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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Asciano holiday rentals

Seasonal outdoor pool

Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
The price is 6.092.610 ₫
6.855.725 ₫ total
includes taxes & fees
6 May - 7 May
Albergo Diffuso Borgo Santo
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, pool loungers

iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (36 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is 2.316.299 ₫
2.732.554 ₫ total
includes taxes & fees
4 May - 5 May
iConic Wellness Resort
Double Room (Ginevra) | View from room

A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
8.0 out of 10, Very good, (27 reviews)
"Pleasant place"
France
Claude
The price is 3.690.250 ₫
4.182.743 ₫ total
includes taxes & fees
11 May - 12 May
A Casa Mastacchi
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (93 reviews)
"Nothing negative could be said about this absolutely fabulous property. Great staff, great location, best room of our 22 day, 11 stop trip. Easy luggage so off, great everything. We will be back and will definitely stay here again. "
United States
Michael
The price is 4.384.833 ₫
4.946.399 ₫ total
includes taxes & fees
3 May - 4 May
Meublé Il Riccio
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (172 reviews)
"The room was really clean and as described. Unfortunately, the hotel restaurant was closed and that was not mentioned on the site. I learned about it the day before my arrival. Fortunately, the host had good restaurant suggestions. The hotel advertise a pool and a jacuzzi, they have both but the pool was VERY cold (normal in April) and the jacuzzi was not inviting (bee nest, Luke warm, in the shade...). Concerning the breakfast, note that it is not a buffet, a box get delivered to your room. You...
Canada
Chantal
The price is 5.563.913 ₫
6.212.616 ₫ total
includes taxes & fees
31 May - 1 Jun
Abbadia Sicille Relais
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 2.800.978 ₫
3.204.159 ₫ total
includes taxes & fees
17 May - 18 May
Il Pozzo di Sant'Andrea
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (65 reviews)
"Great stay but can feel a bit captive to their restaurant for dinner. Min 2 courses mandatory per person and dessert doesn’t count "
Canada
Shelley
The price is 5.035.215 ₫
5.784.903 ₫ total
includes taxes & fees
31 May - 1 Jun
Villa Curina Resort
Breakfast meal

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (201 reviews)
"Excellent B&B, very helpful host"
United States
Anushya
The price is 3.151.548 ₫
3.590.171 ₫ total
includes taxes & fees
13 May - 14 May
B&B Il Corso
Food court

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (134 reviews)
"Spotless, clean. Staff were friendly. Location and view was spectacular"
Australia
Kim
The price is 6.405.856 ₫
7.169.525 ₫ total
includes taxes & fees
5 May - 6 May
La Locanda di San Francesco
Lobby

B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.6 out of 10, Exceptional, (21 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is 3.348.418 ₫
3.806.343 ₫ total
includes taxes & fees
18 May - 19 May
B&B Piccolo Hotel
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 3.737.715 ₫
4.234.955 ₫ total
includes taxes & fees
3 May - 4 May
B&B Le Scalette di Piazza
Lounge

Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is 2.799.021 ₫
3.202.453 ₫ total
includes taxes & fees
25 May - 26 May
Mariani Bed & Breakfast
Interior detail

La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is 3.772.383 ₫
4.272.705 ₫ total
includes taxes & fees
18 May - 19 May
La Coroncina Lodging
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (30 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 4.259.666 ₫
4.685.633 ₫ total
includes taxes & fees
18 May - 19 May
Villa di Sotto
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 4.352.831 ₫
5.034.403 ₫ total
includes taxes & fees
7 May - 8 May
L' Eroico
Food court

Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (65 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
The price is 3.409.403 ₫
5.941.901 ₫ total
includes taxes & fees
13 May - 14 May
Borgo Il Poggiaccio
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 3.618.949 ₫
4.103.896 ₫ total
includes taxes & fees
18 May - 19 May
Bed & Breakfast Vicolo dell'Oste
Standard Double Room | Bathroom | Deep-soaking bathtub, rainfall showerhead, free toiletries, hair dryer

Piazza Paradiso Accomodation

Piazza Paradiso Accomodation
Siena City Centre
9.2 out of 10, Wonderful, (155 reviews)
"What my girlfriend loved the most was the bathtub! We have been busy traveling the last week and a half and she was overjoyed with a chance to soak in a bath tub. Room was spacious and clean, the staff was helpful and friendly. The hotel was centrally located and within easy walking distance to Piazza del Campo. Looking forward to staying with Piazza Paradiso accommodation again. We will definitely recommend Piazza Paradiso to all our friends visiting Siena!"
United States
Niels G.
The price is 2.912.117 ₫
3.326.412 ₫ total
includes taxes & fees
8 May - 9 May
Piazza Paradiso Accomodation
Terrace/patio

Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (21 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 3.252.822 ₫
3.670.705 ₫ total
includes taxes & fees
17 May - 18 May
Casa di Campagna in Toscana
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 5.805.099 ₫
6.570.233 ₫ total
includes taxes & fees
7 May - 8 May
Hotel San Gregorio
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

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"A hidden gem. This property is a perfect intro for Siena. Great staff, wonderful views off the back patio and a very nice garden room"
Matthew 1-night trip
Posted 1 hour ago
Palazzo Ravizza

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 24 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.