
Holiday rentals in Montaio
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Montaio
Guests agree: these stays are highly rated for location, cleanliness and more.

La Finestra sul Lago a Cavriglia
The Window on the Lake is located at Neri, a hamlet of Cavriglia alle Porte del Chianti. The cozy, well-stocked and bright accommodation offers a breathtaking view of the lake and the gentle Tuscan hills. A short distance from Florence, Arezzo and Siena, ideal for excursions to the cities of art and to visit wineries and vineyards that will captivate your heart. A strategic point for all Christmas markets. Suitable for sports enthusiasts, with the Bellosguardo sports park where you can practice golf, padel, cycling and running.

Charming estate with views. A/C in the bedrooms
The estate finely restored in 2016 is accessorized with all the confort you need for an holiday dedicated to the relax or to excursions The Breathtaking view on the Chianti Classico's vineyards give to the estate a unique feature perfect for a romantic holiday, small group of friend or a little family. The estate is provided of external Jacuzzi, private garden and we can arrange for you bike or hike excursions. The Village of Gaiole in Chianti is just 5 minutes away by car.

Sunset on Chianti Classico
If you are looking for an idyllic location in the heart of the classic Chianti, immersed in the vineyards and olive groves of the beautiful Tuscan hills, in the farm of a historic Villa of the ‘500, then come to our barn!! It has a dominating position with a stunning view, where you can enjoy breathtaking sunsets. The total independence of the house, the cozy garden, the large loggia allow you to spend stays in complete peace of mind. Our reviews are your best guarantee.

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.

Tower Penthouse in small castle near Florence
900 year old tower-penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, character, convenience. Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

Il Fienile, characteristic stone cottage for 2
This quaint cottage was once used as a barn, and still maintains the old stone walls, terracotta floor and exposed beamed ceiling. It has a decidedly rustic character but the period furniture, a family legacy, gives it personality and a certain distinction. Outside it has a covered area surrounded by a hedge, and all the space around - lawn and olive trees - equipped with table, chairs, bbq, umbrella, deckchairs and sun loungers.

Chianti La Pruneta, Raphael Apartment
Stunning apartment in the heart of Tuscany set in the middle of vines and olives trees. The apartment has been totally refurbished keeping the lovely old features, beamed ceilings, marble floors with antique furniture. Patio doors lead to a private terrace with sun loungers for relaxing and space. With table and chairs you can eat 'Al fresco' enjoying the beautiful views.

Villa Poggio in Mandria in Chianti
Villa Poggio a Mandria is the gateway to the Chianti; it is a good base to reach the most beautiful art cities of Tuscany (Arezzo, Florence, Siena, San Gimignano, Volterra) in about one hour time. On the surrounding hills there are medieval villages, which offer visitors a charming atmosphere of the past and the opportunity to take walks in an unspoiled countryside.

Suite in Castello di Valle
A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.

Casa Dante
Casa Dante is located in the heart of Chianti, a stone's throw from the historic center of Radda in Chianti, an hour from Florence and half an hour from Siena. Located in a panoramic position on the Chianti hills, it allows you to enjoy a beautiful view.

ABOVE the HAZE tourist rental
Located on the outskirts of CHIANTI, in a small medieval village, the apartment has been recently renovated in modern style. It enjoys a wide view of the green Tuscan hills, quiet and comfortable is ideal for a relaxing holiday.

The Mezzuola farmyard in Chianti
Farm house lost in Chianti's Hills. You can delight in an amazing view of vineyards, olivares and "Pieve Romanica". The farm house accomodates five guests, it has a big garden for relax and barbecue.
Popular amenities for Montaio holiday rentals
Other great holiday rentals in Montaio

Casanova of Bricciano

La Casina

Villa le Scope 5*

Casa Pernice · Chianti villa with private pool

[Le rondini in Tuscany] Exclusive View Pool Villa

Charming converted Hayloft overlooking the Chianti Hills

Farmhouse near Chianti

Peaceful tuscan house with pool in Tuscany
Destinations to explore
- Santa Maria Novella
- Mercato Centrale
- Ponte Vecchio
- Salvatore Ferragamo Museum
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Basilica of Santa Maria Novella
- Piazzale Michelangelo
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Boboli's Garden
- Parco delle Cascine
- Palazzo Vecchio
- Medici Chapel
- Mugello Circuit
- Avignonesi Winery Fattoria Le Capezzine
- Stadio Artemio Franchi
- Palazzo Medici Riccardi
- Teatro Tuscanyhall
- Basilica of Santa Croce
- Teatro Verdi




