2020 Villa Holidays

Imagine waking up on your very own island or having breakfast in the courtyard of a fairy tale chateau.

We’re not joking, you can do that on an Oliver’s Travels 2020 villa holiday!

Seriously. If you’re looking for a place with the ‘wow’ factor – somewhere unique, stylish and bursting with more character than a ’59 Lafite Rothschild, then you’re in the right place.

Our destination experts are absolute pro’s when it comes to picking the best villas, chateaux and castles across Europe and the whole world. If you don’t believe us, have a look at our collection…
And if you need a hand, our concierge team is here to help.

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2020 Villas: Our Top Picks

2020 Villa Holiday’s with Oliver’s Travels

From coastal getaways to rural retreats, rest assured that the travel hotspots on our list have got you covered – whatever it is you’re looking for. Multi-generational family holidays, escapes for couples and even wedding parties, there’s something for everyone. Throw in the fact that our luxury villas are all handpicked by our experts, and you’re looking at an amazing 2020 villa holiday.

Treat yourself with a Luxury Villa Holiday

The villa holiday of 2020 is for you and your loved ones, and you deserve a touch of luxury (which doesn’t have to come with a celebrity-level price point, might we add.) Our stylish luxury villas have been handpicked so they all deliver the wow factor, and because they’re mostly for large groups you can split the price… making luxury affordable .You’ll also find we have special offers throughout the year, including summer time.

We’ve got a helpful concierge team on-hand to sort out any added extras you might like, such as a chef to cook your meals (the majority of our villas are self-catering properties.). Holidays are all about relaxing anyway, right?

Not sure what villa to choose? Get some inspiration in our blog.

Family Villa Holidays


We’ve got a huge selection of stylish family-friendly villas with pools in our portfolio which can sleep large groups; big bedrooms, entertaining spaces and gardens allow you to spend quality time with your loved ones.

  • Good for kids: From games rooms to onsite activities, our luxury villas have plenty to keep the kids happy.
  • Good for teens: Villas with pools, cinema rooms, Wi-Fi and easy access to watersports, our villas can satisfy even the most demanding teenager.

Where is hot during the year?

Not everyone wants to go away in the summer months – sometimes the best time to get away is when the weather at home is starting to look miserable. So, we’ve put together a list of the best places to go for your sunshine fix at any time of year.

January, February, March


This is the perfect time to visit this jungle-clad island in Thailand - the weather is dry and warm, reaching highs of 32° and you’re outside of monsoon season meaning you can fully enjoy the stunning beaches, sunsets and water-sports on offer.


Barbados is warm all year, however the first three months of the year are some of the best times to visit. With hot days and warm evenings, it’s a great place to escape for some winter sun and a culture-soaked Caribbean holiday.

Koh Samui

With the rainy season finishing in December, January – March is the ideal time to visit Thailand’s eastern island, Koh Samui. Dry and hot, reaching 29° you can experience the vibrant culture, powder-soft beaches and crystal-clear water without being caught in a monsoon.

April, May, June


Varying between 25° and 33° at this time of year, this Arabian jewel is a top destination for people looking to experience somewhere a little bit different. Bustling souks, intricately decorated architecture and the magical Sahara Desert… it’s a place like no other.


Dry and warm, this is the best time to visit upmarket Seminyak. From beach clubs to waterfront dining and boutique shops to ancient temples, this Balinese paradise is a beauty, and reaches highs of 31° in these three months.


This is a great time to visit Turkey – the temperatures are warm, and the tourists haven’t started pouring in yet. Golden beaches, ancient archeological sites, seaside towns and one of the Seven Wonders of the Ancient World; Bodrum has got it going on!

July, August, September


Peak season for this slice of Spanish paradise, Mallorca hits between 27°-30° in these months. With stunning diverse landscapes - from vineyards in the countryside to cliff-fringed swimming coves, it’ll always be a go-to for a summer getaway.


A great destination for the whole family, Sicily boasts hot Mediterranean sunshine (between 26°-30°) at this time of year. Although visiting outside of these months is still very warm. With great outdoor activities, history, art and cuisine – everyone will love it!


Great weather and little rain, Nice is an alluring destination for those looking for a beautiful summer holiday. With a stunning seaside location, a fusion of Italian and French culture, and a captivating art scene, you’ll leave a part of your heart in Nice that’s for sure.

October, November, December


This time of year is when Cyprus starts to cool off, but it still reaches an average of 22° in November, so it’s great for those who are looking for somewhere pleasant to retreat in Autumn. Rich in historical sites, golden beaches and great food, Cyprus is an intriguing myth-soaked country.


A popular haunt for families in the half-term break, Tenerife (and all the Canary Islands) offer warm temperatures without having to travel too far. Averaging 26° in October and lowering to 21° in December, this volcanic, beachy escape is an idyllic Autumn destination.


This is Bangkok’s most ideal season (well, November all the way through to February, actually). Hot and dry (a little rainier in October) Bangkok averages 32° at this time of year. Great weather for floating markets, temple exploring and nightlife.

From the blog...