Monroe County Vacations & Trips 2026 from CA $1,551

Name: Havana Cabana at Key West
Price range: CA $173

Your Monroe County Vacation

Choose a vacation package to Monroe County and make travel planning easy. With the logistics organized 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 vacation into reality.

Top vacation destinations in Monroe County

A sign for the Key West Museum of Art & History at the Custom House.

Top Monroe County Vacation Deals

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

Perroquet Hotel Fort Lauderdale Beach

East Fort Lauderdale

CA $1,551

per person

Jan 22 - Jan 31

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

8.8/10 Excellent! (1,004 reviews)

Avi Lux Stay

East Fort Lauderdale

CA $1,961

per person

Jan 22 - Jan 31

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

7.6/10 Good! (10 reviews)

If you are looking for a quiet place to stay this suite is NOT recommended. You can hear motorcycles and racing cars at all hours of the night. Valet is $60 per night mandatory payment required upon check in for the entire length of your stay tips not included. This is not stated in the description prior to booking. BEWARE.

Reviewed on Aug 28, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $15,825

per person

Jan 15 - Jan 19

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) 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 Jun 22, 2016

The Marlin Hotel

South Beach

Save 100% on your flight

CA $2,655

per person

Dec 29 - Jan 8

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

9.2/10 Wonderful! (1,005 reviews)

Room was impeccable. Plenty of space and all the amenities you could need. Close to the beach. Staff was very friendly and helpful.Lots of nearby restaurants and shops. Definitely would recommend

Reviewed on Nov 15, 2026

CH Luxury Condos & Studios On The Beach

Hollywood Beach

CA $2,057

per person

Feb 6 - Feb 13

found 2 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

8.6/10 Excellent! (153 reviews)

Spacious unit

Reviewed on Nov 15, 2026

Monroe County Hotel Deals

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

Fully refundableReserve now, pay when you stay

CA $259

CA $395 total

Nov 16 - Nov 17

includes taxes & fees

Margaritaville Beach House Key West

2001 South Roosevelt Blvd Key West FL

CA $327

CA $458 total

Nov 18 - Nov 19

includes taxes & fees

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

CA $173

CA $285 total

Nov 30 - Dec 1

includes taxes & fees

See all 8,262 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 vacation package cost?

Our Monroe County vacation packages, which start at just CA $1,551, 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 vacation?

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 vacation package?

With a vacation 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 vacation package?

Whether it's your flight or hotel, yes, you can amend or cancel it. Booked your Monroe County vacation 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