Travel Notes blog
Luxury family holidays: private villas ideal for a family reunion abroad
by Laura Bardell-Smith
6 min read

Luxury family holidays: private villas ideal for a family reunion abroad

Luxury family holidays: private villas ideal for a family reunion abroad
Hugs and holidays are back! Enjoy long overdue quality time on a daydream-worthy family villa holiday. We’re on hand to help you plan the perfect family reunion, and have selected our top five villas for large families.
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Over the past few months, we've seen the world start to slowly reopen. From something as simple as giving your loved ones a hug to finally ‘getting away from it all’ on family holidays, at long last quality time is getting back to normal.


Luxury family holidays abroad: Reunite with help from The Thinking Traveller

We are happy to announce that our collection of luxury family villas are all in approved destinations.

Each country has its own rules for visitors, but we’re here to make the process stress free. You can read more about the different regulations here or speak with our team for of-the-moment travel information.

So where will you host your family reunion? We have handpicked the very best breathtaking Mediterranean villas for families looking to spend quality time together. Our curated collections include holiday ideas for groups with independent teenagers and getaways for families with children under six, as well as villas perfect for two families to share. You’ll find even more inspiration for large families and multigenerational groups (with spaces for 10 to 24 guests) below.

Browse our family villas


The best villas for large families and multigenerational holidays

From seafront villas overlooking the spectacular coastline of Puglia to holiday homes in the heart of vibrant Sicily, allow us to introduce you to some of our favourite villas for large families. For a taste of tranquil island life, why not explore Skopelos as your multigenerational holiday destination? Or you can discover spectacular villas for large families on magical Mallorca. Wherever your dream destination, here are some of our very favourite family villa holidays.


1. Trulli Andrea, Puglia

Prepare to have your breath taken away by this expansive hilltop family villa in Puglia, comprising two enchanting traditional trulli (round stone houses with conical roofs). Set amidst acres of lawns overlooking the property’s 2.5 hectare olive estate, Trulli Andrea can accommodate up to 12 guests across its six bedrooms and bathrooms.

Trulli Andrea is spread out over two perfectly restored sets of trulli, and is perfect for multigenerational family holidays. Guests can easily spend time together sharing delicious Puglian dishes at a 12-person dining table, or retreat to their quarters for some relaxation and respite by themselves. Both trulli have their own swimming pools, which means the kids can splash to their hearts’ content while the grown-ups relax (one of the pools has a built-in jacuzzi corner). For long evenings of conversation, play and relaxation, the trulli include state-of-the-art alfresco areas featuring barbequing facilities and even a wood-fired pizza oven.

Book Trulli Andrea

View our entire selection of villas in Puglia.


2. Casa Luza, Sicily

Gorgeous, sprawling Casa Luza is home to six bedrooms and seven bathrooms, and can accommodate up to 12 guests. Contemporary features seamlessly blend with traditional architecture in this beautiful property, effortlessly combining indulgent modernity with Sicilian romance.

The villa’s 17-metre swimming pool lies at the heart of its green lawns, boasting views across the Sicilian countryside and out to the sparkling Mediterranean Sea. Featuring an outdoor kitchen, barbeque and wine fridge, Casa Luza’s immaculately designed alfresco cooking and dining area is perfect for families who love to spend time together outside enjoying world-renowned Sicilian food. The property also contains a gym, treadmill, log burner, televisions, DVD players and Bluetooth speakers, ideal for keeping the whole family happy.

Book Casa Luza

View our entire selection of villas in Sicily.


3. Selene, Kea

Designed to fit effortlessly into its natural surroundings, Selene is a subtle yet luxurious villa suited to large family get-togethers. The expansive villa is able to accommodate up to 14 guests, and benefits from a private tennis/basketball court, a jacuzzi, a sauna and two pools that look out onto the beautiful sea below.

Several sandy beaches are within easy reach of the villa, but visitors can also choose to explore the island's rock formations, ancient mule tracks, monasteries and fascinating archaeological sites - there's plenty to choose from for different groups wanting to explore. Kea is also the closest Cycladic island to Athens, making it more accessible for families from the mainland.

Book Selene

View our entire selection of villas in Greece


4. Adina, Skopelos

Luxurious island life awaits your family on Skopelos. Overlooking the cobalt blue waters of the Agean on Skopelos’ west coast, this sleek, modern villa was designed for indulgence and relaxation. Adina features access to the beach below down just 80 easy steps, as well as a 20-metre infinity pool that seems to stretch out into the ocean itself.

Around the glittering pool, a wraparound seafront terrace leads to an alfresco dining area and outdoor kitchen. Adina comprises six bedrooms and six bathrooms, and can accommodate up to 12 guests. We are happy to arrange private boat transfers directly to Adina, or coordinate a voyage by kayak to explore Skopelos’ coastline.

Book Adina

View our entire selection of villas on Skopelos.


5. Don Arcangelo all’Olmo, Sicily

The astonishing Don Arcangelo all’Olmo can host up to 24 guests across its 12 luxurious bedrooms, all with fabulous en-suite bathrooms. This extraordinary property comprises not one but two villas: the handsomely designed Il Casale and the luxurious guesthouse Casa all’Olmo.

"The best villa in Sicily... It is exquisitely peaceful... It's like having your own five-star hotel.”

- Condé Nast Traveller

Across Don Arcangelo all’Olmo’s sprawling terracotta terraces lie lawns, olive trees and a fragrant garden where guests can relax in a panoramic jacuzzi or heated pool. Beyond the garden, the sparkling sea and majestic Mount Etna can be seen in the distance.

Speak to our team to arrange your perfect stay at Don Arcangelo all’Olmo. The property is fully serviced with an in-villa chef and a team of maids to ensure a truly relaxing stay. Other services, including massages, personal trainers, manicures, babysitters, wine tasting and cooking classes with exceptional Sicilan chefs are all readily available. Nothing is too much trouble, and we are on hand to make your luxury family holiday as enjoyable as possible.

Book Don Arcangelo all'Olmo

View our entire selection of villas in Sicily.

Unwind with your loved ones

Are you ready to book your next luxury family holiday abroad? With our Local Specialists on the ground in all of our destinations, we can ensure your family has all they need for a safe and relaxing escape. We will take care of every detail, from helping you to navigate local COVID-19 regulations to arranging exclusive in-villa experiences (why not indulge in a visit from an expert Puglian pizza chef or book a massage therapist to help the adults truly unwind?). Browse more daydream-inducing luxury family villas from our carefully curated collection or speak to one of our team members to start planning your escape.