A villa holiday with friends or family is the perfect way to spend some time off. With everyone in one place, you can relax and play by the pool, enjoy fantastic meals, and spend longed-for quality time together. All that and everything is entirely on your terms. Villas are spectacular for group holidays, whether it’s a hen or stag party, a casual holiday or a family trip.

The best part is that Oliver’s Travels have a magnificent collection of luxury villa rentals all over the world and are happy to help you find the perfect fit just for you. If you’re looking at planning a villa holiday for the first time, these are a few steps to follow to ensure a successful trip.

planning a villa holiday

1. Come up with your invite list

This is key when you’re picking out the perfect property for your holiday. You need to know how many people you’re looking for, and how many bedrooms they’ll need in total. Olivertravels.com make it super-easy to refine your villa search by the number of guests – you can search for anything from 2 to 30, or just select 30+.

2. Decide on your destination

Got a destination in mind? You can easily explore all the properties in a location on the homepage.

If you’re not quite decided yet and would like to be inspired, take a look at our top destinations – France, Italy, Spain, Caribbean and Croatia are always popular – or just ask Oliver’s Travels. We’ve got a nifty online form that you can fill in, and we’ll get back to you with a shortlist based on your preferences.

Also, take a look at what Oliver recommends. He knows the score, he’s been around and he wants to show you the best of his wares. Or how about a quirky property? With character villas aplenty you could wow your guests with some really unique accommodation. Lighthouse anyone? Castle? Windmill?

Once you’ve narrowed it down you can filter your searches by length of stay, arrival date and price range to make it easier to find the perfect venue for your party. Check out the reviews for further insight into each property too.

planning a villa holiday

3. Collect a deposit from your group

Once you have your property shortlist it’s time to start getting the money in. By asking for a deposit, you’ll find out who’s serious about coming. If anyone drops out you’ve got enough time to tweak your plans.

It’s a good idea to overestimate by a few pounds so that if anyone does end up pulling out, or an activity ends up being a little more than expected, you’ve got a budget to take the blow. And if everything goes according to plan, you can just spend it on a few extra bottles of wine for the house!

4. Have a more in-depth look

Once deposits are in, it’s the time to cut down that property shortlist based on numbers, budgets and party needs. Oliver’s Travels have a great team of consultants to help you narrow it down to the perfect spot, and to answer any questions during the process. 

5. Plan the food and drink

This is key to any holiday. Our holiday villas offer self-catering facilities, private chef-hire, the option to have your fridge filled before arrival or even a welcome hamper ready for you. All available options are laid out in the villa profile and can be sorted out with our concierge team. 

If you plan to do all the cooking yourself, don’t forget to check out the villa’s kitchen facilities, and what local eateries are around for a well-earned night off.

planning a villa holiday

6. Plan your activities

A villa holiday can be exactly as action-packed or restful as you want it to be. From chauffeurs at the airport to golf trips and yoga sessions on the beach – you can customise your villa holiday however you please when you book with Oliver’s Travels. That’s what our concierge team is here for!

7. Get the money in and book!

This is where all your hard research work to come to fruition – it’s time to book. Just choose your dates and click that Book Now button. You’ll be ready to go in no time!


VickyFlipFlopTravels - Oliver's Travels

About the author: Vicky Philpott is a travel blogger at vickyflipfloptravels.com. She’s always nominated to book the accommodation on group trips and has organised three hen parties following the rules above. It works!


Liked that? Follow, like or share:

Leave a Reply

Your email address will not be published.