Booking Two Airbnbs at the Same Time: A Guide for the Savvy Traveler

The practice of booking two Airbnbs at the same time has become a growing trend among travelers.

Booking Two Airbnbs at the Same Time: A Guide for the Savvy Traveler

This has proven particularly advantageous for large groups of travelers looking for more flexibility, privacy, and space on their trips.

Families who need separate sleeping arrangements can also benefit from such tricks. They can even enjoy separate living spaces and split costs.

That said, to ensure booking two Airbnb will only enhance your travel experience, it’s essential to comprehend the process.

Familiarize yourself with any common issues that may arise, booking tips, and booking processes to avoid unexpected surprises.

Well, you’re in luck. I’ve created this detailed guide with the sole intention to educate you on everything you’ll need to know.

Let’s jump right in.

What Are the Benefits of Booking Two Airbnbs at the Same Time?

This section of the article will shed light on the obvious benefits of booking two Airbnbs at the same time. Let’s take a look at the first one.

1. More Space for Larger Groups

Booking two distinct Airbnbs at the same time is an amazing option for large groups.

It’ll permit everyone in the group to have their privacy and space.

The availability of large spaces will prove even more beneficial for groups with children who’d like to avoid feeling crowded.

By booking two distinct Airbnb properties, everyone can get their own living space, bathroom, and even their own sleeping rooms.

All this should, in turn, make the trip even more fun for all involved.

2. Affordability Through Split Costs with Family or Friends

The second obvious benefit of booking two Airbnbs at the same time is the affordability.

This is thanks to the opportunity to split the cost equally with family members or friends you’re traveling with.

Splitting costs and each person only paying for their small portion of the cost should make the trip more manageable.

3. Opportunity to Book Separate Airbnb Properties for Added Privacy

For even more privacy, some families prefer to book two Airbnbs at the same time and in different property locations.

For instance, assume a couple is traveling with their adult children.

This couple may prefer to have their Airbnb at one location, but their children at an entirely different location.

That, in turn, gives everyone involved the privacy required to ensure a memorable experience.

This can even prove to be a surefire way to ensure a good time during the trip.

Why? Because both parties are free to let themselves go and have fun without worrying about the other’s judgment.

Booking Two Airbnbs at the Same Time A Guide for the Savvy Traveler

4. The Flexibility of Picking Distinct Locations for Distinct Activities

Finally, booking two Airbnbs at the same time awards travelers the flexibility to pick distinct locations for distinct activities.

Here is an example. Say a traveler (or group of travelers) wants to stay in one Airbnb location for outdoor activities.

Simultaneously, they’d like to visit a different Airbnb location for an entirely different outdoor activity, like sightseeing.

In such scenarios, it allows travelers to make the most of their adventure and experience distinct aspects of the destinations.

And do all that without having to unpack and pack their travel gear multiple times.

Things to Consider When Booking Two Airbnbs at the Same Time

Now onto the last and arguably most important step of the process.

Below, you’ll find five things to consider when booking two Airbnbs at the same time to ensure a great experience.

1. Location of Both Properties

The first obvious factor to consider when booking two Airbnbs at the same time is each property’s location.

Your goal is to ensure that both properties are conveniently located near attractions and activities you’d like to participate in.

Additionally, you’ll want to confirm each property’s ease of access or at least make sure they’re close to one another.

This way, you can rest assured traveling the two won’t be a hassle.

2. Transportation Options

When booking multiple properties, consider how you’ll get from one property to the other.

First, research all transportation options available where the properties are located.

These can be rental cars, ride-hailing services (like taxis), or public transportation.

If any of these transportation options exist, ensure they’re convenient and reliable throughout the day.

Another thing you’ll need to consider is the cost of transportation. Are you traveling on a budget?

If yes, the cost of transportation can add up quickly and end up impacting your overall travel experience.

3. Communicate Your Intentions to the Host (If You’re Booking Both Properties from the Same Host)

If both properties you’re booking are from the same host, be mindful and see things from the host’s perspective.

When an Airbnb host rents their property, they’re inviting strangers into their home.

As such, they’ll naturally want to ensure their belongings and properties are secure and safe.

Now, put yourself in the host’s situation and imagine guests trying to book several of your properties at the same time.

Wouldn’t you be worried about the increased risk of damage, theft, and other security issues as well?

An additional issue arises if you’re booking both properties for an extended stay.

In such cases, the host might be concerned about increased wear and tear on multiple properties at the same time.

The solution to these issues? Communicate with the host before booking their second property. Let them know of your plans and your travel itinerary.

Explain to them why you have to book multiple properties and what your (or your family’s) expectations are.

This will also be your opportunity to ask if the host has any restrictions and address any concerns they may have.

Booking Two Airbnbs at the Same Time: A Guide for the Savvy Traveler

Probable Disadvantages of Booking Two Airbnbs at the Same Time

While multiple Airbnb bookings do have their advantages for large families or groups, there are disadvantages to consider.

By carefully considering these disadvantages, you should be able to make an informed decision.

1. Cost

Before booking two properties at the same time, compare the cost of booking two properties versus one large property.

This will usually apply to people looking to book two properties that can accommodate their entire group.

Contrary to popular belief, booking multiple properties at the same time can be more expensive than booking one.

That’s especially true if the two properties you’re booking are in different locations or neighborhoods.

Also, as hinted earlier, transportation costs between both properties can add up quite quickly if they’re located far apart.

The point? Before committing to two properties, ensure you cannot find a single, more affordable property that can accommodate your needs.

2. Availability Could Change

Did you know that Airbnb hosts can cancel bookings under specific circumstances?

Sure, Airbnb’s cancellation policy doesn’t allow hosts to cancel reservations for arbitrary or discriminatory reasons.

Unfortunately, this doesn’t deter some hosts from canceling bookings for unethical reasons.

Some have even been known to cancel reservations because peak season has arrived and prices have risen.

Now imagine something like this happening (or one of your hosts canceling your reservation for a valid reason.)

Needless to say, it’ll result in last-minute scrambles to find alternative accommodations, which can disrupt and stress your plans.

You’re still hell-bent on booking two properties and you’ll be traveling in peak season?

Then do it in advance and communicate with both hosts to let them know your plans and itinerary.

3. Unfavorable Logistics

Managing logistics when living in two different properties can prove problematic, especially if they’re located in different locations or neighborhoods.

For instance, you might have to coordinate transportation and manage distinct check-in and check-out times.

Even worse, dealing with distinct hosts, regulations, and sets of rules will often prove problematic.

It can add extra layers of complexity to your trip and even result in misunderstandings and miscommunications.

Conclusion

So, there you have it. Our detailed guide on booking two Airbnbs at the same time and everything you need to know.

As you can see, booking two properties can be a cost-effective and convenient way to travel, particularly while traveling with a group.

Follow the tip we’ve highlighted above to ensure a favorable booking and stay experience.

Furthermore, to avoid unpleasant surprises like hidden fees or unfriendly cancellation policies, carefully read each property’s listing carefully.

If anything isn’t clear, reach out to the host before booking the property and request clarification.