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Villastrada Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Villastrada holiday rentals

A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

1. 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 AU$237
includes taxes & fees
13 Oct - 14 Oct
Borgo Dolciano
A bakery display with various pastries and desserts.

2. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (14 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
The price is AU$172
includes taxes & fees
14 Oct - 15 Oct
La Piccola Locanda
A view through a glass door into a patio area with a white chair, a table, and a banner advertising a boutique hotel.

3. Boutique Apartment Eleganza

Boutique Apartment Eleganza
Chiusi Scalo
9.6 out of 10, Exceptional, (5 reviews)
"Amazing apartment!So close to the train!"
United States
Ryan W.
The price is AU$160
includes taxes & fees
17 Oct - 18 Oct
Boutique Apartment Eleganza
A bedroom with a bed, a TV, a wardrobe, and a view of a garden.

4. Boutique Apartment Natura

Boutique Apartment Natura
Chiusi
10.0 out of 10, Exceptional, (1 review)
"Great location and very clean!"
Canada
Shelley
The price is AU$156
includes taxes & fees
13 Oct - 14 Oct
Boutique Apartment Natura
A patio area with outdoor seating, potted plants, and a view of the landscape.

5. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (71 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is AU$202
includes taxes & fees
19 Oct - 20 Oct
Affitacamere Maria Gabriella
A terrace with a table and chairs, surrounded by greenery, overlooking a landscape with hills.

6. Villa on the Umbria-Tuscany border—for families and friends—with a private pool

Villa on the Umbria-Tuscany border—for families and friends—with a private pool
Città della Pieve
10.0 out of 10, Exceptional, (57 reviews)
"Beautiful place, where we had a wonderful week. The host was responsive and gave excellent introduction both to the house and the local area. Highly recommended."
United States
Jens Kristian T.
The price is AU$1,150
includes taxes & fees
13 Oct - 14 Oct
Villa on the Umbria-Tuscany border—for families and friends—with a private pool
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

7. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (20 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is AU$132
includes taxes & fees
15 Oct - 16 Oct
FonteLiving
A building with two open doors, each with a sign above. There are potted plants outside and a sign on the wall to the left.

8. 2 King Bed, 2 Full Bathroom Apartment in Città della Pieve, Umbria - Tuscany

2 King Bed, 2 Full Bathroom Apartment in Città della Pieve, Umbria - Tuscany
Città della Pieve
9.8 out of 10, Exceptional, (8 reviews)
"It's really a nice house in a beautiful small town. We enjoyed our stay. "
United States
Waseemuddin S.
The price is AU$277
includes taxes & fees
22 Oct - 23 Oct
2 King Bed, 2 Full Bathroom Apartment in Città della Pieve, Umbria - Tuscany
A modern bathroom with a white sink, wooden vanity, a framed zebra painting, a glass shower with palm leaf wallpaper, and a black toilet.

9. Macadamia Tuscany House - Studio apartment in the green, bordering Val d'Orcia

Macadamia Tuscany House - Studio apartment in the green, bordering Val d'Orcia
Sarteano
The price is AU$195
includes taxes & fees
18 Oct - 19 Oct
Macadamia Tuscany House - Studio apartment in the green, bordering Val d'Orcia
A narrow cobblestone path leading to a rustic brick building with potted plants and a wheelbarrow.

10. Holiday Apartment "Casa Vacanze Mongili" with Private Pool, Balcony & Wi-Fi

Holiday Apartment "Casa Vacanze Mongili" with Private Pool, Balcony & Wi-Fi
Chiusi
The price is AU$541
includes taxes & fees
30 Oct - 31 Oct
Holiday Apartment "Casa Vacanze Mongili" with Private Pool, Balcony & Wi-Fi
A crowded restaurant with brick walls and multiple tables and chairs.

11. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (150 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is AU$287
includes taxes & fees
3 Nov - 4 Nov
La Locanda di San Francesco
A modern bedroom with a bed, a side table, a wall-mounted shelf, and a geometric-patterned rug.

