Vacation rentals in Montelupo Fiorentino

“Le Scalette,” Florentine Hills

The property is a portion of a 16th Century Casa Colonica (a typical Tuscan farmhouse) situated atop a hill surrounded by vineyards, olive groves and sprawling views of the surrounding hills. The village of San Vincenzo a Torri and of Ginestra Fiorentina are respectively 2km away grocery and bakery stores, pharmacy, bank, restaurant, news stands, and petrol stations are within minutes from the house. Only 16km (10miles) to Florence the toll free highway is 3km from the house. Car is a must.

Giglio Blu Charming Loft

The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

My Tuscany House - C1

Experience the charm of Montelupo Fiorentino! Our apartment offers an authentic stay in the heart of Tuscany, just 22 minutes from Florence. With the train station only a 3-minute walk away, you can easily reach Pisa, Siena, and Lucca. Explore the hills of Chianti, visit charming towns like San Gimignano and Volterra, or relax on the beaches of Versilia, all within about an hour. Discover Tuscany in comfort, away from the crowds yet close to everything, in a peaceful and welcoming setting.

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Loft - Le Maioliche

Welcome to Montelupo Fiorentino, a charming medieval village in the heart of Tuscany, famous for its ceramic tradition! The apartment offers an authentic Tuscan atmosphere, perfect for relaxing after a day of exploration. Florence is just 25 minutes by train with over 30 daily connections, Pisa in 45 minutes, and the seaside—from the Pisa/Livorno coast to Versilia beaches—is easily accessible. The train station is just 10-minute walk away. An ideal base to experience Tuscany!

Taylor lab - Apartment in Villa

Entire 120-square-meter apartment in a villa located on the ground floor. Consisting of two double bedrooms, two bathrooms, a large living room with a single sofa bed, a kitchen, and a large outdoor space in the loggia, a BBQ, a private garden, and a shared swimming pool accessible from May 15, 2026 to September 15, 2026. Parking in a private area. The proximity to Florence, 20 minutes by car, makes it the ideal place for excursions in the city and the Tuscan area.

Luxury Medieval Tower • Exclusive Chianti Stay

Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

House of Arts ♠

Modern apartment just renovated located in Montelupo Fiorentino, in the nearby of Florence (easy to reach by car or by train), consisting in a large double bedroom, living room with sofa bed and TV, a modern and fully equipped kitchen with induction cookers, bathroom and a wide terrace, that offers a lovely view on Montelupo's skyline. The apartment is 10 minutes walk from the city center of Montelupo and from the train station.

The View of Sangiorgio

In the heart of the historic center of Florence, stands this magnificent 90 m2 apartment. Thanks to the location and the splendid view overlooking Florence, you will immediately feel part of the city. The apartment is a stone's throw from the Ponte Vecchio and therefore close to every attraction in Florence. N.b. The apartment is located in an elevated position and to reach it there is a climb and two flights of stairs to climb

DA CLOE lovely two-room apartment near Florence

Two-room apartment renovated in 2019, on the first floor of a historic building, with a flight of stairs, without an elevator, located in the center of Montelupo Fiorentino, close to all essential services (train station, bank, post office, supermarket, free parking). The main Tuscan cities of art are easily accessible both by train and car (Florence 20 min. Pisa 40 min. Siena 60 min).

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Elegant apartment - La Torre

Small newly renovated apartment, located in a residential complex where it has a private parking space in the internal courtyard. Inside the apartment, there is a living room-kitchen, a bathroom, and a bedroom. The apartment is located in the quiet hamlet of "La Torre" adjacent to Montelupo Fiorentino, also known as the city of ceramics.