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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Crete Senesi villas

Pool
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
The price is €5,983
includes taxes & fees
22 Dec - 23 Dec
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Outdoor dining
Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Rapolano Terme
9.0 out of 10, Wonderful, (4)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
The price is €1,028
includes taxes & fees
13 Jan - 14 Jan 2026
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
A heated pool
POGGIO AL SOLE - Five Bedroom Villa, Sleeps 10

POGGIO AL SOLE - Five Bedroom Villa, Sleeps 10

POGGIO AL SOLE - Five Bedroom Villa, Sleeps 10
Siena
8.0 out of 10, Very good, (1)
"Villa magnifique dans un environnement superbe. Les chambres sont d'un grand confort. S'agissant d'une maison récemment rénovée, quelques réglages sont à réaliser pour atteindre la perfection : nombre de fauteuils bain de soleil insuffisant, améliorer la protection solaire sur la terrasse extérieure et le nombre de fauteuils ; petites difficultés liées à l'usage du lave linge mais très vite réglées. Globalement c'est un très agréable séjour dans une magnifique demeure, rénovée avec goût et...
France
Pierre V.
The price is €2,085
includes taxes & fees
3 Jan - 4 Jan 2026
POGGIO AL SOLE - Five Bedroom Villa, Sleeps 10
Exterior
Artisti del Cavallo Tourism

Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (24)
"Good house for one night. "
Germany
Heiner
The price is €82
includes taxes & fees
23 Dec - 24 Dec
Artisti del Cavallo Tourism
Exterior
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is €6,450
includes taxes & fees
22 Dec - 23 Dec
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Exterior
Il Poggio dell'Eremita

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (59)
"Amazing property! Could not recommend more."
United States
Annika P.
The price is €175
includes taxes & fees
22 Dec - 23 Dec
Il Poggio dell'Eremita
Pool
panoramica casa con piscina privata

panoramica casa con piscina privata

panoramica casa con piscina privata
siena
7.0 out of 10, Good, (10)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
United Kingdom
Olivier B.
panoramica casa con piscina privata
Property grounds
Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is €138
includes taxes & fees
23 Dec - 24 Dec
Charming Tuscany Villa w/ Private Infinity Pool
Exterior
'...a delicious farmhouse in the countryside where only the wind blows...'

'...a delicious farmhouse in the countryside where only the wind blows...'

'...a delicious farmhouse in the countryside where only the wind blows...'
Campiglia d'Orcia
10.0 out of 10, Exceptional, (7)
"We had a wonderful stay at the villa - we were a group of 10 adults and 2 children and used the villa as our home base for a week to explore the area (Pienza, Siena, Montalcino, Montelpulciano, etc). There are 4 apartments ranging from 1-3 bedrooms which were fantastic for the families, plus an additional communal kitchen and living room for everyone to gather. It was the perfect setup as it gave everyone the ability to have some privacy as well as for everyone to congregate and eat meals...
United States
Li-Shen L.
The price is €1,593
includes taxes & fees
5 Jan - 6 Jan 2026
'...a delicious farmhouse in the countryside where only the wind blows...'
Pool
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Gaiole in Chianti
The price is €6,450
includes taxes & fees
22 Dec - 23 Dec
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Exterior
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning
Siena
The price is €150
includes taxes & fees
30 Dec - 31 Dec
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi and Air Conditioning
Terrace/patio
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Gaiole in Chianti
10.0 out of 10, Exceptional, (8)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
Canada
russ h.
The price is €582
includes taxes & fees
22 Dec - 23 Dec
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Exterior
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
The price is €351
includes taxes & fees
8 Jan - 9 Jan 2026
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Pool
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
10.0 out of 10, Exceptional, (1)
"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."
Poland
Anonymous traveller
The price is €2,248
includes taxes & fees
23 Dec - 24 Dec
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Terrace/patio
Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti
Castellina in Chianti
The price is €674
includes taxes & fees
25 Dec - 26 Dec
Viniard Villa - Residence Le Rose in Chianti
Exterior
Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.
Trequanda
The price is €943
includes taxes & fees
22 Dec - 23 Dec
Red Heart - relax with those you love in Tuscany.
Exterior
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is €5,355
includes taxes & fees
22 Dec - 23 Dec
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Exterior detail
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is €5,201
includes taxes & fees
11 Jan - 12 Jan 2026
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Terrace/patio
Antico Brunello

Antico Brunello

Antico Brunello
Montalcino
The price is €7,270
includes taxes & fees
22 Dec - 23 Dec
Antico Brunello
Outdoor dining
Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy

Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy

Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
Cortona
10.0 out of 10, Exceptional, (27)
"Great location with gorgeous views over the Chiana hills, and nearby restaurants. We enjoyed discovering Cortona and several hill towns in the ares"
United States
Patricia H.
The price is €335
includes taxes & fees
31 Dec - 1 Jan 2026
Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
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 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 Villas information

Number of reviews
121
Accommodation
141 Villas
Lowest Price
€82
Highest Price
€7,270

Frequently asked questions

How much do villas in Crete Senesi cost?
Prepare to pay between €82 and €7,270 per night for villas in Crete Senesi. Whatever your budget, a perfect escape is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Crete Senesi?
Crete Senesi has 141 villas to pick from. Find your next perfect stay quickly and easily by checking the "Villa" box under the "Property type" tab in our filter tool.
Why book your villa in Crete Senesi with Expedia?
Expedia makes it simple to find your dream villa in Crete Senesi. Holidaying with the kids? Use our handy filters to look for stays with perks like a pool. If you're sticking to a budget, choose how much you're willing to spend and your preferred star rating. We'll help you find the perfect pad that matches your style and taste.
How can I find cheap villas in Crete Senesi?
With Expedia's handy filter tool, locating cheap villas in Crete Senesi has never been easier. To find properties that won't break the bank, refine your search by star rating, amenities and budget.
What is there to do near my villa in Crete Senesi?
No matter your interests, Crete Senesi has loads to keep you on the move. Pieve Romanica di San Vittore Church, Museo dell'Antica Grancia e dell'Olio and Museum of Sacred Art in Val d'Arbia are on most travellers' sightseeing plans. Don't head home without exploring Museo della Mezzadria, San Giovanni Terme Rapolano and Terme Antica Querciolaia either. With Expedia's Crete Senesi hotel deals, you'll be able to discover even more fabulous attractions like these with the cash you save.

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