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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Our top choices for Asciano holiday rentals

Seasonal outdoor pool

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
The price is ฿7,525
฿8,468 total
includes taxes & fees
3 Jun - 4 Jun
Albergo Diffuso Borgo Santo
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 ฿3,460
฿3,958 total
includes taxes & fees
17 May - 18 May
Il Pozzo di Sant'Andrea
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 ฿4,944
฿5,439 total
includes taxes & fees
14 May - 15 May
Villa Cassia di Baccano
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (32 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is ฿5,261
฿5,787 total
includes taxes & fees
29 May - 30 May
Villa di Sotto
Premium bedding, down duvets, pillow-top beds, minibar

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.0 out of 10, Wonderful, (26 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ฿2,381
฿3,113 total
includes taxes & fees
3 Jun - 4 Jun
Tuscasì Aparthotel
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is ฿5,594
฿6,268 total
includes taxes & fees
14 May - 15 May
Villa Montecastello
Exterior

Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (6 reviews)
"Loved everything about my stay"
United States
Svetlana
The price is ฿5,121
฿6,090 total
includes taxes & fees
18 May - 19 May
Corte Francigena - Apartments
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, (83 reviews)
"We loved our stay and wish we could have stayed longer. Our room was clean & comfortable. The view was AMAZING. We had breakfast included daily which was very good and had a bunch of gluten free options. Our bodies were tired after the hustle & bustle of Florence & Rome so we booked into the “light spa” and had the hot pools to ourselves. It was a short walk to town. We wish we could have stayed longer and plan to be back. "
Canada
Ron
The price is ฿6,284
฿7,065 total
includes taxes & fees
18 May - 19 May
Casanova - Panoramic Rooms and Suites
Seasonal outdoor pool, pool loungers

Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (4 reviews)
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
The price is ฿5,088
฿5,710 total
includes taxes & fees
20 May - 21 May
Residence Arianna
Studio, Patio, Ground Floor | Terrace/patio

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (51 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is ฿3,611
฿4,124 total
includes taxes & fees
19 May - 20 May
Fullino Nero
Massages

Chalet Il Cristallo

Chalet Il Cristallo
Castel del Piano
7.6 out of 10, Good, (4 reviews)
"Camera impeccabile, personale cortese e disponibile, colazione ottima ,come la cena. Struttura molto accogliente. Ottima per famiglie."
Italy
Federico
The price is ฿2,902
฿3,306 total
includes taxes & fees
14 May - 15 May
Chalet Il Cristallo
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (174 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ฿6,188
฿6,921 total
includes taxes & fees
31 May - 1 Jun
Abbadia Sicille Relais
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 ฿5,753
฿6,442 total
includes taxes & fees
12 Jun - 13 Jun
Antico Borgo Poggiarello
Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (101 reviews)
"Beautiful apartment, well located, best host and yummy breakfast in a beautiful cafeteria close by. "
United States
Johanna
The price is ฿3,008
฿3,461 total
includes taxes & fees
26 May - 27 May
Residenza Fabroni
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub

DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (28 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is ฿3,093
฿3,555 total
includes taxes & fees
17 May - 18 May
DormiVeglia B&B
Exterior

Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (25 reviews)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
The price is ฿4,718
฿5,266 total
includes taxes & fees
14 May - 15 May
Borgo Dolciano
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (22 reviews)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
The price is ฿3,579
฿4,051 total
includes taxes & fees
17 May - 18 May
Casa di Campagna in Toscana
Courtyard

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (94 reviews)
"An amazingly beautiful and historic property. Our room had an incredible view. The staff was fantastic- welcoming and helpful. The location is spectacular. I highly recommend. "
United States
Hallie
The price is ฿5,416
฿6,109 total
includes taxes & fees
29 May - 30 May
Meublé Il Riccio
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

Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"This is a great location in Siena, close to all the sights. Just a note that there is no elevator, but the front desk man kindly carried my luggage up to the 2nd floor which was great. My only challenge was that the room was very warm (25.3C), and there was no working fan to move air around. I did ask at the front desk, and apparently the system had not been activated, and the AC was not yet running. Therefore I had to have my windows open all night and there was road noise. My friend had a lovely room on the first floor at the back of the building with a garden patio and we enjoyed that. They have an excellent breakfast. I would stay here again but would make sure they had fans or AC in the room."
Lisa 1-night trip
Posted 1 day ago
Hotel Chiusarelli

Find out more about Asciano

Search for holiday rentals in Asciano on Expedia! You can easily find your home rentals, villas, holiday apartments in Asciano using one of the methods below:

  • View our selection of featured holiday rentals in Asciano
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Look no further and take a look at our great range of rental properties in Asciano!

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.

What are some of the best holiday rentals that Asciano has to offer?

Borgo Argiano: This holiday home rental outside of Asciano is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Asciano?

Expedia has 23 holiday rentals for your stay in Asciano.

What can I see and do in Asciano?

While exploring the area, visit family-friendly sights like Terme Petriolo, 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.