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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Cottages in Montalcino and around

Fullino Nero
Garden

Fullino Nero

9.6 out of 10, Exceptional, (46)
"Good place."
The price is €97
includes taxes & fees
18 Aug - 19 Aug
Fullino Nero
agriturismo la roggiola
Banquet hall

agriturismo la roggiola

9.8 out of 10, Exceptional, (106)
"The garden is big and prescious, we enjoyed every bit of it! The house has everything you need for a cosy stay, even if its raining. If you want some privacy and long for a place to calw down, this is where you should stay. In case of boredom, there is a lovely piazza in monticiano, where you can find a bar, restaurant and supermarket during off-season. To get there its a ten minutes walk."
agriturismo la roggiola
Charming Cottage with vue- 450 M2, private swimming pool, Air-co
Dining

Charming Cottage with vue- 450 M2, private swimming pool, Air-co

Charming Cottage with vue- 450 M2, private swimming pool, Air-co
Rustic Retreat With Pool
Cottage | Pool

Rustic Retreat With Pool

Rustic Retreat With Pool
Cottage " I due Pini"
Outdoor dining

Cottage " I due Pini"

10.0 out of 10, Exceptional, (41)
"I due Pini cottage is a lovely place to relax. We received a very friendly and warm welcome. We get support and tips on all our questions. The house is very cozy and well equipped and has a terrace with beautiful views over the countryside. Thank you very much!"
Cottage " I due Pini"
Charming farmhouse with private pool among Brunello vineyards_A real Escape!
Exterior

Charming farmhouse with private pool among Brunello vineyards_A real Escape!

10.0 out of 10, Exceptional, (47)
"We had a wonderful time at Tenuta la Fuga. Davide and Angela were both very helpful. The property was just as beautiful as advertised, and was excellent for a relaxing vacation."
Charming farmhouse with private pool among Brunello vineyards_A real Escape!
wrapped in the scent of Mediterranean flowers and herbs
Property grounds

wrapped in the scent of Mediterranean flowers and herbs

10.0 out of 10, Exceptional, (46)
"Nous avons été très bien accueilli. Premier petit-déjeuner apporté a domicile ! Une hote charmante et attentive. Une tres belle petite maison dans la verdure. Vue sur les collines dès le reveil par une grande fenetre dans la chambre . Petit dej sur la terrasse.... Un excellent séjour au pays des chataignes en octobre. Séjour parfait, lieu tres agréable "
wrapped in the scent of Mediterranean flowers and herbs
Countryside, 10 min from Siena
Outdoor dining

Countryside, 10 min from Siena

9.4 out of 10, Exceptional, (3)
"Thank you Letizia for a lovely two days. The flat is comfortable, tidy and well equipped. The location is peaceful. The road to get to the house is a little bumpy but worth it once you get there. Letizia is friendly and very kind and helpful. Our dog loved his time playing with the other dogs. Grazie mille Letizia"
Countryside, 10 min from Siena
Tuscan Charm: Frassini Cottage
Property grounds

Tuscan Charm: Frassini Cottage

9.0 out of 10, Wonderful, (2)
"Schönes, gastfreundliches Haus, in dem alles für einen typisch italienischen Urlaub vorhanden ist."
Tuscan Charm: Frassini Cottage
Cottage in Seggiano near Fishing Lake
Outdoor dining

Cottage in Seggiano near Fishing Lake

9.2 out of 10, Wonderful, (19)
"Das Ferienhaus war sehr liebevoll Eingerichtet und der Empfang durch die Vermieterin sehr Herzlich. Allerdings war es trotz Navi schwer zu finden. Der Ort war nicht das Problem ,aber der Weg zum Haus .Der Angesagte Weg war nur mit einem Traktor oder Geländewagen Passierbar .Also erstmal zu Fuß los und Versucht Jemanden nach dem Weg zu Fragen ,nicht so Einfach in der Abgeschiedenen Lage .Nach Zirka 20 Minuten konnten wir dann Jemanden finden und uns mit Händen und Füssen Verständigen ,wo denn...
Cottage in Seggiano near Fishing Lake
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Dining

