
House holiday rentals in Montelupo Fiorentino
Find and book unique houses on Airbnb
Quick stats about house rentals in Montelupo Fiorentino

Total holiday rentals
Explore 20 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 1,000 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
20 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 house rentals in Montelupo Fiorentino
Guests agree: these houses are highly rated for location, cleanliness and more.

Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.
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Ines' little house
LA CASETTA DELL'INES is an apartment located just below the walls of Malmantile in the hart of the old village , housed in a manor house back to the XVII century. the house has been completely renovated respecting the ancient taste that distinguishes the place. the furnishings reflect the Tuscan style of the early twentieth century while having all the modern comforts . parking is free inside the manor house. you can find a private wellness in the house with infrared cabin and hydromassage shower and turkish bath
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Vacation immersed in the Tuscan countryside 'Canaiolo'
"💖Treat yourself to a vacation immersed in the Tuscan countryside, with a large equipped swimming pool 🌞💐The scents of nature, breathtaking landscapes and the swimming pool will be the setting for the relaxation you seek. 🚴🏻♂️🏃♀️Then if you feel the need to move, you can swim, walk, or run along the paths around your country home. 🏛The apartment's strategic location allows you to make excursions to Florence, Siena, and Pisa. ✨The apartments have been recently renovated in Tuscan style."
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The MOONLIT & SUNNY COTTAGE near Florence
IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence and Mugello is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients such as bio vegetables, eggs or cheese.
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TREEhouse / casaBARTHEL
casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the florentine Duomo. Come and live with us; enjoy the olive trees, the kitchen garden, our horse Astro and our family life style, away from the working rhythm. By providing wifi only in the communal courtyard we suggest to take a break from been connected with elsewhere and enjoy the 'here and now' . But if you need to work you can rent a portable private connection from us.
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Maison Flora - Historic home in the Oltrarno area
Maison Flora is a historic residence, that was born in the heart of the Oltrarno, one of the most Bohemian and at the same time sought-after neighborhoods in the city. The home boasts views of the greenery, offering a relaxing and comfortable and central stay, reserved and quite. The uniqueness of Maison Flora is its sartorial workshop, located on the lower floor, where the creations of the lingerie company Flora Lastraioli, born in 1932, are born, a true example of the craftsmanship.
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Sunset on Chianti Classico
If you are looking for an idyllic location in the heart of the Chianti Classico region, surrounded by the vineyards and olive groves of the beautiful Tuscan hills, on the estate of a historic 16th-century villa, then come to our barn!! It has a commanding position with an amazing view, where you can enjoy breathtaking sunsets. The complete privacy of the house, the cozy garden, and the large loggia allow you to enjoy your stay in total tranquility. Our reviews are your best guarantee.
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Casa Adriana in ancient Villa with private garden
Casa Adriana is a beautiful house inside a 14°century Villa. This Villa is owned by the Migliorini family since the 17° century. You have a private garden at your disposal, wifi, a/c, washer, dishwasher, private parking. Casa Adriana is very close to Florence (15 minutes by train) and you can easily reach Siena, Pisa, San Gimignano and Chianti in 1 hour driving. Please note: Tourist Tax has to be paid in cash once arrived in our accommodation. Hiring a car is highly recommended.
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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.
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"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.
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Nada Home
In my home, you can experience the most authentic side of Tuscany, surrounded by peace, warmth and family traditions. Set among olive groves and vineyards in the heart of Chianti, you’ll have a private garden with a small whirlpool pool, cool and refreshing in summer and heated in winter. On request, you can join a cooking class featuring Nonna Graziella’s family recipes or share a special dinner with us in a warm, intimate atmosphere.
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Cercis - La Palmierina
The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.
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Popular amenities for house rentals in Montelupo Fiorentino
House rentals with a pool

Country House w/ heated Pool near the City Centre
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Casa Giulia di Sopra Farmhouse
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Infinity pool in Chianti 1
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Le Rose Apartment in Tuscany
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SuiteLouise.pool, Hot Tub,homeGym & private Garden
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Ancient Barn in Chianti with Pool
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Casa Luigi Suite with exclusive pool
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Old barn The Nepitella Firenze
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Weekly house rentals

The Loggia
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Tuscan cottages in an ancient villa with a garden
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Love in Chianti
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[Lungarno] Prestigious apartment with a view
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Il Fienile di Tigliano (former barn in Vinci-Florence)
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Tiny romantic tower on the hills of Florence
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Costalmandorlo, a rustic home in the heart of Tuscany
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Torretta Apartment
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Private house rentals

La Cipressina Relax in Tuscany
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Breathtaking Views in Our Chianti Country House
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Pistoia Hill, charming stone farmhouse
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Villa of the Hydrangeas
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Fabulous villa in Chianti with a panoramic garden
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Villa Carla – Florence View, Tennis & Hot Tub
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Le Piccole Scalette "Under the Tuscan Sun"
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I Palpiti - Dream Villa in the heart of Florence
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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)
- Stazione Santa Maria Novella
- Mugello Circuit
- Pisa Centrale Railway Station
- Uffizi Gallery
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Piazza della Signoria
- Boboli's Garden
- Parco dell'Orecchiella
- Val di Luce
- Medici Chapel





