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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

Vacation Homes in Siena

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 701 total
includes taxes & fees
7 Jan - 8 January 2026
Cozy Tuscan-style apartment Suitable for families. Pets allowed
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
Exterior
THE TOLOMEI - apartment in the heart of the main street

THE TOLOMEI - apartment in the heart of the main street

Siena City Centre
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
10 Dec - 11 Dec
THE TOLOMEI - apartment in the heart of the main street
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
Outdoor pool
Casa Vacanze Le Case

Casa Vacanze Le Case

San Gimignano
9.0 out of 10, Wonderful, (8)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is AED 394
AED 455 total
includes taxes & fees
12 Dec - 13 Dec
Casa Vacanze Le Case
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
Indoor pool, a heated pool
Private House with Exclusive Swimming Pool Heated and Amazing View

Private House with Exclusive Swimming Pool Heated and Amazing View

Boccheggiano
9.6 out of 10, Exceptional, (56)
"Everything was great. The pool was warm. Views are fantastic stretching out to the sea. The town has a good supermarket. Only went to one restaurant, Dell'Upo, but it was good so went back most nights. The hosts were helpful and informative. Planning a return."
United Kingdom
Patrick H.
The price is AED 12,401
AED 14,684 total
includes taxes & fees
31 Dec - 1 January 2026
Private House with Exclusive Swimming Pool Heated and Amazing View
Dining
Comfort, relaxation and nature

Comfort, relaxation and nature

Monticiano
10.0 out of 10, Exceptional, (1)
"Appartamento perfetto non manca nulla e proprietari accoglienti, e gentilissimi. Da tornare"
Italy
Sandra V.
The price is AED 308
AED 436 total
includes taxes & fees
10 Dec - 11 Dec
Comfort, relaxation and nature
Interior
A LUXURY VILLA ON THE HILLS OF FLORENCE

A LUXURY VILLA ON THE HILLS OF FLORENCE

Impruneta
The price is AED 42,757
AED 47,503 total
includes taxes & fees
15 Dec - 16 Dec
A LUXURY VILLA ON THE HILLS OF FLORENCE
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
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
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.
Property grounds
Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi

Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi

Volterra
The price is AED 362
AED 431 total
includes taxes & fees
12 Dec - 13 Dec
Holiday Home 'La Casetta' with Private Terrace, Private Garden and Wi-Fi
Outdoor dining
Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda

Montalcino
10.0 out of 10, Exceptional, (4)
"The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!"
Austria
Johannes S.
The price is AED 513
AED 599 total
includes taxes & fees
13 Dec - 14 Dec
Podere Belsogno-camera Lavanda
Outdoor pool
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 599
AED 1,180 total
includes taxes & fees
6 Jan - 7 January 2026
House with pool for 4 pax
Interior
La Suite dei Ricordi - Apartment between Florence and Chianti

La Suite dei Ricordi - Apartment between Florence and Chianti

Impruneta
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 disponibilitĂ  dei proprietari e tipica gentilezza toscana."
Italy
Anonymous traveler
The price is AED 428
AED 633 total
includes taxes & fees
5 Jan - 6 January 2026
La Suite dei Ricordi - Apartment between Florence and Chianti
2 bedrooms, internet, bed sheets
Wonderful Tuscan farmhouse with large spaces and panoramic views

Wonderful Tuscan farmhouse with large spaces and panoramic views

impruneta
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 355
AED 1,078 total
includes taxes & fees
29 Dec - 30 Dec
Wonderful Tuscan farmhouse with large spaces and panoramic views
Interior
Casa di Via del Corallo Gerfalco – Charming Apartment in Medieval Village

Casa di Via del Corallo Gerfalco – Charming Apartment in Medieval Village

LocalitĂ  Gerfalco Montieri
The price is AED 684
AED 812 total
includes taxes & fees
14 Dec - 15 Dec
Casa di Via del Corallo Gerfalco – Charming Apartment in Medieval Village
Outdoor dining
House with views of the Chianti

House with views of the Chianti

impruneta
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
Outdoor dining
Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

Certaldo
10.0 out of 10, Exceptional, (1)
"Pros: Die familiĂ€re Aufnahme und UnterstĂŒtzung war sehr angenehm."
Germany
Anonymous traveler
The price is AED 365
AED 586 total
includes taxes & fees
8 Jan - 9 January 2026
Holiday Home 'Sandra House Certaldo' with Private Garden and 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 Siena Hotel Reviews

Villa del Sole Siena

Villa del Sole Siena

10/10 Excellent
"Amazing rooms and service!!"
Janet 1-night trip
Posted 18 hours ago
Villa del Sole Siena