We think Italy is one of the most romantic destinations anywhere in the world. After all, Italy has been home to some of the most romantic figures of all time. Some of the most obvious include Romeo and Juliet, Casanova (one of the world’s most famous lovers) and even Saint Valentine himself! Not only that though. Italy is also home to some of the most romantic destinations in the world. The big cities of Verona, Venice, Florence and Rome spring immediately to mind. However, in addition, there are plenty of smaller, lesser known romantic places to visit too. For example, in Pienza you’ll find some of Italy’s most romantic street names. These include the Via dell Amore (Street of Love) and the Via dell Bacio (Street of the kiss).
In short, if you’re looking to spend a holiday in Italy with someone very close to your heart, look no further! Included in our list of villas in Italy for two are some of our smaller, cosiest and most romantic villas. By all means though, if you do fancy something larger, have a look at our larger villas in Italy too. Just because it’s only the two of you doesn’t mean you can’t spread out a bit!
Incidentally, if you’re taking a loved one to Italy to pop the question, then do get in touch. We’d love to help you plan the perfect surprise during your stay in one of our villas in Italy for two.
This luxury Italian Lakes apartment has 1 bedroom and is situated on the second floor of the apartment building. The apartment is well equipped and guests enjoy use of a good sized swimming pool and jacuzzi, surrounded by teak decking and loungers. There is a popular restaurant on site serving excellent modern, Italian cuisine as well as a bar and cafe.
Casa Sibilla is a unique luxury Marche apartment found within an ancient 11th century watchtower. It is set in the heart of the most beautiful and enchanting landscape between Mount Sibillia, the Infernaccio Gorge and village of Montefortino.
This luxury Puglia apartment consists of two suites that can be joined together or left independent of one another. This makes it the perfect solution for two couples travelling together who may want privacy. Or it works equally well for a family when the suites can be opened up to ensure free access between them. Each suite has a private terrace equipped with a small plunge pool.
The Courtyard in Spello is a super stylish 1 bedroom luxury Umbria holiday rental, perfect for a couple or for a small family. The interior is immaculately presented and the wonderful use of colour creates a charming, welcoming atmosphere. This is the perfect base for your Umbria holiday.
This is a very stylish 2 bedroom luxury villa in Spello. It is nestled against the town walls and on the cobbled streets of Spello, a stunning Umbrian hilltop town. It's beautifully furnished and well equipped with private lawned garden. The bedroom enjoys wonderful views over the countryside.
Casa Infernaccio is a unique and extremely romantic one bedroom Marche apartment rental situated within an ancient 11th century watchtower. It can be found in the heart of the most beautiful and incredibly enchanting landscape in the area between Mount Sibillia, the Infernaccio Gorge and village of Montefortino.
This is a luxurious 2 bedroom Montefalco apartment rental in the heart of Umbria. Within walking distance of a host of superb restaurants, charming shops, cafes, it's an ideal location for those looking to really get a feel for the Italian way of life during their stay. It was completely renovated in 2019 to an extremely high standard and boasts all the mod cons holidaymakers could wish for including Meile kitchen appliances and even its own sauna!
This is a charming one bedroom villa in Puglia. Situated close to the charming city of Ostuni, it provides the perfect base for a single traveller or couple to enjoy a holiday in Puglia. Inside, the decor is simple but elegant whilst outside guests enjoy use of a private terrace and jacuzzi.
This Ostuni B&B is the perfect place to stay in Puglia. Each of the eight rooms has been beautifully styled and provides the most relaxing and comfortable place from which to explore this unique city. All rooms have large double beds and are equipped with mini fridge, tea and coffee making facilities, TV, toiletries and hairdryer.
This is a completely charming two bedroom Ostuni vacation rental. The accommodation is set out over two separate buildings - a lamia and trullo - both of which are typical and authentic of the houses found in Puglia. The property can sleep up to four guests in total and outside they have a stunning private pool and terrace to enjoy.
This is a lovely one bedroom Paciano apartment rental within an exclusive development of just three properties. All are within walking distance of the charming walled medieval village of Paciano in Umbria. The apartment has been wonderfully restored and is well equipped. Outside, it enjoys use of a shared infinity swimming pool.
