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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Montecastelli holiday rentals

Balcony

Townhouse in San Gimignano City Centre

Palazzo al Torrione 2
9.2 out of 10, Wonderful, (107 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is 2.324.710 ₫
3.481.060 ₫ total
includes taxes & fees
4 Feb - 5 Feb
Palazzo al Torrione 2
Reception

Townhouse in Colle di Val d'Elsa

Sportland
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland
Exterior

Townhouse in Petriccio

Villa le Camelie Siena
8.6 out of 10, Excellent, (8 reviews)
"Personal people are very good. "
Switzerland
Wenjuan
The price is 2.125.697 ₫
2.460.416 ₫ total
includes taxes & fees
26 Jan - 27 Jan
Villa le Camelie Siena
Exterior detail

Aparthotel in San Gimignano City Centre

La Casa di Ines
9.6 out of 10, Exceptional, (7 reviews)
"Love this town. Location is great "
United States
William
The price is 1.927.578 ₫
2.274.311 ₫ total
includes taxes & fees
22 Jan - 23 Jan
La Casa di Ines
Daily self-service breakfast (EUR 6 per person)

Aparthotel in Guardistallo

Beatabb
9.0 out of 10, Wonderful, (7 reviews)
"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "
United Kingdom
Sheena
Beatabb
Terrace/patio

Townhouse in Sovicille

Casa di Campagna in Toscana
9.4 out of 10, Exceptional, (20 reviews)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
Casa di Campagna in Toscana
Lobby lounge

Apartment in Siena

ApartHotel Anghel
8.4 out of 10, Very good, (335 reviews)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
ApartHotel Anghel
Terrace/patio

Residence in Colle di Val d'Elsa

Palazzo Pacini
9.8 out of 10, Exceptional, (98 reviews)
"Such a beautiful gem of a hotel. Steeped in Florentine style. Comfortable and classy. Definitely would recommend "
United States
George
The price is 3.343.994 ₫
3.739.983 ₫ total
includes taxes & fees
25 Jan - 26 Jan
Palazzo Pacini
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

Townhouse in San Gimignano City Centre

B&B Palazzo Tortoli
9.2 out of 10, Wonderful, (59 reviews)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is 3.299.951 ₫
3.782.786 ₫ total
includes taxes & fees
3 Feb - 4 Feb
B&B Palazzo Tortoli
Studio, Patio, Ground Floor | Terrace/patio

Cottage in Siena

Fullino Nero
9.6 out of 10, Exceptional, (49 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is 3.056.797 ₫
3.484.748 ₫ total
includes taxes & fees
29 Jan - 30 Jan
Fullino Nero
Porch

Townhouse in San Gimignano City Centre

Donna Nobile
8.2 out of 10, Very good, (157 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is 2.084.124 ₫
2.445.438 ₫ total
includes taxes & fees
29 Jan - 30 Jan
Donna Nobile
Exterior

Apartment in Roccastrada

Country House il Ciliegio
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 1.971.576 ₫
2.230.324 ₫ total
includes taxes & fees
20 Feb - 21 Feb
Country House il Ciliegio
Premium bedding, down duvets, pillow-top beds, minibar

Aparthotel in Sovicille

Tuscasì Aparthotel
9.0 out of 10, Wonderful, (26 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is 1.676.505 ₫
2.244.490 ₫ total
includes taxes & fees
26 Jan - 27 Jan
Tuscasì Aparthotel
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 Montecastelli Hotel Reviews

Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi

10/10 Excellent
"Great location inside the city walls. Historic building with a beautiful courtyard. Room was large, warm, and comfortable in Dec. Host was fantastic and helped us with parking recommendations for our trips to Sienna and Florence. Highly recommend."
Jonathan 7-night trip
Posted 3 weeks ago
Residenza d'Epoca Palazzo Buonaccorsi

Frequently asked questions

Are there holiday rentals in Montecastelli?

Yes, there are holiday rentals close to the most popular sights in Montecastelli, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals will I find in Montecastelli?

Expedia has 14 holiday rentals for your stay in Montecastelli.

What can I see and do in Montecastelli?

Explore the area and family-friendly sights such as Terre di Vini, or get out into nature at a spot like Val di Merse. In the wider area, you’ll find Medici Fortress and Etruscan Museum.

What are holiday rentals like in Montecastelli?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Montecastelli. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a family getaway.