Monroe County Holidays

Book a Hotel + Flight or Car together to unlock savings

Top destinations in Monroe County

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

Key West

Top hotels in Monroe County

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 13.926.255 ₫ per night from 30 Mar to 31 Mar
13.926.255 ₫
17.584.765 ₫ total
30 Mar - 31 Mar
includes taxes & fees
8.8/10 Excellent! (3,139 reviews)
we stayed in a standard room but it was lovely and close to the pools with a wonderful side patio. pretty property. would definitely stay there again.

Reviewed on 10 Mar 2026

Southernmost Beach Resort and Guesthouses
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 7.292.894 ₫ per night from 15 Mar to 16 Mar
7.292.894 ₫
9.679.606 ₫ total
15 Mar - 16 Mar
includes taxes & fees
8.2/10 Very Good! (1,962 reviews)
Was an act of god to get fresh towels and general housekeeping. When they did get around to housekeeping, it always seemed like an inconvenience. Key card wristbands generally stopped working each time we left the room. Became usual practice to go to front desk to get wristbands reactivated. Waiters/waitresses ...

Reviewed on 11 Mar 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 10.463.376 ₫ per night from 8 Apr to 9 Apr
10.463.376 ₫
12.820.389 ₫ total
8 Apr - 9 Apr
includes taxes & fees
9.4/10 Exceptional! (1,406 reviews)
From the moment I walked in the door to the moment I left it was absolutely perfect. The food was fantastic and the pool bar made excellent drinks.

Reviewed on 11 Mar 2026

Reefhouse Resort & Marina
See all 8,320 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 holiday package cost?
Our Monroe County holiday 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 1null000null000 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 holiday?
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 holiday package?
With a holiday 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 holiday package?
Whether it's your flight or hotel, yes, you can amend or cancel it. Booked your Monroe County holiday 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.