Search Holiday Rentals in Montegonzi

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Montegonzi holiday rentals

Lobby lounge
Villa Cassia di Baccano

Townhouse in Loro Ciuffenna

Villa Cassia di Baccano
9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is 3.183.815 ₫
3.502.289 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Villa Cassia di Baccano
32-inch Smart TV with digital channels, TV, streaming services
B&B Il Corso

Townhouse in Siena City Centre

B&B Il Corso
9.8 out of 10, Exceptional, (192)
"Safe, clean, close to all attractions"
Canada
Carlo
B&B Il Corso
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Villa La Ginestra

Townhouse in Subbiano

Villa La Ginestra
9.6 out of 10, Exceptional, (5)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
Villa La Ginestra
Birthday party area
Siena Vip

Townhouse in Siena City Centre

Siena Vip
9.2 out of 10, Wonderful, (422)
"A great location!"
Canada
Cheryl
The price is 3.695.632 ₫
4.189.115 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Siena Vip
Property grounds
Il Pozzo di Sant'Andrea

Townhouse in Siena

Il Pozzo di Sant'Andrea
9.8 out of 10, Exceptional, (16)
"Great host, lovely place near Siena"
United Kingdom
Prem
Il Pozzo di Sant'Andrea
Gazebo
Domus il Palio B&B

Townhouse in Ravacciano

Domus il Palio B&B
9.2 out of 10, Wonderful, (81)
"Convenient for parking, clean and relatively easy access to the town. The rooms were functional, getting into the place after hours was easy ( check in). No breakfast but a supermarket was 300 meters away"
Canada
Marcus
Domus il Palio B&B
Outdoor pool, pool umbrellas, pool loungers
Chianti Village Morrocco

Residence in Barberino Tavarnelle

Chianti Village Morrocco
3.0 star property
8.6 out of 10, Excellent, (108)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco
Classic Double or Twin Room, 1 Double Bed | Premium bedding, down duvets, pillow-top beds, minibar
THE MONNA LISA RESORT

Townhouse in Arezzo

THE MONNA LISA RESORT
9.6 out of 10, Exceptional, (8)
"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "
United States
Bart
The price is 3.907.752 ₫
4.483.410 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
THE MONNA LISA RESORT
Property amenity
Antica Pieve B&B

Townhouse in Barberino Tavarnelle

Antica Pieve B&B
9.4 out of 10, Exceptional, (14)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is 2.393.825 ₫
3.376.820 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
Antica Pieve B&B
Exterior detail
Villa il Fedino

Townhouse in San Casciano in Val di Pesa

Villa il Fedino
9.6 out of 10, Exceptional, (97)
"Great people, great location great service"
Canada
James
The price is 3.844.724 ₫
4.352.451 ₫ total
includes taxes & fees
17 Jan - 18 Jan 2026
Villa il Fedino
Exterior
Sportland

Townhouse in Colle di Val d'Elsa

Sportland
7.2 out of 10, Good, (5)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland
Quadruple Room, City View | Desk, iron/ironing board, free WiFi, bed sheets
Al Mercato B&B

Townhouse in Siena City Centre

Al Mercato B&B
9.0 out of 10, Wonderful, (96)
"Hotel is a one block from main square of the city also have a good restaurant around the corner "
United States
Guillermo
The price is 2.084.109 ₫
2.689.064 ₫ total
includes taxes & fees
20 Jan - 21 Jan 2026
Al Mercato B&B
Lobby lounge
ApartHotel Anghel

Apartment in Siena

ApartHotel Anghel
8.4 out of 10, Very good, (335)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is 1.646.116 ₫
1.934.648 ₫ total
includes taxes & fees
24 Dec - 25 Dec
ApartHotel Anghel
Restaurant
B&B Dei Rossi

Townhouse in Siena City Centre

B&B Dei Rossi
8.2 out of 10, Very good, (18)
"Wonderful stay. Large room, shared kitchen and great location to shops and restaurants. A lot of stairs, but it comes with a beautiful view. "
Canada
Alana
The price is 2.053.130 ₫
2.382.363 ₫ total
includes taxes & fees
22 Jan - 23 Jan 2026
B&B Dei Rossi
Daily buffet breakfast (EUR 10 per person)
DormiVeglia B&B

Townhouse in Monte San Savino

DormiVeglia B&B
10.0 out of 10, Exceptional, (27)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"
Canada
Claude
DormiVeglia B&B
Daily cooked-to-order breakfast (EUR 15 per person)
La Coroncina Lodging

Aparthotel in Siena

La Coroncina Lodging
10.0 out of 10, Exceptional, (42)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is 3.202.712 ₫
3.646.965 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
La Coroncina Lodging
Front of property
L' Eroico

Townhouse in Gaiole in Chianti

L' Eroico
10.0 out of 10, Exceptional, (12)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
L' Eroico
Bar (on property)
Il Battistero Siena - Residenza d'Epoca

Residence in Siena City Centre

Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (193)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
Double Room (Ginevra) | View from room
A Casa Mastacchi

Townhouse in Siena City Centre

A Casa Mastacchi
7.8 out of 10, Good, (25)
"Pleasant place"
France
Claude
The price is 2.770.528 ₫
3.171.501 ₫ total
includes taxes & fees
21 Jan - 22 Jan 2026
A Casa Mastacchi
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 Montegonzi Hotel Reviews

Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"The room was spotlessly clean, the staff were welcoming and helpful, and the breakfast was delicious!"
Kenneth 3-night trip
Posted 2 days ago
Hotel Chiusarelli

Frequently asked questions

Can I find holiday rentals in Montegonzi?

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

What’s there to see and do in Montegonzi?

Explore the area and family-friendly sights such as Borgo di Vescine - Tenute di Castelvecchi, or get out into nature at a spot like Chianti Sculpture Park. Le Miccine and Badia a Coltibuono are a couple of places you'll find in the wider area.

What’s a holiday rental in Montegonzi like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montegonzi. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.