Asciano Station holiday homes
We found 3,530 holiday rentals — enter your dates for availability
Find the perfect holiday home that's close to Asciano Station. Holiday rentals offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a hot tub. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Asciano Station
Showing deals for:17 Oct - 24 Oct
Image gallery for Charming Villa with swimming pool in the heart of Tuscany
1010 out of 10 rating
Exceptional
(25 reviews)
Charming Villa with swimming pool in the heart of Tuscany
Cortona
5% off
Price is NZ$17,121
NZ$17,121
NZ$2,446 per night
includes taxes & fees
Image gallery for Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi
1010 out of 10 rating
Exceptional
(32 reviews)
Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi
Castelnuovo Berardenga, Tuscany
14% off
Price is NZ$16,173
NZ$16,173
NZ$2,310 per night
includes taxes & fees
Image gallery for Camparone, ArcenoRentalsClub Magnificent Chianti Villa Exclusive Pool Concierge
1010 out of 10 rating
Exceptional
(19 reviews)
Camparone, ArcenoRentalsClub Magnificent Chianti Villa Exclusive Pool Concierge
Castelnuovo Berardenga, Provincia di Siena
14% off
Price is NZ$22,054
NZ$22,054
NZ$3,151 per night
includes taxes & fees
Image gallery for Villino Cortona - Holiday home with private pool, wifi, a/c - Tuscany
1010 out of 10 rating
Exceptional
(22 reviews)
Villino Cortona - Holiday home with private pool, wifi, a/c - Tuscany
Cortona, AR
16% off
Price is NZ$1,988
NZ$1,988
NZ$284 per night
includes taxes & fees
Image gallery for Mulino della Solaia, Arceno Rentals Club, Luxury Villa in Tuscany, pool, wifi
1010 out of 10 rating
Exceptional
(14 reviews)
Mulino della Solaia, Arceno Rentals Club, Luxury Villa in Tuscany, pool, wifi
Monticiano, Toscana
14% off
Price is NZ$18,299
NZ$18,299
NZ$2,614 per night
includes taxes & fees
Image gallery for FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!
1010 out of 10 rating
Exceptional
(19 reviews)
FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!
Lucignano, Tuscany
9% off
Price is NZ$10,500
NZ$10,500
NZ$1,500 per night
includes taxes & fees
Image gallery for "Borgo dei Fondi" Il Forno Ground Floor free wifi-free parking
1010 out of 10 rating
Exceptional
(20 reviews)
"Borgo dei Fondi" Il Forno Ground Floor free wifi-free parking
Siena, Tuscany
6% off
Price is NZ$2,357
NZ$2,357
NZ$337 per night
includes taxes & fees
Image gallery for Special offer Newly renovated fine detached villa with fireplace.
8.68.6 out of 10 rating
Excellent
(11 reviews)
Special offer Newly renovated fine detached villa with fireplace.
Castelnuovo Berardenga, Tuscany
8% off
Price is NZ$1,469
NZ$1,469
NZ$210 per night
includes taxes & fees
Image gallery for Idyllic guest house in Tuscan country house style with swimming pool
1010 out of 10 rating
Exceptional
(22 reviews)
Idyllic guest house in Tuscan country house style with swimming pool
Sinalunga, Siena
9% off
Price is NZ$2,266
NZ$2,266
NZ$324 per night
includes taxes & fees
Image gallery for Agriturismo Il Salarco: Apartment
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Agriturismo Il Salarco: Apartment
Montepulciano, Tuscany
9% off
Price is NZ$2,020
NZ$2,020
NZ$289 per night
includes taxes & fees
Image gallery for "Gabolandia", a holiday home in Cortona
9.49.4 out of 10 rating
Exceptional
(6 reviews)
"Gabolandia", a holiday home in Cortona
Cortona, Tuscany
8% off
Price is NZ$2,319
NZ$2,319
NZ$331 per night
includes taxes & fees
Image gallery for BEAUTIFUL VILLA with private Pool in the heart of Chianti
1010 out of 10 rating
Exceptional
(24 reviews)
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Castelnuovo Berardenga
5% off
Price is NZ$14,351
NZ$14,351
NZ$2,050 per night
includes taxes & fees
Image gallery for Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
1010 out of 10 rating
Exceptional
(8 reviews)
Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
Montalcino, Siena
9% off
Price is NZ$4,219
NZ$4,219
NZ$603 per night
includes taxes & fees
Image gallery for Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
8.48.4 out of 10 rating
Very good
(10 reviews)
Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property
Gaiole in Chianti, Toscana
8% off
Price is NZ$1,906
NZ$1,906
NZ$272 per night
includes taxes & fees
Image gallery for Traditional Tuscan farmhouse with breathtaking views 19 Minutes from Montalcino
1010 out of 10 rating
Exceptional
