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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Monti di Sotto vacation homes

Front of property
Agriturismo La Ferrozzola

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
Fridge, oven, stovetop, dishwasher
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

Vacation Home in Poggibonsi

Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
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 340
AED 488 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
Spa
LOVE NEST SIENA YOUR LOVE NEST

Vacation Home in Toscana

LOVE NEST SIENA YOUR LOVE NEST
The price is AED 228
AED 559 total
includes taxes & fees
22 Dec - 23 Dec
LOVE NEST SIENA YOUR LOVE NEST
Property grounds
Dolce Casa 2 Summary:

Vacation Home in Arezzo

Dolce Casa 2 Summary:
The price is AED 350
AED 479 total
includes taxes & fees
8 Jan - 9 January 2026
Dolce Casa 2 Summary:
Interior
Chianti Craft House Badia a Passignano

Vacation Home in Barberino Tavarnelle

Chianti Craft House Badia a Passignano
9.8 out of 10, Exceptional, (9)
"The house is beautiful and clean. The host is very welcoming and helpful. What more could one ask for! Thanks for having us. "
United States
Elika M.
The price is AED 561
AED 815 total
includes taxes & fees
22 Dec - 23 Dec
Chianti Craft House Badia a Passignano
Exterior detail
Exclusive Stone Tower.

Vacation Home in Casciano

Exclusive Stone Tower.
9.8 out of 10, Exceptional, (7)
"The tower was a perfect place for our trip to Tuscany! It had a ton of space with a full kitchen and living room. The town it is located in is fantastic. There is a small grocery store, a pizza place, and a fantastic restaurant where two people can get a delicious meal and drinks for about €30 all within walking distance. You can easily drive from the tower to Siena, Florence, Montalcino, Montepulciano, and I'm sure many other places that we didn't have time to get to. Sauro was a great host and...
United States
Michael G.
The price is AED 364
AED 622 total
includes taxes & fees
19 Jan - 20 January 2026
Exclusive Stone Tower.
Outdoor pool
House with pool for 4 pax

Vacation Home in Casole d'Elsa

House with pool for 4 pax
9.4 out of 10, Exceptional, (3)
"Besser kann man es nicht haben. Den Pool hatten wir gefühlt immer für uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen Sehenswürdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli"
Germany
Oliver E.
The price is AED 602
AED 1,174 total
includes taxes & fees
2 Jan - 3 January 2026
House with pool for 4 pax
Terrace/patio
Charming Siena Countryside Stay

Vacation Home in Monterongriffoli

Charming Siena Countryside Stay
The price is AED 774
AED 1,114 total
includes taxes & fees
22 Dec - 23 Dec
Charming Siena Countryside Stay
Exterior
Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

Vacation Home in Buonconvento

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
The price is AED 551
AED 559 total
includes taxes & fees
8 Jan - 9 January 2026
Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
Interior
DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA

Vacation Home in San Donato

DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA
The price is AED 340
AED 989 total
includes taxes & fees
22 Dec - 23 Dec
DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA
Terrace/patio
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.

Vacation Home in Monteriggioni

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.
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 1,041
AED 1,480 total
includes taxes & fees
22 Dec - 23 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.
3 bedrooms, WiFi, bed sheets
Between Florence, Siena and Chianti

Vacation Home in Montevarchi

Between Florence, Siena and Chianti
The price is AED 490
AED 632 total
includes taxes & fees
28 Dec - 29 Dec
Between Florence, Siena and Chianti
Exterior detail
THE TOLOMEI - apartment in the heart of the main street

Vacation Home in Siena City Centre

THE TOLOMEI - apartment in the heart of the main street
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 384
AED 654 total
includes taxes & fees
7 Jan - 8 January 2026
THE TOLOMEI - apartment in the heart of the main street
Books, computer monitors
Domotic Suite at Villa Anna

Vacation Home in Buonconvento

Domotic Suite at Villa Anna
The price is AED 310
AED 578 total
includes taxes & fees
23 Dec - 24 Dec
Domotic Suite at Villa Anna
Outdoor dining
Holiday Home 'Il Piccolo Rifugio' with Private Pool, Private Garden and Wi-Fi

Vacation Home in Figline Valdarno

Holiday Home 'Il Piccolo Rifugio' with Private Pool, Private Garden and Wi-Fi
The price is AED 307
AED 534 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Home 'Il Piccolo Rifugio' with Private Pool, Private Garden and Wi-Fi
Exterior
Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

Vacation Home in Castelnuovo Berardenga

Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi
10.0 out of 10, Exceptional, (1)
"Pros: The view and unique traditional apartment. Cons: -"
United States
Anonymous traveler
The price is AED 1,731
AED 2,106 total
includes taxes & fees
7 Jan - 8 January 2026
Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi
Exterior detail
Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi

Vacation Home in Scrofiano

Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi
The price is AED 614
AED 701 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi
Exterior detail
Chateau / Country House

Vacation Home in Sovicille

Chateau / Country House
The price is AED 258
AED 400 total
includes taxes & fees
28 Dec - 29 Dec
Chateau / Country House
Terrace/patio
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

Vacation Home in MONTERIGGIONI

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
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 1,157
AED 1,836 total
includes taxes & fees
22 Dec - 23 Dec
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
Interior
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi

Vacation Home in Gaiole in Chianti

'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
The price is AED 1,983
AED 2,367 total
includes taxes & fees
7 Jan - 8 January 2026
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
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 Monti di Sotto Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Having booked with another local hotel - The Athena - who were completely obnoxious and unhelpful regarding the parking. I stumbled across this gem. The staff were so helpful and accomplished ~ first class customer service."
Stephen 1-night trip
Posted 4 days ago
Palazzo Ravizza