Monroe County Vacation Packages 2025/2026 from $291

Monroe County flight + hotel vacation packages

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

Cavalier Hotel South Beach

South Beach

Save 100% on your flight

$291

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a terrace, and express check-out are also offered.

Pelican Grand Beach Resort - A Noble House Resort

East Fort Lauderdale

Save 100% on your flight

$500

per person

Nov 22 - Nov 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

This luxury hotel features a private beach, a full-service spa, and 2 restaurants. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.

The Savoy Hotel & Beach Club

South Beach

Save 100% on your flight

$502

per person

Nov 13 - Nov 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

This boutique hotel features 2 outdoor pools, a restaurant, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. A poolside bar, a 24-hour front desk, and a terrace are also provided.

RS Boutique Suites - Miami

Downtown Miami

Save 100% on your flight

$560

per person

Nov 14 - Nov 21

found 8 hours ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

This condo features an outdoor pool and a gym. Enjoy the hot tub and perks like free WiFi. You'll appreciate the sauna, poolside bar, and laundry facilities.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$8,683

per person

Nov 13 - Nov 17

found 21 hours ago

Roundtrip flight included

Atlanta (ATL) to Miami (MIA)

This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.

Top Monroe County hotels deals

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$235 nightly

$264 total

Oct 20 - Oct 21

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.

Pool

Pet friendly

Southernmost Beach Resort and Guesthouses

1319 Duval Street, Key West, FL

Free Cancellation

$229 nightly

$258 total

Oct 29 - Oct 30

Total with taxes and fees

This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.

Pool

Spa

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$163 nightly

$183 total

Oct 12 - Oct 13

Total with taxes and fees

A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. The restaurant provides options for dining, while the bar/lounge and poolside bar are great spots to unwind.

Pool

Pet friendly

Parrot Key Hotel & Villas

2801 N Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$171 nightly

$193 total

Oct 13 - Oct 14

Total with taxes and fees

This eco-certified hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Unwind with a drink at the bar/lounge and enjoy perks like a free beach shuttle.

Pool

Free WiFi

DoubleTree Resort by Hilton Grand Key - Key West

3990 S Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$153 nightly

$172 total

Oct 12 - Oct 13

Total with taxes and fees

This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like a free beach shuttle.

Pool

Free airport shuttle

Hyatt Centric Key West Resort and Spa

601 Front St, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$235 nightly

$264 total

Oct 6 - Oct 7

Total with taxes and fees

This eco-certified resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.

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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.

Photos of local treasures

Browse Monroe County vacation photos for more inspiration

Key Largo showing mangroves and a river or creek

Key West featuring a marina, a coastal town and general coastal views

Marathon showing boating, a house and general coastal views

Big Pine Key featuring a river or creek, a bay or harbor and general coastal views

Frequently asked questions

How much are vacation packages to Monroe County?

Your vacation dreams can come true in Monroe County from an impressive $291. Packages include flights and hotels, so organizing everything should be nice and easy. The only thing you'll have to focus on is having an incredible time.

Where can I get the best vacation package deals for Monroe County?

There's no need to look any further than Travelocity. With as many as 400 partner airlines and 1,000,000 properties across the globe, it's easy to put together a Monroe County package deal that ticks all your boxes.

Why should I purchase my Monroe County vacation bundle with Travelocity?

Fantastic savings, an abundance of enticing destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always score the best possible deal with Travelocity.

Can I save on my Monroe County car rental if I combine it with a hotel or flight?

Combining your bookings into a Monroe County vacation package will save you a handsome sum. Book a flight and car; a car, flight and hotel; or a car and hotel. There's no better way to explore the greater Monroe County area than with your own set of wheels. You can also add tours and experiences to your Travelocity package.

What is there to do in Monroe County?

A diverse and exciting destination, Monroe County is home to some wonderful tourist attractions. Sombrero Beach and Jimmy Johnson's Big Chill are among the most renowned here.

Where to stay in Monroe County: Best areas for travelers

Key West: There's nothing better than staying in the middle of all the action, especially when you have fabulous attractions like Ernest Hemingway Home and Museum within a short distance. After a long day of sightseeing, flop into bed at the Pegasus International Hotel, the Poolside Townhouse With 1 Bedroom, 1 Bath With Kitchen and Pullout Sofa or the Crowne Plaza Key West-La Concha.
Key Largo: If you're planning a visit to this great destination, you'll find there's so much to discover here. Wander around exciting sights like John Pennekamp Coral Reef State Park, Jimmy Johnson's Big Chill and Dolphins Plus Bayside. When you're ready to call it a day, rest your head at the Bayside Inn Key Largo, the Florida Keys Getaway! Cozy Unit for 4, Pool or the Couple\'s Getaway! King Unit, Pool, Free Parking. Spend a few nights here so you have enough time to also see Key Largo Hammocks State Botanical Site, Dolphin Cove and Key Largo Undersea Park.
Marathon: There's nothing quite like exploring someplace completely new, especially when you've got renowned attractions such as Sombrero Beach to look forward to. You can make your vacation even better by locking in one of the top-rated hotels nearby, such as the Sea Dell Motel, the Blackfin Resort and Marina or the Skipjack #203 ~ 1 bed 1 Bath Updated Condo.
Islamorada: With plenty of exciting things to see and do here, you'll have earned a solid night's sleep by the time the sun goes down. The This is Paradise! Beautiful 2 Acre Oceanfront Beach, A Must See. 3/2 Sleeps 6, the Chesapeake Beach Resort or the Ocean House are some of the best places to kick back after exploring Theater of the Sea and Founders Park. Don't forget to make your way to Anne's Beach, Florida Keys Flats Fishing, Bud n' Mary's Dive Center and Florida Keys Dive Center too.
Tavernier: For a hotel that feels like a home away from home, look up the Coconut Palm Inn. The Creekside Inn Islamorada and the Vrbo Property are other options that make superb bases for exploring. Kick off the sightseeing here at Florida Keys Flats Fishing and Laura Quinn Wild Bird Sanctuary. Florida Keys Dive Center is also worth penciling into your itinerary.