Monroe County Trip

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Top destinations in Monroe County

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

Key West

Key West
A beachside restaurant with white tables and chairs, palm trees, and a view of the sea.

Key Largo

Key Largo
An aerial view of a coastal town with a marina, beachfront properties, and a clear blue sea.

Key Colony Beach

Key Colony Beach
A pier with a boat rental sign, a colorful building, and a calm sea.

Long Key

Long Key

Top Monroe County Flight + Hotel Deals

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

Barcelona Studios Guesthouse

South Beach
₹106,792
per person
10 Oct - 17 Oct
found 23 hours ago
Return flight included
Munich (MUC) to Miami (MIA)
9.4/10 Exceptional! (258 reviews)
Pelican Hotel

Pelican Hotel

South Beach
₹124,000
per person
10 Oct - 17 Oct
found 23 hours ago
Return flight included
Munich (MUC) to Miami (MIA)
9.2/10 Wonderful! (499 reviews)
Miami Vacation Rentals - Downtown

Miami Vacation Rentals - Downtown

Downtown Miami
₹144,402
per person
10 Oct - 17 Oct
found 23 hours ago
Return flight included
Munich (MUC) to Miami (MIA)
9/10 Wonderful! (81 reviews)
EAST Miami

EAST Miami

Brickell
Save 100% on your flight
₹194,499
per person
10 Oct - 17 Oct
found 23 hours ago
Return flight included
Munich (MUC) to Miami (MIA)
9.2/10 Wonderful! (4,071 reviews)
Miami Vacation Rentals - Brickell

Miami Vacation Rentals - Brickell

Brickell
₹135,962
per person
10 Oct - 17 Oct
found 23 hours ago
Return flight included
Munich (MUC) to Miami (MIA)
8.8/10 Excellent! (567 reviews)

Top hotels in Monroe County

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
₹13,857
₹22,564 total
8 Sept - 9 Sept
includes taxes & fees
8.8/10 Excellent! (3,543 reviews)
"I originally booked a room with 2 beds. They put me in Duvall gardens, which is about 3-4 blocks away, no parking. I went back and asked if I could have a room on the main campus. They said it would be a $50.00 upgrade charge, I said no problem. The room they gave me was a room for midgets. It was ..."

Reviewed on 29 Aug 2026

Southernmost Beach Resort and Guesthouses
Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
₹14,213
₹22,965 total
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (1,408 reviews)
"Absolutely love it here and will definitely return for another stay."

Reviewed on 28 Aug 2026

Cheeca Lodge & Spa
Reefhouse Resort & Marina

Reefhouse Resort & Marina

103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
₹20,890
₹27,317 total
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (1,513 reviews)
"The beach is private which adds a level of safety. The proximity of the pool to the beach front was very convenient. We had a great time at the Reefhouse and I will stay there again if I get back to Key Largo."

Reviewed on 25 Aug 2026

Reefhouse Resort & Marina
See all 8,286 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 ₹106,792, 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 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.

Stay near popular Monroe County attractions

A street with a pharmacy, a theater, and a yellow building.

Duval Street

9.2/10 (20,928 reviews)
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.
See properties
A beach with a pier extending into the ocean during sunset.

Florida Keys Beaches

8.4/10 (858 reviews)
Nothing says holiday like spending a care-free day in Florida Keys Beaches, a popular beach in Long Beach Estates.
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A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.

Mallory Square

9.2/10 (15,939 reviews)
Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.
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A sailboat named 'Soundwave' docked at a calm harbor with clear blue water, surrounded by a sandy beach and lush greenery.

Sombrero Beach

9.0/10 (2,464 reviews)
Play beach games; go swimming, kayaking or snorkeling; and lounge in the sun at one of Marathon’s most visited beaches.
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A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

Southernmost Point

8.8/10 (17,214 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.
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A beach with white sand, palm trees, and a building in the background.

Smathers Beach

8.4/10 (8,320 reviews)
Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.
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A brick corridor with arched ceilings and benches.

Fort Zachary Taylor Historic State Park

9.0/10 (4,544 reviews)
The displays of old weapons and interpretive panels in a fort at the heart of the southernmost state park in the continental U.S. provide information about the Civil War.
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A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Ernest Hemingway Home and Museum

9.2/10 (8,543 reviews)
Meet six-toed cats and watch as the life of one America’s great writers unfolds before your eyes at his former home.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.