Monroe County Holidays from NZ$3,337
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Top destinations in Monroe County
The Latest Monroe County Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Victor
South Beach
NZ$3,688
per person
17 Nov - 23 Nov
found 1 day ago
Return direct flight included
Auckland (AKL) to Miami (MIA)
8.8/10 Excellent! (1,000 reviews)
Pleasant staff and the room had a nice view. The room was nicely decorated but we had a clogged sink, broken shower and the room was a bit dirty upon checkin. The staff was attentive to fix what was needed though.
Reviewed on 29 Aug 2026
Our pick of the best Monroe County Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
NZ$397
8 Sept - 9 Sept
includes taxes & fees
8.8/10 Excellent! (3,544 reviews)
"Clean, great staff. Very nice and highly recommend"
Reviewed on 29 Aug 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
NZ$407
7 Sept - 8 Sept
includes taxes & fees
Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
NZ$481
8 Sept - 9 Sept
includes taxes & fees
9.2/10 Wonderful! (1,514 reviews)
"Overall everything great, expecially"
Reviewed on 29 Aug 2026
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 NZ$3,337, 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
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.
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.
Mallory Square
9.2/10 (15,939 reviews)
Enjoy the lively crowds, energetic performers and stunning sunset that make this city square the most popular meeting place in the evenings.
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.
Southernmost Point
8.8/10 (17,214 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.
Smathers Beach
8.4/10 (8,320 reviews)
Palm trees line the pristine white sands of this popular Key West beach where locals and visitors come to swim, sunbathe and play water sports.
Fort Zachary Taylor Historic State Park
9.0/10 (4,544 reviews)
The displays of old weapons and interpretive panels in a fort at the heart of the southernmost state park in the continental U.S. provide information about the Civil War.
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.
What to do in Monroe County
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
NZ$71
per adult
94% of travellers recommend
Flamingo Marina: Backcountry Boat Tour of the Everglades
NZ$80
per adult
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
NZ$93
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
