Last-minute hotel deals in Chianti Region

With a stay at Borgo Divino in Montespertoli, you'll be within a 10-minute drive of Castello Sonnino and Montespertoli City Hall. This country house is 18.4 mi (29.7 km) from Cathedral of Santa Maria del Fiore and 19.6 mi (31.5 km) from Uffizi Gallery.

When you stay at Il Vicario in San Gimignano, you'll be within a 10-minute drive of Sant'Agostino Church and Rocca of Montestaffoli. This family-friendly affittacamere is 2.8 mi (4.4 km) from Fortress of Montestaffoli and 2.9 mi (4.7 km) from Museum San Gimignano 1300.

Located in San Gimignano, Antico Borgo il Cardino is in a rural location, within a 10-minute drive of Fattoria Il Palagio Winery and Fattoria San Donato. This affittacamere is 3.3 mi (5.3 km) from Castelvecchio Natural Reserve and 6.2 mi (10 km) from Art in Color.

Located in Casole d'Elsa, Villa Mucellena is in a rural location – a 4-minute drive from Val di Merse and 7 minutes from Hedonistic Hiking. This residence is 6 mi (9.6 km) from Terre di Vini and 6.2 mi (10 km) from Le Caldane Thermal Baths.

With a stay at this villa in Certaldo, you'll be within a 10-minute drive of Casa del Boccaccio and Palazzo Pretorio. This villa is 3.2 mi (5.2 km) from Church of Saint Jacob and Saint Philip and 3.2 mi (5.2 km) from Museum of Sacred Art.

Located in Pergine Valdarno, Tenuta La Pieve Casale La Valle is in a rural location, within a 10-minute drive of Riserva Naturale Regionale Valle dell'Inferno e Bandella and Buriano Bridge and Penna Natural Reserve. This farm stay is 4.6 mi (7.4 km) from Arno River and 6 mi (9.7 km) from Church of Laterina.

With a stay at B&B Barbera 35, you'll be centrally located in Florence, within a 5-minute drive of Piazza di Santa Maria Novella and Central Market. This bed & breakfast is 2.8 mi (4.6 km) from Cathedral of Santa Maria del Fiore and 3.5 mi (5.7 km) from Ponte Vecchio.

Located in San Gimignano, Rocca degli Olivi is in a rural location, within a 5-minute drive of Sant'Agostino Church and Rocca of Montestaffoli. This bed & breakfast is 2.1 mi (3.4 km) from Fortress of Montestaffoli and 2.2 mi (3.5 km) from Ornithological Museum.

Located in Colle di Val d'Elsa, Private Room in small medieval borgo is within a 10-minute drive of Terre di Vini and Archeological and Collegiate Church Museum. This guest house is 4.7 mi (7.5 km) from Val di Merse and 5.2 mi (8.3 km) from Le Caldane Thermal Baths.

Located in Monte San Savino, DormiVeglia B&B is in a rural location, within a 15-minute walk of Il Cassero and Monte San Savino City Hall. This affittacamere is 0.6 mi (1 km) from Comune di Monte San Savino and 5.1 mi (8.3 km) from Torre Il Cassero.

HHotel Le Volpaie – A peaceful retreat in the heart of Tuscany

Hotel Le Volpaie is located in the small and quiet village of Castel San Gimignano, surrounded by the beauty of the Tuscan countryside. It’s the ideal location for travelers looking to explore Tuscany while enjoying peace, comfort, and authenticity.
Thanks to its central position, you can easily reach:
• San Gimignano – 12 km (15 minutes)
• Volterra – 14 km (10 minutes)
• Monteriggioni – 25 minutes
• Siena – 45 minutes
• Florence – 55 minutes
• Tuscan coast – about 1 hour
The hotel offers 17 rooms across two buildings: the main structure and a charming 19th-century Tuscan farmhouse, carefully renovated. These annex rooms feature traditional wooden beams, terracotta floors, and a private patio with direct access to the garden near the pool. Some of our rooms also include a private balcony with a stunning view of the hills.
Guests can enjoy a private outdoor pool, surrounded by a quiet garden reserved exclusively for hotel guests — perfect for relaxing with a drink or unwinding on the terrace.
Every morning, we serve a rich continental buffet breakfast, featuring local and seasonal products: cured meats, cheeses, fresh and dried fruits, yogurt, cereals, nuts, homemade cakes and more.
Every Wednesday evening, we host a special Piano Bar night with live music, local wines, and traditional flavors — a true taste of Tuscany in a warm and refined atmosphere.
We can also help organize:
• Truffle hunting experiences
• Wine tours and tastings
• Horseback riding excursions

You’ll also find several excellent local restaurants nearby, where you can enjoy authentic Tuscan cuisine.
Please note: the hotel is not located in the center of San Gimignano, but just 12 km away, in a quiet, authentic village—perfect for those seeking a relaxing and genuine stay in Tuscany.

