Room enough for the cousins, the kids, the in-laws, and a pool big enough for all of them.
Browse Family-Friendly Villas →Ways to Stay
Some trips are about who's coming. Some are about the view. Some are about what's in the wine cellar. Here's how we group our villas — pick the one that matches the trip you have in mind.
Room enough for the cousins, the kids, the in-laws, and a pool big enough for all of them.
Browse Family-Friendly Villas →
The villas we keep coming back to. One pick per region, chosen by us.
Browse Staff Favorites →
Fiftieth, sixtieth, seventieth. The long table, the chef, the people who matter.
Browse Milestone Birthday Villas →
Glass, concrete, infinity pools. Italy without the antiques.
Browse Modern Villas →
The marquee properties. Private wellness floors, butler service, the houses we book for the milestone trip.
Browse Luxury Villas →
Beamed ceilings, terracotta, stone walls four hundred years old.
Browse Traditional Villas →
Where the people you read about go to disappear.
Browse Celebrity Hideaways →
The grounds, the chapel, the long table. Your travel advisor knows the florist.
Browse Wedding Villas →
One bedroom, a stunning view, no one else for miles.
Browse Romantic Hideaways →
Birthday, anniversary, reunion — 12+ beds and a long dinner table.
Browse Large Group Villas →
Wake up to it. Have breakfast over it. Watch the lights come on at dusk.
Browse Sea View Villas →
A working winery on the property. Wine with lunch is from the row out the window.
Browse Vineyard Villas →
Inside the medieval walls. Coffee at the piazza. Bells in the morning.
Browse In a Hill Town →
Coffee at the piazza without the car. The village a stroll, the trattoria a five-minute walk, dinner without a designated driver.
Browse Walk to Village →
The villas you have to ask about. Working farms, secret estates, the quietest corners of Italy.
Browse Under the Radar →
Private, sometimes heated, occasionally infinity-edge into a view.
Browse Villas with Pools →
Chef, housekeeper, sometimes a butler. You holiday, they handle.
Browse Staffed Villas →
Indoor pools, saunas, steam rooms, jacuzzis on terraces. The villas built to slow you down.
Browse Wellness Villas →
Lake-facing rooms, private docks, water from breakfast through aperitivo.
Browse Lake View Villas →
City stays for the trip where the city is the destination.
Browse Apartments & Townhouses →Travel Advisor
Tell us about the trip — who's coming, what you want from the week, what's non-negotiable. We'll narrow it down to three villas that fit, with notes on why each one.
Talk to a Specialist“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