Monroe County Holidays from AU$4,252

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Your Monroe County Holiday

Choose a holiday package to Monroe County and make travel planning easy. With the logistics organised before you depart, you can focus on enjoying every moment in this wonderful destination. Begin your trip to Monroe County with some time exploring Key West visiting popular sights like Smathers Beach and Mallory Square. Key Largo is another city that draws travellers from far and wide. John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill are two of the top places to see in this destination. When it's time to stop daydreaming and start doing, Expedia will help turn your Monroe County holiday into reality.

Top destinations in Monroe County

South Beach featuring tropical scenes, general coastal views and a beach
FlightsFlightsHotelsHotels

Key West

Key West

The Latest Monroe County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
Price was AU$6,621, price is now AU$4,252 per person
AU$4,252
per person
2 Mar - 12 Mar
found 1 day ago
Return flight included
Melbourne (MEL) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
Had a wonderful view from our room. Shuttle is super convenient to Key West! Pools are very clean and live music was fantastic. Already booked for next year 😊

Reviewed on 20 Jan 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 AU$49,225, price is now AU$23,235 per person
AU$23,235
per person
29 Mar - 5 Apr
found 22 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
8/10 Very Good! (1 review)
Ilios Rentals

Ilios Rentals

2 out of 5
Downtown Miami
Save 100% on your flight
Price was AU$10,713, price is now AU$5,676 per person
AU$5,676
per person
29 Mar - 5 Apr
found 22 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
No reviews
The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was AU$11,073, price is now AU$6,182 per person
AU$6,182
per person
2 Mar - 12 Mar
found 1 day ago
Return flight included
Melbourne (MEL) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Great location, very clean, and great staff

Reviewed on 18 Jan 2026

EAST Miami Residences

EAST Miami Residences

5 out of 5
Downtown Miami
Save 100% on your flight
Price was AU$7,976, price is now AU$5,128 per person
AU$5,128
per person
29 Mar - 5 Apr
found 22 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
9/10 Wonderful! (84 reviews)
Beautiful room, great amenities and staff

Reviewed on 19 Jan 2026

Monroe County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)
Top Sights
Smathers Beach, Dry Tortugas National Park and Sombrero Beach

Our pick of the best Monroe County Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
The price is AU$885 per night from 26 Jan to 27 Jan
AU$885
26 Jan - 27 Jan
includes taxes & fees
8.6/10 Excellent! (3,006 reviews)
The right location at the right price. They sent texts to update you on activities on-site.

Reviewed on 19 Jan 2026

Southernmost Beach Resort and Guesthouses
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
The price is AU$939 per night from 22 Jan to 23 Jan
AU$939
22 Jan - 23 Jan
includes taxes & fees
8.8/10 Excellent! (1,783 reviews)
Nice view

Reviewed on 19 Jan 2026

Oceans Edge Key West Resort, Hotel & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$371 per night from 29 Jan to 30 Jan
AU$371
29 Jan - 30 Jan
includes taxes & fees
9.2/10 Wonderful! (1,637 reviews)
Room was clean. Check in was fast and the staff was very friendly and welcoming.

Reviewed on 18 Jan 2026

Chesapeake Beach Resort
See all 8,451 properties in Monroe County
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.
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Frequently asked questions

How much does a Monroe County holiday package cost?
Our Monroe County holiday packages, which start at just AU$4,252, are an easy way to save big bucks. All you have to do is choose your preferred hotels, flights and rental car to create your perfect trip.
How do I get a cheap travel package to Monroe County?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we've got everything you need. Choose the combination that suits you and see your savings pile up. We know a travel package is never a one-size-fits-all. That's why we offer more than 550 airlines and 1 000 000 properties globally, which lets you customize your Monroe County adventure.
Where should I stay in Monroe County?
You can't go wrong in Key West. Famous attractions, such as Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens, will keep you on the go in this lively city.
What are the top hotels in Monroe County?
When it comes to properties in Key West, Margaritaville Beach House Key West and Southernmost Beach Resort are two popular options. If you're also spending time in Marathon, 24 North Hotel Key West and Faro Blanco Resort & Yacht Club are waiting to welcome you.
How far in advance should I book my Monroe County holiday?
It all depends on the air carrier, but it's usually possible to compare international fares on Expedia up to 12 months in advance. While it's generally a good idea to book ahead of time, lucky customers will occasionally score a cheaper seat just weeks prior to their intended journey.
What does an Expedia Monroe County travel package include?
You can choose from any combination of rental cars, flights and hotels. Once you've made your booking, you can add the fun stuff like tours and activities. Want to pick your fare class? That's easily done too. The choice is yours when it comes to putting together your ideal Monroe County trip.
What should I know before booking a Monroe County travel package?
Our prices are already low. However, you'll pick up an even better deal when you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and lots of choice.
Can I choose my airline with a Monroe County Expedia holiday package?
With a holiday package, you're the boss. Whether you want to fly to Monroe County in coach or first class, simply select from the available airline options. Expedia has access to over 550 airline partners globally.
If I'm not able to travel, can I cancel my Monroe County holiday package?
Whether it's your flight or hotel, yes, you can amend or cancel it. Booked your Monroe County holiday package in the last 24 hours? You may be able to make any changes for free. If it's been longer than that, you may incur a fee from your hotel, airline or car rental company. For further information, look up our Customer Service Portal. We're here to help you every step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.