ROUND-UPS
20 of the Best CoolStays in Italy
Published 14th January 2019
Italy is fantastic destination for lovers of history, art, food and wine. From the sun drenched beaches of Puglia to the lush hillsides of Tuscany, the dramatic Amalfi coastline, to the beautiful island of Sicily, we have a fantastic collection of accommodation for you to choose from. You can stay in boutique apartments set in a vineyard, airstreams near Rome, palatial villas, and even an entire hamlet.
Trullo Sereno
Ostuni - Brindisi
Sleeps 7
A traditionally styled stone trullo in beautiful gardens with pool and sun terrace – it’s all you could wish for in a luxury Italian villa
Villa Fantese
Ostuni - Puglia
Sleeps 10
A captivating trullo house set deep in the beautiful Istira Valley with pretty pool and lovely gardens
Contrada Fantese 1
Ostuni - Puglia
Sleeps 6
An exquisite trullo in the captivating Puglia region, right in the heart of the Itria Valley.
Sighé
Alessano - Puglia
Sleeps 3
A rural masseria with a modern design concept, complete with a private terrace and heated plunge pool…
Beach Villa
Marina di Pulsano - Taranto
Sleeps 12
An exclusive, sea-front villa on Italy’s sun-kissed Puglia coast…just moments from the sparkling sea and a white sandy cove…
Chiesa del Carmine
La Bruna - Umbria
Sleeps 14
Lovingly restored 11th century church and 18th century farmhouse set in rich Umbrian countryside
Mirror Houses
Bolzano - Italy
Sleeps 2+2 per house
Two luxurious holiday homes with Modern, striking designs, swimming pool, and traditional Italian surroundings.
Airstreams Rome
Via Flaminia - Rome
Sleeps 4
After a day exploring Rome retire back to this peaceful campsite with great pool and stylish, luxurious Airstream trailers
La Dimora del Castelluccio
Castiglione di Sicilia - Sicily
Sleeps 2-4 people
Take in the best of Italy's culture and history while nestled in the foothills of the majestic Mount Etna at La Dimora del Castelluccio
Casa Mariavittori
Massa Lubrense - Sorrento Coast
Sleeps 5
Make this home in the hills with a view your base for trips to Sorrento, Pompeii and across the Amalfi Coast.
La Cuccagna
Gubbio - Perugia
Sleeps 2-15
A charming B&B and self catering cottage nestled on a pretty Umbrian hilltop, offering spectacular views of the countryside and an authentic Italian experience!
Villa Mori
Lucca - Tuscany
Sleeps 28 (12 in the villa + 16 in the Farmhouse)
Close to historic Lucca, beautiful Villa Mori is set amid the Tuscan countryside and includes a spa, wine cellar and pool.
Vedetta Lodges
Scarlino - Tuscany
Sleeps 2
Located in the countryside on the south east coastline of Tuscany, come and stay at Vedetta Lodges and enjoy glamping that truly gives a 5-star experience.
La Collina del Sole
Castelnuovo Di Garfagnana - Tuscany
Sleeps 10
Gorgeous Tuscan Farmhouse with a sparkling infinity pool that offers stunning views of the Carrara Mountains whilst you swim
Podere Palazzo
Trevinano - Lazio
Sleeps 10 adults + 2 children
Savour the delights of authentic, Italian life at this 18th century farmhouse in the Tuscan and Umbrian hillsides….
Poggio al Casone
Crespina - Tuscany
Sleeps 2-6
Stunning boutique apartments in a breathtaking Tuscan vineyard setting with wonderful views.
Castello Di Postignano
Sellano - Perugia
Sleeps 28
A unique and fantastical village in the Umbrian hills, given a new lease of life by visionary Italian architects.
Villa Chic
Cortona - Arezzo
Sleeps 2-8
Two chic, designer villas in Italy’s rich Tuscan landscape, with private pools and stunning country vistas….
Villa Lena
Palaia - Pisa
Sleeps 29
Hang out with the artists in residence on this spectacular Tuscan estate.
Podere Toscana
Volterra - Pisa
Sleeps 2-6 per property
Rustic boutique chic; Four gorgeous properties set in an Etruscan valley of outstanding natural beauty with breathtaking views over an iconic Tuscan landscape