Holiday rentals in Montelupo Fiorentino

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Value · Family · Decor

Giglio Blu Charming Loft + WI-FI + Netflix

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...

Family · Location · Walkability

Casa Federico overlooking the Tuscan hills.

Apartment with 3 double bedrooms and 2 bathrooms. Large well-equipped kitchen, living room for relaxation. Bed linens, bath linens, and kitchen linens are provided. Private parking for two cars . Second-floor apartment with 25 steps and another 15 steps to access the upper double bedroom. Panoramic terrace. A quiet place away from traffic but not isolated. Montelupo is 20 minutes from Florence, 1 hour from Versilia, and 45 minutes from Pisa, Lucca, and Siena. 1.6 km to the train station.

Value · Location · Walkability

My Tuscany House - C3

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.

Location · Value · Condition

the terrace at the tower

the apartment is located on the second floor and offers a breathtaking view of both the Arno River and the historic Medici Tower. Ideal for families ,groups of friends or couples, this accommodation is perfect for those looking for large spaces, tranquility and a connection with the history of the city. Surrounded by public parks, it’s the perfect place to relax immersed in nature. Furthermore it is located just 1.5 km from the train station, allowing you to easily explore surroundings.

Location · Value · Condition

Casa Nardi - RED House

100 meters from the village center in the middle of Tuscan countryside Old farmhouses came back to life after an accurate makeover for welcoming and accommodating you in the hart of Tuscany (few km from Florence) and 100 meters from the village center (shops, restaurants, newspapers, bank, ...). In the rooms, furnished in good traditional Italian taste, or sat on a tree shadow in the garden, you can relax in a very familiar and quiet atmosphere .

Location · Family · Access

Taylor lab - Apartment in Villa

Entire 120 sqm apartment on the ground floor of a villa. Composed of two double bedrooms, two bathrooms, a large living room with a single sofa bed, a kitchen, and a large outdoor space on 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.

Location · Family · Checkout

Tuscany Nest - guest house all gates of Florence

Relax in this peaceful and centrally-located place. The apartment is located in the municipality of Montelupo Fiorentino, in a residential area, but close to all amenities: shops, supermarkets, station and near the FI-PI-LI (SGC) to reach Florence, Pisa and Livorno. Nearby is the park of the Villa Medicea dell'Ambrogiana and the river park of the Pesa river that allows hiking and cycling. Free parking is available on the side of the road.

Location · Cleanliness · Layout

Baccio - studio apartment

Renovated studio apartment with private entrance, in the heart of Montelupo Fiorentino's historic center. 🚆 Florence is a 25-minute train ride away (over 30 trains a day), Pisa is 45 minutes away, and Siena is an hour away. Free parking is available nearby, and the train station is a 3-minute walk away. Ideal and convenient location for visiting Florence without parking worries, as well as any other destination in Tuscany.

Value · Location · Long stay

Flat for 4 with garden & pool in agriturismo

We have created an intimate and exclusive environment, which can accommodate a maximum of 10 guests, where you can find a feeling of tranquility and freedom. The 70 square meter Rasty apartment is located on the ground floor, it is spread over two independent bedrooms and can accommodate up to four people, with four-poster beds, garden view, bathroom, living area and kitchen with fully equipped kitchenette.

Value · Family · Cleanliness

DA CLOE – Charming 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).

Value · Family · Condition

House of Arts ♥

A modern 85 sqm apartment, just renovated, with a large double bedroom, another bedroom with two single beds, living room with sofa bed and 55'' TV, a spacious bathroom and a bright kitchen fully equipped. The balcony, directly connected with the kitchen, offers a nice view on the town of Montelupo. Rooms are decorated with particular paintings made by a local artist.

Value · Location · Decor