READ BEFORE - IMPORTANT NOTE: The property does not accept group bookings or multiple reservations made by the same party. ANY booking that are connected, coordinated or clearly part of a group will be cancelled.

Hotel La Pace has a seasonal outdoor swimming pool, garden, a restaurant and bar in Asciano. With free WiFi, this 3-star hotel offers room service and a concierge service. The hotel features family rooms.

The hotel will provide guests with air-conditioned rooms offering a desk, a safety deposit box, a flat-screen TV and a private bathroom with a bidet. All guest rooms feature a wardrobe.

Piazza del Campo is 29 km from Hotel La Pace, while Piazza Grande is 47 km from the property. Perugia San Francesco d'Assisi Airport is 90 km away.

Located in Certaldo, Borgo Elissa is in a rural location, within a 15-minute drive of Santa Lucia al Borghetto Church and Tenuta Torciano Winery. This hotel is 7.6 mi (12.2 km) from Palazzo Pretorio and 7.6 mi (12.3 km) from Church of Saint Jacob and Saint Philip.

With a stay at Tivoli Palazzo Gaddi Firenze Hotel, you'll be centrally located in Florence, steps from Basilica of Santa Maria Novella and 2 minutes by foot from Piazza di Santa Maria Novella. This luxury hotel is 0.4 mi (0.6 km) from Cathedral of Santa Maria del Fiore and 0.5 mi (0.9 km) from Ponte Vecchio.

Located in Siena, Casale Virgili is in a rural location, within a 5-minute drive of Siena Stadium and Palasport Mens Sana. This bed & breakfast is 4.3 mi (6.9 km) from Piazza del Campo and 2 mi (3.3 km) from University for Foreigners of Siena.

Set in an ancient hamlet overlooking the Val d’Ambra valley, Poggio Cennina Resort is surrounded by the Tuscan countryside. This property features an outdoor pool, a tennis court, and rustic-style rooms with a small garden.

Spacious air-conditioned rooms offer a satellite TV with DVD player, a minibar and an electric kettle. Each is complete with and independent entrance and a private bathroom with free toiletries. Free internet access is available at reception.

A sweet Italian breakfast is prepared daily and is buffet style. It consists of pastries and hot drinks.

Just 4 km from Bucine centre, Poggio Cennina provides free private parking. Bucine Train Station is a 10-minute drive away.

Boasting a seasonal outdoor swimming pool and views of garden, Villa Medicea di Lilliano is a villa set in a historic building in Grassina, 10 km from Ponte Vecchio. This villa features free private parking and luggage storage space. Featuring family rooms, this property also provides guests with a picnic area.

All units are air-conditioned and some of them have a seating area with a TV, and a fully equipped kitchen with a dining area. Every unit is fitted with a coffee machine, a private bathroom and free WiFi, while certain rooms are fitted with a terrace and some have pool views. At the villa complex, every unit is equipped with bed linen and towels.

A variety of wellness packages are available for guests to get rejuvenated in-house. Guests at the villa can enjoy cycling and hiking nearby, or make the most of the garden.

Uffizi Gallery is 10 km from Villa Medicea di Lilliano, while Piazzale Michelangelo is 10 km from the property. Florence Airport is 20 km away.

This elegant apartment complex is situated in Pancole, an outlying hamlet 6 km from the historic jewel of San Gimignano.

Located on a hill which lifts your gaze to the Apennines, Casa Lari is the ideal starting point for numerous journeys through the beautiful Tuscany; a well-known and greatly envied region. Moreover, the hotel is just 5 km from the town of a hundred towers, which is undoubtedly the best preserved medieval village in the whole of Tuscany.

The property offers an indoor parking garage for each unit booked; 100m far away there is an outdoor parking site for minibus.

With a stay at Aurum Firenze, you'll be centrally located in Florence, within a 5-minute walk of Piazza di Santa Maria Novella and Basilica of Santa Maria Novella. This hotel is 0.4 mi (0.7 km) from Cathedral of Santa Maria del Fiore and 0.7 mi (1.1 km) from Ponte Vecchio.

Located in Florence (Historic Centre of Florence), BYPILLOW Goldoni is a 4-minute walk from Piazza di Santa Maria Novella and 8 minutes by foot from Ponte Vecchio. This hotel is 0.5 mi (0.9 km) from Piazza della Signoria and 0.7 mi (1.1 km) from Pitti Palace.