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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Sassicaia Wine Area farmstays

A stone building with a tower, illuminated by lights, surrounded by a well-lit lawn.

1. UNA Hotels Monterufoli Wine Country

UNA Hotels Monterufoli Wine Country
Monteverdi Marittimo
9.4 out of 10, Exceptional, (6 reviews)
"Hotel affascinante proprio in virtù della sua posizione molto isolata. La camera era pulita ed il personale molto cortese. Purtroppo non abbiamo avuto modo di provare la piscina"
Italy
Francesco
The price is ￥18,067
￥19,874 total
includes taxes & fees
Dec 9 - Dec 10
UNA Hotels Monterufoli Wine Country
A cabin surrounded by dense greenery, with a gravel path leading to a wooden deck and a small outdoor seating area.

2. Villa Orta - Agriturismo Vegan

Villa Orta - Agriturismo Vegan
Piombino
9.6 out of 10, Exceptional, (4 reviews)
"Wonderful stay — it truly felt like a home away from home. The place was peaceful, very clean, and well maintained. The vegan food was absolutely delicious and prepared with great care. Anna the host was warm and welcoming, and we felt relaxed from the moment we arrived. Highly recommended! The location worked really well as a base for the Tuscany trail."
Canada
Irma
The price is ￥9,974
￥10,972 total
includes taxes & fees
Dec 1 - Dec 2
Villa Orta - Agriturismo Vegan
A wooden outdoor dining area with a table set for four, surrounded by wooden chairs, overlooking a vineyard.

3. Casale del Mare

Casale del Mare
Rosignano Marittimo
8.6 out of 10, Excellent, (44 reviews)
"Beautiful estate, very easily accessible from Castiglioncello with a great pool area and lovely service. We spent a couple of days here, a family of 3, and we loved it."
Sweden
Poyan
The price is ￥17,344
￥19,079 total
includes taxes & fees
Nov 14 - Nov 15
Casale del Mare
An outdoor dining table with breakfast items, overlooking a scenic valley and river.

4. Agriturismo Podere Diacceroni

Agriturismo Podere Diacceroni
Peccioli
9.4 out of 10, Exceptional, (22 reviews)
"It was an incredible stay! The staff were so polite and personable. "
Canada
Lynn
The price is ￥14,878
￥26,082 total
includes taxes & fees
Nov 20 - Nov 21
Agriturismo Podere Diacceroni
A two-story building with a tiled roof, large windows with shutters, and a well-maintained lawn.

5. Agriturismo Agricoccinella - Pool&Restaurant

Agriturismo Agricoccinella - Pool&Restaurant
Piombino
10.0 out of 10, Exceptional, (2 reviews)
"Short stay but Venchenzo was very the best The property is spotless"
United States
Don
The price is ￥12,683
￥13,952 total
includes taxes & fees
Nov 17 - Nov 18
Agriturismo Agricoccinella - Pool&Restaurant
Restaurant

6. Agriturismo Le Valli

Agriturismo Le Valli
Casciana Terme Lari
8.6 out of 10, Excellent, (7 reviews)
"This was a good experience! We were welcomed by the owners son, who made us feel very welcome and made us 2 fresh cappuccinos on arrival. The view of the landscape from this location was breathtaking. The room was very pretty with exposed brickwork and arches. The amenities in the room were very much appreciated and useful - washing machine, a rack to dry clothing, hairdryer, TV, tea a coffee etc. The olive shower gel and hand wash smelt amazing! A nearby town was ideal with a lovely...
United Kingdom
Joshua
The price is ￥16,448
￥18,800 total
includes taxes & fees
Dec 14 - Dec 15
Agriturismo Le Valli
An outdoor patio with wooden tables and chairs, large windows offering a view of a mountainous landscape.

7. Agriturismo Giù al Pozzo

Agriturismo Giù al Pozzo
Gavorrano
9.6 out of 10, Exceptional, (5 reviews)
"This stay was beautiful! There was pretty countryside and the hotel grounds were very pretty as well."
United States
Micaiah
The price is ￥11,941
￥13,135 total
includes taxes & fees
Nov 29 - Nov 30
Agriturismo Giù al Pozzo
An aerial view of a rural property with a large house, a swimming pool, and vineyard fields.

