Some info has been automatically translated. Show original language

Holiday rentals in Montelupo Fiorentino

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Montelupo Fiorentino

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

%{current} / %{total}1 / 1
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.
Apartment in Noce
5 out of 5 average rating, 316 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top guest favourite
A stone structure with a tiled roof is framed by greenery, surrounded by rolling hills. A spacious outdoor area features a wooden table, inviting relaxation. Large trees and thriving shrubs enhance the tranquil setting, with a backdrop of a serene sunset illuminating the landscape.
Home in San Casciano In Val di Pesa
4.98 out of 5 average rating, 224 reviews

Sunset on Chianti Classico

Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

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 in Carmignano
4.97 out of 5 average rating, 261 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...

Superhost
The living area features a red and white color scheme, with a comfortable sofa adorned with cushions. A television is positioned against the wall, and decorative elements are visible, enhancing the cozy environment. A small rug and a side bench contribute to the inviting atmosphere.
Loft in Montelupo Fiorentino
4.91 out of 5 average rating, 147 reviews

Dalla Rossa(A happy place for family)

Ideale per famiglie.Centralissimo e a due passi dalla stazione ferroviaria(100mt),il che lo rende perfetto come base per spostarsi e visitare le città d'arte.Comodi trasferimenti peri Firenze e Pisa. Grande parco a pochi mt di distanza. Quattro posti letto,zona giorno con cucina completa ed accessoriata,,2 Tv,bagno con doccia.Piccolo spazio privato esterno sul retro dove pranzare e rilassarvi.Posto auto gratuito in loco.CHIEDIAMO DI EVITARE RUMORI INUTILI DOPO LE 23.00. Vi aspettiamo!

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, 205 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.

Top guest favourite
A spacious terrace is surrounded by lush greenery, featuring terracotta pots filled with plants. Comfortable wooden chairs are positioned to invite relaxation, overlooking scenic hills in the distance. A soft canopy provides shade, enhancing the tranquil atmosphere of this outdoor space.
Home in Peccioli
4.99 out of 5 average rating, 136 reviews

House with a breathless view in Tuscany

Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

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, 287 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.

Top guest favourite
A terrace scene offers comfortable seating with plush chairs adorned with green tropical cushions. A coffee table sits at the center, accompanied by a lantern. In the background, a panoramic view of Florence's skyline, featuring historic landmarks and rolling hills, can be seen.
Apartment in Florence
4.99 out of 5 average rating, 297 reviews

The View of Sangiorgio

In the heart of the historic center of Florence, stands this magnificent 90 m2 apartment. Thanks to the location and the splendid view overlooking Florence, you will immediately feel part of the city. The apartment is a stone's throw from the Ponte Vecchio and therefore close to every attraction in Florence. N.b. The apartment is located in an elevated position and to reach it there is a climb and two flights of stairs to climb

Top guest favourite
A charming house is framed by a well-kept garden, featuring large glass panels that offer views of the surrounding landscape. A seating area with two loungers is positioned on the grass, along with a small table. The entrance leads to a welcoming interior space.
Tiny home in Capraia e limite
4.99 out of 5 average rating, 111 reviews

Historic charm with modern comfort, Tuscany

Charming Retreat for Two, 15 Minutes from Vinci Escape to a cozy hideaway perfect for couples seeking relaxation and comfort. Enjoy a private garden and a shared travertine pool with stunning views of the Tuscan countryside—especially magical at sunset. Ideal for romantic, slow-paced weekly stays. We live on the property with discretion and are happy to assist if needed. A car is required to reach the house.

Top guest favourite
A serene outdoor view features olive trees dotting a grassy area. A few lounge chairs are arranged by the pool, which reflects the soft hues of early morning light. A mist envelops the landscape, enhancing the tranquil setting.
Farm stay in Lastra a Signa
4.99 out of 5 average rating, 158 reviews

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.

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 in Montelupo Fiorentino
4.93 out of 5 average rating, 101 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).

Guest favourite
A modern bedroom features a comfortable bed with crisp linens and decorative pillows. A large mirror and chic side tables complement the space. A detailed mural adorns one wall, while natural light enters through a window, enhancing the room's ambiance.
Apartment in Montelupo Fiorentino
4.99 out of 5 average rating, 162 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.

Popular amenities for Montelupo Fiorentino holiday rentals

When is the best time to visit Montelupo Fiorentino?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$104 SGD$96 SGD$102 SGD$108 SGD$107 SGD$112 SGD$117 SGD$130 SGD$113 SGD$111 SGD$110 SGD$111 SGD
Avg. temp7°C8°C11°C14°C18°C23°C25°C25°C21°C16°C11°C7°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 10 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 20 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 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 10 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 $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 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!