12. Evelyn's home Fabro Scalo tra Umbria e Toscana

Evelyn's home Fabro Scalo tra Umbria e Toscana
Fabro Scalo
10.0 out of 10, Exceptional, (1 review)
"Alloggio bellissimo, con una notazione fuori dal comune (lavatrice e asciugatrice, tanto per dirne una). Proprietaria disponibile e bravissima. Davvero complimenti. Se torno in zona torno qui sicuramente. 💯💯💯"
Italy
Telly
The price is AU$228
includes taxes & fees
19 Oct - 20 Oct
Evelyn's home Fabro Scalo tra Umbria e Toscana
A balcony with a red chair and table, a view of a residential building, and a wooden lattice partition.

13. Boutique Apartment Family

Boutique Apartment Family
Chiusi
10.0 out of 10, Exceptional, (1 review)
"Great apartment located right where we needed to be, not far from the train station. The host let us store our bags all day which was a huge help!"
United States
Joseph M.
The price is AU$165
includes taxes & fees
17 Oct - 18 Oct
Boutique Apartment Family
A balcony with outdoor seating and a stone building.

14. Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco

Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco
Città della Pieve
10.0 out of 10, Exceptional, (1 review)
"Pros: My wife & myself loved everything about this house! From what it looked, the house has been recently fully renovated. All bedrooms are spacious & nicely decorated. There are 3 living rooms! we spent an evening playing cards in the library. The pool area is very pleasant, the view of the valley is absolutely magical! The historical village of Citta della Pieve is only 5-10 min away by car. Supermarket is close by! We will definitely stay longer next time. Cons: nothing! everything was...
United States
Anonymous traveller
The price is AU$1,995
includes taxes & fees
14 Oct - 15 Oct
Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco
An arched doorway leading to a building with a wooden door and a staircase.

15. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (114 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 AU$122
includes taxes & fees
13 Oct - 14 Oct
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.

16. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (28 reviews)
"We were so comfortable and impressed with L'Olmo. Communication prior to our trip was perfect. We got there and the grounds were immaculate, the room was stunning, and the location was extremely convenient. The staff was very helpful. We loved staying here and can recommend it whole heartedly."
United States
Michelle
The price is AU$712
includes taxes & fees
2 Nov - 3 Nov
L'Olmo
A terrace with a table set for breakfast, overlooking a scenic landscape.

17. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (47 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is AU$275
includes taxes & fees
13 Oct - 14 Oct
Delcorto Suites
Front of property

18. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (9 reviews)
"Beautiful place, view and city."
United States
Federico
The price is AU$184
includes taxes & fees
18 Oct - 19 Oct
montorio
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

19. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 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 AU$172
includes taxes & fees
1 Nov - 2 Nov
Bed & Breakfast Vicolo dell'Oste
An interior courtyard with stone columns, arches, and a mosaic.

20. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (119 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is AU$233
includes taxes & fees
17 Oct - 18 Oct
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 Villastrada Hotel Reviews

Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"The location of this place was a little outside of the town itself but the staff and amenities made up for it."
Andrew 1-night trip
Posted 13 hours ago
Nuovo Etruria Resort

Find out more about Villastrada

Everything you need to know about Villastrada holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Villastrada holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Villastrada holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Villastrada holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Villastrada. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Villastrada holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Villastrada holiday rentals we have selected for you start as low as AU$110 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Villastrada rentals

At Expedia, we put the best Villastrada holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Villastrada rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Villastrada holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Villastrada. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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

Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome: This holiday home rental outside of Villastrada is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

What’s there to see and do in Villastrada?

Explore the area and family-friendly sights such as Tavernelle Aquatic Park, or get out into nature at a spot like Chiusi Lake. In the wider area, you’ll find Lake Trasimeno and Terme Sant'Elena.

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.