Start-to-finish trip planning
Concierge teams coordinate your arrival, departure, and everything in between.
300+ point inspection
Every Luxury Retreats home is personally verified to be in pristine condition.
On-trip care, 24/7
Premium, on-demand assistance for any question, at any time of day.
To get more results, try adjusting your search by changing your dates
37 – 2 of 2 places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.
Planning a Vacation in Italy
Whether you’re looking for romance on Tuscany’s rolling hills, adventure on Sicily’s rugged coastlines or culinary hedonism in the heart of Puglia, Luxury Retreats’ vacation rentals promise an unforgettable experience.
A foodie’s paradise
Culinary tourists will enjoy waking up to the aroma of a coffee and flakey pastries, eating their way through the day by sinking their fork into every decadent dish they can put their hands on, and washing it all down with an aromatic digestivo. Sophisticated palates can embark on a deeper exploration of Italy’s many refined flavors with a truffle hunting adventure in Tuscany, or an in-villa cooking course. The best part of Italy’s culinary scene? When your destination’s delicacies include pizza, pasta and gelato, you don’t have to worry about your fellow travelers’ picky tastes getting in the way of a harmonious trip.
A wine lover’s ideal destination
With 4,000 years of vinicultural history, Italy is the choice destination for the amateur oenologist. From its noble reds like Chianti Classico, Barbaresco, Barolo and Brunello, its refreshing whites such as Pinot Grigio, Soave and Arneis and its celebratory bubbles like Asti and Prossecco, there seems to be no limit to Italy’s wine variety. Travelers intent on knowing Bacchus’ homeland will enjoy our luxury vacation rentals in Tuscany, Lombardy and Umbria, most of which are situated within reach of prestigious vineyards.
A living museum
From the ancient artifacts left behind by the Etruscans, to the awe-striking masterpieces of the world’s greatest artists and architects, Italy’s rich history will delight each and every visitor. Step back in time and learn about the Roman Empire and the Renaissance, two eras during which the country was at the height of its political and cultural influence. Make your way to Rome to visit the Colosseum, or to Trivoli to walk through Hadrien’s villa, and imagine what life was like during the time of the Roman’s riveting military conquests. In Tuscany, fans of the Medici clan will enjoy visiting the Plazzo Pitti, the Boboli gardens, and many other places where the family’s political entanglements and Machiavellian plotting once took place.
Il dolce far niente
An Italian holiday is only complete if you’ve taken the time to slow down and truly enjoy the spoils of this generously beautiful country. However filled with organized tours and adventures your vacation may be, we recommend scheduling some time to stroll down Florence’s elegant streets for some luxury shopping, to walk through one of Italy’s beloved Sunday markets, or to sip an aperitivo while watching stylishly clad locals pass you by. You’ll also discover that with their beautiful views and state-of-the-art amenities, our luxury vacation rentals are truly a lesson in the art of living la dolce vita.
Experiencing our Villas in Italy
Italy villa rentals are not just accommodations - they are doorways to the tastes, sights and culture of this classic European destination. Each of our Italy vacation rentals has been handpicked with care to ensure it meets our high standards for quality and luxury. Ranging from magnificent historic estates to charming farmhouses in the countryside, our villas in Italy include all modern amenities plus deluxe features such as pools and outdoor dining areas with plenty of room for your family and friends.
Wake up to a panoramic view of the Amalfi Coast
Luxury Retreats’ Amalfi Coast villas are the very definition of the perfect Mediterranean experience. Outdoor dining areas shaded by umbrella pine trees and sprawling terraces are the perfect setting for guests to sample local delicacies while admiring a breathtaking view of the Amalfi Coast’s cliffside villages. Step inside one of our vacation homes, and you’ll be charmed by an eclectic mix of authentic décor and modern state-of-the-art amenities.
Discover the beauty of Sicily’s landscapes
Renting a villa in Sicily will be an absolute treat for traveler hoping to experience something unforgettable with their loved ones. Nature-lovers will love waking up to a view of Sicily’s breathtaking views, and hiking the island’s rugged hills before finding peace and quiet In their chosen villa. From rustic country homes surrounded by fragrant gardens, to impressive villas that are a testament to Italy’s love of modern architecture, there is a Sicilian vacation rental for every traveler.
Immerse yourself in Florence’s rich history
Our villas in Tuscany are amongst some of the most romantic estates in the world. Travel back in time by staying at one of our vintage Palazzos, nestled between vineyard and hill, or experience Florence’s postcard-perfect beauty from a city-center loft. Florence, Siena, Pisa and many of the other unique cities in Tuscany are truly living museums, all of which are well worth an organized day trip. After long days roaming the country side in search of fine vintages and ancient ruins, your luxury villa’s cozy lounge areas will be the perfect spot to relax and enjoy the company of your fellow travelers.
Enjoy a personalized luxury villa stay in Italy
Luxury Retreats has villas in Italy to suit every vacation style. If you’re looking for quiet and bliss among the vineyards and olive gardens, a villa in Umbria promises peaceful seclusion, while Lake Como’s esoteric beauty and luxurious lake-front villas are perfect for water sports enthusiasts. Whichever villa your Italian holiday takes you to, our 24/7 concierge service will take care of all the details for you from car rentals to catering, to give you a villa holiday you will truly remember. Are you dreaming of la dolce vitta yet? Book a luxury Italian vacation rental, today!