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

Asciano Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Asciano vacation rentals

A person in a swimming pool with a view of trees and distant hills.

1. Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
10.0 out of 10, Exceptional, (2 reviews)
"Location was perfect, restaurants were excellent, views spectacular. Will highly recommend!"
United States
David
The price is CA $305
CA $343 total
includes taxes & fees
Oct 27 - Oct 28
Albergo Diffuso Borgo Santo
A swimming pool with lounge chairs, surrounded by greenery and a view of distant hills.

2. Holiday apartment with pool and terrace

Holiday apartment with pool and terrace
Asciano
8.0 out of 10, Very good, (2 reviews)
"Property manager “Il Casolare” Cristina was very easy to reach and accommodating. You definitely need a car as the unit is in a remote setting outside Asciano city proper. Rustic setting, beautiful property but not luxurious. Accommodations are minimal but typical . We did have some flooding due to heavy rains. Also they charge for bed linens and bath towels extra which is odd coming from the USA. Bathroom upstairs needs an enclosure (shower curtains at a minimum). "
United States
Jorge E.
The price is CA $281
CA $472 total
includes taxes & fees
Sep 30 - Oct 1
Holiday apartment with pool and terrace
A hot tub with two people, surrounded by trees and a wooden deck.

3. 2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is CA $356
CA $401 total
includes taxes & fees
Sep 29 - Sep 30
2 Cuori e 1 Yurta Glamping in Toscana
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

4. Villa Fontis Rapolano

Villa Fontis Rapolano
Rapolano Terme
10.0 out of 10, Exceptional, (1 review)
"Bella struttura, nuova, pulita in posizione comoda"
Italy
Barbara
The price is CA $114
CA $132 total
includes taxes & fees
Oct 1 - Oct 2
Villa Fontis Rapolano
An arched stone gateway leading to a pathway lined with potted plants and lights.

5. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
The price is CA $134
CA $202 total
includes taxes & fees
Oct 18 - Oct 19
Castello di Modanella
A stone building with a sloped roof, a small porch, and a gravel driveway.

6. Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.2 out of 10, Wonderful, (33 reviews)
"We enjoyed our stay. Everything was clean and comfortable, and the complex itself was impressive and a stunning place to stay. The location was also a convenient base for seeing Tuscany, and we had a great meal nearby in Rapolano Terme. Overall, it has the potential to be one of the coolest places you'll ever stay, though we did encounter a few technical issues regarding the shower and WiFi (which the hosts were quickly responsive about). I'd still recommend it, but it's helpful if you go in...
United Kingdom
Kevin
The price is CA $141
CA $162 total
includes taxes & fees
Sep 29 - Sep 30
Podere La Chiusella
A historic building with a tower, a courtyard, and a well-lit entrance.

7. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (182 reviews)
"Great Historical location."
Canada
Robert
The price is CA $161
CA $182 total
includes taxes & fees
Oct 27 - Oct 28
Abbadia Sicille Relais
A villa with a swimming pool, outdoor seating, and a tennis court.

8. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is CA $212
CA $240 total
includes taxes & fees
Oct 4 - Oct 5
Villa Curina Resort
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

9. La Murata

La Murata
Rapolano Terme
9.0 out of 10, Wonderful, (12 reviews)
"Amazingly beautiful place! Wish i could have stayed longer to enjoy the view but was just passing through. The apartment was so cute and clean. Any family would enjoy staying here. I would stay here again if i were in the area."
United States
Elizabeth
The price is CA $180
CA $205 total
includes taxes & fees
Oct 2 - Oct 3
La Murata
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

10. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (178 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is CA $116
CA $140 total
includes taxes & fees
Oct 27 - Oct 28
Bosco della Spina
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

11. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (31 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is CA $102
CA $133 total
includes taxes & fees
Oct 25 - Oct 26
Tuscasì Aparthotel
A patio area with outdoor seating, potted plants, and a view of the landscape.

12. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (67 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is CA $144
CA $198 total
includes taxes & fees
Oct 7 - Oct 8
Affitacamere Maria Gabriella
A stone building with a balcony, surrounded by lush greenery and flowering plants.

13. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (70 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is CA $217
CA $249 total
includes taxes & fees
Oct 7 - Oct 8
Il Poggio dell'Eremita
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

14. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is CA $221
CA $308 total
includes taxes & fees
Oct 1 - Oct 2
Villa di Sotto
A spa area with a stone-walled arch, a hot tub, and a small window.

15. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (29 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is CA $149
CA $170 total
includes taxes & fees
Oct 6 - Oct 7
DormiVeglia B&B
A stone building with a gravel driveway and lush greenery.

16. Luxury resort in the Tuscan countryside

Luxury resort in the Tuscan countryside
Trequanda
The price is CA $322
CA $359 total
includes taxes & fees
Oct 4 - Oct 5
Luxury resort in the Tuscan countryside
A traditional stone building with a courtyard, a staircase, and potted plants.

17. 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 CA $136
CA $156 total
includes taxes & fees
Oct 5 - Oct 6
Il Pozzo di Sant'Andrea
A stone building with a garden in front.

18. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (27 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is CA $245
CA $282 total
includes taxes & fees
Sep 28 - Sep 29
Borgo Argenina
A table with two wine glasses, a bottle, and a book.

19. Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (98 reviews)
"Everything was very clean and modern, working perfect. We didn’t meet anyone from the staff. And it would be nice if they leave some bottle of water for each room. We like the place a lot. People have to consider that it is outside Siena walls and it’s a pretty steep and long distance walk"
United States
María
The price is CA $95
CA $111 total
includes taxes & fees
Oct 12 - Oct 13
Domus il Palio B&B
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

20. 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 CA $109
CA $126 total
includes taxes & fees
Sep 28 - Sep 29
Artisti del Cavallo Tourism
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

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."
Erick 2-night trip
Posted 6 hours ago
Castello di Velona Resort Thermal SPA & Winery

Find out more about Asciano

Everything you need to know about Asciano vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Asciano vacation rental for you. At Expedia, you can take your pick from private vacation 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 Asciano vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Asciano vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Asciano. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Asciano vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Asciano vacation rentals we have selected for you start as low as CA $129 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Asciano rentals

At Expedia, we put the best Asciano vacation 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 Asciano 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 Asciano vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Asciano. 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 a vacation rental in Asciano?

Yes, we give you a choice of vacation rentals close to popular local attractions in Asciano, or you can choose 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 coffeehouses during your trip.

What's the top vacation rental that Asciano has to offer?

Borgo Argiano: Located near Asciano, this vacation home rental is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

How many vacation rentals are there in Asciano?

Expedia has 28 vacation 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 vacation rentals like in Asciano?

Vacation rentals are private properties you can reserve for several days or more in Asciano. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family gatherings.