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Holiday rentals in Montelupo Fiorentino

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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
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.
Flat
4.97 out of 5 average rating, 281 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
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.

Top guest favourite
The exterior of the cottage is surrounded by greenery, featuring a sunlit terrace with a dining table and umbrella. Potted plants add color to the entrance, while the rustic charm of the stone and tiled details enhances the natural setting.
Home
4.99 out of 5 average rating, 276 reviews

Tuscan cottages in an ancient villa with a garden

The Cottage is part of a property owned by the Bernocchi family, which was already on maps of the area in the 1500s and is located right on an ancient Roman road that crossed the Calvana Mountains. About 9 km from Prato and 20 km from Florence. The Cottage, open on three sides, is situated in a panoramic position surrounded by a private park, ideal for walking and sports. A real home fitted with kitchen, living room, bedroom and bathroom. Large outdoor spaces, garden, and botanical garden.

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
5 out of 5 average rating, 218 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.
Apartment
4.88 out of 5 average rating, 59 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
Home
5 out of 5 average rating, 72 reviews

Live the Tuscany Experience in Our Country House

An amazing experience between nature, flavor and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst olive groves and vineyards with an amazing view. A countryside Tuscan home, surrounded by greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

Guest favourite
Home
5 out of 5 average rating, 6 reviews

Open Space Piscina e Giardino

La mia casa è immersa nella campagna toscana, tra olivi e vigne, nel cuore del Chianti. Intorno, panorami meravigliosi e un’atmosfera di pace e relax. Il giardino è uno spazio speciale, ideale per momenti da vivere all’aperto. Per chi lo desidera, è possibile – su richiesta – condividere esperienze legate alla cucina e alla convivialità, come cene preparate con cura, da gustare insieme, anche a lume di candela, in un contesto intimo e accogliente.

Top guest favourite
Casa particular
5 out of 5 average rating, 44 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.
Apartment
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
Guest house
4.99 out of 5 average rating, 168 reviews

Fiesole in Giardino Home & breakfast B&B

WELCOME TO FIESOLE IN GIARDINO HOME 🌿 Enjoy a peaceful stay in Fiesole, the charming hill overlooking Florence. A small independent house with bedroom, kitchen/living area and private bathroom, fully renovated and surrounded by greenery. Breakfast is included in the price. During spring and summer, breakfast is served on the panoramic rooftop terrace with a beautiful view.

Guest favourite
Apartment
4.98 out of 5 average rating, 171 reviews

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.

Top guest favourite
A spacious living area features large arched windows offering panoramic views of the Tuscan hills. A black leather sofa and a rocking chair are arranged around a decorative coffee table, with a subtle light from a chandelier above. A fireplace adds warmth to the serene space.
Townhouse
4.89 out of 5 average rating, 329 reviews

Florence Country Side: Giogoli a place to be!

A lovely antique home located in the Florentine countryside with a wonderful panoramic view overlooking Florence. At only 15 min driving from the centre of Florence, 15 from Chianti and 40 min from Siena. Our home is the perfect location for exploring Tuscany and relaxing while enjoying its beautiful landscape!

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 apartment rentals in Montelupo Fiorentino have wifi?

    Absolutely! We offer over 10 apartment 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.

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 £30 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Montelupo Fiorentino holiday rentals include wifi 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!