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Compare 88 Cottages in Montegrossi with updated reviews, rates, and availability.

Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities
Room
Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities
9.8 out of 10, Exceptional, (29)
"Most beautiful and quiet setting. Awesome host. I would have given 5 stars across the board but the property is fairly remote down a rough gravel road, but definitely worth the drive for the location and host."
Cottage Murlo stunning hilltop castle peace & quiet countryside near art cities
Apartment/ flat - Barberino val d'ElsaHouse with character
Front
Apartment/ flat - Barberino val d'ElsaHouse with character
9.8 out of 10, Exceptional, (39)
"We had a lovely 12 day stay in this charming little villa near Tuscany. Loretta was a wonderful host and the location was perfect for us. We enjoyed exploring Sienna, Florence and nearby Poggibonsi, but days in the pool at the villa were hard to beat (especially with the 40 degree heat)."
Apartment/ flat - Barberino val d'ElsaHouse with character
Happy holidays in Chianti, between olives and vines, 35 min. From Florence
ROSMARINO OUR LITLLE COTTAGE
Happy holidays in Chianti, between olives and vines, 35 min. From Florence
9.8 out of 10, Exceptional, (16)
"A lovely little cottage in beautiful surroundings and perfectly situated to discover Tuscany. Elisabeth is lovely and very friendly and helpful and Oliver is brilliant"
Happy holidays in Chianti, between olives and vines, 35 min. From Florence
Le Mogli house, typical Tuscan structure with pool, surrounded by nature
Dining
Le Mogli house, typical Tuscan structure with pool, surrounded by nature
9.8 out of 10, Exceptional, (16)
"Ein wunderbar ruhiger Ort in der Toskana. Die Kommunikation war immer hervorragend. Der Pool war das Highlight für die Kinder. Um vom Parkplatz bis zur Unterkunft zu kommen, muss ein bisschen Muskelkraft aufgrund des Höhenunterschieds mit eingerechnet werden."
Le Mogli house, typical Tuscan structure with pool, surrounded by nature
Typical Tuscan Countryside Cottage near Florence
Room
Typical Tuscan Countryside Cottage near Florence
10.0 out of 10, Exceptional, (22)
"Amassing cottage exactly as describe, super clean plenty of space for a family. Great location right in the heart of Tuscany with incredible views and it was super peaceful. Magdalena was so nice and knowledgeable very responsive and gave us numerous recommendations for the local area. The house is ease to find through google maps instead of GPS. Truly a dream house in the quiet, beautiful countryside. I can’t wait to return."
Typical Tuscan Countryside Cottage near Florence
Cottage. DEPENDANCE IL BORRACCIO con vista giardino sulla campagna del Chianti.
Property grounds
Cottage. DEPENDANCE IL BORRACCIO con vista giardino sulla campagna del Chianti.
9.0 out of 10, Wonderful, (19)
"It was wonderful "
Cottage. DEPENDANCE IL BORRACCIO con vista giardino sulla campagna del Chianti.
Fullino Nero
Garden
Fullino Nero
9.6 out of 10, Exceptional, (44)
"This is a modern inn with great views and amenities. We had a great room with a fantastic view from the terrace. Paola was a gracious, helpful, wonderful host that made our stay even better. I would heartily recommend staying at Fullino Nero for your visit to Siena."
The price is SAR 340
SAR 384 total
includes taxes & fees
6 Nov - 7 Nov
Fullino Nero
Charming Farmhouse with Private Pool among Vineyards
Pool
Charming Farmhouse with Private Pool among Vineyards
9.4 out of 10, Exceptional, (49)
"This property is fantastic if you want to enjoy the real Tuscan life. The Villa, pool is all that is advertised. Olivia is the property manager and makes your stay everything you could hope for. We spent an entire month with 6 guests per week. Morning day trips afternoons by the pool and evenings watching the sunset with the estates wines. It was a month to remember. Cheers Steve Enna"
Charming Farmhouse with Private Pool among Vineyards
Purgatorio house, a typical Tuscan structure with pool, surrounded by nature.
Pool
Purgatorio house, a typical Tuscan structure with pool, surrounded by nature.
10.0 out of 10, Exceptional, (9)
"All in all: Perfect."
Purgatorio house, a typical Tuscan structure with pool, surrounded by nature.
Exceptionally pretty cottage with pool, views, in walking distance from Panzano
Exterior
Exceptionally pretty cottage with pool, views, in walking distance from Panzano
10.0 out of 10, Exceptional, (43)
"Could not have asked for more the grounds, the house, the hostess, the surroundings . . . All just beautiful and wonderful. Felt like I could have spent a month there. The hostess was so nice and so helpful. On the last night we had the chef and owner from a local restaurant, Mimo come and cook for us. It was like a movie. He was such a good cook, so nice. Sat down and talked to us and had a glass of wine . . . It was wonderful, felt like we had a much better understanding of Italy."
