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Montisi Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Montisi vacation rentals

A swimming pool with a water feature, surrounded by greenery and a table with chairs.

1. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (168 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is NT$4,426
NT$5,086 total
includes taxes & fees
Nov 5 - Nov 6
Hotel San Gregorio
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

2. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is NT$2,116
NT$2,437 total
includes taxes & fees
Nov 26 - Nov 27
Abbadia Sicille Relais
A pool area with lounge chairs and umbrellas, surrounded by tall cypress trees and a view of distant hills.

3. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (104 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
The price is NT$5,827
NT$6,556 total
includes taxes & fees
Nov 24 - Nov 25
Casanova - Panoramic Rooms and Suites
A patio area with outdoor seating, potted plants, and a view of the landscape.

4. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (74 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is NT$3,531
NT$4,791 total
includes taxes & fees
Nov 1 - Nov 2
Affitacamere Maria Gabriella
A stone-walled room with a fireplace, a hot tub, candles, and a tray with snacks.

5. 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
The price is NT$3,337
NT$3,817 total
includes taxes & fees
Nov 3 - Nov 4
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A stone building with a courtyard, outdoor seating, and a warm light setting.

6. 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 NT$3,583
NT$4,375 total
includes taxes & fees
Nov 9 - Nov 10
Sarna Residence
A white table with a bowl of snacks, two glasses of orange drink, and a small potted plant on a balcony.

7. 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 NT$2,157
NT$2,553 total
includes taxes & fees
Nov 12 - Nov 13
RESIDENCE LECCIO
A person in a swimming pool with a view of trees and distant hills.

8. 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
The price is NT$6,443
NT$7,268 total
includes taxes & fees
Nov 2 - Nov 3
Albergo Diffuso Borgo Santo
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

9. 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 NT$14,462
NT$16,053 total
includes taxes & fees
Nov 3 - Nov 4
L'Olmo
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

10. 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
The price is NT$2,627
NT$3,035 total
includes taxes & fees
Nov 2 - Nov 3
PienzaLettings Suites
An aerial view of a historic castle complex with multiple buildings, including a large central structure with a tower, surrounded by well-maintained gardens and pathways.

11. 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 NT$4,887
NT$6,614 total
includes taxes & fees
Oct 31 - Nov 1
Castello di Modanella
Exterior

12. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is NT$3,725
NT$4,243 total
includes taxes & fees
Oct 31 - Nov 1
montorio
A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

13. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (14 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is NT$8,320
NT$9,513 total
includes taxes & fees
Nov 29 - Nov 30
Palazzo Saloni
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

14. 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 NT$2,840
NT$3,268 total
includes taxes & fees
Nov 5 - Nov 6
TuscanyLettings Studio&Room
A terrace with a table set for breakfast, overlooking a scenic landscape.

15. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (50 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is NT$5,511
NT$6,207 total
includes taxes & fees
Oct 31 - Nov 1
Delcorto Suites
A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

16. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (106 reviews)
"We had a great stay in this conveniently located property. The breakfast was good with many options and staff to assist."
Canada
Morris
The price is NT$3,874
NT$4,407 total
includes taxes & fees
Nov 8 - Nov 9
B&B Le Scalette di Piazza
A balcony with a view of a historic town, featuring terracotta-roofed buildings and a prominent church tower.

17. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (120 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is NT$5,152
NT$5,812 total
includes taxes & fees
Oct 31 - Nov 1
Meublé Il Riccio
A traditional stone building with multiple windows and doors, a courtyard with a table and chairs, and a clear blue sky with clouds.

18. 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 NT$3,288
NT$3,762 total
includes taxes & fees
Nov 3 - Nov 4
Casa Gioia - Casa Olivieri
A window with a view of a green landscape and hills.

19. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (138 reviews)
"Excellent room, service and food. The best."
United States
Valerie
The price is NT$7,455
NT$8,345 total
includes taxes & fees
Nov 2 - Nov 3
Il Tosco
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

20. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (49 reviews)
"Roberto, his wife and his staff were all round great. Very friendly helpful and great service. We were very happy to find this authentic castle/village to stay in Tuscany."
Canada
Iain
The price is NT$8,964
NT$10,007 total
includes taxes & fees
Nov 1 - Nov 2
Castello di Gargonza
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

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Unique property well maintained and quite Serene , great staff"
KEDARNATH 3-night trip
Posted less than an hour ago
Castiglion del Bosco, A Rosewood Hotel

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.