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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Villastrada holiday rentals

A bakery display with various pastries and desserts.

1. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (13 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
The price is ₹11,775
₹13,174 total
includes taxes & fees
15 Sept - 16 Sept
La Piccola Locanda
A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

2. Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (26 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 ₹15,644
₹17,430 total
includes taxes & fees
14 Sept - 15 Sept
Borgo Dolciano
A large building with a cafe area, outdoor seating, and a covered patio.

3. La Locanda Di Cetona

La Locanda Di Cetona
Cetona
8.8 out of 10, Excellent, (8 reviews)
"We arrived quite late, but the staff were friendly, responsive, and very helpful with the self-check-in process. Their support made our arrival easy and stress-free. The room was charming, clean, and well cared for. We also really enjoyed the location and the atmosphere of this little town. Having a café just downstairs for breakfast was a nice bonus. We had a great stay and would be happy to return."
Canada
Ruby
The price is ₹13,603
₹14,963 total
includes taxes & fees
15 Sept - 16 Sept
La Locanda Di Cetona
A patio area with outdoor seating, potted plants, and a view of the landscape.

4. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (65 reviews)
"A fantastic stay in such a beautiful part of Tuscany. Hosts were friendly and went out of their way to help. Breakfast was lovely and the room was clean and comfortable. Would highly recommend!"
United Kingdom
Christopher
The price is ₹10,532
₹14,345 total
includes taxes & fees
4 Oct - 5 Oct
Affitacamere Maria Gabriella
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

5. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (140 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is ₹13,036
₹14,783 total
includes taxes & fees
22 Sept - 23 Sept
Bed & Breakfast Vicolo dell'Oste
An interior courtyard with stone columns, arches, and a mosaic.

6. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (117 reviews)
"It was very well located ."
Canada
Marlenne
The price is ₹15,795
₹17,818 total
includes taxes & fees
15 Sept - 16 Sept
Meublé Il Riccio
A crowded restaurant with brick walls and multiple tables and chairs.

7. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (147 reviews)
"Incredible views from our room"
United Kingdom
Isabelle
The price is ₹19,747
₹22,165 total
includes taxes & fees
8 Oct - 9 Oct
La Locanda di San Francesco
A terrace with a table set for breakfast, overlooking a scenic landscape.

8. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (43 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is ₹18,877
₹21,208 total
includes taxes & fees
6 Oct - 7 Oct
Delcorto Suites
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

9. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (131 reviews)
"Beautiful hotel in the best location. We so enjoyed our stay, especially the amazing breakfast and sweets they had available all day long."
United States
Margaret
The price is ₹29,217
₹32,582 total
includes taxes & fees
24 Sept - 25 Sept
Il Tosco
A fountain with water cascading down a column, surrounded by greenery and a building in the background.

10. Residence al Lago

Residence al Lago
Contrada Fontivegge
8.6 out of 10, Excellent, (38 reviews)
"We stayed for one night, but the rooms are only good for night, it was very expensive for the room and location "
United States
Hananeh
The price is ₹8,730
₹10,047 total
includes taxes & fees
21 Sept - 22 Sept
Residence al Lago
An arched doorway leading to a building with a wooden door and a staircase.

11. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (109 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is ₹8,481
₹9,773 total
includes taxes & fees
22 Sept - 23 Sept
Residenza Fabroni
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

12. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is ₹69,832
₹77,258 total
includes taxes & fees
14 Sept - 15 Sept
L'Olmo
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 Villastrada Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"I never write hotel reviews, but this hotel was so exceptional that I had to share my experience. The room was beautiful, spotless, and incredibly comfortable, with thoughtful turn-down service every evening. The staff were truly the most attentive and welcoming I’ve ever experienced. They helped arrange pickup from the train station, made restaurant reservations, and went above and beyond in so many little ways. Those small details made me feel genuinely cared for. The breakfast was lovely and served in such a beautiful setting — the perfect way to start the day. I absolutely loved my stay here and would come back to Cortona for this hotel alone. A truly special place with exceptional hospitality. Highly recommend!"
Turia 3-night trip
Posted 5 hours ago
Monastero di Cortona Hotel & Spa

Find out more about Villastrada

Holiday Rentals in Villastrada

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

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Frequently asked questions

Can I find holiday rentals in Villastrada?

Yes, there are holiday rentals close to the most popular sights in Villastrada, or you can select a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Villastrada?

Explore the area and family-friendly sights such as Centro Servizi Turistici Citta della Pieve, or get out into nature at a spot like Lake Trasimeno. In the wider area, you’ll find Terme Sant'Elena and Isola Maggiore.

What’s a holiday rental in Villastrada like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Villastrada. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a small group gathering.