Monroe County Vacation Packages

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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

FlightsFlightsHotelsHotels

Key West

Key West

Top Monroe County Vacation Deals

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

Broadmore Miami Beach

3.5 out of 5
North Beach
Price was CA $2,058, price is now CA $1,121 per person
CA $1,121
per person
Mar 20 - Mar 27
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Miami (MIA)
5.6/10 (389 reviews)
Amazing view and room.

Reviewed on Feb 14, 2026

Creekside Inn

Creekside Inn

2.5 out of 5
Price was CA $3,782, price is now CA $1,739 per person
CA $1,739
per person
Apr 1 - Apr 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8/10 Very Good! (1,004 reviews)
If you're looking for a super nice place to stay this is NOT that. It's an older hotel that serves It's purpose. Our room was very clean, AC was great, the bed & pillows are not comfortable but worked. The staff was extremely friendly. I would stay here again for a quick 2 night trip.

Reviewed on Feb 13, 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 CA $22,451, price is now CA $12,392 per person
CA $12,392
per person
Apr 19 - Apr 24
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
8/10 Very Good! (1 review)
Ilios Rentals

Ilios Rentals

2 out of 5
Brickell
Price was CA $7,047, price is now CA $3,986 per person
CA $3,986
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
No reviews
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Price was CA $5,018, price is now CA $2,862 per person
CA $2,862
per person
Apr 19 - Apr 24
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
9.4/10 Exceptional! (1,365 reviews)
Room very nice but not very well designed. Bed and couch on a riser- not the floor- requiring a step up to get to each. Everytime you got up at night- a light would come on and stay on for 10 minutes. Safety so you don’t fall- but should we really have a bed on a riser? Found the light on disruptive to getting back to sleep. Very dark room- not well lit at all. No makeup mirror Slippery marble floor shower- ask for a rubber mat- which we finally got the day before our stay ended Great access to pool and beach Great service in hotel and beach Great service from the house car Very pleasant staff Mini bar beverages not cold- required ice to chill No ice machine- but they brought the ice to you if you called and requested Nice roof top pool but music was too loud to enjoy. Could not eat at Watr restaurant - roof top-due to the loud music Reserved a shower room to freshen up after check out our last day- but did not get one- had to use the gym for getting cleaned up for our flight- lot of disorganization around this entire situation. No one ever offered and explanation on what happened- did not have time to investigate- trying ti get to airport. Great location and vibe- we enjoyed our stay but would not stay here again.

Reviewed on Feb 11, 2026

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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 CA $788 per night from Mar 10 to Mar 11
CA $788
CA $986 total
Mar 10 - Mar 11
includes taxes & fees
8.6/10 Excellent! (3,065 reviews)
It was a nice place we've stayed at before. Rooms this time were cleaned very late 4 to 5 pm when your trying to get ready for dinner. Ice machine didn't work right outside our door, very loud every 20 minutes trying to drop ice, wake you right out of a sleep. Bar staff amazing and most cleaning ...

Reviewed on Feb 7, 2026

Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $471 per night from Mar 2 to Mar 3
CA $471
CA $567 total
Mar 2 - Mar 3
includes taxes & fees
8/10 Very Good! (2,074 reviews)
The room is clean, staffs are friendly. The breakfast is good, the restaurant provides good food

Reviewed on Feb 12, 2026

Ibis Bay Beach Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
The price is CA $475 per night from Feb 23 to Feb 24
CA $475
CA $589 total
Feb 23 - Feb 24
includes taxes & fees
9.2/10 Wonderful! (1,355 reviews)
Everything was great. We would definitely stay there again.

Reviewed on Feb 12, 2026

Reefhouse Resort & Marina
See all 8,359 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 vacation package cost?
Our Monroe County vacation packages, which start at just CA $1,121, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.