Search Vacation Homes in Crete Senesi

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

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

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

Our top choices for Crete Senesi vacation homes

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

Vacation Home in Buonconvento

Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
$150 nightly
The price is $152
Jan 8 - Jan 9, 2026
Total with taxes and fees
Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
Outdoor dining
Domotic Suite at Villa Anna

Vacation Home in Buonconvento

Domotic Suite at Villa Anna
$146 nightly
The price is $157
Dec 27 - Dec 28
Total with taxes and fees
Domotic Suite at Villa Anna
Fridge, oven, stovetop, coffee/tea maker
Charming Siena Countryside Stay

Vacation Home in Monterongriffoli

Charming Siena Countryside Stay
$293 nightly
The price is $304
Dec 23 - Dec 24
Total with taxes and fees
Charming Siena Countryside Stay
Seasonal outdoor pool
Agriturismo La Ferrozzola

Vacation Home in Castellina in Chianti

Agriturismo La Ferrozzola
9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
$129 nightly
The price is $147
Dec 23 - Dec 24
Total with taxes and fees
Agriturismo La Ferrozzola
Interior entrance
Poggio del Sole

Vacation Home in Castiglione del Lago

Poggio del Sole
8.0 out of 10, Very Good, (4)
"El hotel no alcanzó el agua caliente y no se pudo bañar parte de la familia no contaba con suficientes amenidades "
Mexico
RAUL
$184 nightly
The price is $205
Jan 3 - Jan 4, 2026
Total with taxes and fees
Poggio del Sole
Exterior detail
The House of Alice, charm and relaxation

Vacation Home in Montalcino (SI)

The House of Alice, charm and relaxation
9.8 out of 10, Exceptional, (67)
"Really enjoyed our stay. Loved the town and the accommodation was superb. "
Australia
Michelle C.
$233 nightly
The price is $238
Jan 11 - Jan 12, 2026
Total with taxes and fees
The House of Alice, charm and relaxation
1 bedroom, iron/ironing board, free WiFi, bed sheets
Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Vacation Home in Arezzo Centro Storico

Tolletta 10 e Lode - One Bedroom House, Sleeps 4
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
$179 nightly
The price is $179
Jan 12 - Jan 13, 2026
Total with taxes and fees
Tolletta 10 e Lode - One Bedroom House, Sleeps 4
Exterior detail
The Casetta di Brunello, quiet and breathtaking views

Vacation Home in Montalcino

The Casetta di Brunello, quiet and breathtaking views
9.6 out of 10, Exceptional, (17)
"Very beautiful location, clean exactly represented as advertised. A little limited for local eating. We cooked dinner in. Would recommend it to others. Cheers"
United States
David & Teri B.
$233 nightly
The price is $238
Jan 11 - Jan 12, 2026
Total with taxes and fees
The Casetta di Brunello, quiet and breathtaking views
Outdoor dining
Ermione seen on the Val d'Orcia

Vacation Home in Castiglione d'Orcia

Ermione seen on the Val d'Orcia
8.8 out of 10, Excellent, (3)
"Alles top"
Germany
ANDREAS ALEXANDER
$220 nightly
The price is $223
Jan 11 - Jan 12, 2026
Total with taxes and fees
Ermione seen on the Val d'Orcia
Interior
The Gelda house, relax with a view

Vacation Home in Castelnuovo dell'Abate

The Gelda house, relax with a view
9.6 out of 10, Exceptional, (14)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
$162 nightly
The price is $166
Dec 23 - Dec 24
Total with taxes and fees
The Gelda house, relax with a view
Property grounds
Dolce Casa 2 Summary:

Vacation Home in Arezzo

Dolce Casa 2 Summary:
$130 nightly
The price is $130
Jan 8 - Jan 9, 2026
Total with taxes and fees
Dolce Casa 2 Summary:
Pool
Eagle House

Vacation Home in CHIANCIANO

Eagle House
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.
$378 nightly
The price is $378
Dec 30 - Dec 31
Total with taxes and fees
Eagle House
Exterior detail
Independent house in the historic center

Vacation Home in CASTIGLIONE D'ORCIA

Independent house in the historic center
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.
$193 nightly
The price is $198
Dec 23 - Dec 24
Total with taxes and fees
Independent house in the historic center
Property grounds
Romantic farm in the Sienese hills

Vacation Home in Trequanda, Siena

Romantic farm in the Sienese hills
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 Hügeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen)....
Germany
Heike K.
$200 nightly
The price is $203
Dec 23 - Dec 24
Total with taxes and fees
Romantic farm in the Sienese hills
Interior
"Il Focolare" Superior Apartment in Monticchiello

Vacation Home in Monticchiello

"Il Focolare" Superior Apartment in 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 $137
Dec 23 - Dec 24
Total with taxes and fees
"Il Focolare" Superior Apartment in Monticchiello
Fridge, stovetop, electric kettle, cookware/dishes/utensils
Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi

Vacation Home in Cortona

Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi
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
$157 nightly
The price is $162
Jan 8 - Jan 9, 2026
Total with taxes and fees
Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi
Dining
Comfort, relaxation and nature

Vacation Home in Monticiano

Comfort, relaxation and nature
10.0 out of 10, Exceptional, (1)
"Appartamento perfetto non manca nulla e proprietari accoglienti, e gentilissimi. Da tornare"
Italy
Sandra V.
$117 nightly
The price is $119
Dec 23 - Dec 24
Total with taxes and fees
Comfort, relaxation and nature
Dining
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi

Vacation Home in Cortona

Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
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
$126 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
Outdoor dining
Podere Belsogno

Vacation Home in Montalcino

Podere Belsogno
10.0 out of 10, Exceptional, (1)
"Charming and attentive hosts, stunning terrace with amazing views and a modern, attractive and well equipped rental that was a short walk to downtown Montalcino. We had a fabulous time and would go back again."
Canada
David P.
$465 nightly
The price is $467
Dec 23 - Dec 24
Total with taxes and fees
Podere Belsogno
Outdoor dining
Il Borghetto - The House of Elba, rooftop panoramic terrace

Vacation Home in Castelnuovo dell'Abate

Il Borghetto - The House of Elba, rooftop panoramic terrace
$187 nightly
The price is $192
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.
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 Crete Senesi Hotel Reviews

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

10/10 Excellent
"Host very helpful. plenty of room inside and out. Beautiful setting."
David A. 3-night trip
Posted 1 month ago
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Find out more about Crete Senesi

Crete Senesi Vacation Homes information

Number of reviews
120
Accommodation
100 Vacation Homes
Lowest Price
$119
Highest Price
$467

Explore a world of travel with Expedia