
Holiday rentals in Montelupo Fiorentino
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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 £30 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 & 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
70 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!
Top-rated holiday rentals in Montelupo Fiorentino
Guests agree: these stays are highly rated for location, cleanliness and more.

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

Giglio Blu Loft di Charme
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...

la terrazza alla torre
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.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni è un antica e storica proprietà risalente al 1600 situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare servizio navetta e esperienze esclusive su misura per voi . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello colline e vigneti con tramonti unici.

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.

Happy Stay in a Tuscany Escape in a Country Home
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 vineyards and olive groves with an samazing 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 peaceful and relaxing holiday.

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.

Taylor lab - Appartamento in Villa
Intero appartamento di 120mq in villa posto al piano terreno. Composto da due camere da letto matrimoniali, due bagni , ampia sala con divano letto singolo, cucina, ed ampio spazio esterno in loggia, BBQ, giardino privato e piscina in condivisione accessibile dal 15 Maggio 2026 al 15 Settembre 2026. Parcheggio in area privata. La vicinanza da Firenze, 20 min con l 'auto, la rende il posto ideale per escursioni in città e nell'area toscana.

"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.

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.

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 grazioso bilocale near Florence
Bilocale ristrutturato nel 2019, al primo piano di in palazzo storico, con rampa di scale, senza ascensore, situato nel centro di Montelupo Fiorentino, nei pressi di tutti i servizi essenziali (stazione dei treni, banca, poste, supermercato, parcheggio gratuito). Le principali città d'arte Toscane sono facilmente raggiungibili sia in treno che in automobile (Firenze 20 min. Pisa 40min. Siena 60 min).
Popular amenities for Montelupo Fiorentino holiday rentals
Other great holiday rentals in Montelupo Fiorentino

AnticaVista, Luxury Apartment with Tower Views

Villa la scuderia quiet luxury private garden pool

House of Arts ♠

Chiesino Dei Vaioni

Luxury Medieval Tower • Exclusive Chianti Stay

Villa delle Ortensie

Cipressini 2 - piscina e vista mozzafiato

Palazzina Maresa - Loft 4
When is the best time to visit Montelupo Fiorentino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £69 | £66 | £64 | £64 | £63 | £66 | £69 | £76 | £67 | £65 | £64 | £65 |
| 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 apartment rentals in Montelupo Fiorentino have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Montelupo Fiorentino. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Montelupo Fiorentino have a kitchen?
Absolutely! We offer over 10 apartment 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.
Destinations to explore
- Rentals with a washing machine and dryer Montelupo Fiorentino
- House rentals Montelupo Fiorentino
- Pet-friendly rentals Montelupo Fiorentino
- Family-friendly rentals Montelupo Fiorentino
- Rentals with a patio Montelupo Fiorentino
- Rentals with outdoor seating Montelupo Fiorentino
- Flat rentals Montelupo Fiorentino
- 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
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria
- Medici Chapel
- Basilica of Santa Croce





