
Asciano Monte Oliveto Maggiore Station holiday rentals
We found 3,373 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals near Asciano Monte Oliveto Maggiore Station that provide the perfect home base for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for spending time at your holiday home, which might include parking and a pool. At the end of the day, you'll find a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Asciano Monte Oliveto Maggiore Station
Showing deals for:15 Aug - 22 Aug
Image gallery for Affittacamere Maria Gabriella, B&B and Holiday Home in Val d'Orcia

9.89.8 out of 10 rating
Exceptional
(39 reviews)
Affittacamere Maria Gabriella, B&B and Holiday Home in Val d'Orcia
Pienza, Tuscany
9% off
Price is AU$8,480
AU$8,480
AU$1,211 per night
includes taxes & fees
Image gallery for Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.

1010 out of 10 rating
Exceptional
(10 reviews)
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.
San Giovanni d'Asso, Provincia di Siena
10% off
Price is AU$23,076
AU$23,076
AU$3,297 per night
includes taxes & fees
Image gallery for Il Saragio open space in the Tuscan countryside

1010 out of 10 rating
Exceptional
(4 reviews)
Il Saragio open space in the Tuscan countryside
Montepulciano, Toscana
9% off
Price is AU$1,264
AU$1,264
AU$181 per night
includes taxes & fees
Image gallery for Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool

1010 out of 10 rating
Exceptional
(50 reviews)
Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool
Castelnuovo Berardenga, Province of Siena
14% off
Price is AU$2,729
AU$2,729
AU$390 per night
includes taxes & fees
Image gallery for Villa with private pool, whirlpool, sauna and last minute discounts

8.48.4 out of 10 rating
Very good
(9 reviews)
Villa with private pool, whirlpool, sauna and last minute discounts
Foiano della Chiana, Arezzo
23% off
Price is AU$11,089
AU$11,089
AU$1,584 per night
includes taxes & fees
Image gallery for Piano Nobile downtown Montepulciano

9.89.8 out of 10 rating
Exceptional
(70 reviews)
Piano Nobile downtown Montepulciano
Montepulciano, Tuscany
18% off
Price is AU$8,661
AU$8,661
AU$1,237 per night
includes taxes & fees
Image gallery for Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning

9.89.8 out of 10 rating
Exceptional
(55 reviews)
Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning
Sovicille, Provincia di Siena
9% off
Price is AU$4,889
AU$4,889
AU$698 per night
includes taxes & fees
Image gallery for Charming Gateway to Tuscany - The scenic House of the Lamps in Val d'Orcia

1010 out of 10 rating
Exceptional
(24 reviews)
Charming Gateway to Tuscany - The scenic House of the Lamps in Val d'Orcia
San Quirico d'Orcia, Tuscany
11% off
Price is AU$1,033
AU$1,033
AU$148 per night
includes taxes & fees
Image gallery for Dolce Casa 2 Summary:

1010 out of 10 rating
Exceptional
(14 reviews)
Dolce Casa 2 Summary:
Arezzo, Tuscany
15% off
Price is AU$1,360
AU$1,360
AU$194 per night
includes taxes & fees
Image gallery for WI FI FIBER Cozy Studio with "Trunk"

1010 out of 10 rating
Exceptional
(24 reviews)
WI FI FIBER Cozy Studio with "Trunk"
Montepulciano, Provincia di Siena
20% off
Price is AU$792
AU$792
AU$113 per night
includes taxes & fees
Image gallery for 3-bedroom apartment within the medieval walls of Siena.

