Search Vacation Homes in San Gusme

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for San Gusme vacation homes

Seasonal outdoor pool
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

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 338
AED 485 total
includes taxes & fees
10 Dec - 11 Dec
Holiday Home 'Piccolo Angolo Di TranquillitĂ ' with Private Garden and Wi-Fi
Property grounds
Cozy Tuscan-style apartment Suitable for families. Pets allowed

Cozy Tuscan-style apartment Suitable for families. Pets allowed

Toscana
10.0 out of 10, Exceptional, (1)
"TrÚs bon emplacement par rapport à Sienne et maison spacieuse. Propriétaire agréable "
France
YVES A.
The price is AED 556
AED 697 total
includes taxes & fees
15 Dec - 16 Dec
Cozy Tuscan-style apartment Suitable for families. Pets allowed
Property grounds
Romantic farm in the Sienese hills

Romantic farm in the Sienese hills

Trequanda, Siena
"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 346
AED 748 total
includes taxes & fees
11 Dec - 12 Dec
Romantic farm in the Sienese hills
Property grounds
Dolce Casa 2 Summary:

Dolce Casa 2 Summary:

Arezzo
The price is AED 348
AED 476 total
includes taxes & fees
11 Dec - 12 Dec
Dolce Casa 2 Summary:
Terrace/patio
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 171
AED 291 total
includes taxes & fees
6 Jan - 7 January 2026
Casa Da Vinci for two
Bar (on property)
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 362
AED 618 total
includes taxes & fees
4 Jan - 5 January 2026
Exclusive Stone Tower.
Fridge, microwave, oven, stovetop
LOVE NEST SIENA YOUR LOVE NEST

LOVE NEST SIENA YOUR LOVE NEST

Toscana
The price is AED 252
AED 581 total
includes taxes & fees
13 Dec - 14 Dec
LOVE NEST SIENA YOUR LOVE NEST
Interior
Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano

Barberino Tavarnelle
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
10 Dec - 11 Dec
Chianti Craft House Badia a Passignano
Outdoor spa tub
Vacation Home "Casalino" with Shared Pool, Shared Garden & Wi-Fi

Vacation Home "Casalino" with Shared Pool, Shared Garden & Wi-Fi

Castelnuovo Berardenga
The price is AED 1,773
AED 2,250 total
includes taxes & fees
14 Dec - 15 Dec
Vacation Home "Casalino" with Shared Pool, Shared Garden & Wi-Fi
Outdoor dining
Domotic Suite at Villa Anna

Domotic Suite at Villa Anna

Buonconvento
The price is AED 308
AED 574 total
includes taxes & fees
17 Dec - 18 Dec
Domotic Suite at Villa Anna
Fridge, oven, stovetop, coffee/tea maker
Charming Siena Countryside Stay

Charming Siena Countryside Stay

Monterongriffoli
The price is AED 577
AED 898 total
includes taxes & fees
11 Dec - 12 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

Figline Valdarno
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
Property grounds
Chateau / Country House

Chateau / Country House

Sovicille
The price is AED 257
AED 398 total
includes taxes & fees
28 Dec - 29 Dec
Chateau / Country House
Property grounds
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 1,035
AED 1,471 total
includes taxes & fees
10 Dec - 11 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.
Fridge, microwave, oven, stovetop
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

Foiano della Chiana
The price is AED 329
AED 337 total
includes taxes & fees
11 Dec - 12 Dec
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Fridge, microwave, oven, stovetop
DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA

DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA

San Donato
The price is AED 338
AED 983 total
includes taxes & fees
10 Dec - 11 Dec
DOLCE CUORE LUXE APARTMENT FLORENCE CHIANTI AREA
Dining
Between Florence, Siena and Chianti

Between Florence, Siena and Chianti

Montevarchi
The price is AED 487
AED 633 total
includes taxes & fees
18 Dec - 19 Dec
Between Florence, Siena and Chianti
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

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 528
AED 609 total
includes taxes & fees
10 Dec - 11 Dec
mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia
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

Buonconvento
The price is AED 548
AED 556 total
includes taxes & fees
8 Jan - 9 January 2026
Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Gusme Hotel Reviews

Villa del Sole Siena

Villa del Sole Siena

10/10 Excellent
"Amazing rooms and service!!"
Janet 1-night trip
Posted 22 hours ago
Villa del Sole Siena