Exceptionally pretty cottage with pool, views, in walking distance from Panzano
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
Pool
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
9.6 out of 10, Exceptional, (17)
"We stayed in apartment Falco which has great views over the valley.The apartment is exactly as listed,well equipped and spotlessly clean.It is perfectly placed for visiting all the top Tuscan towns and there are numerous local restaurants within easy reach. Fabio and Annemarie are wonderful hosts and we will definitely be visiting again. Thanks for a wonderful stay."
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
Charming 4-Bed Cottage 15 minutes from Florence
Image 1
Charming 4-Bed Cottage 15 minutes from Florence
Charming 4-Bed Cottage 15 minutes from Florence
Countryside, 10 min from Siena
Exterior
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
Traumblick in die Toskana vom Landhaus mit Pool auf Hügel zw. Siena u. Florenz
Exterior
Traumblick in die Toskana vom Landhaus mit Pool auf Hügel zw. Siena u. Florenz
9.8 out of 10, Exceptional, (27)
"This was truly a last minute-idea for us and the owners were extremely flexible and kind to let us come on such short notice. We had a nice stay, the wi-fi didn't work most of the time, but that was never a problem for us. A cozy house with a beautiful view!"
Traumblick in die Toskana vom Landhaus mit Pool auf Hügel zw. Siena u. Florenz
Detached house in heart of Chianti Classico,pool,quiet panoramic position,WLAN
Pool
Detached house in heart of Chianti Classico,pool,quiet panoramic position,WLAN
10.0 out of 10, Exceptional, (15)
"The situation is secluded and delightful. The only sounds were from the birds and the occasional car. The house was spotlessly clean and the lady owner was charming. We loved exploring the nearby hill-top towns and we ate some delicious food. Because the house is quite high there was a welcome breeze. The pool was exceptional."
Detached house in heart of Chianti Classico,pool,quiet panoramic position,WLAN
Cottage Polvereto S. Andrea a Cellole a beautiful hilltop Castle sleeps two
Room
Cottage Polvereto S. Andrea a Cellole a beautiful hilltop Castle sleeps two
9.8 out of 10, Exceptional, (10)
"To start we were welcomed by a complimentary bottle of wine to celebrate our new marriage! The host was very attentive, provided restaurant recommendations, wine tour suggestions and local site seeing suggestions. Apartment was clean and cozy with spectacular views with olive trees and host made olive oil! This host goes above and beyond to make their guests feel at home. By far our favourite part of our week was Nelson…. You stole my heart out handsome guard dog. We will 100% be back and...
Cottage Polvereto S. Andrea a Cellole a beautiful hilltop Castle sleeps two
Paolina house, typical Tuscan structure with pool, surrounded by nature
Private kitchen
Paolina house, typical Tuscan structure with pool, surrounded by nature
10.0 out of 10, Exceptional, (2)
"Just perfect !"
Paolina house, typical Tuscan structure with pool, surrounded by nature
Podere le Fonti
Exterior
Podere le Fonti
Podere le Fonti
The Arsoli hut .Swimming pool exclusive use.
Pool
The Arsoli hut .Swimming pool exclusive use.
10.0 out of 10, Exceptional, (23)
"Words can't can't describe how much we enjoyed our stay. Anna became one our family and ours hers. She brought a doctor to the unit so I was able to get a needed prescription. She stopped by daily to say hi and we learned to use translate to communicate which was lots of fun. The grounds offer plenty of privacy. Sienna is not far and Multapulciano"
The Arsoli hut .Swimming pool exclusive use.
Cottage Pino Rural Tuscan retreat in Stunning Hilltop castle
Room
Cottage Pino Rural Tuscan retreat in Stunning Hilltop castle
9.6 out of 10, Exceptional, (19)
"First of all, Marzio was hands down the best host we have ever stayed with. He was very helpful with recommendations and giving us information of the area. We ate in some outstanding restaurants on Marzio recommendation and he was right on the mark. The house is exactly what we were looking for, a beautiful Tuscan retreat, close to Florence and Siena. The pool was an added bonus that we used every day to cool off. We would really want to stay again. We did happen to stay in July and it was...
Cottage Pino Rural Tuscan retreat in Stunning Hilltop castle
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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Other property types in Montegrossi

Hu Norcenni Girasole Village
Exterior
Hu Norcenni Girasole Village
4.0 star property
8.6 out of 10, Excellent, (279)
"Everything ok 🙂"
Hu Norcenni Girasole Village
Il Battistero Siena - Residenza d'Epoca
Room
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (140)
"Very nice and attentive staff. Room was really good. Close to dining and attractions for seeing the popular parts of Siena. Included breakfast is very good. "
The price is SAR 409
SAR 460 total
includes taxes & fees
6 Nov - 7 Nov
Il Battistero Siena - Residenza d'Epoca
Camping Village Il Poggetto
Front of property
Camping Village Il Poggetto
3.0 star property
8.0 out of 10, Very Good, (41)
"Nice safe village with restaurant, bar and pool. Staff were excellent. "
Camping Village Il Poggetto
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.