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Holiday houses in Montelupo Fiorentino

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Montelupo Fiorentino

  • Total holiday rentals

    Explore 60 holiday rentals in Montelupo Fiorentino

  • Nightly prices starting at

    Montelupo Fiorentino holiday rentals start at $58 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,360 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Montelupo Fiorentino holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Montelupo Fiorentino rentals

  • 4.9 Average rating

    Montelupo Fiorentino stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated holiday rentals in Montelupo Fiorentino

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5 out of 5 average rating, 339 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organising a shuttle service and exclusive experiences tailored to you. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle, hills and vineyards with unique sunsets.

Guest favourite
A wooden dining table is positioned on a shaded patio, featuring a decorative pine cone sculpture at its center. Surrounding greenery includes blooming flowers, with distant hills visible in the background, creating a peaceful outdoor setting ideal for al fresco dining.
Condo in Scandicci
4.94 out of 5 average rating, 160 reviews

Florentine Hills 'Le Scalette'

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.

Top Guest favourite
A rustic dining area features a long wooden table set with linens and decorative items. The space is illuminated by a chandelier and has large windows offering views of the surrounding landscape, with a stone fireplace and traditional frescoes adorning the walls.
Apartment in Carmignano
4.97 out of 5 average rating, 283 reviews

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...

Guest favourite
Holiday home in Montelupo Fiorentino
4.96 out of 5 average rating, 47 reviews

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.

Superhost
A cozy living area features a comfortable armchair beside a wooden coffee table adorned with plants and books. A television is positioned on a white cabinet, while natural light enters through a window and door leading to the outside. Decorative art enhances the inviting space.
Home in Capraia e Limite Capraia e Limite
4.84 out of 5 average rating, 251 reviews

Lovely Apartment with garden

Private apartment with double bedroom and single bed, own kitchen, shower room/WC. Free Public car parking. Situated in a quiet zone, only 5 minutes from Montelupo train station with direct trains to Florence, Pisa and Siena. Free WiFi is available along with with Freeview TV. The apartment is situated at the rear of the house with its own entrance, making it very peaceful and quiet. You will have access to the large garden with your own seating / dining area to use. CIN IT048008C2A5PCUND7

Top Guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5 out of 5 average rating, 221 reviews

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.

Guest favourite
An open living space features a comfortable sofa facing an extendable dining table. A well-equipped kitchen with a central island is visible in the background. Exposed wooden beams and terracotta flooring add warmth to the loft-like atmosphere. A small table is situated on the upper loft.
Condo in Montelupo Fiorentino
4.88 out of 5 average rating, 60 reviews

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!

Top Guest favourite
The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle in Ferrano
4.99 out of 5 average rating, 219 reviews

The Castle of Ferrano - Castle in Tuscany

Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Guest favourite
Castle in Tignano
4.96 out of 5 average rating, 24 reviews

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.

Top Guest favourite
Casa particular in Florence
5 out of 5 average rating, 46 reviews

Palazzina Maresa - Loft 4

Palazzina Maresa is a 1920s building carefully restored to host eight independent apartments, each shaped by the vision of a different young local designer. The project reflects on early 20th-century aesthetics through a contemporary lens, blending architecture, design, and artistic research. Located in a quiet residential area with private and shared gardens, the building is just a short walk from Florence’s historic center.

Top Guest favourite
An open kitchen space features modern cabinetry and essential appliances. A dining table with four chairs is positioned nearby. The room is brightened by natural light coming through a window. Exposed wooden beams add an element of warmth to the atmosphere.
Condo in Montelupo Fiorentino
4.94 out of 5 average rating, 108 reviews

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).

Top Guest favourite
A spacious living area features a modern design, with a prominent stone fireplace and minimalist furniture. Large glass doors open to a serene outdoor view, while natural light brightens the room, highlighting the soft tones of the walls and furnishings.
Tower in Fiesole
4.95 out of 5 average rating, 213 reviews

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.

Popular amenities for Montelupo Fiorentino holiday rentals

When is the best time to visit Montelupo Fiorentino?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Montelupo Fiorentino?

    Montelupo Fiorentino has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in condo rentals in Montelupo Fiorentino?

    Experience the best of Montelupo Fiorentino with our condo rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Montelupo Fiorentino?

    Four-legged friends are welcome in Montelupo Fiorentino. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Montelupo Fiorentino?

    Yes! Work meets play with ease at over 30 vacation rentals in Montelupo Fiorentino featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do condo rentals in Montelupo Fiorentino have air conditioning?

    Absolutely! We offer over 10 condo rentals with air conditioning in Montelupo Fiorentino. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Montelupo Fiorentino have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Montelupo Fiorentino. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Montelupo Fiorentino have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Montelupo Fiorentino. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Montelupo Fiorentino have free parking?

    Absolutely! We offer over 10 condo rentals with free parking in Montelupo Fiorentino. Enjoy a tailored experience with all the comforts you desire.