See the latest prices and deals by choosing your dates.
Colle Val D'Elsa
Set in Colle Val D'Elsa and with Piazza del Campo reachable within 25 km, Palazzo Pacini offers concierge services, allergy-free rooms, a garden, free WiFi throughout the property and a shared lounge. The property is located 40 km from Piazza Matteotti, 50 km from Piazzale Michelangelo and 50 km from Pitti Palace. Some units at the property feature a terrace with a city view. We were upgraded to a room with a view to the valley, a perfect room great design and great service
Ponte A Bozzone
Certosa di Pontignano Residenza d'Epoca - Place of Charme is offering accommodation in Ponte A Bozzone. The property has a bar, as well as a restaurant serving Italian cuisine.
The units in the hotel are equipped with a flat-screen TV. All units will provide guests with a desk and a kettle.
It feels like living in an ancient castle surrounded by breathtaking scenery.
The grounds are magical — peaceful and full of historical charm.
The on-site restaurant is fantastic, and breakfast was also delicious.
Rooms are modern, clean, and very comfortable.
For the price, this place is an absolute gem. Highly recommended!
Poggibonsi
Offering an outdoor pool and a restaurant, Fattoria di Cinciano is located in Poggibonsi, a 10-minute drive from the centre. Free WiFi access is available in all areas.
Each apartment will provide you with a satellite flat-screen TV, air conditioning and a kitchenette with a microwave. Featuring a shower, the private bathroom also comes with a hairdryer and towels.
A unique place, a piece of heaven in the Vineyards, full of charm. The agriturismo is literally an entire little Tuscan village and wine and oil factory. we did not have the chance to eat there but their wine was fabulous. The location is ideal to visit Chianti, Sienna, San Gimignano and Firenze. But just relaxing there is also a great escape.
San Casciano in Val di Pesa
Set in the Chianti hills, this stone guesthouse features an outdoor pool and is located in the rural hamlet of Salvadonica. Surrounded by vineyards and olive groves, it offers en suite accommodation with Tuscan-style furnishings and free Wi-Fi.
Guests can relax in the large garden, which encircles the swimming pool and overlooks the Tuscan countryside. Massages under the gazebo can be booked upon request.
Great breakfast and heated room (in May but the weather was rainy)
Nice staff and clean room.
Colle Val D'Elsa
Located in in the Chianti region between Florence and Siena, Villa Sabolini sits in parkland overlooking the hills of the Tuscan countryside. The hotel offers a pool and free parking.
All rooms at the Sabolini have satellite TV, minibar and private bathroom. Wi-Fi internet access is also available.
Everything. Location super nice, cleanliness, staff attention and tourist info.
The rooms were great.
Poggibonsi
Set in the hills of the Chianti wine district, this 15th-century villa is now a 4-star hotel with swimming pool, tennis court and Tuscan restaurant with terrace offering panoramic views.
Guests can relax at the pool surrounded by the lush garden. Bikes and scooters are available to rent at reception and staff also organise wine-tasting excursions in local wineries.
A wonderful old building fully renovated and in a lovely location overlooking the Tuscan countryside.
The pool was a great way to relax after a hot summers day touring around the local areas.
The staff we super friendly and helpful. The restaurant food was delicious and setting with the evening sunset just great.
Gaiole in Chianti
Set within 24 km of Piazza del Campo and 29 km of Piazza Matteotti, Agriturismo San Sano offers rooms with air conditioning and a private bathroom in Gaiole in Chianti. This farm stay has a pool with a view, a garden and free private parking. The farm stay features family rooms.
The Mall Luxury Outlet is 47 km from the accommodation. Florence Airport is 66 km from the property.
This was our second visit, and once again, we were not disappointed. The staff are truly exceptional. A special thanks to Amira from the restaurant, the attentive waiters, the gardener who keeps the grounds beautifully maintained, the housekeeping team for their excellent work, and of course, the owner Matteo and the wonderful Lorena.
Lorena is a true gem—warm, welcoming, and always making sure we feel right at home. She even helped us organize a small birthday celebration, offering great ideas. Her hospitality skills are outstanding.
We enjoyed a lovely wine tasting paired with cheese and ham. We also purchased some of their delicious, locally produced olive oil and a few bottles of wine.
The atmosphere is incredibly peaceful—perfect for disconnecting from the hustle and bustle of daily life. It’s quiet throughout the day, creating a wonderfully relaxing environment. You can enjoy breakfast ( small buffet with good selection of bread, croissant, cake, egg, hams, cheese, juices coffee etc) and dinner ( à la carte) at their restaurant, where the meals are consistently delicious. The rooms are cozy and comfortable. For those who prefer to avoid stairs, I recommend the ground-floor rooms facing the vineyards.
We’ll definitely be coming back.
Monteriggioni
You can enjoy a peaceful and relaxing setting at Borgo San Luigi. This 17th-century palace is just 2 km from the motorways and set on an unpaved road.
