Surrounded by scenic trails in Montaione, this charming hotel offers complimentary WiFi, parking, and daily buffet breakfast. Explore the nearby Monastery of San Vivaldo or relax in the garden and terrace after a day of adventure.
Escape to this tranquil Montaione golf hotel where a poolside bar and sauna await after exploring Castello di Coiano nearby. Enjoy complimentary breakfast, WiFi, and parking while the attentive staff ensures a perfect countryside retreat.
Located in Montaione near Castelfalfi Golf Course, this family-friendly retreat offers regional cuisine at Casa Masi restaurant and a seasonal outdoor pool. Enjoy the tennis court, bar, and free WiFi after exploring nearby Castello di Coiano.
Immerse yourself in the Tuscan charm of Montaione at this resort featuring a hot tub, outdoor pool, and full-service spa. Enjoy apartments with kitchenettes and furnished patios, all near Castelfalfi Golf Course and Monastery of San Vivaldo.
Immerse in Tuscany's charm at this family-friendly B&B featuring 2 outdoor pools, a children's pool, and tennis court. Savor local cuisine at Casa Masi restaurant or unwind at the bar. Near Castelfalfi Golf Course with free breakfast and parking.
This charming hotel in San Gimignano offers regional cuisine at Le Terrazze restaurant and convenient bar service. Just moments from Medieval Criminal and Torture Museum, guests enjoy free WiFi and room service during their stay.
Soak in the Tuscan charm at this family-friendly hotel near Fattoria San Donato. Enjoy Italian cuisine at Hostaria Terre Rosse, cool off in the seasonal outdoor pool, or grab drinks at the bar. Free WiFi, parking, and a welcoming staff enhance your San Gimignano adventure.
Set in scenic Palaia, this resort offers a refreshing retreat with 2 outdoor pools, including one for children. Savor regional flavors at I Secoli restaurant, then unwind at the bar. Free WiFi and parking enhance your stay near Temple of Minerva Medica.
Tucked in the heart of San Gimignano, this charming hotel offers a serene garden, cozy bar, and on-site café. Near Archaeological Museum and Piazza delle Erbe, guests enjoy attentive service and convenient room service after exploring medieval treasures.
Escape to this welcoming hotel just 7 minutes from Certaldo Station. Enjoy the outdoor pool after exploring nearby Museum of Sacred Art, then unwind with drinks at the bar. Free breakfast, WiFi and parking round out your Tuscan adventure.
Tucked in central San Gimignano, this charming hotel puts you steps from Piazza della Cisterna and the Medieval Museum. After sightseeing, relax in the hot tub, workout at the fitness center, or enjoy a drink at the bar.
Unwind at this charming countryside retreat with an outdoor pool and poolside bar. Enjoy deep-tissue massages or facials, then savor local cuisine at Opéra restaurant. Just minutes from cultural attractions with free WiFi and parking for seamless exploration.
Set in enchanting Volterra, this luxurious farm house offers two outdoor pools and Italian cuisine at Villa Pignano restaurant. Indulge in deep-tissue massages at the spa, sip drinks at the poolside bar, or visit the onsite winery while staying near Castelvecchio.
Set in historic Volterra, this welcoming hotel offers a refreshing private pool and terrace garden. Enjoy regional specialties at I Papi restaurant after exploring nearby Alabastri and Ecomuseum attractions. Just a 16-minute drive from Pomarance Station.
Sip local wines at this Tuscan retreat's winery before dining on regional cuisine. 3 outdoor pools provide refreshing options while free WiFi and parking add convenience. Nearby attractions include Casa del Boccaccio, with Florence Airport just an hour away.
This San Gimignano hotel occupies a restored monastery with a seasonal outdoor pool and rooftop terrace. Guests enjoy free breakfast, parking, and WiFi. After a swim, grab a bite at the café or sip drinks at the poolside bar near local attractions.
Immerse yourself in Tuscan charm at this country B&B with outdoor and private pools near Archaeological Museum. Unwind at the bar/lounge or poolside bar after exploring local attractions. Free WiFi and parking enhance your serene Italian getaway.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
We stayed at Boccioleto Resort & Spa for five nights with our two kids and absolutely loved it. The hotel is stunning, surrounded by greenery, with spacious rooms and a pool overlooking breathtaking views. The staff is impeccable—always warm, attentive, and genuinely committed to making every guest feel special. You can really sense the team’s effort to create an unforgettable experience. Breakfast was delicious, and if we had more time, we would have gladly extended our stay.
This is a gorgeous property just outside the town of San Gimignano with many nice amenities. They offer chef prepared dinners each night, which made it so nice after a long day of touring, to just walk over to their dining room & not have to get back in the rental car & search for a parking space in town.
This is a newly renovated and opened property cared for by a wonderful family. Everything has been taken care of down to the last detail. The food is delicious, the rooms are well appointed and till we thoroughly enjoyed exploring the property and every interesting nook! There's lots to do including a ping pong table and a beautiful pool.
My only regret was not staying longer
A quiet and tranquil stay. Our room was perfect with plenty of space in both the sleeping area and bathroom, picturesque views outside all of our windows. The service from all staff was wonderful and friendly. The breakfast, lunch and dinner menus were very delicious and fresh. Pool is a great addition for a relaxing afternoon, with chairs available for all guests. I would be back!!
We loved this place and it was by far the best place we stayed during our time in Italy. The property is breathtaking and the service/staff is amazing. All the food we had was phenomenal and fresh. The wine is to die for. This is the type of place that is so good that you almost don’t want to tell people about it to keep it secret. Hope to be back again someday.
This inn is ideal for the traveler seeking a beautiful hilltop location in the heart of Chianti Country. Breakfast was excellent and the sister hotel nearby has a wonderful restaurant as well. The town of Greve is at the bottom of the hill, and there are numerous excellent wineries close by. Highly recommend this for someone wanting the perfect Tuscan wine country experience.
When we walked in it brought tears to my eyes. It’s a slice of heaven. We can’t wait to go back. The staff was amazing. The food was exceptional and our room was gorgeous!
This place was amazing. The staff was welcoming, the food at the restaurant was AMAZING and the hotel surroundings are exactly what you would expect from a premium hotel in the Chianti region. Breathtaking views and sense of serenity made my experience there great.
If you're looking for the flexibility to change your plans to Montaione, most accommodations offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Montaione if I want a vacation home instead of a hotel?
If you're looking for a good alternative to a hotel, look over our selection of 51 vacation homes. You can also book one of 112 apartments or 60 villas.
What will the weather in Montaione be like during my trip?
August and July are typically the warmest months in Montaione when the average temp is 73°F. January and February are the coldest months when the average temperature is 44°F. November and October are the months with the most rain.
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There are lots of reasons to book your Montaione trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.