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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. Certain units at the property have a balcony with a mountain view. Our rooms were beautifully fitted out with magnificent views. The breakfast was magnificent and our hosts couldn’t have been more helpful.
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.
The layout, clean, beautiful, staff are great
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.
Fattoria di Cinciano is a hidden gem in the Tuscan countryside. Perfectly positioned on a hilltop among olive groves and vineyards, it offers both peaceful seclusion and convenient access to nearby towns and attractions.
Our apartment was spacious, comfortable, and well-equipped, making it feel like a home away from home. The estate features beautiful gardens and stunning views of the rolling Tuscan hills.
The friendly staff provided excellent recommendations for local restaurants and activities, enhancing our experience of the region.
What we appreciated most was the tranquil atmosphere - ideal for unwinding and experiencing the authentic charm of Tuscany. Highly recommended for anyone seeking a relaxing Italian countryside getaway with all the comforts.
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.
Staff were amazing! Friendly, courteous, helpful and always smiling. The location was incredible, with some of the most stunning views in Tuscany. The food was next level, as was the wine choice. Would come back in a heartbeat.. but NZ is a looooong way to come from! Thanks to everyone that made this trip so special for my family and I. Magic!
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.
Beautiful hotel and premises, each room was unique and special. Newly rennovated bathrooms, comfortable views. We got free upgrades on two of the three booked rooms! Wonderful breakfast, nice pool. Restaurant was very good too.
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.
The most beautiful property, in a lovely little village. Honestly the pictures online don’t do it justice. Our room was immaculately clean and comfortable. You can tell straight away so much care and love has been poured into this place. 
The staff (Lorena and Matteo) could not of been nicer, and were there to help with anything you need. The breakfast was the best we had during our entire trip in Europe. We did a wine tour with the owner of the hotel, which was so informative and absolutely worth doing. If we could rate it higher than 10 we would. If ever we are back in Tuscany we would return in a heartbeat.
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.
everything was amazing! 
The team was very kind, the location was great, very clean and beautiful
The breakfast was very reach and tasty 
We didn’t wand to leave! It was a great time
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. Everything was wonderful, we had a superb time at Borgo Del Cabreo
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.
It was really nice place. If we ever come back to Tuscany, we will definitely book our accommodation here. :)
Radda in Chianti
Situated within 21 km of Piazza Matteotti and 40 km of Piazza del Campo, Podere Terreno alla via della volpaia features rooms with air conditioning and a private bathroom in Radda in Chianti. Boasting a lift, this property also provides guests with an outdoor fireplace. There is a sun terrace and guests can make use of free WiFi, free private parking and an electric vehicle charging station.
The Mall Luxury Outlet is 40 km from the accommodation, while Piazzale Michelangelo is 48 km from the property. Florence Airport is 58 km away.
We had a great experience with Podere Terreno. It is located in a beautiful area, a cozy house and surrounded by their vineyard. Food is freshly home made , that was delicious! Tasty wine! It is a self-service of wine, no bar and cashier for drinks , feels so cozy like home! Guests share food and drink in a cozy dining hall , great vibes!  Thank you so much for the unforgettable stay with you!
Romantic Hotel in San Casciano in Val di Pesa
Popular with guests booking romantic hotels in Chianti
Romantic Hotel in Monteriggioni
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 Radda in Chianti
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 Monteriggioni
Popular with guests booking romantic hotels in Chianti
Most romantic hotels on Booking.com offer free cancellation.
Couples travelling in Chianti loved staying at Corte Di Valle, Villa Di Capovento and Borgo San Felice Resort.
Similarly, these romantic hotels in Chianti are highly rated by couples: Castello La Leccia, Borgo Del Cabreo and Mancino.
There are 93 romantic hotels in Chianti you can book on Booking.com.
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
Palazzo Pacini, Agriturismo San Sano and Fattoria di Cinciano are some popular romantic hotels in Chianti.
In addition to these romantic hotels, Salvadonica, Hotel Villa San Lucchese and Certosa di Pontignano Residenza d'Epoca - Place of Charme are also popular in Chianti.
Tenuta Torre Rossa Farm & Apartments, Nittardi and Villa Di Capovento 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: Podere San Quirico, Agriturismo Le Gallozzole and Relais Fattoria Valle.
Many families visiting Chianti loved staying at Corte Di Valle, Borgo Del Cabreo and Le Cetinelle.
Similarly, Villa Di Capovento, Relais Fattoria Valle and Podere San Quirico are also popular among family travellers.
The average price per night for a romantic hotel in Chianti for this weekend is US$206, based on current Booking.com prices.
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 absolutely beautiful and in a great location close to many sights in Tuscany. The place was fully booked while we were there it was quiet and relaxing. The apartment was lovely inside and well equipped. The air conditioning, even though it struggled at times, gave some relief.
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.