
Vacation rentals in Montefioralle
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Montefioralle
Guests agree: these stays 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.
ValueLocationBreakfast
4.99 out of 5 average rating, 113 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility 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 and vineyards with incomparable sunsets.
FamilyValueView
5.0 out of 5 average rating, 350 reviews
Chianti Craft House Badia a Passignano
Ancient house in the historic village of Badia a Passignano, completely and finely restored in 2022. The house is located exactly in the center of the village of Badia a Passignano, overlooking the abbey castle and the Chianti vineyards. The house consists of 2 bedrooms air-conditioned: 1 double bedroom with service bathroom and 1 with 2 single beds and the possibility of a third with sofa chair; a full bathroom with shower, a full kitchen with washing machine and dishwasher, dining area
ValueLocationWalkability
5.0 out of 5 average rating, 121 reviews
The Sundial in Montefioralle
In the village of Montefioralle, the Meridiana, the charm of historic homes. In front of one of the ancient castle gates, the house is part of the medieval castle. On the ground floor you will find the kitchen, the dining room with a large fireplace, a sitting area and the ancient vaulted cellar, on the first floor the two double bedrooms, the bathroom, a living room/study and the garden with table and chairs where you can spend pleasant evenings. Free high-speed Wi-Fi is available.
FamilyValueCheck-in
4.87 out of 5 average rating, 126 reviews
Peaceful hideaway in a 11th century Tuscan village
Imagine a former medieval tower, once part of a 11th century fortified castle. As you enter, like in most Tuscan country houses, there is a kitchen with a stone sink. A stairway brings to the first floor where there are two bedrooms with their original terracotta floors and wooden beams. They both offer a gorgeus, unobstructed view of Chianti vineyards and hills. And a private access to a terracotta terrace facing the valley. It's hard to imagine a more peaceful scenery.
LocationValueAccuracy
4.92 out of 5 average rating, 104 reviews
Gilda's house
Casa di Gilda welcomes you all year round in the heart of Greve in Chianti, ideal both in summer and winter. Renovated apartment, modern and equipped with comforts: air conditioning, coffee machine, smart TV, microwave. Totally electric, with radiant panel heating: green and safe, without gas or carbon monoxide. In a central and quiet area, with a private garden perfect for outdoor dining and relaxation. Ideal for families, friends and travelers, to truly feel at home
ValueLocationBackyard
4.97 out of 5 average rating, 77 reviews
Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
FamilyValueWifi
4.98 out of 5 average rating, 105 reviews
"Garibaldi GuestHouse" in the center of Greve in Chianti
Charming two-room apartment full of rustic elements, typical of the Tuscan countryside. In the apartment, located 50 meters from the famous square of Greve in Chianti, you will find a well-equipped kitchen, a bright double bedroom, a sofa bed in the living area, a characteristic bathroom, bed and bath linens, a small corner with washing machine and clothes dryer. Air conditioning, hairdryer, Wi-Fi, LCD TV, microwave and independent heating. Free parking nearby
ValueFamilyCheck-in
4.98 out of 5 average rating, 182 reviews
Farmhouse in Chianti with Swimming Pool
Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.
ValueLocationBreakfast
4.99 out of 5 average rating, 510 reviews
Il Fienile, Cottage in the country with Jacuzzi
Surrounded by wineyards, close to Florence, a charming accomodation in a cozy cottage with heated jacuzzi at your exclusive use. Perfect starting point to discover Florence and Siena. Kitchen, wide living room, bathroom, two double bedroom (one with an extra single bed). In the living room a sofa bed for other 2 people. Tasteful furniture, Air Conditioning, barbecue, private parking. Partnership for: bike rental, private chef, private driver
FamilyValueWalkability
4.96 out of 5 average rating, 194 reviews
The Nest in Chianti
We would like to inform you that for this emergency we are doing everything possible to help and protect our guests by adopting a detailed and strict cleaning, disinfecting and sanitizing of all parts of the house. Cozy apartment, finely renovated in the historic center on the second floor overlooking the beautiful square of Greve in Chianti. You can spend wonderful moments of relaxation on its condominium terrace.
FamilyLocationWalkability
4.98 out of 5 average rating, 195 reviews
Country Rentals - La Canonica
CANONICA apartment is a portion of an ancient farmhouse located in the heart of the Chianti Classico area. It is surrounded by the vineyards of Villa Calcinaia, estate owned by Capponi Counts since 1524, grown from the four original poderi to an extension of 215 hectares of which 30 are vineyards. The apartment is situated next to the shared pool.
ValueFamilyLaundry
4.86 out of 5 average rating, 101 reviewsPopular amenities for Montefioralle vacation rentals
Other great vacation rentals in Montefioralle

Beautiful farmhouse in the Chianti panoramic garden
FamilyLocationWifi
4.96 out of 5 average rating, 47 reviews
STUNNING 5BR VILLA WITH POOL IN CHIANTI TUSCANY
LocationFamilyCheckout
4.79 out of 5 average rating, 34 reviews
Colonial house from the 1600s
LocationFamilyNearby
4.91 out of 5 average rating, 33 reviews
Put down your luggage, this is just the beggining!
ValueLocationHospitality
4.89 out of 5 average rating, 97 reviews
Sangiovese house with mini-pool in the center of Greve
LocationFamilyNearby
4.95 out of 5 average rating, 95 reviews
3 Bdrs Apt M in a Old Pasta Factory
LocationValueAccuracy
4.71 out of 5 average rating, 106 reviews
Guardia di Badia a Passignano
LocationPoolHiking
4.86 out of 5 average rating, 7 reviews
Luxury Villa on Chianti Wine Estate
LocationValueLaundry
4.93 out of 5 average rating, 94 reviewsDestinations 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
- Mercato Centrale
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Porta Elisa
- Stadio Artemio Franchi





