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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Bossi vacation homes

Seasonal outdoor pool
Agriturismo La Ferrozzola

Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
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 TranquillitĂ ' with Private Garden and Wi-Fi

Holiday Home 'Piccolo Angolo Di TranquillitĂ ' with Private Garden and Wi-Fi

Holiday Home 'Piccolo Angolo Di TranquillitĂ ' with Private Garden and Wi-Fi
Poggibonsi
10.0 out of 10, Exceptional, (2)
"Pros: Tutto stupendo la casa la posizione Ăš. La dolcezza della proprietaria"
Italy
Anonymous traveler
The price is AED 340
AED 488 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Home 'Piccolo Angolo Di TranquillitĂ ' with Private Garden and Wi-Fi
Property grounds
Dolce Casa 2 Summary:

Dolce Casa 2 Summary:

Dolce Casa 2 Summary:
Arezzo
The price is AED 350
AED 479 total
includes taxes & fees
8 Jan - 9 January 2026
Dolce Casa 2 Summary:
Property grounds
Romantic farm in the Sienese hills

Romantic farm in the Sienese hills

Romantic farm in the Sienese hills
Trequanda, Siena
8.0 out of 10, Very Good, (1)
"Gemischt.Sehr gut: Zentrale Lage, viele Ausflugsmöglichkeiten (Siena, Cortona, Arezzo Pienza). Gepflegt, schöner Pool. Antonio ist die gute Seele des Hauses, freundlich, hilfsbereit und scheinbar immer fröhlich.Gut: Ausstattung des Hauses (wir haben im kleineren Poggiolino) gewohnt.Nicht gut: Zentrale Lage, direkt an einer wichtigen Regionalstraße. Also Ruhe in den HĂŒgeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen)....
Germany
Heike K.
The price is AED 348
AED 744 total
includes taxes & fees
23 Dec - 24 Dec
Romantic farm in the Sienese hills
Interior
Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Barberino Tavarnelle
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 819 total
includes taxes & fees
23 Dec - 24 Dec
Chianti Craft House Badia a Passignano
Bar (on property)
Exclusive Stone Tower.

Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
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 383
AED 645 total
includes taxes & fees
4 Jan - 5 January 2026
Exclusive Stone Tower.
Outdoor pool
House with pool for 4 pax

House with pool for 4 pax

House with pool for 4 pax
Casole d'Elsa
9.4 out of 10, Exceptional, (3)
"Besser kann man es nicht haben. Den Pool hatten wir gefĂŒhlt immer fĂŒr uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen SehenswĂŒrdigkeiten 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
Fridge, microwave, oven, stovetop
LOVE NEST SIENA YOUR LOVE NEST

LOVE NEST SIENA YOUR LOVE NEST

LOVE NEST SIENA YOUR LOVE NEST
Toscana
The price is AED 228
AED 559 total
includes taxes & fees
23 Dec - 24 Dec
LOVE NEST SIENA YOUR LOVE NEST
Terrace/patio
Casa Da Vinci for two

Casa Da Vinci for two

Casa Da Vinci for two
Castiglion fibocchi
8.0 out of 10, Very Good, (1)
"Sauber gemĂŒtlich, nette AtmosphĂ€re Einrichtung ist ausreichend."
Germany
Perdita I.
The price is AED 172
AED 292 total
includes taxes & fees
31 Dec - 1 January 2026
Casa Da Vinci for two
Outdoor dining
Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
Buonconvento
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
Outdoor dining
Domotic Suite at Villa Anna

Domotic Suite at Villa Anna

Domotic Suite at Villa Anna
Buonconvento
The price is AED 310
AED 578 total
includes taxes & fees
27 Dec - 28 Dec
Domotic Suite at Villa Anna
Fridge, oven, stovetop, coffee/tea maker
Charming Siena Countryside Stay

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is AED 774
AED 1,118 total
includes taxes & fees
23 Dec - 24 Dec
Charming Siena Countryside Stay
Pool
Holiday Home 'Il Piccolo Rifugio' with Private Pool, Private Garden and Wi-Fi

Holiday Home 'Il Piccolo Rifugio' with Private Pool, Private Garden and Wi-Fi

Holiday Home 'Il Piccolo Rifugio' with Private Pool, Private Garden and Wi-Fi
Figline Valdarno
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
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.

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.

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.
Monteriggioni
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 1,484 total
includes taxes & fees
23 Dec - 24 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.
Terrace/patio
mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia

mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia

mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia
Sinalunga
8.0 out of 10, Very Good, (2)
"It seemed like a beautiful spot,but ws had tocancel at the last minute due to illness. I hope we can reschedule some day."
Canada
Robert R.
The price is AED 531
AED 613 total
includes taxes & fees
27 Dec - 28 Dec
mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia
Outdoor spa tub
Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi
Castelnuovo Berardenga
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
Fridge, microwave, oven, stovetop
DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA

DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA

DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA
San Donato
The price is AED 340
AED 985 total
includes taxes & fees
23 Dec - 24 Dec
DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA
Property grounds
The little Magician's secret corner

The little Magician's secret corner

The little Magician's secret corner
Sinalunga
The price is AED 516
AED 804 total
includes taxes & fees
23 Dec - 24 Dec
The little Magician's secret corner
Terrace/patio
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE

APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
MONTERIGGIONI
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 1,832 total
includes taxes & fees
23 Dec - 24 Dec
APART. OF CHARM, AIR CONDITIONING, FENCED POOL IN THE HEART OF CHIANTI-FLORENCE
Exterior detail
Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi

Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi

Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi
Scrofiano
The price is AED 1,259
AED 1,346 total
includes taxes & fees
5 Jan - 6 January 2026
Holiday Home 'Beb Pulcino Nero Scrofiano' with 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 Bossi 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 5 days ago
Palazzo Ravizza