Asciano Monte Oliveto Maggiore Station holiday homes

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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:17 Oct - 24 Oct

Exceptional

(25 reviews)

Charming Villa with swimming pool in the heart of Tuscany

Cortona

5% off

NZ$2,461 per night

includes taxes & fees

Exceptional

(32 reviews)

Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi

Castelnuovo Berardenga, Tuscany

14% off

NZ$2,325 per night

includes taxes & fees

Exceptional

(19 reviews)

Camparone, ArcenoRentalsClub Magnificent Chianti Villa Exclusive Pool Concierge

Castelnuovo Berardenga, Provincia di Siena

14% off

NZ$3,170 per night

includes taxes & fees

Excellent

(11 reviews)

Special offer Newly renovated fine detached villa with fireplace.

Castelnuovo Berardenga, Tuscany

8% off

NZ$211 per night

includes taxes & fees

Exceptional

(19 reviews)

FABULOUS 6BR HOME WITH WONDERFUL SWIMMING POOL & GARDEN IN THE HEART OF TUSCANY!

Lucignano, Tuscany

9% off

NZ$1,509 per night

includes taxes & fees

Exceptional

(14 reviews)

Mulino della Solaia, Arceno Rentals Club, Luxury Villa in Tuscany, pool, wifi

Monticiano, Toscana

14% off

NZ$2,630 per night

includes taxes & fees

Exceptional

(18 reviews)

Traditional Tuscan farmhouse with breathtaking views 19 Minutes from Montalcino

Montalcino

9% off

NZ$376 per night

includes taxes & fees

Exceptional

(8 reviews)

Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany

Montalcino, Siena

9% off

NZ$606 per night

includes taxes & fees

Very good

(10 reviews)

Studio in Chianti Villa in heart of Tuscany, super-large pool, 14 ha property

Gaiole in Chianti, Toscana

8% off

NZ$274 per night

includes taxes & fees

Wonderful

(25 reviews)

Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment

Civitella in Val di Chiana, Province of Arezzo

8% off

NZ$586 per night

includes taxes & fees

Exceptional

(9 reviews)

Lake House, Farm in the hills between Arezzo Florence Siena, Garden, Pool

Pergine Valdarno, Tuscany

12% off

NZ$206 per night

includes taxes & fees

Exceptional

(16 reviews)

Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena

Montepulciano

9% off

NZ$1,052 per night

includes taxes & fees

Exceptional

(63 reviews)

Arco al Poggio, Arceno Rentals Club, Spacious Chianti Apt, Pool, Concierge, WiFi

Castelnuovo Berardenga, Toscana

14% off

NZ$593 per night

includes taxes & fees

Exceptional

(51 reviews)

Casa Rossella - ArcenoRentalsClub Romantic flat in Chianti Wifi Concierge Pool

Castelnuovo Berardenga, Province of Siena

14% off

NZ$420 per night

includes taxes & fees

Exceptional

(14 reviews)

Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany

Siena, Toscana

14% off

NZ$547 per night

includes taxes & fees

Find spaces that suit your style

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Condo/Apartment

Find the best place to stay - Asciano Monte Oliveto Maggiore Station

Showing deals for: 15 Oct - 18 Oct

Breakfast, lunch and dinner with lake, vineyard and olive groves in front of you

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

Sleeps 10 · 4 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$487 per night

includes taxes & fees

LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center

Sleeps 2 · 1 bedroom · 1 bathroom

for 3 nights, 1 apartment

NZ$212 per night

includes taxes & fees

Panoramic villa surrounded by vineyards and olive groves, 6 km from Montepulciano. Ideal for familie

Sleeps 9 · 5 bedrooms · 3 bathrooms

for 3 nights, 1 villa

NZ$499 per night

includes taxes & fees

House in Val d'Orcia excellent families CIN IT052024C2APXZK7PD

Sleeps 4 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$230 per night

includes taxes & fees

Top rated rentals - Asciano Monte Oliveto Maggiore Station

Premier Host

Secret Val D’Orcia

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

view from terrace/piazza a few steps from the front door - photo in late autumn

Premier Host

Brilliant Stay in Montepulciano

An excellent apartment, very cosy and comfortable, extremely well located within the old town. Royce is an outstanding host, very welcoming and willing to assist with suggestions and advice.

Howard P.

Stayed May 2024

Fabulous Experience

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

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All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
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