(18 reviews)
Traditional Tuscan farmhouse with breathtaking views 19 Minutes from Montalcino
Montalcino
9% off
Price is NZ$2,614
NZ$2,614
NZ$373 per night
includes taxes & fees
Image gallery for Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
9.29.2 out of 10 rating
Wonderful
(25 reviews)
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment
Civitella in Val di Chiana, Province of Arezzo
8% off
Price is NZ$4,074
NZ$4,074
NZ$582 per night
includes taxes & fees
Image gallery for Luxury Villa in Monticchiello, your heaven in Tuscany
1010 out of 10 rating
Exceptional
(52 reviews)
Luxury Villa in Monticchiello, your heaven in Tuscany
Pienza, Toscana
17% off
Price is NZ$1,633
NZ$1,633
NZ$233 per night
includes taxes & fees
Image gallery for Lake House, Farm in the hills between Arezzo Florence Siena, Garden, Pool
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Lake House, Farm in the hills between Arezzo Florence Siena, Garden, Pool
Pergine Valdarno, Tuscany
12% off
Price is NZ$1,432
NZ$1,432
NZ$205 per night
includes taxes & fees
Image gallery for Arco al Poggio, Arceno Rentals Club, Spacious Chianti Apt, Pool, Concierge, WiFi
1010 out of 10 rating
Exceptional
(63 reviews)
Arco al Poggio, Arceno Rentals Club, Spacious Chianti Apt, Pool, Concierge, WiFi
Castelnuovo Berardenga, Toscana
14% off
Price is NZ$4,124
NZ$4,124
NZ$589 per night
includes taxes & fees
Image gallery for Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
1010 out of 10 rating
Exceptional
(51 reviews)
Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
Castelnuovo Berardenga, Province of Siena
14% off
Price is NZ$2,922
NZ$2,922
NZ$417 per night
includes taxes & fees
Image gallery for Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena
1010 out of 10 rating
Exceptional
(16 reviews)
Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena
Montepulciano
9% off
Price is NZ$7,320
NZ$7,320
NZ$1,046 per night
includes taxes & fees
Image gallery for Exclusive Stone Tower.
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Exclusive Stone Tower.
Casciano di Murlo, Tuscany
8% off
Price is NZ$1,240
NZ$1,240
NZ$177 per night
includes taxes & fees
Image gallery for Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
1010 out of 10 rating
Exceptional
(13 reviews)
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
Siena, Toscana
14% off
Price is NZ$3,808
NZ$3,808
NZ$544 per night
includes taxes & fees
Image gallery for Apartment in Farmhouse
1010 out of 10 rating
Exceptional
(6 reviews)
Apartment in Farmhouse
Montepulciano, Tuscany
8% off
Price is NZ$1,395
NZ$1,395
NZ$199 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Asciano Station
Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
Sleeps 13 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
Villa in Montalcino, exclusive for you, stunning view!!!
Sleeps 11 · 5 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
82 reviews(82 reviews)
The House of Alice, charm and relaxation
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
61 reviews(61 reviews)
Hilltop house in the heart of Tuscany with private pool
Sleeps 5 · 2 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
87 reviews(87 reviews)
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Sleeps 6 · 3 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
52 reviews(52 reviews)
Top rated rentals - Asciano Station
Secret Val D’Orcia
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
We have stayed in the Val D’Orcia before - it’s an area we love, but this was really next level.Privacy, huge beautiful grounds and amazing views from every window!Wonderful hosts who went out of their way to make this the most special stay - thank you, it was amazing!
Vernon H.
Stayed May 2025
Fabulous Experience
1010 out of 10
Exceptionalexceptional
52 reviews(52 reviews)
This is a modern apartment in a peaceful authentic walled city in the heart of Tuscany- Monticchiello! It has great restaurants- Daria and La Porta to name just two. It is located close to Pienza, Montipulicano, Montalcino and the Brunello wine country. Francesco is the host and owner. He provides a wonderful breakfast and free laundry service. He is very responsive and takes great care of his guests. The four of us had a wonderful time there and highly recommend this town and property. You will not be disappointed.
John M.
Stayed Sept 2022
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value