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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 70 holiday rentals in Montelupo Fiorentino

  • Nightly prices starting at

    Montelupo Fiorentino holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,550 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

    70 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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Guest favourite
Townhouse in Scandicci
4.88 out of 5 average rating, 337 reviews

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

ValueFamilyComfort

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, 161 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.

LocationFamilyAir conditioning

Top Guest favourite
Apartment in Carmignano
4.97 out of 5 average rating, 296 reviews

Giglio Blu Charming Loft + Air Conditioning

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...

FamilyLocationAir conditioning

Guest favourite
Condo in Montelupo Fiorentino
5.0 out of 5 average rating, 17 reviews

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.

LocationFamilyView

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
5.0 out of 5 average rating, 228 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.

ValueFamilyHospitality

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
5.0 out of 5 average rating, 344 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is a family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise a private shuttle and local experiences directly. 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 and vineyards with unique sunsets.

LocationFamilyCondition

Top Guest favourite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 475 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

LocationValueOutdoor spaces

Guest favourite
Apartment in Montelupo Fiorentino
5.0 out of 5 average rating, 9 reviews

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.

LocationIndoor spacesCleanliness

Guest favourite
A spacious freestanding bathtub is filled with water, adorned with floating flowers and candles. A small wooden table beside it holds a bucket of champagne and two glasses. Soft towels and a decorative rose are also visible, contributing to a relaxing ambiance.
Home in Fiesole
4.99 out of 5 average rating, 316 reviews

"La limonaia" - Romantic Suite

Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.

ValueLocationParking

Top Guest favourite
A compact dining area features a wooden table with two folding chairs against a wall-mounted shelving unit. An upright refrigerator stands nearby, while a small dresser adds storage space. The light-colored walls create a bright and airy environment.
Condo in Montelupo Fiorentino
4.97 out of 5 average rating, 69 reviews

Da Mina - Studio near Florence

Studio apartment ideal for couples or single guests. Renovated in 2023 on the second floor of a historic building, accessed via a flight of stairs, without an elevator. It is located in the center of Montelupo Fiorentino, close to all essential amenities (train station, bank, post office, supermarket, free parking). The main Tuscan cities of art are easily reached by both train and car (Florence 20 min. - Pisa 40 min. - Siena 60 min.).

ValueLocationAmenities

Guest favourite
A modern living area features a gray sofa with green cushions, complemented by a round dining table with white chairs. The kitchen area includes a microwave and sleek cabinets, while a decorative wall adds visual interest.
Condo in Montelupo Fiorentino
4.91 out of 5 average rating, 56 reviews

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.

LocationValueAccess

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, 218 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.

ValueFamilyTV

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 apartment rentals in Montelupo Fiorentino?

    Experience the best of Montelupo Fiorentino with our apartment 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 house rentals in Montelupo Fiorentino have air conditioning?

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

  • Do condo rentals in Montelupo Fiorentino have a kitchen?

    Absolutely! We offer over 10 condo 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.