Villas in Crete Senesi

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

Our top choices for Crete Senesi villas

Pool
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Villa in Siena

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
$6,957 nightly
The price is $6,957
Dec 12 - Dec 13
Total with taxes and fees
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Exterior
Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa in Rapolano Terme

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
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.
$851 nightly
The price is $855
Dec 14 - Dec 15
Total with taxes and fees
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Outdoor dining
POGGIO AL SOLE - Five Bedroom Villa, Sleeps 10

Villa in Siena

POGGIO AL SOLE - Five Bedroom Villa, Sleeps 10
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.
$2,440 nightly
The price is $2,440
Jan 3 - Jan 4, 2026
Total with taxes and fees
POGGIO AL SOLE - Five Bedroom Villa, Sleeps 10
Exterior
Artisti del Cavallo Tourism

Villa in Foiano della Chiana

Artisti del Cavallo Tourism
8.4 out of 10, Very Good, (24)
"Good house for one night. "
Germany
Heiner
$81 nightly
The price is $92
Dec 17 - Dec 18
Total with taxes and fees
Artisti del Cavallo Tourism
Exterior
Il Poggio dell'Eremita

Villa in Sinalunga

Il Poggio dell'Eremita
10.0 out of 10, Exceptional, (59)
"Amazing property! Could not recommend more."
United States
Annika P.
$162 nightly
The price is $165
Dec 12 - Dec 13
Total with taxes and fees
Il Poggio dell'Eremita
Property grounds
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Villa in Montalcino

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
$7,500 nightly
The price is $7,500
Dec 12 - Dec 13
Total with taxes and fees
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Pool
panoramica casa con piscina privata

Villa in siena

panoramica casa con piscina privata
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.
$173 nightly
The price is $173
Dec 22 - Dec 23
Total with taxes and fees
panoramica casa con piscina privata
Exterior
'...a delicious farmhouse in the countryside where only the wind blows...'

Villa in Campiglia d'Orcia

'...a delicious farmhouse in the countryside where only the wind blows...'
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.
$1,795 nightly
The price is $1,800
Dec 14 - Dec 15
Total with taxes and fees
'...a delicious farmhouse in the countryside where only the wind blows...'
Property grounds
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

Villa in Gaiole in Chianti

"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
10.0 out of 10, Exceptional, (7)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
Canada
russ h.
$664 nightly
The price is $668
Dec 13 - Dec 14
Total with taxes and fees
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Exterior
Red Heart - relax with those you love in Tuscany.

Villa in Trequanda

Red Heart - relax with those you love in Tuscany.
$1,063 nightly
The price is $1,066
Dec 12 - Dec 13
Total with taxes and fees
Red Heart - relax with those you love in Tuscany.
Property grounds
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

Villa in Arezzo

Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
10.0 out of 10, Exceptional, (18)
"Amazing location, great pool, ideal for a large group. Very friendly and helpful hosts. Second stay at this property would definitely consider it again. "
United Kingdom
Julie C.
$2,708 nightly
The price is $2,715
Dec 13 - Dec 14
Total with taxes and fees
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
Pool
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Villa in Gaiole in Chianti

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
$7,500 nightly
The price is $7,500
Dec 12 - Dec 13
Total with taxes and fees
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Exterior
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning

Villa in Cortona

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
$403 nightly
The price is $409
Dec 12 - Dec 13
Total with taxes and fees
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Exterior
Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy

Villa in Cortona

Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
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.
$379 nightly
The price is $379
Dec 31 - Jan 1, 2026
Total with taxes and fees
Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
Exterior
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

Resort in Cortona

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
$6,227 nightly
The price is $6,227
Dec 12 - Dec 13
Total with taxes and fees
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Pool
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa in Radda in Chianti

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
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 traveler
$2,043 nightly
The price is $2,047
Dec 13 - Dec 14
Total with taxes and fees
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Terrace/patio
Antico Brunello

Villa in Montalcino

Antico Brunello
$7,674 nightly
The price is $8,453
Dec 12 - Dec 13
Total with taxes and fees
Antico Brunello
Exterior
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

Villa in Colle Val D'Elsa

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
$13,721 nightly
The price is $13,721
Dec 12 - Dec 13
Total with taxes and fees
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Outdoor dining
Villa Bellavista - Homelike Villas

Villa in Montegonzi

Villa Bellavista - Homelike Villas
Villa Bellavista - Homelike Villas
Exterior
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Villa in Roccastrada GR

Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
$1,401 nightly
The price is $1,406
Dec 13 - Dec 14
Total with taxes and fees
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & 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 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 3 weeks 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
138
Accommodation
137 Villas
Lowest Price
$92
Highest Price
$8,453

Frequently asked questions

How much do villas in Crete Senesi cost?
Prepare to pay between $92 and $8,453 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 137 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. Vacationing 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 travelers' 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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