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Montisi Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

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 San Martino Room among Montalcino Hills

Locanda di Montisi San Martino Room among Montalcino Hills
Montisi
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.'

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

Locanda di Montisi Contrada Room among the Hills of Montalcino
Montisi
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 Grancia Room among the Hills of Montalcino

Locanda di Montisi Grancia Room among the Hills of Montalcino
Montisi
The price is AED 417
AED 433 total
includes taxes & fees
14 Dec - 15 Dec
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.'

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

Locanda di Montisi Piazza Room between the hills of Montalcino
Montisi
The price is AED 417
AED 433 total
includes taxes & fees
14 Dec - 15 Dec
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.'

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

Locanda Di Montisi Room La Giostra among the hills of Montalcino
Montisi
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 – Castello Room Among the Hills of Montalcino

Locanda di Montisi – Castello Room Among the Hills of Montalcino
Montisi
Locanda di Montisi – Castello Room Among the Hills of Montalcino
A narrow street with historic buildings, a bench, and a sign for 'La Lega di Montis.'

7. Locanda di Montisi Torre Room among the Montalcino Hills

Locanda di Montisi Torre Room among the Montalcino Hills
Montisi
The price is AED 460
AED 476 total
includes taxes & fees
26 Nov - 27 Nov
Locanda di Montisi Torre Room among the Montalcino Hills
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

8. 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 AED 235
AED 271 total
includes taxes & fees
13 Dec - 14 Dec
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, (75 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is AED 338
AED 473 total
includes taxes & fees
15 Dec - 16 Dec
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
The price is AED 255
AED 301 total
includes taxes & fees
16 Nov - 17 Nov
RESIDENCE LECCIO
A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

11. 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 AED 280
AED 324 total
includes taxes & fees
9 Dec - 10 Dec
TuscanyLettings Studio&Room
A stone building with a wooden door, a staircase, and a small window with a metal grill.

12. 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 AED 298
AED 344 total
includes taxes & fees
8 Dec - 9 Dec
Casa Gioia - Casa Olivieri
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
The price is AED 397
AED 485 total
includes taxes & fees
15 Nov - 16 Nov
Sarna Residence
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

14. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (172 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is AED 496
AED 570 total
includes taxes & fees
13 Dec - 14 Dec
Hotel San Gregorio
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

15. 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 AED 333
AED 383 total
includes taxes & fees
26 Nov - 27 Nov
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A staircase with a wooden handrail, a potted plant, and a chair in a hallway.

16. 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 AED 278
AED 322 total
includes taxes & fees
16 Nov - 17 Nov
Villa Fontis Rapolano
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

17. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (7 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
The price is AED 304
AED 351 total
includes taxes & fees
10 Dec - 11 Dec
PienzaLettings Suites
A dining area with tables, chairs, and a view of a pool.

18. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (105 reviews)
"Hotel had beautiful views and amenities like breakfast and spa were amazing."
United States
Oscar
The price is AED 615
AED 693 total
includes taxes & fees
18 Nov - 19 Nov
Casanova - Panoramic Rooms and Suites
A stone-paved courtyard with a wrought iron gate, a brick building, and a tree.

19. B&B Le Logge Di Sopra

B&B Le Logge Di Sopra
Asciano
The price is AED 351
AED 403 total
includes taxes & fees
24 Nov - 25 Nov
B&B Le Logge Di Sopra
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 AED 291
AED 336 total
includes taxes & fees
15 Nov - 16 Nov
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 Montisi Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Absolutely lovely experience all around. The rooms, amenities and staff were all wonderful. On-site dining, food and drinks are over priced IMO. The restaurant does legitimately have good food but over charges for basics. As long as you know that going in you’ll enjoy everything."
Daniel 3-night trip
Posted 8 hours ago
Castello di Velona Resort Thermal SPA & Winery

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.