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

10.0 out of 10, Exceptional, (1)
"I can’t say enough about this wonderful Tuscan gem! We were lucky to find such a beautiful spot to stay. The staff were so friendly and helpful and the cooking class was so much fun! The restaurant was also very good! Thank you for a wonderful stay! "
The price is €175
includes taxes & fees
17 Aug - 18 Aug
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Suite indipendent apartment located in Historic Estate from 1600
Outdoor pool

Suite indipendent apartment located in Historic Estate from 1600

10.0 out of 10, Exceptional, (25)
"Loved the stay and the quiet countryside!"
Suite indipendent apartment located in Historic Estate from 1600
Noce Cottage - Castagnatello Estate
Outdoor pool

Noce Cottage - Castagnatello Estate

10.0 out of 10, Exceptional, (4)
"It was a perfect vacation in a perfect location. What can I say more? Simply nothing short of perfect… Thanx a ton, Nathan!"
Noce Cottage - Castagnatello Estate
Quiet house in the mountains, central location, ideal for trips
Outdoor dining

Quiet house in the mountains, central location, ideal for trips

8.8 out of 10, Excellent, (12)
"Insgesamt war es ein sehr schöner Urlaub. Gegen die Hitze hat der Pool sehr gut geholfen. Die Betten sind sehr bequem. Fliegengitter an den Fenstern haben ihren Job getan. Draußen unter dem Weinlaub essen ging leider nicht, da die Mücken unersättlich waren."
Quiet house in the mountains, central location, ideal for trips
Typical Tuscan Cottage with swimming pool and park, five minutes from San Galgano
Outdoor pool

Typical Tuscan Cottage with swimming pool and park, five minutes from San Galgano

10.0 out of 10, Exceptional, (14)
"A great place for a family vacation. An intimate cottage on a hill with a very large garden and a private swimming pool allows for a great rest. A small town with a delicious pizza (Bar L'Incontro) and a great wine bar (Benedetto Vino) A great starting point to Florence, Siena, San Gimignano, Volterre and the seaside (Follonica, Cecina). Very friendly and cordial owner Michele always helpful and providing support in times of need (eg where is the best food, where to go on a trip). I heartily...
Typical Tuscan Cottage with swimming pool and park, five minutes from San Galgano
Cottage in Val di Chiana
2 bedrooms, WiFi

Cottage in Val di Chiana

10.0 out of 10, Exceptional, (21)
"Our family had a wonderful time here. Beautiful, characteristic cottage with al large swimmingpool in a gorgeous area with lots of villages and places to visit. The owners were very kind and always ready to help or give advice. We highly recommend this as a place to spend a lovely holiday in Tuscany."
Cottage in Val di Chiana
Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC
1 bedroom, free WiFi, bed sheets

Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC

The price is €155
includes taxes & fees
18 Aug - 19 Aug
Charming double bedroom in cottage in enchanting Monteaperti with WiFi, AC
Rustic Retreat with Pool
Pool

Rustic Retreat with Pool

10.0 out of 10, Exceptional, (26)
"Salt water swimming pool is superb,, all required amenities and more are present, well maintained"
Rustic Retreat with Pool
Il Seccatoio – Independent rustic house with valley view and natural pool
Outdoor pool

Il Seccatoio – Independent rustic house with valley view and natural pool

8.8 out of 10, Excellent, (3)
"perfetta! meglio di quello che mi aspettavo. noi siamo stati in inverno e tutto era molto bello e curato. spero di ritornare in estate."
Il Seccatoio – Independent rustic house with valley view and natural pool
Belvilla by OYO Baita del Por Azzolo
Cottage | Dining

Belvilla by OYO Baita del Por Azzolo

Belvilla by OYO Baita del Por Azzolo
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.
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Top Montalcino Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"My wife and I had a wonderful time. The hotel is spacious, nice and clean, as you would expect at a 5 star hotel. The location couldn’t be better. Hotel personnel is highly professional. You won’t find a better place to have breakfast than at the hotel. "
Manuel 2-night trip
Posted 2 days ago
Grand Hotel Continental Siena – Starhotels Collezione