Apartment Rosmarino is a charming 2 bedroom San Gimignano apartment in a stunning location. It is situated just 5 miles from San Gimignano itself. Guests can relax on the beautiful terraced lawns with their panoramic view over the Volterra hills. There are two large swimming pools as well as a children's wooden play area. The apartment can be rented with others in the development to accommodate larger groups of visitors.
Casa Pera (2) is a small Tuscany apartment rental. This one bedroom ground floor apartment is set within a perfectly kept Tuscan estate and situated atop a hill with stunning views over the Chianti countryside. The apartment enjoys a private outside area with table, chairs and parasol offering guests complete privacy. Guests staying here also enjoy use of a shared infinity swimming pool, the perfect place to relax and enjoy the sunshine.
This is a stunning, beautifully furnished and decorated one bedroom apartment in Spello with private terrace and within walking distance of Spello's wonderful shops and restaurants. It enjoys the most beautiful views over the surrounding countryside on one side but head out of the front door in the other direction and you're in the heart of this beautiful hilltop town.
This is a stunning 1 bedroom Lake Maggiore apartment enjoying exceptional 180 degree lake views from an extremely large private terrace. The property interior is contemporary in design and the property is within walking distance of a pizzeria in the charming village of Brezzo di Bedero and just a short drive from the lakeside.
This is a recently renovated 2 bedroom Lake Maggiore holiday rental. This lakeside apartment is situated in an elegant villa, enjoying amazing views over the lake. It boasts a private terrace with BBQ and the interior has been furnished to a high standard. Guests at this Lake Maggiore holiday rental enjoy access to a beach area shared with 2 other apartments.
This is a lovely 2 bedroom Lake Maggiore apartment situated in the hillside village of Campagnano and sleeping up to 6 guests. It has the most incredible lake views which can be enjoyed from both the apartment, terrace and garden.
Appartamento Cestello is a traditional Florence apartment in an incredible location with a beautiful terrace overlooking the River Arno. All the main sights and attractions of Florence are within an easy walk including the Santa Croce church, Palazzo Vecchio, Uffizi Gallery, Il Duomo and the Ponte Vecchio. It's also just a short stroll from the Boboli Gardens and Pitti Palace.
Casa Guardia (2) is a first floor, traditional Tuscan apartment located within a medieval village in Tuscany. Elegantly furnished and with two comfortable bedrooms, it provides the ideal accommodation for two couples, a small group of friends or family with children. Guests enjoy use of an infinity swimming pool shared with the other apartments on the estate. There is also a table tennis table for the more active guests and plenty of communal outdoor seating and dining areas.
Casa Granaio (1) is a bright and airy ground floor, 2 bedroom Tuscan apartment rental set within a Tuscan medieval village. The property is located within the village's old wheat deposit. Furnished in delicate shades and tones, it's the perfect setting for a relaxing Tuscany holiday. An outdoor table and chairs complete with parasol on the private terrace overlooking the pool creates the perfect setting for al fresco dining.
Casa Dario (1) is a beautiful one bed Tuscan holiday apartment rental set within a small and perfectly kept Tuscan medieval village and situated atop a hill with stunning views over the Chianti vineyards. Situated near woodland, the property is immaculately presented and has been completely renovated. Outside, the property enjoys panoramic views over the rolling hills and there is a private garden with table, chairs and parasol offering guests complete privacy.
This is a beautiful two bedroom Tuscany villa set within a small and perfectly kept Tuscan medieval village and situated atop a hill with stunning views over the Chianti vineyards. It has been completely renovated to a high standard. Guests enjoy use of a small private garden but also have use of the communal grounds on the estate and the stunning communal swimming pool.
This is a charming Umbria 1 bedroom villa in a stunning, peaceful location. It is set within the grounds of a 40 acre estate on the Tuscany and Umbrian border. Guests enjoys use of a stunning infinity pool and jacuzzi within beautifully kept grounds. Please note that it can also be rented together with a neighbouring villa - Villa Leccino - to accommodate up to 4 guests.
Apartment Bel Tramonte is a modern, two bedroom Umbria apartment rental. This contemporary apartment is set within a large stone cottage which has been beautifully and tastefully restored and renovated. Guests staying at this Umbria apartment rental have use of a communal swimming pool as well as a communal BBQ area and pizza oven.