
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.

Love in Chianti
Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️

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.

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.

Tuscan cottages in an ancient villa with a garden
The Cottage is part of a property owned by the Bernocchi family, which was already on maps of the area in the 1500s and is located right on an ancient Roman road that crossed the Calvana Mountains. About 9 km from Prato and 20 km from Florence. The Cottage, open on three sides, is situated in a panoramic position surrounded by a private park, ideal for walking and sports. A real home fitted with kitchen, living room, bedroom and bathroom. Large outdoor spaces, garden, and botanical garden.

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.

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.

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.

Country House w/ heated Pool near the City Centre
Nestled in a centuries-old park, this 16th-century house offers a serene retreat, just 15 minutes by tram from the city. The true gem is the underground heated pool at 31°C, complete with a jacuzzi and waterfall, providing moments of relaxation in total privacy. The 2 bright suites, 2 full bathrooms, kitchen, and living room welcome guests in an atmosphere of elegance. Upon request: Dinner with a private chef and free transfer to and from the airport and train station.

SuiteLouise.pool, Hot Tub,homeGym & private Garden
SuiteLouise, in the chianti region is the perfect retreat for those seeking design,comfort and authentic tuscan vibes.Relax in the outdoor lounge,enjoy a bbq in the rose garden, or unwind in the private hot tub or home gym. Feel at home embraced by the rolling tuscan hills, whille i help you create tailor-made stays with 10+experiences. Contact me to craft your tuscan escape and create unforgettable memories in this strategic and amazing area between Florence and Siena.

Nada Home
3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷

[Lungarno] Prestigious apartment with a view
Make your stay in Florence unique by staying in one of the most prestigious apartments in the area and give yourself an experience that you will keep in your heart for a lifetime. Located in the heart of Florence, this magnificent apartment is the ideal solution for those looking for an exclusive and prestigious location to combine with a central location, which is perfect for easily visiting the main sites of interest, all within a 10-minute walk.
Popular amenities for house rentals in Montelupo Fiorentino
House rentals with a pool

Casa Giulia di Sopra Farmhouse

Infinity pool in Chianti 1

Ines' little house

I Limoni Apartment in Tuscany

Lovely house in a scenic and paiceful location

La Nipitella Old Barn House, Florence

Ancient Barn in Chianti with Pool

Old Barn very close to Florence
Weekly house rentals
Gorgeous Villa with Postcard Views in Historical Florence

Oasi Fiorentina with garden near the city center

Paradise terrace in Chianti between Florence and Siena

Maison Flora - Historic home in the Oltrarno area

Tiny romantic tower on the hills of Florence

Casa del Gelsomosino

Il Fienile di Tigliano (former barn in Vinci-Florence)

La Cipressina Relax in Tuscany
Private house rentals

beautiful farmhouse in the Chianti region with panoramic garden

Villa Carla – Florence View, Tennis & Hot Tub

Casa Montecuccoli-sustainable House in Tuscany

Pistoia Hill, charming stone farmhouse

Le Piccole Scalette "Under the Tuscan Sun"

The Maison on the Ponte Vecchio

I Palpiti - Dream Villa in the heart of Florence

Casa Marcello
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
- Stazione Santa Maria Novella
- Spiagge Bianche
- Pisa Centrale Railway Station
- Mercato Centrale
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden
- Parco dell'Orecchiella
- Val di Luce