Borgo San Luigi has friendly, professional staff who can organise tours, excursions or team-building events, an ideal way to relax between meetings.
It is magical. Simply amazing. The staff are amazing . The chef is just simply the best. The food was great. The restaurant waiters and maestro were super helpful. Even the reception when leaving gave us water and snacks for the road. What I can say is the level of attention to details from the staff is unmatched. The place is like living a fairytale. Everywhere you go is beautiful.
Greve in Chianti
Offering a seasonal outdoor pool with panoramic views, Borgo Del Cabreo has a tranquil lcoation in the Tuscan countryside, 1 km from the town centre of Greve in Chianti. The property takes its name from the wine that is produced in the surrounding vineyards. Amazing views, great place to visit.
Pianella
Located in Pianella, in a historic building, 16 km from Piazza del Campo, Chianti B&B Design infinity pool shared is a bed and breakfast with an infinity pool and garden. This property offers access to a terrace, free private parking and free WiFi. The bed and breakfast has private entrance.
Guests can also relax in the shared lounge area.
Veronica took good care of us, making sure our breakfast was different every morning and the place was clean.
Romantic Hotel in Quercegrossa
Popular with guests booking romantic hotels in Chianti
Romantic Hotel in San Casciano in Val di Pesa
Popular with guests booking romantic hotels in Chianti
Romantic Hotel in Colle Val D'Elsa
Popular with guests booking romantic hotels in Chianti
Romantic Hotel in Tavarnelle in Val di Pesa
Popular with guests booking romantic hotels in Chianti
Romantic Hotel in San Casciano in Val di Pesa
Popular with guests booking romantic hotels in Chianti
Romantic Hotel in Castellina in Chianti
Popular with guests booking romantic hotels in Chianti
Couples travelling in Chianti loved staying at Villa Di Capovento, Corte Di Valle and Borgo Del Cabreo.
Similarly, these romantic hotels in Chianti are highly rated by couples: Castello La Leccia, Mancino and Villa Il Fedino.
The average price per night for a romantic hotel in Chianti for this weekend is US$281, based on current Booking.com prices.
Most romantic hotels on Booking.com offer free cancellation.
We make it quick and easy to book a romantic hotel in Chianti. Here’s what we offer:
• Free cancellation on most stays
• We Price Match
• 24/7 customer support in 40+ languages
Podere Terreno alla via della volpaia, B&B Le Dimore Mezza Costa and Podere San Quirico have received great reviews from guests in Chianti regarding the views from these romantic hotels
Guests staying in Chianti also spoke highly of the views from these romantic hotels: Agriturismo Le Gallozzole, Castello di Bibbione and Relais Fattoria Valle.
There are 100 romantic hotels in Chianti you can book on Booking.com.
Palazzo Pacini, Fattoria di Cinciano and Salvadonica are some popular romantic hotels in Chianti.
In addition to these romantic hotels, Hotel Villa San Lucchese, Agriturismo San Sano and Certosa di Pontignano Residenza d'Epoca - Place of Charme are also popular in Chianti.
Many families visiting Chianti loved staying at Corte Di Valle, Relais Fattoria Valle and Villa Di Capovento.
Similarly, Borgo Del Cabreo, Podere San Quirico and Le Cetinelle are also popular among family travellers.
The location and tranquility were lovely. The family running the hotel were nice and friendly. It’s very relaxed and laid back.
Staff were very helpful and obliging. Lovely extra touches with breakfast offerings and bottle of wine. Assisted us with meal reservations and recommendations. Highly recommend. Pool area lovely.
I have been to this castle a lot of times and I love it. You instantly relax when you get arrive and the buildings and vibe is just lovely. There was 8 of us this time. Village nearby is lovely and it is a short drive to other places. Breakfast is lovely and there are two beautiful pools (Although they were covered in wasps!!)
The property is maintained to a very high standard. There are so many little personal touches within this lovely little property that make it feel so warm, comfortable, and relaxing. Additionally, I cannot speak highly enough about the owners. They are so genuinely nice, welcoming, and accommodating, that it made the whole experience an absolute joy.
This is a beautiful place to base for both relaxing and exploring. Staff were very welcoming. Pool is just lovely and the outside space really great. Being able to walk into the lovely town was a real bonus for us too. I think I'll be back!
The location was great. The staff was amazing. We had a car and drove to vineyards and other towns. The hotel was comfortable and beautiful. We actually booked this last minute due to an incident with another accommodation and the staff was so great. It was our honeymoon and for a couple that booked an hour before arriving we were upgraded with complimentary champagne in the room. I would recommend this to anyone. Pool was clean and relaxing, we booked the pool area just for ourselves one evening. Fantastic experience!
Charming hotel in the centre of Radda. We come back every year as it is truly a special place. The breakfast in the square every morning is relaxing. The outdoor jacuzzi and indoor pools are lovely.