20 of the Most Beautiful Stays in Italy

20 of the Most Beautiful Stays in Italy

11th January 2023

Sun-baked stone, cool swimming pools, dusty olive trees, copious amounts of ridiculously good local food and wine. Where is more perfect than Italy? Check out these 20 beautiful Italian stays to inspire your next trip. 

Chiesa del Carmine

La Bruna - Umbria

Sleeps 14

Lovingly restored 11th century church and 18th century farmhouse set in rich Umbrian countryside

Casa Bellevue

Positano - Amalfi Coast

Sleeps 7

A gorgeous casa in Positano on the Amalfi coast with inspiring views of the sea and the rugged mountainous coastline

Lamia del Riccio

Ostuni (BR) - Apulia

Sleeps 6+2

Traditional Italian farmhouse in the Ostuni countryside with a pool and an outdoor kitchen, perfect for large families or group trips.

Casa San Gabriel

Pierantonio - Umbria

Sleeps 2-4

Three rustic cool villas with jaw dropping views of Umbria - Perfect to explore Italy’s beautiful cultural soul.

Villa Collombroso

Porano - Umbria

Sleeps 12

Escape to the Italian countryside in this stunning 400-year-old converted farmhouse perfect for large groups.

Poggio al Casone

Crespina - Tuscany

Sleeps 2-6

Stunning boutique apartments in a breathtaking Tuscan vineyard setting with wonderful views.

Casa Badra

Alberobello - Bari

Sleeps 10

Traditional whitewashed accommodation, surrounded by lush olive trees, in the stunning Puglia region of Italy. A peaceful spot for a delightful group getaway.

Villa Capanne

San Giovanni del Pantano - Umbria

Sleeps 12

A secluded 600 year old farmhouse that has been beautifully restored in the heart of the Umbrian countryside.

Palazzina Canal Apartment

Venice - Veneto

Sleeps 10

Grand five-bedroom Venetian apartment overlooking one of the main canals, perfect for families looking for an authentic taste of the city.

Villa Borgo Gerlino

Ambra - Tuscany

Sleeps 18+2

Enjoy the perfect lazy Tuscan holiday at this superb traditional villa with large pool and views for miles.

Villa Lena

Palaia - Pisa

Sleeps 70

Hang out with the artists in residence on this spectacular Tuscan estate.

Trullo Fico

Ostuni - Puglia

Sleeps 9

Gorgeous triple-cone trullo in the heart of Puglia, Southern Italy - designer style, rustic character, true relaxation

Ca’ Garzoni Moro -Salina

Venice - San Marco

Sleeps 6

The 15th and 21st centuries meet in a modern apartment within a historic gothic palace. Explore Venice from a location in the heart of the city.

Ca’ Longo Palace Velluto

Venice - Veneto

Sleeps 4

Beautifully refurbished Venetian apartment with canal views and a private terrace in the lively north of the city.

Masseria Don Salvatore

Ostuni - Brindisi

Sleeps 6 +2

Olive grove views from the private pool at this stunning Southern 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

Villa dell'Angelo

Monsummano Terme - Tuscany

Sleeps 11

Luxurious villa with pool overlooking the breathtaking Tuscan landscape offering a traditional and peaceful break for all the family.

Infinity Pool

Sicily - Sicily

Sleeps 8

This gorgeous villa in Sicily offers spectacular views out over the hills as well as a lot of social areas and a fab swimming pool.

Masseria Moroseta

Ostuni - Puglia

Sleeps 2-14

Escape to the Italian countryside at this Puglian retreat with swimming pool, spa and seductive surroundings... Ocean views included

Mirror Houses

Bolzano - Italy

Sleeps 2+2 per house

Two luxurious holiday homes with Modern, striking designs, swimming pool, and traditional Italian surroundings.

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