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Check prices for these dates

Tonight
12 Jan - 13 Jan
Tomorrow
13 Jan - 14 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Our top choices for Montegrossi holiday rentals

Lobby
Villa Cassia di Baccano

Villa Cassia di Baccano

Villa Cassia di Baccano
5.0 star property
Loro Ciuffenna
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is 3.141.344 ₫
3.455.570 ₫ total
includes taxes & fees
14 Jan - 15 Jan
Villa Cassia di Baccano
Room amenity
Siena Vip

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (423 reviews)
"The staff was great and the location was ideal to explore the Tuscany area"
United States
Juan
Siena Vip
View from room
Chianti Village Morrocco

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (111 reviews)
"Spacious room in large resort style complex, set up as fully self contained with kitchen and dining furniture. Peaceful location with lovely views. Very pleasant staff and exceptional breakfast. "
France
Richard
The price is 2.223.814 ₫
2.507.329 ₫ total
includes taxes & fees
16 Jan - 17 Jan
Chianti Village Morrocco
Premium bedding, down duvets, pillow-top beds, minibar
Tuscasì Aparthotel

Tuscasì Aparthotel

Tuscasì Aparthotel
4.5 star property
Sovicille
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 1.807.960 ₫
2.386.123 ₫ total
includes taxes & fees
16 Jan - 17 Jan
Tuscasì Aparthotel
Property grounds
Domus il Palio B&B

Domus il Palio B&B

Domus il Palio B&B
3.0 star property
Ravacciano
9.2 out of 10, Wonderful, (82 reviews)
"Great service Thanks "
Canada
Nelson
Domus il Palio B&B
Terrace/patio
Casa di Campagna in Toscana

Casa di Campagna in Toscana

Casa di Campagna in Toscana
4.0 star property
Sovicille
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
Interior detail
La Coroncina Lodging

La Coroncina Lodging

La Coroncina Lodging
4.5 star property
Siena
10.0 out of 10, Exceptional, (42 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is 2.516.170 ₫
2.890.055 ₫ total
includes taxes & fees
13 Jan - 14 Jan
La Coroncina Lodging
Exterior
THE MONNA LISA RESORT

THE MONNA LISA RESORT

THE MONNA LISA RESORT
Arezzo
9.2 out of 10, Wonderful, (9 reviews)
"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 MONNA LISA RESORT
Reception
Sportland

Sportland

Sportland
3.0 star property
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland
View from property
Antica Pieve B&B

Antica Pieve B&B

Antica Pieve B&B
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (14 reviews)
"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 2.361.892 ₫
3.331.775 ₫ total
includes taxes & fees
31 Jan - 1 Feb
Antica Pieve B&B
Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub
DormiVeglia B&B

DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (27 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
DormiVeglia B&B
Lobby lounge
ApartHotel Anghel

ApartHotel Anghel

ApartHotel Anghel
3.5 star property
Siena
8.4 out of 10, Very good, (335 reviews)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is 1.350.344 ₫
1.607.645 ₫ total
includes taxes & fees
20 Jan - 21 Jan
ApartHotel Anghel
Outdoor dining
B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
4.0 star property
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (82 reviews)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
The price is 3.167.826 ₫
3.606.875 ₫ total
includes taxes & fees
8 Feb - 9 Feb
B&B La Fonte del Machiavelli
Breakfast meal
B&B Il Corso

B&B Il Corso

B&B Il Corso
3.0 star property
Siena City Centre
9.8 out of 10, Exceptional, (192 reviews)
"Safe, clean, close to all attractions"
Canada
Carlo
B&B Il Corso
Property entrance
Villa il Fedino

Villa il Fedino

Villa il Fedino
4.0 star property
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97 reviews)
"Great people, great location great service"
Canada
James
The price is 4.237.662 ₫
4.783.695 ₫ total
includes taxes & fees
13 Jan - 14 Jan
Villa il Fedino
Restaurant
B&B Dei Rossi

B&B Dei Rossi

B&B Dei Rossi
2.0 star property
Siena City Centre
8.2 out of 10, Very good, (18 reviews)
"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 2.025.742 ₫
2.350.583 ₫ total
includes taxes & fees
22 Jan - 23 Jan
B&B Dei Rossi
Exterior
L' Eroico

L' Eroico

L' Eroico
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (12 reviews)
"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
Exterior
PALAZZO DEL PAPA

PALAZZO DEL PAPA

PALAZZO DEL PAPA
3.5 star property
Siena City Centre
9.6 out of 10, Exceptional, (97 reviews)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is 3.751.373 ₫
4.248.778 ₫ total
includes taxes & fees
30 Jan - 31 Jan
PALAZZO DEL PAPA
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 Montegrossi Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"It’s very beautiful "
Teresita M 1-night trip
Posted 2 days ago
Hotel Athena

Frequently asked questions

Can I find a holiday rental in Montegrossi?

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

What’s there to see and do in Montegrossi?

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. Badia a Coltibuono and Meleto Castle are a couple of places you'll find in the wider area.

What’s a holiday rental in Montegrossi like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montegrossi. Holiday rentals feature extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for small groups.