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Montisi Vacation Rentals

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Check prices for these dates

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

Our top choices for Montisi vacation rentals

A narrow street with historic buildings, a bench, and a sign for 'La Lega di Montis.'

1. Locanda di Montisi Piazza Room between the hills of Montalcino

Locanda di Montisi Piazza Room between the hills of Montalcino
Montisi
$110 nightly
The price is $114
Oct 19 - Oct 20
Total with taxes and fees
Locanda di Montisi Piazza Room between the hills of Montalcino
A narrow street with historic buildings, a bench, and a sign for 'La Lega di Montis.'

2. Locanda di Montisi Contrada Room among the Hills of Montalcino

Locanda di Montisi Contrada Room among the Hills of Montalcino
Montisi
$110 nightly
The price is $114
Oct 19 - Oct 20
Total with taxes and fees
Locanda di Montisi Contrada Room among the Hills of Montalcino
A narrow street with historic buildings, a bench, and a sign for 'La Lega di Montis.'

3. Locanda di Montisi San Martino Room among Montalcino Hills

Locanda di Montisi San Martino Room among Montalcino Hills
Montisi
$110 nightly
The price is $114
Oct 19 - Oct 20
Total with taxes and fees
Locanda di Montisi San Martino Room among Montalcino Hills
A narrow street with historic buildings, a bench, and a sign for 'La Lega di Montis.'

4. Locanda di Montisi Grancia Room among the Hills of Montalcino

Locanda di Montisi Grancia Room among the Hills of Montalcino
Montisi
$110 nightly
The price is $114
Oct 19 - Oct 20
Total with taxes and fees
Locanda di Montisi Grancia Room among the Hills of Montalcino
A narrow street with historic buildings, a bench, and a sign for 'La Lega di Montis.'

5. Locanda Di Montisi Room La Giostra among the hills of Montalcino

Locanda Di Montisi Room La Giostra among the hills of Montalcino
Montisi
$121 nightly
The price is $125
Oct 19 - Oct 20
Total with taxes and fees
Locanda Di Montisi Room La Giostra among the hills of Montalcino
A narrow street with historic buildings, a bench, and a sign for 'La Lega di Montis.'

6. Locanda di Montisi Torre Room among the Montalcino Hills

Locanda di Montisi Torre Room among the Montalcino Hills
Montisi
$121 nightly
The price is $125
Oct 19 - Oct 20
Total with taxes and fees
Locanda di Montisi Torre Room among the Montalcino Hills
A narrow street with historic buildings, a bench, and a sign for 'La Lega di Montis.'

7. Locanda di Montisi – Castello Room Among the Hills of Montalcino

Locanda di Montisi – Castello Room Among the Hills of Montalcino
Montisi
$121 nightly
The price is $125
Oct 19 - Oct 20
Total with taxes and fees
Locanda di Montisi – Castello Room Among the Hills of Montalcino
A historic building with a tower, a courtyard, and a well-lit entrance.

8. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (184 reviews)
"Great Historical location."
Canada
Robert
$86 nightly
The price is $98
Nov 18 - Nov 19
Total with taxes and fees
Abbadia Sicille Relais
A patio area with outdoor seating, potted plants, and a view of the landscape.

9. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (73 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
$130 nightly
The price is $148
Oct 19 - Oct 20
Total with taxes and fees
Affitacamere Maria Gabriella
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

10. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
$75 nightly
The price is $88
Nov 10 - Nov 11
Total with taxes and fees
RESIDENCE LECCIO
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

11. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (164 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
$129 nightly
The price is $148
Nov 8 - Nov 9
Total with taxes and fees
Hotel San Gregorio
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

12. TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
$85 nightly
The price is $98
Nov 4 - Nov 5
Total with taxes and fees
TuscanyLettings Studio&Room
A stone building with a courtyard, outdoor seating, and a warm light setting.

13. Sarna Residence

Sarna Residence
San Quirico d'Orcia
9.4 out of 10, Exceptional, (40 reviews)
"We enjoyed our stay. The room was very clean. The staff was helpful."
United States
Bokang
$111 nightly
The price is $126
Nov 3 - Nov 4
Total with taxes and fees
Sarna Residence
A stone building with a wooden door, a staircase, and a small window with a metal grill.

14. Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Good communication with management through WhatsApp. The taxi dropped us off one minute from the property. Very cozy top floor with only a few steps. The 2 bedroom unit is very comfortable, the kids enjoyed sleeping in the loft. Air conditioning worked very well. We had everything we needed, the location is wonderful. We really enjoyed our stay. Thank you!"
United States
Nancy
$110 nightly
The price is $126
Oct 20 - Oct 21
Total with taxes and fees
Casa Gioia - Casa Olivieri
A poolside area with two glasses of water, candles, and a stone pathway.

15. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (102 reviews)
"The variety at the buffet was really good and the coffee machines made really good coffee. The site itself was very nice and well maintained. The problem with this place is the reception for arrival and departure, no service and fast to dismiss you."
Canada
DANIELA
$168 nightly
The price is $189
Oct 30 - Oct 31
Total with taxes and fees
Casanova - Panoramic Rooms and Suites
An arched stone gateway leading to a pathway lined with potted plants and lights.

16. Castello di Modanella

Castello di Modanella
Rapolano Terme
8.0 out of 10, Very good, (17 reviews)
"To far out"
United States
Dennis
$131 nightly
The price is $148
Oct 19 - Oct 20
Total with taxes and fees
Castello di Modanella
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

17. 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
$84 nightly
The price is $96
Oct 25 - Oct 26
Total with taxes and fees
Villa Fontis Rapolano
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

18. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (6 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
$81 nightly
The price is $94
Nov 2 - Nov 3
Total with taxes and fees
PienzaLettings Suites
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

19. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (50 reviews)
"Our stay was great. "
United States
Elena
$123 nightly
The price is $140
Nov 1 - Nov 2
Total with taxes and fees
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A person in a swimming pool with a view of trees and distant hills.

20. Albergo Diffuso Borgo Santo

Albergo Diffuso Borgo Santo
Asciano
10.0 out of 10, Exceptional, (3 reviews)
"Location was perfect, restaurants were excellent, views spectacular. Will highly recommend!"
United States
David
$200 nightly
The price is $226
Nov 2 - Nov 3
Total with taxes and fees
Albergo Diffuso Borgo Santo
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 Montisi Hotel Reviews

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Love this hotel. Very nice place in a great location and very friendly staff."
Tatiana 2-night trip
Posted 1 hour ago
Hotel Corsignano

Find out more about Montisi

Everything you need to know about Montisi 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 Montisi vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Montisi vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montisi vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $83 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Montisi rentals

At Expedia, we put the best Montisi 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 Montisi 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 Montisi 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 Montisi. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Montisi?

Yes, we give you a choice of vacation rentals close to well known sights in Montisi, or you can choose a more remote option if you're looking for relaxation.

What are some of the best vacation rentals in Montisi?

Borgo Argiano: This vacation home rental near Montisi 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.

What’s there to see and do in Montisi?

While exploring the area, visit family-friendly sights like Siena Circuit, or get outside and enjoy nature at Val di Chiana. In the larger area, you’ll find Monastery of Sant'Anna in Camprena and Monte Oliveto Maggiore Abbey.

What’s a vacation rental in Montisi like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Montisi. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public 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 traditional hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.