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Villas in Asciano

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Check prices for these dates

Next weekend
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

Our top choices for Asciano villas

Exterior
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
$82 nightly
The price is $93
Dec 18 - Dec 19
Total with taxes and fees
Artisti del Cavallo Tourism
Exterior
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Montalcino
$7,509 nightly
The price is $7,509
Dec 10 - Dec 11
Total with taxes and fees
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Pool
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

Siena
$6,965 nightly
The price is $6,965
Dec 10 - Dec 11
Total with taxes and fees
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Pool
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.
$175 nightly
The price is $175
Dec 15 - Dec 16
Total with taxes and fees
panoramica casa con piscina privata
Pool
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

Colle Val D'Elsa
$13,737 nightly
The price is $13,737
Dec 10 - Dec 11
Total with taxes and fees
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Exterior
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.
$162 nightly
The price is $165
Dec 10 - Dec 11
Total with taxes and fees
Il Poggio dell'Eremita
Exterior
'...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.
$1,803 nightly
The price is $1,808
Dec 14 - Dec 15
Total with taxes and fees
'...a delicious farmhouse in the countryside where only the wind blows...'
Pool
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Gaiole in Chianti
$7,509 nightly
The price is $7,509
Dec 10 - Dec 11
Total with taxes and fees
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Terrace/patio
Antico Brunello

Antico Brunello

Montalcino
$7,683 nightly
The price is $8,463
Dec 10 - Dec 11
Total with taxes and fees
Antico Brunello
Pool
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 traveler
$2,045 nightly
The price is $2,050
Dec 15 - Dec 16
Total with taxes and fees
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Exterior
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

Cortona
$6,234 nightly
The price is $6,234
Dec 10 - Dec 11
Total with taxes and fees
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Exterior
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

Roccastrada GR
$1,403 nightly
The price is $1,407
Dec 10 - Dec 11
Total with taxes and fees
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Terrace/patio
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

Gaiole in Chianti
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 $669
Dec 10 - Dec 11
Total with taxes and fees
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
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

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.
$380 nightly
The price is $380
Dec 31 - Jan 1, 2026
Total with taxes and fees
Stunning Private House: fantastic pool, beautiful views, A/C, Wi-Fi, and privacy
Outdoor dining
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.
$852 nightly
The price is $856
Dec 14 - Dec 15
Total with taxes and fees
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Exterior detail
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Castellina in Chianti
$6,054 nightly
The price is $6,054
Jan 1 - Jan 2, 2026
Total with taxes and fees
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Indoor pool
VIGNE DEL CHIANTI RESORT

VIGNE DEL CHIANTI RESORT

Gaiole in Chianti
$5,976 nightly
The price is $5,976
Dec 10 - Dec 11
Total with taxes and fees
VIGNE DEL CHIANTI RESORT
Exterior
VILLA LEOPOLDINA - Nine Bedroom Villa, Sleeps 18

VILLA LEOPOLDINA - Nine Bedroom Villa, Sleeps 18

Cortona
10.0 out of 10, Exceptional, (1)
"The villa was simply awesome and perfect for our family holiday."
United Kingdom
Caroline H.
$831 nightly
The price is $831
Jan 7 - Jan 8, 2026
Total with taxes and fees
VILLA LEOPOLDINA - Nine Bedroom Villa, Sleeps 18
Exterior
Red Heart - relax with those you love in Tuscany.

Red Heart - relax with those you love in Tuscany.

Trequanda
$1,064 nightly
The price is $1,068
Dec 10 - Dec 11
Total with taxes and fees
Red Heart - relax with those you love in Tuscany.
Exterior
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning

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

Cortona
$403 nightly
The price is $409
Dec 14 - Dec 15
Total with taxes and fees
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
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 3 days ago
Hotel Athena

Find out more about Asciano

Asciano Villas information

Number of reviews
121
Accommodation
2285 Villas
Lowest Price
$93
Highest Price
$8,463

Frequently asked questions

How much do villas in Asciano cost?
You'll pay between $93 and $8,463 per night for villas in Asciano. No matter your budget, an awesome escape is only a click or two 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 Asciano?
Asciano has 2285 villas to choose from. Find a stay that's right for you quickly and easily by clicking the "Villa" checkbox under the "Property type" tab in our handy filter tool.
Why book your villa in Asciano with Expedia?
Expedia makes it simple to find your dream villa in Asciano. Taking the kids on vacation? Take advantage of our filters to look for stays with amenities like WiFi and a pool. If you're sticking to a budget, click on how much you want to spend and the star rating of the property. We'll help you find a perfect place that matches your style and taste.
How can I find cheap villas in Asciano?
Expedia is here to help you locate cheap villas in Asciano. Use our convenient filter tool to choose budget, star rating and amenities to refine your search and find an ideal stay in a few quick clicks.
What is there to do near my villa in Asciano?
If you're eager to explore the best of Asciano, don't miss Monte Oliveto Maggiore Abbey. It's a favorite among locals and tourists alike.

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