Monroe County Vacations & Trips 2026 from CA $1,105

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

Top Monroe County Vacation Deals

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

Nobu Hotel Miami Beach

Mid Beach

CA $1,105

per person

Sep 13 - Sep 19

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

8.6/10 Excellent! (1,418 reviews)

I was really shocked when I came to this hotel. I was expecting 5-star luxury for my weekend in Miami, but it was not that. The building is very old and needs renovating. Walls peeling, furniture chipped just very run down. The front desk was old looking, not to mention we had to wait a few minutes for someone to show up to check us in. The pool area was nice and the beds in the rooms were very comfortable. However the pool staff were not really attentive at all. We had to walk around and find them to place orders. Pretty disappointed in the hotel and will not be staying again or recommending if someone is looking for a 5-star luxury hotel in Miami.

Reviewed on Jun 27, 2026

Casablanca Miami Beach

North Beach

CA $3,345

per person

Aug 12 - Aug 21

found 20 hours ago

Roundtrip flight included

Montreal (YUL) to Miami (MIA)

5.8/10 (324 reviews)

Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.

Reviewed on Feb 22, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $14,956

per person

Sep 6 - Sep 12

found 13 hours ago

Roundtrip flight included

Montreal (YMQ) to Miami (MIA)

8/10 Very good! (1 review)

Beach Plaza

South Beach

CA $1,556

per person

Aug 3 - Aug 10

found 10 hours ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

8.6/10 Excellent! (170 reviews)

Well located hotel within walking distance to Ocean Drive. The room was comfortable and quiet. It’s a pity that the restaurant and bar is not operating currently, would be lovely to enjoy drinks there. Otherwise was the perfect stay for us as we explored South Beach!

Reviewed on Jun 25, 2026

Loews Miami Beach Hotel – South Beach

South Beach

CA $1,267

per person

Sep 1 - Sep 6

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Miami (MIA)

9.2/10 Wonderful! (703 reviews)

The property was beautiful and the room upgrade was perfect. The pool area is very nice and has plenty of seating. The only improvement would be to have access to a microwave to heat up leftovers. When we asked we were told a microwave would be an additional $25 fee. I’ve never been charged for a microwave, other hotels bring it to your room upon request.

Reviewed on Jun 29, 2026

Monroe County Hotel Deals

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

CA $195

per night

Jul 6 - Jul 7

8.6/10 Excellent! (2,310 reviews)

"The elevator was broken my whole stay and the beach it’s dirty and very small. The pool was good and the food at the pool area was excellent."

Reviewed on Jun 26, 2026

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

CA $178

per night

Jul 1 - Jul 2

8.4/10 Very good! (2,464 reviews)

"Everything was great! Fun clean property!! Delicious big portioned food! Didn’t love the $50 per day to use the amenities…"

Reviewed on Jun 28, 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundableReserve now, pay when you stay

CA $272

per night

Jul 6 - Jul 7

8.8/10 Excellent! (3,409 reviews)

"Love the daily activity texts. Ordered the filet at Beachside cafe on the property because I received a $30 food voucher. Cooked to perfection and delicious. Location was great! Ana’s cafe was few steps from the resort and had great brunch! Will be staying if I ever come back to Key West."

Reviewed on Jun 29, 2026

See all 8,342 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 $1,105, 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.