Rolling hills, a line of tall cypress trees, and a misty valley.

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Asciano villas

A stone house with a sloped roof, a wooden porch, and a garden with various plants and flowers.

1. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (74 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is €159
includes taxes & fees
20 Oct - 21 Oct
Il Poggio dell'Eremita
A two-story building with balconies, outdoor seating, and potted plants.

2. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is €84
includes taxes & fees
23 Oct - 24 Oct
Artisti del Cavallo Tourism
A modern living room with a large arched window, a flat-screen TV, a fireplace, and a cozy seating area.

3. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
Trequanda
The price is €235
includes taxes & fees
2 Nov - 3 Nov
Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

4. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is €185
includes taxes & fees
31 Oct - 1 Nov
Villa Montecastello
A rustic stone building with a balcony, surrounded by lush greenery and flowering plants.

5. Villa "Il Fornacino" with Pool, Garden & Wi-Fi

Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Rapolano Terme
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
Netherlands
Toon M.
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
A poolside area with lounge chairs and umbrellas, a clear view of the pool, and a pathway leading to the pool.

6. VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Siena
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
A patio table with a patterned tablecloth, an umbrella, and metal chairs.

7. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is €287
includes taxes & fees
20 Oct - 21 Oct
Villa Falco-Cignella Resort Apartments in Tuscany
A stone building with a sloped roof and a chimney, surrounded by a grassy area and trees.

8. Red Heart - Relax with Your Loved Ones in Tuscany

Red Heart - Relax with Your Loved Ones in Tuscany
Trequanda
The price is €935
includes taxes & fees
18 Nov - 19 Nov
Red Heart - Relax with Your Loved Ones in Tuscany
A patio with a table and chairs, a large umbrella, and a vase of flowers.

9. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is €289
includes taxes & fees
24 Oct - 25 Oct
Villa Cielo- Cignella Resort Tuscany Accommodation
A landscaped garden with a central fountain, a pool, and a small building with a tiled roof.

10. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31

VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31
Siena
10.0 out of 10, Exceptional, (1 review)
"We celebrated our 20th Anniversary with 23 guests, all who stayed at the Property. The location and accommodations could not have been better and the staff and property manager were excellent. I would highly recommend staying here for any Tuscany adventures! Thank you so much to the owner and all involved!Ron and Wendy"
United States
Ron M.
VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31
A stone building with a garden pathway leading to it.

11. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is €5,928
includes taxes & fees
20 Oct - 21 Oct
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
A stone building with a swimming pool, surrounded by trees and a view of distant hills.

12. Casale Le Rondini with a swimming pool and private garden

Casale Le Rondini with a swimming pool and private garden
LUCIGNANO
Casale Le Rondini with a swimming pool and private garden
A covered outdoor patio with a wooden table and chairs, a vase of flowers, and a view of the countryside.

13. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
Villa Capanna: A Window onto Tuscany
A rustic stone building with a tower, covered walkways, and a grassy courtyard.

14. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is €1,629
includes taxes & fees
2 Nov - 3 Nov
Villa Torre Among the Hills of Siena
A modern living room with a fireplace, a large window, and a television.

15. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
Trequanda
The price is €235
includes taxes & fees
2 Nov - 3 Nov
Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
A tree, a lamp post, and a clear blue pool with a view of distant mountains.

16. Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Torrita di Siena
10.0 out of 10, Exceptional, (1 review)
"Our first trip to Tuscany was made extra special by our accommodations. From the moment we arrived, our hosts Nunzia and Luca were so attentive to all our needs. They made sure we had great recommendations. We even spent a few hours at their house doing wine tasting and a tour of their operation. Make sure you get to try Day 1 wine…was my favorite!! Would highly recommend this location as a great landing spot in Tuscany. Located so close to many great little villages."
United States
Nate D.
The price is €2,171
includes taxes & fees
20 Oct - 21 Oct
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
A well-lit courtyard with a stone pathway leading to a building with a large arched entrance.

17. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is €5,428
includes taxes & fees
20 Oct - 21 Oct
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
A well-maintained garden with a patio area, outdoor furniture, and a stone pathway leading to a building with a red facade and green shutters.

18. Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w

Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w
Trequanda
The price is €245
includes taxes & fees
3 Nov - 4 Nov
Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w
A building with arched windows and a hammock in the garden.

19. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is €480
includes taxes & fees
20 Oct - 21 Oct
Villa Aquila-Cignella Resort Acommodation Tuscany
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 was an amazing stay recommended by a friend and we really loved this place. The only immediate issues were the A/C broke and the TV was hard to setup, and the toilet seat was cracked and broke when I sat on it. But they fixed all that on day 1 and we had an amazing time - staff was amazing, grounds, parking, quiet, romantic, everything. The restaurant was amazing wine cellar. The food a little exotic so if you want more basic - then head over to Cortona with a car 15 min drive up the hill. Best part of trip was having a car. The people amazing, Daniel, Enrico, and cant remember everyone - everyone was amazing."
Martin 4-night trip
Posted 2 days ago
Villa di Piazzano - Small Luxury Hotel of the World

Find out more about Asciano

Asciano Villas information

Number of reviews
83
Accommodation
1996 Villas
Lowest Price
€84
Highest Price
€5,928

Frequently asked questions

How much do villas in Asciano cost?
You'll pay between €84 and €5,928 per night for villas in Asciano. No matter your budget, an awesome escape is only a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Asciano?
Asciano has 1996 villas to choose from. Find a stay that's right for you quickly and easily by clicking the "Villa" checkbox under the "Property type" tab in our handy filter tool.
Why book your villa in Asciano with Expedia?
Expedia makes it simple to find your dream villa in Asciano. Taking the kids on holiday? Take advantage of our filters to look for stays with amenities like WiFi and a pool. If you're sticking to a budget, click on how much you want to spend and the star rating of the property. We'll help you find a perfect place that matches your style and taste.
How can I find cheap villas in Asciano?
Expedia is here to help you locate cheap villas in Asciano. Use our convenient filter tool to choose budget, star rating and amenities to refine your search and find an ideal stay in a few quick clicks.
What is there to do near my villa in Asciano?
If you're eager to explore the best of Asciano, don't miss Monte Oliveto Maggiore Abbey. It's a favourite among locals and tourists alike.