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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 Oliveto vacation homes

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 740 total
includes taxes & fees
22 Dec - 23 Dec
Romantic farm in the Sienese hills
Exterior
Tolletta 10 e Lode - One Bedroom House, Sleeps 4

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 ù 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
The price is AED 355
AED 656 total
includes taxes & fees
12 Jan - 13 January 2026
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
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:
1 bedroom, iron/ironing board, free WiFi, bed sheets
House in the Cortona countryside

House in the Cortona countryside

House in the Cortona countryside
Fratticciola
10.0 out of 10, Exceptional, (1)
"Host was extremely welcoming. Met us when we arrived and explained usage of all the amenities, including the clothes washer. Cottage was quintessential Rural Italian home. The hostess even provided us with some local wine and homemade biscotti. "
United States
Nancy F.
The price is AED 387
AED 464 total
includes taxes & fees
22 Dec - 23 Dec
House in the Cortona countryside
Pool
Apartment "PapĂ  Giuseppe La Colombaia" with Shared Pool & Wi-Fi

Apartment "PapĂ  Giuseppe La Colombaia" with Shared Pool & Wi-Fi

Apartment "PapĂ  Giuseppe La Colombaia" with Shared Pool & Wi-Fi
Cortona
10.0 out of 10, Exceptional, (1)
"Pros: Es war ganz toll. Das Klima mit 34 Grad sehr heiß aber durch den Pool geht auch das sehr gut. Der Gastgeber ist super freundlich... wir sprechen null italienisch aber das war nur ein kleines Hinderniss."
Germany
Anonymous traveler
The price is AED 577
AED 594 total
includes taxes & fees
8 Jan - 9 January 2026
Apartment "PapĂ  Giuseppe La Colombaia" with Shared Pool & Wi-Fi
Exterior
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi

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 Ăš stato come tornare bambini.Atmosfera Natalizia e tanto di piĂč. Cons: Il BidĂš non funzionava."
Italy
Anonymous traveler
The price is AED 462
AED 479 total
includes taxes & fees
5 Jan - 6 January 2026
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
Exterior detail
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning

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 330
AED 339 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Home 'Stanza Azzurra' with Wi-Fi and Air Conditioning
Dining
Montecchio di Cortona

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.
The price is AED 258
AED 335 total
includes taxes & fees
31 Dec - 1 January 2026
Montecchio di Cortona
Iron/ironing board, WiFi, bed sheets
Double room with private bathroom in the countryside 5 minutes from Montepulciano

Double room with private bathroom in the countryside 5 minutes from Montepulciano

Double room with private bathroom in the countryside 5 minutes from Montepulciano
Toscana
The price is AED 464
AED 688 total
includes taxes & fees
22 Dec - 23 Dec
Double room with private bathroom in the countryside 5 minutes from Montepulciano
Terrace/patio
Charming Siena Countryside Stay

Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is AED 774
AED 1,114 total
includes taxes & fees
22 Dec - 23 Dec
Charming Siena Countryside Stay
Interior
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
Interior
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 809 total
includes taxes & fees
22 Dec - 23 Dec
The little Magician's secret corner
Outdoor dining
Cottage La Fagianaia

Cottage La Fagianaia

Cottage La Fagianaia
Anghiari
The price is AED 559
AED 637 total
includes taxes & fees
31 Dec - 1 January 2026
Cottage La Fagianaia
Exterior
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
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
22 Dec - 23 Dec
mini house with park, in the province of Siena, btw Valdichiana and Val d'Orcia
3 bedrooms, WiFi, bed sheets
Between Florence, Siena and Chianti

Between Florence, Siena and Chianti

Between Florence, Siena and Chianti
Montevarchi
The price is AED 490
AED 632 total
includes taxes & fees
28 Dec - 29 Dec
Between Florence, Siena and Chianti
Outdoor dining
Newly renovated house surrounded by greenery and with all modern comforts

Newly renovated house surrounded by greenery and with all modern comforts

Newly renovated house surrounded by greenery and with all modern comforts
Toscana
The price is AED 1,032
AED 1,533 total
includes taxes & fees
24 Dec - 25 Dec
Newly renovated house surrounded by greenery and with all modern comforts
Exterior detail
Detached house for relaxation in the center of Anghiari

Detached house for relaxation in the center of Anghiari

Detached house for relaxation in the center of Anghiari
Anghiari
The price is AED 430
AED 856 total
includes taxes & fees
1 Jan - 2 January 2026
Detached house for relaxation in the center of Anghiari
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 614
AED 701 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Home 'Beb Pulcino Nero Scrofiano' with Wi-Fi
Property grounds
Romantic cozy house 15 minutes from Arezzo, with pool and forest

Romantic cozy house 15 minutes from Arezzo, with pool and forest

Romantic cozy house 15 minutes from Arezzo, with pool and forest
Toscana
The price is AED 598
AED 675 total
includes taxes & fees
7 Jan - 8 January 2026
Romantic cozy house 15 minutes from Arezzo, with pool and forest
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 Oliveto Hotel Reviews

Fondaco del Moro

Fondaco del Moro

10/10 Excellent
"Thank you :)"
Marco 2-night trip
Posted 1 day ago
Fondaco del Moro