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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Asciano holiday rentals

Seasonal outdoor pool

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
The price is 6.134.971 ₫
6.903.393 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Albergo Diffuso Borgo Santo
Lobby

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is 4.284.340 ₫
4.712.774 ₫ total
includes taxes & fees
18 May - 19 May
Villa Cassia di Baccano
Panoramic Cottage, 1 Bedroom | Exterior

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (53 reviews)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
The price is 3.130.863 ₫
4.215.469 ₫ total
includes taxes & fees
22 Apr - 23 Apr
Affitacamere Maria Gabriella
Suite, 2 Bedrooms | Courtyard view

L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (23 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is 18.280.976 ₫
20.233.013 ₫ total
includes taxes & fees
27 Apr - 28 Apr
L'Olmo
1 treatment room, massages

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (79 reviews)
"Fantastic place"
United States
Clifford
The price is 5.123.321 ₫
5.759.747 ₫ total
includes taxes & fees
23 Apr - 24 Apr
Casanova - Panoramic Rooms and Suites
Lunch and dinner served, local cuisine

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (40 reviews)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
United States
David
The price is 6.689.880 ₫
7.482.807 ₫ total
includes taxes & fees
24 Apr - 25 Apr
Castello di Gargonza
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (172 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is 3.625.211 ₫
4.080.686 ₫ total
includes taxes & fees
21 Apr - 22 Apr
Abbadia Sicille Relais
Property grounds

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (44 reviews)
"Great time, perfect property and location."
United States
Christopher
The price is 6.449.044 ₫
7.217.888 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Ca' Bianca Tuscany Relais
Studio | Terrace/patio

La Dimora di Dida

La Dimora di Dida
Seggiano
The price is 1.952.036 ₫
2.147.240 ₫ total
includes taxes & fees
20 Apr - 21 Apr
La Dimora di Dida
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (29 reviews)
"Lovely relaxation options and wonderful restaurant attached to the property! Great for a stay where you are travelling through Tuscany by car! Do not recommend travelling by public transport or taxi as it is very expensive."
Australia
Amelia
The price is 4.289.283 ₫
4.718.211 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Villa di Sotto
Food court

Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is 4.689.845 ₫
5.251.907 ₫ total
includes taxes & fees
19 May - 20 May
Antico Borgo Poggiarello
Exterior

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (92 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is 3.751.966 ₫
4.251.101 ₫ total
includes taxes & fees
27 Apr - 28 Apr
B&B Le Scalette di Piazza
Exterior

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is 2.820.453 ₫
3.226.438 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Il Pozzo di Sant'Andrea
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (91 reviews)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
The price is 4.415.321 ₫
4.980.792 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Meublé Il Riccio
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (25 reviews)
"Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams. "
United States
Eileen
The price is 5.475.617 ₫
6.085.086 ₫ total
includes taxes & fees
17 May - 18 May
Riserva di Fizzano Residence
Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (140 reviews)
"A wonderful hotel - great location, friendly staff, comfortable rooms. "
United States
beverly
The price is 5.621.865 ₫
6.369.836 ₫ total
includes taxes & fees
7 May - 8 May
Hotel San Gregorio
Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (98 reviews)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is 2.104.143 ₫
2.438.497 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Residenza Fabroni
Exterior

Luxury resort in the Tuscan countryside

Luxury resort in the Tuscan countryside
Trequanda
The price is 6.234.349 ₫
6.950.738 ₫ total
includes taxes & fees
22 Apr - 23 Apr
Luxury resort in the Tuscan countryside
Exterior

L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (13 reviews)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
The price is 4.383.096 ₫
5.069.408 ₫ total
includes taxes & fees
24 Apr - 25 Apr
L' Eroico
Exterior

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (130 reviews)
"Loved this place ! Clean, modern, large rooms, perfect location and the owner kind and beyond attentive."
United States
Melissa
The price is 2.711.379 ₫
3.106.456 ₫ total
includes taxes & fees
20 Apr - 21 Apr
Bed & Breakfast Vicolo dell'Oste
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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"This property is sublime. The details in the restoration, the history, the amenities all first class. The staff was amazing in making you feel comfortable and at home at the villa. Extremely peaceful. "
DAVID 3-night trip
Posted 9 hours ago
Villa di Piazzano - Small Luxury Hotel of the World

Frequently asked questions

Can I find a holiday rental in Asciano?

Yes, there are holiday rentals close to the most popular sights in Asciano, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the countryside in Asciano. Make sure you have time to check out the wineries and coffee shops during your trip.

How many holiday rentals are there in Asciano?

Expedia has 25 holiday rentals for your stay in Asciano.

What can I see and do in Asciano?

While exploring the area, visit family-friendly sights like Siena Circuit, or get outside and enjoy nature at Val di Chiana. Other places in town to visit include Monte Oliveto Maggiore Abbey and Museo Cassioli.

What are holiday rentals like in Asciano?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Asciano. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for small groups.