
Asciano Monte Oliveto Maggiore Station holiday homes
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 NZ$9,170
NZ$9,170
NZ$1,310 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 NZ$1,392
NZ$1,392
NZ$199 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
9% off
Price is NZ$26,403
NZ$26,403
NZ$3,772 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 NZ$2,982
NZ$2,982
NZ$426 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
22% off
Price is NZ$12,422
NZ$12,422
NZ$1,775 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 NZ$9,361
NZ$9,361
NZ$1,337 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 NZ$5,318
NZ$5,318
NZ$760 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 NZ$1,139
NZ$1,139
NZ$163 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 NZ$1,480
NZ$1,480
NZ$211 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 NZ$871
NZ$871
NZ$124 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 NZ$4,294
NZ$4,294
NZ$613 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 NZ$1,936
NZ$1,936
NZ$277 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 NZ$2,122
NZ$2,122
NZ$303 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
9% off
Price is NZ$1,855
NZ$1,855
NZ$265 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 NZ$1,630
NZ$1,630
NZ$233 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 NZ$1,712
NZ$1,712
NZ$245 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$2,767
NZ$2,767
NZ$395 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 NZ$2,151
NZ$2,151
NZ$307 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 NZ$4,480
NZ$4,480
NZ$640 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 NZ$1,469
NZ$1,469
NZ$210 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 NZ$4,940
NZ$4,940
NZ$706 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 NZ$2,517
NZ$2,517
NZ$360 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$1,430
NZ$1,430
NZ$204 per night
includes taxes & fees
Image gallery for Classic Stunning 3 Bedroom Apartment in Montepulciano with Air Conditioning,

1010 out of 10 rating
Exceptional
(33 reviews)
Classic Stunning 3 Bedroom Apartment in Montepulciano with Air Conditioning,
Montepulciano, Toscana
23% off
Price is NZ$5,102
NZ$5,102
NZ$729 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
Fabulous Experience
1010 out of 10
Exceptionalexceptional
47 reviews(47 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