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Our top choices for Montegrossi vacation homes

Vacation Home in Castellina in Chianti

Agriturismo La Ferrozzola
9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola
10.0 out of 10, Exceptional, (2)
"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"
Italy
Anonymous traveler
The price is AED 338
AED 485 total
includes taxes & fees
11 Dec - 12 Dec
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
10.0 out of 10, Exceptional, (1)
"Très bon emplacement par rapport à Sienne et maison spacieuse. Propriétaire agréable "
France
YVES A.
The price is AED 555
AED 696 total
includes taxes & fees
15 Dec - 16 Dec
Cozy Tuscan-style apartment Suitable for families. Pets allowed

Vacation Home in Arezzo

Dolce Casa 2 Summary:
The price is AED 346
AED 474 total
includes taxes & fees
14 Dec - 15 Dec
Dolce Casa 2 Summary:

Vacation Home in Castiglion fibocchi

Casa Da Vinci for two
8.0 out of 10, Very Good, (1)
"Sauber gemütlich, nette Atmosphäre Einrichtung ist ausreichend."
Germany
Perdita I.
The price is AED 171
AED 290 total
includes taxes & fees
31 Dec - 1 January 2026
Casa Da Vinci for two

Vacation Home in Toscana

LOVE NEST SIENA YOUR LOVE NEST
The price is AED 252
AED 581 total
includes taxes & fees
13 Dec - 14 Dec
LOVE NEST SIENA YOUR LOVE NEST

Vacation Home in Barberino Tavarnelle

Chianti Craft House Badia a Passignano
9.8 out of 10, Exceptional, (9)
"Great food in the area. Beautiful church tour and a fantastic host for our stay!"
United States
Craig & Conny M.
The price is AED 635
AED 900 total
includes taxes & fees
11 Dec - 12 Dec
Chianti Craft House Badia a Passignano
9.6 out of 10, Exceptional, (25)
"Loved the property and views,the owner was very helpful and informative would definitely come back"
United States
Andy P.
The price is AED 354
AED 1,076 total
includes taxes & fees
29 Dec - 30 Dec
Wonderful Tuscan farmhouse with large spaces and panoramic views
9.8 out of 10, Exceptional, (74)
"Great property, well equipped, nice views, well maintained, very friendly and helpful host. We did really enjoy our stay :-)"
Germany
Robert M.
The price is AED 513
AED 898 total
includes taxes & fees
11 Dec - 12 Dec
Apartment House with garden Tuscany Chianti , Florence 15km.

Vacation Home in impruneta

House with views of the Chianti
10.0 out of 10, Exceptional, (2)
"Great place, quaint and spacious. Beautiful view and equipped with everything needed for a pleasant stay. "
United States
Becky H.
The price is AED 342
AED 1,039 total
includes taxes & fees
29 Dec - 30 Dec
House with views of the Chianti
10.0 out of 10, Exceptional, (1)
"Carina abitazione ristrutturata tipica del centro di un paesino toscano di campagna (Impruneta a pochi chilometri da Firenze). Ottimi impianti e sistemi che rendono l'abitazione molto comoda ed attrezzata (un televisore piatto per stanza, condizionatore presente, cucina attrezzata, ecc. Parcheggi a pochi passi e gratuiti dalla sera alla mattina con negozietti a pochi passi. Massima disponibilità dei proprietari e tipica gentilezza toscana."
Italy
Anonymous traveler
The price is AED 427
AED 632 total
includes taxes & fees
5 Jan - 6 January 2026
La Suite dei Ricordi - Apartment between Florence and Chianti
The price is AED 1,771
AED 2,247 total
includes taxes & fees
14 Dec - 15 Dec
Vacation Home "Casalino" with Shared Pool, Shared Garden & Wi-Fi

Vacation Home in Sovicille

Chateau / Country House
The price is AED 256
AED 397 total
includes taxes & fees
28 Dec - 29 Dec
Chateau / Country House
The price is AED 339
AED 565 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Home 'Il Piccolo Rifugio' with Private Pool, Private Garden and Wi-Fi
10.0 out of 10, Exceptional, (12)
"Monteriggioni is the perfect location between Siena, San Gimignani, and roads to Chianti. The hosts Marcela, Enzo, and Alessandro really made us feel at home and comfortable. The property is beautiful, quiet, with unforgettable sunsets! Time at the pool is refreshing and relaxing, with beautiful views of the surrounding countryside. The authentic Italian kitchen was perfect for creating your own breakfasts and dinners. The bathrooms with showers have all you need, and the beds are really...
United States
Daniel D.
The price is AED 1,035
AED 1,471 total
includes taxes & fees
11 Dec - 12 Dec
Pleasant characteristic hayloft that has been renovated into holiday apartment in a part of the Chianti that is ideal for visiting the most important towns.
9.4 out of 10, Exceptional, (3)
"Cons: Das direkt neben an 2 Hunde den ganzen Tag im Garten waren,die nicht kompatibel waren.Unsere Hunde mussten dann drinnen oder an die Leine. Das hat unseren Urlaub sehr stressig gemacht,und wir hätten es nicht gebucht wenn wir das gewusst hätten.Spühlmaschine schon länger kaputt. Etwas mehr Geschirr wär schön."
Germany
Anonymous traveler
The price is AED 510
AED 710 total
includes taxes & fees
8 Jan - 9 January 2026
Pet-friendly Holiday Home 'Poggio Al Mandorlo' with Garden, Whirlpool & Wi-Fi
The price is AED 337
AED 982 total
includes taxes & fees
11 Dec - 12 Dec
DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA

Vacation Home in Montevarchi

Between Florence, Siena and Chianti
The price is AED 487
AED 633 total
includes taxes & fees
11 Dec - 12 Dec
Between Florence, Siena and Chianti
8.0 out of 10, Very Good, (4)
"Excellent location, very nice apartment was just like the pictures. Painless check-in, we had a comfortable wonderful 3 days in Siena. The only negative was the drain in the master shower backs up, but there's a second bathroom so we just showered in there. Great place!"
United States
Serena F.
The price is AED 364
AED 631 total
includes taxes & fees
11 Dec - 12 Dec
THE TOLOMEI - apartment in the heart of the main street
10.0 out of 10, Exceptional, (1)
"We absolutely loved Marcella & Enzo’s property. The pool was exactly what we needed to relax after a busy and hot few days in Rome & Venice. Just a 10 min drive from the train station. The home is set up very nicely with the 2 bedrooms and 2 bathrooms. We loved meeting the donkeys, having a quiet place to relax along with modern conveniences like a washing machine. We were treated like family. We hope to return in the future. Huge thank you! Breathtaking views. The cottage was picture perfect. "
United States
Anonymous traveler
The price is AED 1,149
AED 1,819 total
includes taxes & fees
6 Jan - 7 January 2026
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
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 Montegrossi Hotel Reviews