Monroe County Vacations & Trips

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Top destinations in Monroe County

South Beach featuring tropical scenes, general coastal views and a beach
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Key West

Key West

Monroe County Hotel Deals

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is ₩536,857 per night from Apr 20 to Apr 21
₩536,857
₩701,359 total
Apr 20 - Apr 21
includes taxes & fees
8.8/10 Excellent! (1,791 reviews)
This is worth every penny. They have a shuttle that not only can get you and take you to the airport, but a shuttle to old town in Key West and back. The food was phenomenal, drinks were awesome and the staff were all willing to help. The pool was gorgeous and it is right across the street from Smathers ...

Reviewed on Mar 21, 2026

Margaritaville Beach House Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is ₩391,138 per night from Apr 19 to Apr 20
₩391,138
₩524,620 total
Apr 19 - Apr 20
includes taxes & fees
8.2/10 Very Good! (1,991 reviews)
Great resort. Much bigger than most in Key West. The buildings are older but the remodel is very nice. The staff is extremely helpful with check I and out really smooth. The amenities are excellent with 2 pools and bars that have food available at both. The food was good as well. There is also an ...

Reviewed on Mar 21, 2026

Blue Flamingo Resort Key West
Reefhouse Resort & Marina

Reefhouse Resort & Marina

4.5 out of 5
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
The price is ₩449,636 per night from Apr 19 to Apr 20
₩449,636
₩566,000 total
Apr 19 - Apr 20
includes taxes & fees
9.4/10 Exceptional! (1,386 reviews)
i was very happy with resort over all. it had a lot to do, but a bit pricey. The food was very good, we loved our dinner at Guss Grill. Anything we needed the staff was very nice and accommodating. Would recommend to others!

Reviewed on Mar 20, 2026

Reefhouse Resort & Marina
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 , 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.