A Curated Collection of the Best Italian Villas
& Extraordinary Experiences

Since 1994 · Hand-Selected · Travel Advisor Service

Destinations

Amalfi Coast
Chianti
Cortona
Florence
Lake Como
Lucca
Puglia
Rome
Sicily
Siena
Tuscany
Umbria
Veneto

Dates

Weekly stays begin on Saturday

Bedrooms

Minimum number

Early Black Friday & Cyber Monday Deals · Book by November 30 Save up to €1,470 a week at Villa Ivana in Tuscany, Book 3 Stay 4 at CasaCau in Rome, or enjoy a complimentary wine tasting at La Poggiolaia See the deals

Your Next Villa Vacation in Italy

From the majestic views of the Amalfi Coast to the rolling hills of Tuscany, discover Italy's most desirable regions for your next vacation.

Groups & celebrationsVillas for the trips that bring everyone together

Long ornamental pool beside the villa, with shaded dining tables, Borgo Bernardini, Lucca

Large Group Villas in Italy

Some trips only work when everyone is under one roof. Our large group villas sleep from 10 to more than 30, with the bedrooms, bathrooms and long dinner tables a big group needs, and our team has walked through every one.

See large group villas

Terrace dining table set under umbrellas, facing the garden pergola, Casa Del Fattore, Lucca

Milestone Birthday Villas

A 50th, 60th or 70th deserves more than a restaurant booking. We find the villa with room for everyone who matters, a table long enough to seat them all, and a chef to cook the celebration dinner.

See milestone birthday villas

Aerial view of Villa Tavernaccia and the Chianti hills

Family Reunion Villas

Three generations, one house. We match the villa to the family: bedrooms that suit the grandparents, space for the children to run, and a village close enough for an evening gelato.

Plan a family reunion

Villa Laura and its gardens in the hills of Cortona

Wedding Villas in Italy

A ceremony in the garden, dinner under the stars and the wedding party staying together on one estate. Every villa in our wedding collection accepts events with the owner's approval, and we work with planners we know on the ground.

See wedding villas

Italy Awaits

Unforgettable Experiences
Memories to Last a Lifetime

Beyond the villa, Italy offers a world of extraordinary encounters. From private truffle hunts in Umbria to sunset dinners on the Amalfi Coast, our travel advisors curate every detail so you can simply arrive and be enchanted.

Explore experiences →

Private chef preparing a Tuscan tasting menu in a fresco-walled villa kitchen

A Tuscan truffle hunter and his dog at work in the woods

A conservator restoring a Renaissance fresco in Tuscany

A couple on a vintage Riva at golden hour, Lake Como

Children making pizza in tricolor chef hats

30+

Years curating Italian villas

100+

Hand-selected villas

Regions across Italy

73%

Repeat & referred clients

What People Are Saying

★★★★★

“A fabulous experience in every way. Thank you for all your help in working with us to choose the perfect villa and for all the recommendations. A trip to remember.”

Doorways Client · Villa Larianella

“Our experience with Doorways was exceptional — La Casetta and The Farmhouse were impeccable, and the owners’ hospitality was off the charts. Two of the most magical properties in all of Umbria. Can’t wait to return!”

Doorways Client · Sogno Casetta & Farmhouse

“My longtime dream of renting a villa with friends in Tuscany became a reality thanks to Susan and Doorways. Villa Laura was the perfect property — and Susan is trustworthy, professional, and passionate about her stunning properties.”

Doorways Client · Villa Laura

“Awesome! Great central location and splendid views. A great, great place. This was my second time with Doorways and it was even better than the first!”

Doorways Client · Poggio delle Rose

“We absolutely loved the villa on Lake Como. The local concierge devised a fabulous itinerary, and each of the services — provisions, chefs, tours on the lake — was exceptional. Our first time renting a villa, and we would highly recommend.”

Doorways Client · Lake Como

“Phenomenal. The villa was a restful, beautiful place to stay, with spectacular views in Tuscany. Fresh herbs outside the door, a wood fire, more amazing views, and a quick dip in the pool. The four of us loved it — go, enjoy!”

Doorways Client · Tuscany

“We couldn't have been better-taken care of! This was a very special experience — one that will be etched in our hearts forever.”

Doorways Client · Villa Plaisir

“Three-sixty views over golden wheat fields and sunflower crops, a beautifully kept pool, an olive grove and fruit trees. And Mariela the housekeeper — what a wonderful person. The grounds, the views and the pool: magnificent.”

Doorways Client · Villa Molinazzo

“I cannot speak highly enough of Doorways! Susan planned our stay and our wedding at Villa Laura in Cortona, and it was beyond our wildest dreams. Sophie the house manager gave us the best week of all our lives.”

Doorways Client · Villa Laura · Wedding

“From arrival to departure, the week was filled with incredible hospitality, warmth and beauty. The description and photos did not do the experience justice. Xenia has created something truly special, and the Chianti hills were idyllic. Belissimo!”

Doorways Client · Il Casolare

“Villa Mida is a delightful surprise — amazing water views, a unique indoor spa, attentive staff. After full days exploring the Amalfi Coast it was wonderful to return to a soothing setting to recharge. We can’t wait to return!”

Doorways Client · Villa Mida

“This villa was amazing — everywhere you looked was a “wow” moment. Pool, hot tub, outdoor kitchen, king-size beds with double shower heads. Bocce, foosball, ping pong. Thanks Susan for recommending this property for the four couples.”

Doorways Client · A Tuscan Villa

“The villa was spectacular. The service from the property manager and maid was first class, and the modern amenities were much appreciated. A five-star luxury experience.”

Doorways Client · Villa Brezzablu

“10/10 would highly recommend. Susan is the utmost professional, full of knowledge, and she really gets to know you. Her trip planning and the details she provides are very valuable. A must if you want a unique and tailored experience!”

Doorways Client · Doorways Client

“We had the absolute best experience working with Susan. We stayed at CasaCau in Roma — wonderful accommodations, delicious breakfast every morning, and the location was absolutely amazing — just down the road from the Fontana di Trevi. A real gem!”

Doorways Client · CasaCau

“La Poggiolaia is a beautiful property with an amazing pool — and the sunsets are stunning.”

Doorways Client · La Poggiolaia

“Comfortable in every way — and the chef was outstanding. Walking, eating, exploring… just entering into the beauty and culture of Italy.”

Doorways Client · Casa del Fattore

A Curated Collection of the Best Italian Villas
& Extraordinary Experiences

Your Next Villa Vacation in Italy

Chianti

Umbria

Lucca

Lake Como

Sicily

Rome

Puglia

Amalfi Coast

Veneto