8. Farmhouse "Il Pino - Monolocale Lavanda" with Shared Pool, Private Terrace & Wi-Fi

Farmhouse "Il Pino - Monolocale Lavanda" with Shared Pool, Private Terrace & Wi-Fi
Cecina
The price is ￥31,024
￥31,554 total
includes taxes & fees
Nov 14 - Nov 15
Farmhouse "Il Pino - Monolocale Lavanda" with Shared Pool, Private Terrace & Wi-Fi
A two-story building with a central courtyard, balconies, and a well-maintained garden with pink flowers.

9. Agriturismo il vecchio imposto

Agriturismo il vecchio imposto
Massa Marittima
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful backyard and olive orchard super nice covered large table for breakfast. Large rooms good ac no or very few mosquitoes. Would stay here again"
United States
Rollie
The price is ￥13,009
￥14,310 total
includes taxes & fees
Nov 17 - Nov 18
Agriturismo il vecchio imposto
An aerial view of a rural property with a large house, a swimming pool, and vineyard fields.

10. Apartment "Il Pino - Leccio" with Shared Pool & Wi-Fi

Apartment "Il Pino - Leccio" with Shared Pool & Wi-Fi
Cecina
The price is ￥38,779
￥39,309 total
includes taxes & fees
Nov 30 - Dec 1
Apartment "Il Pino - Leccio" with Shared Pool & Wi-Fi
A covered outdoor patio with a round table, chairs, a tablecloth, wine bottles, and a bouquet of flowers.

11. Farmhouse "Il Pino - Mandorlo" with Shared Pool, Private Terrace & Wi-Fi

Farmhouse "Il Pino - Mandorlo" with Shared Pool, Private Terrace & Wi-Fi
Cecina
The price is ￥38,779
￥39,309 total
includes taxes & fees
Nov 16 - Nov 17
Farmhouse "Il Pino - Mandorlo" with Shared Pool, Private Terrace & Wi-Fi
A rectangular swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.

12. Agriturismo 'Il Nazareno - Il Gheppio' with Shared Pool, Wi-Fi, and Air Conditioning

Agriturismo 'Il Nazareno - Il Gheppio' with Shared Pool, Wi-Fi, and Air Conditioning
Cecina
The price is ￥44,595
￥45,125 total
includes taxes & fees
Nov 14 - Nov 15
Agriturismo 'Il Nazareno - Il Gheppio' with Shared Pool, Wi-Fi, and Air Conditioning
A pathway leading to a building with a tiled roof, surrounded by greenery and flowering plants.

13. Farmhouse 'Appartamento Vicino Al Mare' with Private Garden, Wi-Fi and Air Conditioning

Farmhouse 'Appartamento Vicino Al Mare' with Private Garden, Wi-Fi and Air Conditioning
Piombino
The price is ￥27,145
￥35,216 total
includes taxes & fees
Dec 13 - Dec 14
Farmhouse 'Appartamento Vicino Al Mare' with Private Garden, Wi-Fi and Air Conditioning
A rectangular swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, and bordered by a wooden deck.

14. Agriturismo "Il Nazareno - Il Coppaio" with Shared Pool and Wi-Fi

Agriturismo "Il Nazareno - Il Coppaio" with Shared Pool and Wi-Fi
cecina
The price is ￥46,534
￥47,064 total
includes taxes & fees
Nov 14 - Nov 15
Agriturismo "Il Nazareno - Il Coppaio" with Shared Pool and Wi-Fi
A two-story house with a garden in front.

15. Agriturismo Bio Fattoria Casetta

Agriturismo Bio Fattoria Casetta
2.0 star property
Gavorrano
10.0 out of 10, Exceptional, (2 reviews)
"Ottima location il titolare persona squisita pace tranquillità caratterizzano il posto da ritornarci sicuramente"
Italy
Piero
The price is ￥13,697
￥15,066 total
includes taxes & fees
Nov 19 - Nov 20
Agriturismo Bio Fattoria Casetta
A house with a covered patio, surrounded by a well-maintained garden and a gravel driveway.

