So, you’re planning a trip to Cabo! Those pristine beaches, incredible sunsets, and amazing tacos al pastor are calling your name. But before you get swept away by those gorgeous rental photos and hit that “Book Now” button, let us share some hard-earned wisdom.
Asking the right questions upfront can save you from dealing with surprise fees, awkward situations, or just plain disappointment when you’re supposed to be relaxing with a margarita in hand.
“What exactly is included in the payment?”
This might sound obvious, but you’d be surprised how many times people get hit with unexpected charges. When you see that nightly rate, dig a little deeper. Are cleaning fees included, or will they tack on another $150 at checkout? What about those pesky tourist taxes that some areas require?
And here’s something that may catch you off guard, pool heating can cost extra, even in places where you’d think it’s included. Same goes for things like early check-in or bringing along extra friends. Get everything spelled out in writing before you hand over any money.
“How do payments and deposits work?”
Always understand the payment timeline before you commit. When do they want the final payment? Is there a security deposit hanging over your head, and what hoops do you need to jump through to get it back?
Here’s the golden rule: avoid anyone who insists on cash only. Stick with credit cards or reputable booking platforms like Stay. Your future self will thank you if something goes sideways.
“What’s the cancellation and refund policy?”
We all know how unpredictable travel can be these days. Life happens, flights get cancelled, or sometimes you just realize you can’t swing the time off work. What are your options then?
Find out their cancellation policy before you need it. Some places are super flexible, others… not so much. And if you’re traveling during hurricane season (which, let’s be honest, can affect Cabo), make sure you understand what happens if Mother Nature has other plans.
“Is this place actually legal and legit?”
Mexico has gotten pretty serious about vacation rental regulations, and Cabo has its own specific rules. You want to make sure your host has their paperwork in order like a valid short-term rental license with a registration number.
It’s not just about being legal (though that matters too). Licensed places usually meet certain safety standards and handle taxes properly, which means fewer headaches for you.
“Where exactly is the rental in Cabo San Lucas?”
Those listing photos can be deceiving about location. Ask specific questions: How far is the beach? Can you walk to restaurants and bars, or will you need to budget for transportation?
And think about what kind of vibe you want. Are you looking for a quiet, family-friendly spot, or do you want to be in the middle of the party scene?
“How will check-in and check-out work?”
This seems basic, but we’ve all heard horror stories about people arriving exhausted after a long day of travel, only to discover there’s no one around to let them in. Will someone meet you, or is it one of those keypad situations?
If you’re arriving late or hoping to check in early, find out if that’s even possible. Flight delays happen, and you don’t want to be stuck waiting around with your luggage.
“What amenities are included and what should I bring?”
Don’t assume anything. That beautiful kitchen might not have basic cooking supplies. The “beach access” might not come with chairs or umbrellas. Always ask about the essentials first like reliable AC, WiFi that actually works, hot water, then move on to the nice-to-haves.
And here’s a tip from experience: ask about backup systems. Power outages and water issues can happen, and you want to know your host has thought ahead.
“Who do I contact if something goes wrong?”
This is huge. When the toilet starts overflowing at 10 PM (and yes, this has happened), you want to know there’s someone you can reach who will actually help. Is there a property manager nearby? How quickly do they typically respond to problems?
Some hosts are amazing and available 24/7. Others… well, let’s just say you might be on your own until business hours.
“What are the house rules?”
Every place has them, but they’re not always clearly stated upfront. How many people can you actually have? Are kids welcome, or is this more of an adults-only vibe? Can you invite friends over for dinner, or throw a small celebration?
And if you’re a smoker or traveling with pets, get clarity on their policies before you book.
“Are these photos actually real?”
Sometimes those gorgeous photos are a little too good to be true. Ask if they’re recent and if they show the exact unit you’ll be staying in. If it’s a multi-unit property, make sure you’re not getting the less desirable one in the back.
Don’t be shy about asking for a quick video walkthrough or recent guest photos. Good hosts are usually happy to share them.
“How do I get around the area?”
Transportation can make or break your trip. Does the host offer airport pickup? (And what will that cost you?) How easy is it to get taxis or rideshares from their location? If you’re planning to rent a car, is there safe, free parking?
We’ve all stayed in places where getting anywhere required a $40 taxi ride each way. That adds up fast.
“Do you have local recommendations?”
This is where great hosts really shine. Ask for their personal recommendations like the restaurant locals actually go to, the beach that’s not overrun with tourists, the taco stand that will change your life.
Some hosts can even arrange grocery delivery or connect you with a private chef. These little touches can turn a good trip into an unforgettable one.
Why are we telling you all this?
When you ask these questions upfront, you’re setting yourself up for success. No nasty surprises, no awkward conversations, just the relaxing vacation you deserve.
Plus, hosts who are willing to answer all these questions openly are usually the ones you want to work with anyway. The sketchy ones will get evasive or annoyed, and that tells you everything you need to know.
If this all sounds like a lot of work (because honestly, it can be), that’s where we come in. Our Cabo San Lucas rentals have all the details you need right in the listing, and if you need any more information, now you know the right questions to ask!
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