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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sep - 27 Sep
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Montegrossi holiday rentals

Exterior

L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (14 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
The price is 3.899.641 ₫
4.528.941 ₫ total
includes taxes & fees
29 Jul - 30 Jul
L' Eroico
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Borgo di Erboli

Borgo di Erboli
Cavriglia
The price is 3.362.163 ₫
3.758.214 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Borgo di Erboli
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (37 reviews)
"Great spot"
Canada
Philippe
The price is 4.474.007 ₫
4.921.408 ₫ total
includes taxes & fees
4 Aug - 5 Aug
Villa di Sotto
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is 8.151.025 ₫
9.085.796 ₫ total
includes taxes & fees
6 Aug - 7 Aug
Terre di Baccio
Exterior

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (24 reviews)
"A very peaceful and relaxing B&B that I highly recommend, spacious rooms , clean and well maintained! Host were very pleasing and helpful… definitely recommend!!"
Canada
Sabatino
The price is 6.821.078 ₫
7.742.521 ₫ total
includes taxes & fees
4 Aug - 5 Aug
Borgo Argenina
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (72 reviews)
"Beautiful property"
Canada
Mary
The price is 4.589.269 ₫
5.287.532 ₫ total
includes taxes & fees
9 Aug - 10 Aug
Villa Curina Resort
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (36 reviews)
The price is 6.731.327 ₫
7.464.294 ₫ total
includes taxes & fees
19 Aug - 20 Aug
Riserva di Fizzano Residence
Outdoor pool

Villa Rosa Panzano

Villa Rosa Panzano
Greve in Chianti
8.2 out of 10, Very good, (56 reviews)
"A lovely rural B&B with very kind staff."
Canada
Allison
The price is 3.590.041 ₫
4.068.713 ₫ total
includes taxes & fees
29 Jul - 30 Jul
Villa Rosa Panzano
Exterior

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (327 reviews)
"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."
United States
Kalinka
The price is 5.911.329 ₫
6.592.213 ₫ total
includes taxes & fees
5 Aug - 6 Aug
Hu Norcenni Girasole Village
Property grounds

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (45 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is 7.389.501 ₫
8.248.120 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Ca' Bianca Tuscany Relais
Front of property

Relais Villa Belpoggio - Residenza d'Epoca

Relais Villa Belpoggio - Residenza d'Epoca
Loro Ciuffenna
9.8 out of 10, Exceptional, (35 reviews)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is 5.140.340 ₫
5.654.314 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Relais Villa Belpoggio - Residenza d'Epoca
Lunch and dinner served

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (43 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
The price is 6.459.354 ₫
7.224.957 ₫ total
includes taxes & fees
29 Jul - 30 Jul
Castello di Gargonza
Garden view

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (43 reviews)
"Good location between to San Gimignano and Florence, lose to the highway."
United States
ALEXANDER
The price is 2.895.694 ₫
3.364.765 ₫ total
includes taxes & fees
30 Jul - 31 Jul
Villa San Filippo
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (116 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is 2.704.598 ₫
3.034.892 ₫ total
includes taxes & fees
25 Aug - 26 Aug
Chianti Village Morrocco
Room amenity

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (467 reviews)
"It’s very close to the historical center but feels quiet and like you are separate from it. I loved our stay"
United States
David
The price is 3.122.846 ₫
3.554.798 ₫ total
includes taxes & fees
29 Jul - 30 Jul
Siena Vip
Lounge

Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is 2.377.042 ₫
2.734.415 ₫ total
includes taxes & fees
29 Jul - 30 Jul
Mariani Bed & Breakfast
8 outdoor pools

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is 22.029.747 ₫
24.472.058 ₫ total
includes taxes & fees
30 Jul - 31 Jul
Villa Marcolina
Lobby

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (24 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is 4.211.494 ₫
4.632.643 ₫ total
includes taxes & fees
30 Jul - 31 Jul
Villa Cassia di Baccano
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

La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"It was a great stay the staff were very helpful and prompt to assist with any concerns! It’s a very convenient location with many walkable amenities and attractions I will definitely return to this hotel and strongly recommend anyone travelling to Rome to consider this place!"
Mohamed 3-night trip
Posted 6 hours ago
La Certosa di Pontignano

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.