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Montalcinello Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Montalcinello vacation rentals

An interior with stone walls, wooden doors, and a bar area with stools and bottles.

1. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
United States
Louie
The price is CA $144
CA $272 total
includes taxes & fees
Sep 27 - Sep 28
Borgo Il Poggiaccio

2. Residence Arianna

Residence Arianna
Sovicille
9.8 out of 10, Exceptional, (7 reviews)
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
The price is CA $185
CA $209 total
includes taxes & fees
Sep 16 - Sep 17
Residence Arianna
A stone courtyard with a bench, potted plants, and a building in the background.

3. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.6 out of 10, Exceptional, (27 reviews)
"A wonderful stay. "
United States
Sally
The price is CA $170
CA $191 total
includes taxes & fees
Oct 2 - Oct 3
Casa di Campagna in Toscana
An outdoor seating area with wooden chairs and tables, stone walls, and a yellow building in the background.

4. Apartment "Radicondoli House" with Balcony & Wi-Fi

Apartment "Radicondoli House" with Balcony & Wi-Fi
Radicondoli Siena
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful apartment that is well decorated and comfortable with everything you could need Walkable to grocery store and restaurants Parking is free and close by Giovanna was so helpful and excellent communication Can't say enough about this place! "
United States
Corey
The price is CA $677
CA $824 total
includes taxes & fees
Sep 27 - Sep 28
Apartment "Radicondoli House" with Balcony & Wi-Fi
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.

5. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (29 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is CA $109
CA $141 total
includes taxes & fees
Oct 13 - Oct 14
Tuscasì Aparthotel

6. Residence Borgo San Lorenzo a Linari

Residence Borgo San Lorenzo a Linari
Sovicille
8.6 out of 10, Excellent, (99 reviews)
"Such a pleasant stay and the staff was incredible. "
United States
Monica
The price is CA $175
CA $200 total
includes taxes & fees
Sep 28 - Sep 29
Residence Borgo San Lorenzo a Linari
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

7. House with pool for 4 pax

House with pool for 4 pax
Casole d'Elsa
9.4 out of 10, Exceptional, (3 reviews)
"Besser kann man es nicht haben. Den Pool hatten wir gefühlt immer für uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen Sehenswürdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli"
Germany
Oliver E.
The price is CA $241
CA $463 total
includes taxes & fees
Oct 1 - Oct 2
House with pool for 4 pax
A traditional stone building with a courtyard, a staircase, and potted plants.

8. 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 $139
CA $159 total
includes taxes & fees
Oct 13 - Oct 14
Il Pozzo di Sant'Andrea
A statue in a garden with a pool and lounge chairs.

9. Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,

Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,
Toscana
The price is CA $434
CA $629 total
includes taxes & fees
Sep 15 - Sep 16
Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,
A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

10. 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 CA $240
CA $269 total
includes taxes & fees
Sep 15 - Sep 16
Villa Montecastello
A stone building with outdoor seating and a view of the countryside.

11. Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
The price is CA $244
CA $273 total
includes taxes & fees
Oct 15 - Oct 16
Antico Borgo Poggiarello
A stone building with a large tree in front, outdoor seating with tables and chairs, and a view of the surrounding landscape.

12. Borgo al Cerro

Borgo al Cerro
Casole d'Elsa
9.2 out of 10, Wonderful, (25 reviews)
"Väldigt vackert ställe med bra placering mitt i Toscana. Rummet var väldigt fint, men bilderna från hemsidan var finare, så jag blev lite besviken när vi väl kom in. I övrigt var komplexets omgivningar och trädgård helt fantastisk. Barnen hade roligt med pingisbor och dart och det fanns trevlig grillplats att nyttja. "
Sweden
Frida
The price is CA $437
CA $489 total
includes taxes & fees
Sep 16 - Sep 17
Borgo al Cerro
A bedroom with a bed, a radiator, a window, a painting, and a bedside table.

13. Belvedere Nada

Belvedere Nada
San Rocco A Pilli
The price is CA $274
CA $302 total
includes taxes & fees
Sep 21 - Sep 22
Belvedere Nada
A swimming pool with lounge chairs, a stone building, and a grassy area with trees.

14. Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool

Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool
Sovicille
The price is CA $377
CA $381 total
includes taxes & fees
Oct 13 - Oct 14
Room 'Castagno' – Agriturismo la Taverna di Celsa with Shared Pool
A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.

15. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
9.2 out of 10, Wonderful, (7 reviews)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is CA $126
CA $142 total
includes taxes & fees
Oct 9 - Oct 10
Country House il Ciliegio
A stone building with two windows, one with green shutters, and a rose bush in the foreground.

16. Exclusive Stone Tower.

Exclusive Stone Tower.
Casciano
9.6 out of 10, Exceptional, (10 reviews)
"Loved it!"
United States
Ryan C.
The price is CA $129
CA $225 total
includes taxes & fees
Sep 21 - Sep 22
Exclusive Stone Tower.
A rustic stone building with a courtyard.

17. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (55 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is CA $139
CA $160 total
includes taxes & fees
Sep 20 - Sep 21
Fullino Nero
An aerial view of a large, rectangular building with a central courtyard, surrounded by lush greenery and a winding road.

18. La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
Siena
10.0 out of 10, Exceptional, (66 reviews)
"Super helpful host"
Australia
Robyn D.
La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
A bakery display with pastries and a coffee station.

19. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (207 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is CA $171
CA $195 total
includes taxes & fees
Sep 27 - Sep 28
B&B Il Corso
A garden with a stone pathway, wooden benches, and various potted plants.

20. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (85 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is CA $195
CA $223 total
includes taxes & fees
Oct 11 - Oct 12
Antico Borgo il Cardino
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 Montalcinello Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Beautiful room with amazing views, clean and well-maintained. Excellent breakfast."
Anna 1-night trip
Posted 1 day ago
Palazzo Ravizza

Find out more about Montalcinello

Everything you need to know about Montalcinello 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 Montalcinello 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 Montalcinello vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Montalcinello vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montalcinello. 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 Montalcinello 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 Montalcinello vacation rentals we have selected for you start as low as CA $75 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Montalcinello rentals

At Expedia, we put the best Montalcinello 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 Montalcinello 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 Montalcinello 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 Montalcinello. 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 vacation rentals in Montalcinello?

Yes, you can find vacation rentals near the most popular attractions in Montalcinello, or you can select a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Montalcinello?

Villa with large garden in the Chianti hills: This vacation home rental outside of Montalcinello is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

What’s there to see and do in Montalcinello?

While exploring the area, visit family-friendly sights like Terme Petriolo, or get outside and enjoy nature at Val di Merse. In the larger area, you’ll find Abbazia di San Galgano and I Canaloni del Torrente Farma.

What’s a vacation rental in Montalcinello like?

A vacation rental is a private property you can stay in for short or long periods in Montalcinello. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family getaway.