
Holiday houses in Montelupo Fiorentino
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Top-rated holiday rentals in Montelupo Fiorentino
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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.

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...

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!

AnticaVista, Luxury Apartment with Tower Views
A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

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.

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.

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.

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.

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.

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.
Popular amenities for Montelupo Fiorentino holiday rentals
Other great holiday rentals in Montelupo Fiorentino

Open Space Piscina e Giardino

My Tuscany House - C3

Casa Corradini – Luxury just a stone's throw from Florence

picturesque farmhouse, Chianti, panoramic garden

Podere Tignano, 4-bedroom villa in the Chianti!

the terrace at the tower

Relaxing Country Home in Tuscany with View

Villa of the Hydrangeas
When is the best time to visit Montelupo Fiorentino?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $133 AUD | $127 AUD | $123 AUD | $123 AUD | $121 AUD | $127 AUD | $133 AUD | $148 AUD | $129 AUD | $126 AUD | $124 AUD | $126 AUD |
| Avg. temp | 7°C | 8°C | 11°C | 14°C | 18°C | 23°C | 25°C | 25°C | 21°C | 16°C | 11°C | 7°C |
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.
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!
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Mugello Circuit
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Stazione Santa Maria Novella
- Piazza della Repubblica
- Spiagge Bianche
- Del Chianti
- Piazzale Michelangelo
- Parco delle Cascine
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Piazza della Signoria
- Basilica of Santa Croce
- Medici Chapel





