
Downtown Miami
Save 100% on your flight
per person
4 Jul - 11 Jul
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
9/10 Wonderful! (52 reviews)
Very well located. I little noise in the street like any big city, but for sure, if you enjoy cities, you will enjoy it.

Reviewed on 20 Jan 2025

iCoconutGrove Vacation Rentals

iCoconutGrove Vacation Rentals

4 out of 5
Coconut Grove
Save 100% on your flight
per person
5 Jul - 12 Jul
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
9.2/10 Wonderful! (1,000 reviews)
Great location for our visit around Miami. Very easy check in and parking was very convenient. Loved the gift card - which was close by and good food. Will recommend and stay here again!

Reviewed on 28 Apr 2025

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
Save 100% on your flight
per person
4 Jul - 11 Jul
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
9/10 Wonderful! (1,010 reviews)
The grounds are beautiful, the rooms extremely comfortable.

Reviewed on 30 Apr 2025

Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
per person
20 Jun - 23 Jun
found 1 day ago
Return direct flight included
London (LON) to Miami (MIA)
8.6/10 Excellent! (1,010 reviews)
Ever think is perfect

Reviewed on 29 Apr 2025

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

Our pick of the best 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, FL
Stay at this cottage in Summerland Key. Enjoy a garden, patios and cable/satellite TV service. Popular attractions Florida Keys Beaches and Upper Sugarloaf 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 5 Apr 2025

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
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service and a 24-hour fitness centre. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,708 reviews)
"Love the place."

Reviewed on 27 Apr 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
Stay at this hotel in Key West. Enjoy free breakfast, free Wi-Fi and a 24-hour fitness centre. Our guests praise the breakfast and the pool in their reviews. ...
7.8/10 Good! (1,094 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 20 Apr 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Cudjoe Key travel package cost?
Starting from an incredible £859, 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.

* 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.