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Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Vacation Homes in Asciano

Interior
The refuge in the Crete, a beautiful apartment nestled in the Sienese countryside

The refuge in the Crete, a beautiful apartment nestled in the Sienese countryside

Asciano
$233 nightly
The price is $233
Dec 11 - Dec 12
Total with taxes and fees
The refuge in the Crete, a beautiful apartment nestled in the Sienese countryside
Interior
The Gelda house, relax with a view

The Gelda house, relax with a view

Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (14)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
$161 nightly
The price is $165
Dec 9 - Dec 10
Total with taxes and fees
The Gelda house, relax with a view
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
$129 nightly
The price is $147
Dec 16 - Dec 17
Total with taxes and fees
Agriturismo La Ferrozzola
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.
$116 nightly
The price is $119
Dec 10 - Dec 11
Total with taxes and fees
Comfort, relaxation and nature
Fridge, oven, stovetop, dishwasher
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi

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

Poggibonsi
10.0 out of 10, Exceptional, (2)
"Pros: Tutto stupendo la casa la posizione è. La dolcezza della proprietaria"
Italy
Anonymous traveler
$128 nightly
The price is $132
Dec 9 - Dec 10
Total with taxes and fees
Holiday Home 'Piccolo Angolo Di Tranquillità' with Private Garden and Wi-Fi
Property grounds
Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples

Cortona
$102 nightly
The price is $107
Dec 9 - Dec 10
Total with taxes and fees
Holiday home with panoramic terrace ideal for families and couples
1 bedroom, iron/ironing board, free WiFi, bed sheets
Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Arezzo Centro Storico
10.0 out of 10, Exceptional, (1)
" La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima "
Italy
Maria Gemma
$185 nightly
The price is $185
Jan 4 - Jan 5, 2026
Total with taxes and fees
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Exterior detail
The House of Alice, charm and relaxation

The House of Alice, charm and relaxation

Montalcino (SI)
9.8 out of 10, Exceptional, (66)
"Really enjoyed our stay. Loved the town and the accommodation was superb. "
Australia
Michelle C.
$247 nightly
The price is $251
Dec 9 - Dec 10
Total with taxes and fees
The House of Alice, charm and relaxation
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)
"Très bon emplacement par rapport à Sienne et maison spacieuse. Propriétaire agréable "
France
YVES A.
$185 nightly
The price is $190
Dec 9 - Dec 10
Total with taxes and fees
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 Hügeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen)....
Germany
Heike K.
$201 nightly
The price is $204
Dec 9 - Dec 10
Total with taxes and fees
Romantic farm in the Sienese hills
Exterior detail
Independent house in the historic center

Independent house in the historic center

CASTIGLIONE D'ORCIA
9.4 out of 10, Exceptional, (9)
"Stayed here during the Tuscany Trail and was perfect for 4 of us. Centre of town and a great restaurant recommendation too! "
United Kingdom
Graham S.
$194 nightly
The price is $199
Dec 9 - Dec 10
Total with taxes and fees
Independent house in the historic center
Pool
Eagle House

Eagle House

CHIANCIANO
10.0 out of 10, Exceptional, (3)
"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "
United States
Rob C.
$411 nightly
The price is $411
Dec 30 - Dec 31
Total with taxes and fees
Eagle House
Exterior detail
The Casetta di Brunello, quiet and breathtaking views

The Casetta di Brunello, quiet and breathtaking views

Montalcino
9.6 out of 10, Exceptional, (17)
"The apartment is beautiful and the views are breathtaking! The local restaurant serves very authentic family style Tuscan cuisine and everyone was incredibly friendly and helpful. I wish we could have stayed longer!"
Australia
Andrew M.
$247 nightly
The price is $251
Dec 9 - Dec 10
Total with taxes and fees
The Casetta di Brunello, quiet and breathtaking views
Interior
"Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello

Monticchiello
10.0 out of 10, Exceptional, (8)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
$132 nightly
The price is $136
Dec 9 - Dec 10
Total with taxes and fees
"Il Focolare" Superior Apartment in Monticchiello
Property grounds
Dolce Casa 2 Summary:

Dolce Casa 2 Summary:

Arezzo
$129 nightly
The price is $129
Dec 17 - Dec 18
Total with taxes and fees
Dolce Casa 2 Summary:
Dining
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi

Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi

Cortona
9.0 out of 10, Wonderful, (2)
"Pros: Il camino è stato come tornare bambini.Atmosfera Natalizia e tanto di più. Cons: Il Bidè non funzionava."
Italy
Anonymous traveler
$125 nightly
The price is $130
Jan 5 - Jan 6, 2026
Total with taxes and fees
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
Terrace/patio
Casa Da Vinci for two

Casa Da Vinci for two

Castiglion fibocchi
8.0 out of 10, Very Good, (1)
"Sauber gemütlich, nette Atmosphäre Einrichtung ist ausreichend."
Germany
Perdita I.
$79 nightly
The price is $79
Dec 31 - Jan 1, 2026
Total with taxes and fees
Casa Da Vinci for two
Exterior
Montecchio di Cortona

Montecchio di Cortona

Montecchio
9.0 out of 10, Wonderful, (2)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
$91 nightly
The price is $91
Dec 31 - Jan 1, 2026
Total with taxes and fees
Montecchio di Cortona
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 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.
$312 nightly
The price is $314
Jan 2 - Jan 3, 2026
Total with taxes and fees
House with pool for 4 pax
Outdoor dining
Il Borghetto - The House of Elba, rooftop panoramic terrace

Il Borghetto - The House of Elba, rooftop panoramic terrace

Castelnuovo dell'Abate
$184 nightly
The price is $189
Jan 2 - Jan 3, 2026
Total with taxes and fees
Il Borghetto - The House of Elba, rooftop panoramic terrace
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 Asciano Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Excellent hotel, very helpful staff, highly recommended "
Vikram 3-night trip
Posted 2 days ago
Hotel Athena

Find out more about Asciano

Asciano Vacation Homes information

Number of reviews
115
Accommodation
1605 Vacation Homes
Lowest Price
$79
Highest Price
$411

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