1010 out of 10 rating
Exceptional
(6 reviews)
3-bedroom apartment within the medieval walls of Siena.
Siena, Provincia di Siena
9% off
Price is AU$3,925
AU$3,925
AU$561 per night
includes taxes & fees
Image gallery for Casina in authentic Tuscany

9.89.8 out of 10 rating
Exceptional
(62 reviews)
Casina in authentic Tuscany
Cortona, Tuscany
5% off
Price is AU$1,279
AU$1,279
AU$183 per night
includes taxes & fees
Image gallery for COR MAGIS KAMULLIA 200mt from the historic center and close to the train station

9.69.6 out of 10 rating
Exceptional
(5 reviews)
COR MAGIS KAMULLIA 200mt from the historic center and close to the train station
Siena, Provincia di Siena
9% off
Price is AU$1,807
AU$1,807
AU$258 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
13% off
Price is AU$1,978
AU$1,978
AU$283 per night
includes taxes & fees
Image gallery for Historic home - Taja Palace, in the center with whirlpool

1010 out of 10 rating
Exceptional
(194 reviews)
Historic home - Taja Palace, in the center with whirlpool
Siena, Provincia di Siena
8% off
Price is AU$1,731
AU$1,731
AU$247 per night
includes taxes & fees
Image gallery for Villa Maria 3 floors (detached - garage)

1010 out of 10 rating
Exceptional
(5 reviews)
Villa Maria 3 floors (detached - garage)
Sinalunga, Provincia di Siena
11% off
Price is AU$1,522
AU$1,522
AU$217 per night
includes taxes & fees
Image gallery for Casa gli Ulivi: New cozy apartment, a few kilometers from Montepulciano.

1010 out of 10 rating
Exceptional
(13 reviews)
Casa gli Ulivi: New cozy apartment, a few kilometers from Montepulciano.
Montepulciano, Siena
13% off
Price is AU$1,598
AU$1,598
AU$228 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 AU$2,563
AU$2,563
AU$366 per night
includes taxes & fees
Image gallery for Casa Mafalda con vista , a soli 9 minuti da Montalcino

9.99.9 out of 10 rating
Exceptional
(259 reviews)
Casa Mafalda con vista , a soli 9 minuti da Montalcino
Montalcino, Provincia di Siena
9% off
Price is AU$2,006
AU$2,006
AU$287 per night
includes taxes & fees
Image gallery for HOUSE WOW panoramic terrace *.*

1010 out of 10 rating
Exceptional
(20 reviews)
HOUSE WOW panoramic terrace *.*
Siena, Tuscany
9% off
Price is AU$4,103
AU$4,103
AU$586 per night
includes taxes & fees
Image gallery for Tuscany as it once was

1010 out of 10 rating
Exceptional
(25 reviews)
Tuscany as it once was
Cortona, Tuscany
9% off
Price is AU$1,333
AU$1,333
AU$190 per night
includes taxes & fees
Image gallery for Traditional Tuscan farmhouse with stunning views

1010 out of 10 rating
Exceptional
(94 reviews)
Traditional Tuscan farmhouse with stunning views
Siena, Tuscany
7% off
Price is AU$4,519
AU$4,519
AU$646 per night
includes taxes & fees
Image gallery for Family apartment with magical view on the old city, balcony, wifi & parking

1010 out of 10 rating
Exceptional
(51 reviews)
Family apartment with magical view on the old city, balcony, wifi & parking
Siena, Toscana
7% off
Price is AU$2,334
AU$2,334
AU$333 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
9% off
Price is AU$1,297
AU$1,297
AU$185 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Asciano Monte Oliveto Maggiore Station
The House of Alice, charm and relaxation
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
58 reviews(58 reviews)
Il Poggio dell'Eremita
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
Villa in Montalcino, exclusive for you, stunning view!!!
Sleeps 11 · 5 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
79 reviews(79 reviews)
Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
Sleeps 13 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
Montalcino: Private villa in the heart of Tuscany with private pool, Wi-fi
Sleeps 6 · 3 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Top rated rentals - Asciano Monte Oliveto Maggiore Station
Loved Our Stay In Montepulciano
1010 out of 10
Exceptionalexceptional
74 reviews(74 reviews)
A pleasant stay near beautiful town of Montepulciano.
1010 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
Beautiful stay
1010 out of 10
Exceptionalexceptional
50 reviews(50 reviews)
Private villa with private pool close to Montisi.
1010 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Beautiful Tuscan Villa
1010 out of 10
Exceptionalexceptional
96 reviews(96 reviews)
Great place
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Amazing
1010 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
Beautiful, peaceful space with amazing views
1010 out of 10
Exceptionalexceptional
74 reviews(74 reviews)
- 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