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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 table set outdoors with breakfast items including bread, a cup, and a glass of juice.

1. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (162 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is P8,012
P9,234 total
includes taxes & fees
Nov 8 - Nov 9
Hotel San Gregorio
A patio area with outdoor seating, potted plants, and a view of the landscape.

2. 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 P6,822
P9,256 total
includes taxes & fees
Oct 14 - Oct 15
Affitacamere Maria Gabriella
A historic building with a tower, a courtyard, and a well-lit entrance.

3. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (184 reviews)
"Great Historical location."
Canada
Robert
The price is P5,296
P6,037 total
includes taxes & fees
Oct 15 - Oct 16
Abbadia Sicille Relais
A poolside area with two glasses of water, candles, and a stone pathway.

4. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (101 reviews)
"Great location and lovely pool. Rooms were large but the place is definitely dated. Breakfast was decent with a lot of options. Parking wasn’t all that great but nevertheless on the property itself"
Canada
Sunil
The price is P10,643
P11,987 total
includes taxes & fees
Oct 27 - Oct 28
Casanova - Panoramic Rooms and Suites
A stone building with a courtyard, outdoor seating, and a warm light setting.

5. 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
The price is P6,972
P8,514 total
includes taxes & fees
Nov 3 - Nov 4
Sarna Residence
A building with a sign for 'Residence Leccio' and a café named 'La Rumba Café'.

6. RESIDENCE LECCIO

RESIDENCE LECCIO
Asciano
9.4 out of 10, Exceptional, (8 reviews)
"Very nice, affordable place in beautiful area"
United States
Corey
The price is P5,181
P6,051 total
includes taxes & fees
Nov 9 - Nov 10
RESIDENCE LECCIO
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

7. 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 P28,146
P31,242 total
includes taxes & fees
Nov 2 - Nov 3
L'Olmo
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

8. 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
The price is P5,527
P6,361 total
includes taxes & fees
Nov 2 - Nov 3
TuscanyLettings Studio&Room
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

9. 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)
The price is P7,674
P8,721 total
includes taxes & fees
Nov 1 - Nov 2
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A stone building with a tiled roof, surrounded by a well-maintained garden with various plants and a cactus in the foreground.

10. La Murata

La Murata
Rapolano Terme
9.2 out of 10, Wonderful, (13 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 P8,648
P9,795 total
includes taxes & fees
Oct 14 - Oct 15
La Murata
An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

11. Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (184 reviews)
"Very peaceful and scenic. Wish we had stayed longer."
United States
Amir
The price is P5,565
P6,685 total
includes taxes & fees
Nov 1 - Nov 2
Bosco della Spina
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

12. 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 P6,589
P7,527 total
includes taxes & fees
Nov 13 - Nov 14
Bed & Breakfast Vicolo dell'Oste
A stone building with a wooden door, a staircase, and a small window with a metal grill.

13. 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
The price is P6,153
P7,050 total
includes taxes & fees
Nov 5 - Nov 6
Casa Gioia - Casa Olivieri
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 San Gregorio

Hotel San Gregorio

10/10 Excellent
"Great location. Clean and quiet with good breakfast"
Michael 1-night trip
Posted 12 hours ago
Hotel San Gregorio

Find out more about Montisi

Search for holiday rentals in Montisi on Expedia! You can easily find your home rentals, villas, holiday apartments in Montisi using one of the methods below:

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Look no further and take a look at our great range of rental properties in Montisi!

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.