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.
Creekside Inn

Creekside Inn

2.5 out of 5
Price was CA $2,320, price is now CA $1,077 per person
CA $1,077
per person
Apr 21 - Apr 26
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8/10 Very Good! (1,004 reviews)
Room was clean, spacious with a wonderful canal view.

Reviewed on Jan 27, 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 $41,359, price is now CA $19,315 per person
CA $19,315
per person
Mar 27 - Apr 3
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
8/10 Very Good! (1 review)
President Hotel Villa

President Hotel Villa

3.5 out of 5
South Beach
Price was CA $2,201, price is now CA $1,227 per person
CA $1,227
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.2/10 Very Good! (997 reviews)
Room was clean. Staff was helpful. Location was perfect.

Reviewed on Feb 5, 2026

Pelican Hotel

Pelican Hotel

4 out of 5
South Beach
Price was CA $3,347, price is now CA $1,905 per person
CA $1,905
per person
Mar 15 - Mar 22
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
9.2/10 Wonderful! (394 reviews)
A reasonably priced art deco hotel in a popular tourist area. Hotel and rooms are stylishly designed. Restaurant food was ok. Maria was a fabulous server. On the downside, there is no pool or fitness center.

Reviewed on Jan 12, 2026

Amrit Ocean Resort and Residences - Singer Island

Amrit Ocean Resort and Residences - Singer Island

5 out of 5
Price was CA $3,928, price is now CA $2,238 per person
CA $2,238
per person
May 2 - May 9
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Lauderdale (FLL)
8.8/10 Excellent! (188 reviews)
Increíble,estuvimos un día por nuestra luna de miel,y maravilloso,escogimos el Grand King size ocean view and was amazing,we will return,personal muy amable tanto en la recepción en la cualq

Reviewed on Feb 3, 2026

Monroe County Hotel Deals

Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
Fully refundableReserve now, pay when you stay
The price is CA $479 per night from Feb 11 to Feb 12
CA $479
CA $634 total
Feb 11 - Feb 12
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Great atmosphe

Reviewed on Jan 27, 2026

Hawks Cay Resort
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is CA $661 per night from Feb 10 to Feb 11
CA $661
CA $844 total
Feb 10 - Feb 11
includes taxes & fees
8.6/10 Excellent! (3,062 reviews)
The location was great. The room could have been cleaner. There were fruit flies in the bathroom.

Reviewed on Feb 6, 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 $348 per night from Feb 10 to Feb 11
CA $348
CA $428 total
Feb 10 - Feb 11
includes taxes & fees
8/10 Very Good! (2,077 reviews)
Nice hotel

Reviewed on Feb 8, 2026

Ibis Bay Beach Resort
See all 8,332 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Monroe County vacation package cost?
Our Monroe County vacation packages, which start at just CA $1,077, 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.