16. Farmhouse 'Al Posto Giusto - Gioia' with Shared Garden, Wi-Fi and Air Conditioning

Farmhouse 'Al Posto Giusto - Gioia' with Shared Garden, Wi-Fi and Air Conditioning
Riotorto
10.0 out of 10, Exceptional, (1 review)
"Pros: Die liebevolle,farblich stimmungsvolle Einrichtung die ruhige idyllische Lage in den Olivenbäumen haben unserem Ferienbedürfnis voll entsprochen. Wir kommen gerne wieder! Cons: Alles war gut"
Germany
Anonymous traveler
The price is ￥64,631
￥65,161 total
includes taxes & fees
Dec 3 - Dec 4
Farmhouse 'Al Posto Giusto - Gioia' with Shared Garden, Wi-Fi and Air Conditioning
A house with a covered patio, a gravel path, and a large tree in the foreground.

17. Farmhouse 'Al Posto Giusto - Sole' with Private Garden, Wi-Fi and Air Conditioning

Farmhouse 'Al Posto Giusto - Sole' with Private Garden, Wi-Fi and Air Conditioning
Riotorto
10.0 out of 10, Exceptional, (4 reviews)
"Micol was a very nice and helpful host. The apparment is appr. 2 km outside of Riotorto, but we hat our Bicylces with us and emjoyed the silence in this beautiful landscape. We really ha a very good time there."
Germany
Dieter G.
The price is ￥66,569
￥67,099 total
includes taxes & fees
Dec 6 - Dec 7
Farmhouse 'Al Posto Giusto - Sole' with Private Garden, Wi-Fi and Air Conditioning
A rectangular swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, and bordered by a wooden deck.

18. Agriturismo 'Il Nazareno - Civetta' with Shared Pool, Private Terrace and Wi-Fi

Agriturismo 'Il Nazareno - Civetta' with Shared Pool, Private Terrace and Wi-Fi
Cecina
The price is ￥65,147
￥65,677 total
includes taxes & fees
Nov 14 - Nov 15
Agriturismo 'Il Nazareno - Civetta' with Shared Pool, Private Terrace and Wi-Fi
A clear turquoise pool with a surrounding stone patio, a table with chairs, and an umbrella.

19. Country house 'Casa Luna' - shared saltwater infinity pool, private terrace and Wi-Fi

Country house 'Casa Luna' - shared saltwater infinity pool, private terrace and Wi-Fi
Chiusdino
10.0 out of 10, Exceptional, (1 review)
"Pros: Posto ideale per chi vuole passare qualche giorno immerso nella natura e in relax. Abbiamo passato un weekend in questa struttura, che abbiamo utilizzato come punto di partenza per visitare San Galgano, Siena e San Gimignano (consigliabile spostarsi in macchina, perché la struttura è in campagna). Abbiamo avuto la fortuna di avere la piscina tutta per noi! Christl è stata molto disponibile sia prima del nostro arrivo, per domande e richieste, che durante il soggiorno. Struttura...
Italy
Anonymous traveler
The price is ￥41,881
￥60,900 total
includes taxes & fees
Nov 16 - Nov 17
Country house 'Casa Luna' - shared saltwater infinity pool, private terrace and Wi-Fi
An outdoor dining area with stone walls, a table set for a meal, and a view of the countryside.

20. Agri-Apartment La Terrazza - La Ripadoro with Jacuzzi

Agri-Apartment La Terrazza - La Ripadoro with Jacuzzi
Rivalto
The price is ￥52,996
￥63,772 total
includes taxes & fees
Nov 16 - Nov 17
Agri-Apartment La Terrazza - La Ripadoro with Jacuzzi
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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Learn more about Sassicaia Wine Area

Head to sights like Ornellaia Winery and Cavallino Matto as you discover Sassicaia Wine Area.

See all hotels in Sassicaia Wine Area
A stone building with a window, purple wisteria vines, and potted plants.
Photo by Earl Baron
Open Photo by Earl Baron

Top reviews in Sassicaia Wine Area

An outdoor dining table with breakfast items, overlooking a scenic valley and river.
Agriturismo Podere Diacceroni

Agriturismo Podere Diacceroni

Agriturismo Podere Diacceroni
Peccioli

10/10 Excellent

My wife and I stayed at this Agriturismo following a 10 day Meditteranean cruise. After being herded around on land tours, we were ready to relax a bit in Tuscany. When we arrived at the farm, we were greeted by the owner and his staff with an incredible spread of food and drink. We were made to feel like family. Everyone was so friendly. My wife was thrilled to help the cooks prepare marmalade and fresh pumpkin ravioli for pasta night. Everything served was organically grown on the farm. The...
United States
Thorne
Reviewed October 30, 2014
Agriturismo Podere Diacceroni