Monroe County Holidays from AU$1,929

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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

A beach with palm trees, people sunbathing, and a resort in the background.

Key West

Key West
A beachside restaurant with white tables and chairs, palm trees, and a view of the sea.

Key Largo

Key Largo
A beach with clear water, palm trees, and people relaxing on the sand.

Marathon

Marathon
A beach with palm trees and white lounge chairs under a clear blue sky.

Islamorada

Islamorada

The Latest Monroe County Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Barcelona Studios Guesthouse

Barcelona Studios Guesthouse

South Beach
AU$1,929
per person
29 Oct - 8 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Miami (MIA)
9.4/10 Exceptional! (258 reviews)
Fontainebleau Miami Beach

Fontainebleau Miami Beach

Mid Beach
Save 100% on your flight
AU$3,593
per person
29 Oct - 8 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Miami (MIA)
8.4/10 Very good! (8,874 reviews)
Perfect for girls trips or family trips! Everything was near by that you would need or want during your travels! Love it and will return!

Reviewed on 8 Sept 2026

Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

Mid Beach
Save 100% on your flight
AU$2,946
per person
29 Oct - 8 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Miami (MIA)
8.2/10 Very good! (1,180 reviews)
Excelente servicio y muy limpio,Excelente ubicación

Reviewed on 7 Sept 2026

Park Central South Beach

Park Central South Beach

South Beach
Save 100% on your flight
AU$3,004
per person
29 Oct - 8 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Miami (MIA)
8.6/10 Excellent! (1,869 reviews)
Perfect location, quality, helpful staff and outstanding rooms with great views!

Reviewed on 8 Sept 2026

President Hotel

President Hotel

South Beach
AU$2,549
per person
29 Oct - 8 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Miami (MIA)
8.4/10 Very good! (2,738 reviews)
It was clean and great location

Reviewed on 8 Sept 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

1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
AU$325
29 Sept - 30 Sept
includes taxes & fees
8.6/10 Excellent! (3,590 reviews)
"The room was clean, service was good. But the staff wasn’t very helpful in explaining the water filling stations. Also, there was a really bad smell like gutter water, by one of the water filling station’s next to the swimming pools. They also charged a very high rate for the water bottle that was ..."

Reviewed on 8 Sept 2026

Southernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
AU$273
21 Sept - 22 Sept
includes taxes & fees
8.6/10 Excellent! (2,508 reviews)
"Very happy with this stay. The location is perfect with shopping food coffee The hotel area and the room were so clean the staff were very friendly and gave us everything we needed it was very quiet until the morning Loved hearing the chicken arlam and the shuttle are very services."

Reviewed on 8 Sept 2026

Beachside Resort & Residences
Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
AU$334
9 Sept - 10 Sept
includes taxes & fees
Cheeca Lodge & Spa
See all 8,279 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.

Frequently asked questions

How much does a Monroe County holiday package cost?
Our Monroe County holiday packages, which start at just AU$1,929, 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.

Stay near popular Monroe County attractions

A street with a pharmacy, a theater, and a yellow building.

Duval Street

9.2/10 (20,928 reviews)
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.
See properties
A beach with a pier extending into the ocean during sunset.

Florida Keys Beaches

8.4/10 (858 reviews)
Nothing says holiday like spending a care-free day in Florida Keys Beaches, a popular beach in Long Beach Estates.
See properties
A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.

Mallory Square

9.2/10 (15,939 reviews)
Enjoy the Sunset Celebration, a nightly festival with street performers and market stalls, as you watch the sun sink into the Gulf of Mexico from this town square.
See properties
A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

Southernmost Point

8.8/10 (17,214 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.
See properties
A sailboat named 'Soundwave' docked at a calm harbor with clear blue water, surrounded by a sandy beach and lush greenery.

Sombrero Beach

9.0/10 (2,464 reviews)
Play beach games; go swimming, kayaking or snorkeling; and lounge in the sun at one of Marathon’s most visited beaches.
See properties
A beach with white sand, palm trees, and a building in the background.

Smathers Beach

8.4/10 (8,320 reviews)
Relax or join the party at Key West’s most popular beach, where water sports, volleyball and seafood vendors make it the perfect place to spend the weekend.
See properties
A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Ernest Hemingway Home and Museum

9.2/10 (8,543 reviews)
Meet six-toed cats and watch as the life of one America’s great writers unfolds before your eyes at his former home.
See properties
Fort Jefferson, a brick fort with arched windows and a flagpole.

Dry Tortugas National Park

8.8/10 (2,184 reviews)
Separated from the mainland and encased by golden beaches and colorful coral reefs, this is a national park of fascinating ocean scenery.
See properties

What to do in Monroe County

Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

AU$78
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Key West Premium Sunset Sail with Champagne, Wine & Tapas

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

AU$110
per adult
94% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

AU$76
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
See all activities in Monroe County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.