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Check prices for these dates

Tonight
11 Dec - 12 Dec
Tomorrow
12 Dec - 13 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Our top choices for Montegrossi holiday rentals

Aerial view
Relais Villa Olmo

Residence in Impruneta

Relais Villa Olmo
9.4 out of 10, Exceptional, (227)
"This is a beautiful Villa with a stunning views. Rooms were large and very clean and the location was wonderful. It was close to Florence and ideal for exploring Tuscany. Restaurant offered delicious buffet breakfast and many other wonderful local dishes for lunch and dinner. I would highly recommend this Villa and would love to stay here again."
United States
Ewa
Relais Villa Olmo
Lobby lounge
ApartHotel Anghel

Apartment in Siena

ApartHotel Anghel
8.4 out of 10, Very good, (334)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is ₹6,314
₹7,363 total
includes taxes & fees
15 Dec - 16 Dec
ApartHotel Anghel
Royal Apartment | View from room
Tuscasì Aparthotel

Aparthotel in Sovicille

Tuscasì Aparthotel
9.2 out of 10, Wonderful, (25)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ₹6,303
₹7,247 total
includes taxes & fees
13 Dec - 14 Dec
Tuscasì Aparthotel
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, (191)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
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
The price is ₹5,714
₹6,495 total
includes taxes & fees
5 Jan - 6 Jan 2026
Chianti Village Morrocco
Grand Apartment with Garden | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Regis Condo

Apartment in Siena City Centre

Regis Condo
9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Relais Villa Belvedere

Aparthotel in Figline e Incisa Valdarno

Relais Villa Belvedere
9.2 out of 10, Wonderful, (70)
"Very nice place"
United States
Maria
The price is ₹9,234
₹10,315 total
includes taxes & fees
14 Dec - 15 Dec
Relais Villa Belvedere
Panoramic Suite, City View | View from room
Residenza d'Epoca Palazzo Borghesi

Residence in Siena City Centre

Residenza d'Epoca Palazzo Borghesi
9.6 out of 10, Exceptional, (116)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is ₹17,055
₹19,181 total
includes taxes & fees
6 Jan - 7 Jan 2026
Residenza d'Epoca Palazzo Borghesi
Exterior
Camping Siena Colleverde

Camping in Scacciapensieri

Camping Siena Colleverde
3.0 star property
8.2 out of 10, Very good, (159)
"Safe, great proximity to Siena without being too close, nice pool."
United States
Martha
Camping Siena Colleverde
Front of property – evening/night
Villa Il Palagio

Apartment in Rignano sull'Arno

Villa Il Palagio
8.6 out of 10, Excellent, (60)
"The best place in the region"
United Kingdom
Kamen
Villa Il Palagio
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe
La Terrazza Sul Campo Rooming House

Residence in Siena City Centre

La Terrazza Sul Campo Rooming House
9.8 out of 10, Exceptional, (239)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House
Terrace/patio
Borgo Argiano

Holiday Home in Castelnuovo Berardenga

Borgo Argiano
10.0 out of 10, Exceptional, (73)
"Borgo Argiano is a beautiful property, very well run by Dario and staff. We highly recommend staying there if you are interested in exploring the Tuscan region. The apartments are large and they stock the kitchen for convenience It is also a winery and you could get a tour was well as a tasting of the delicious wines."
United States
Aurora
Borgo Argiano
Seasonal outdoor pool, pool umbrellas, pool loungers
Castello Del Nero - Podere San Filippo

Residence in Barberino Tavarnelle

Castello Del Nero - Podere San Filippo
9.8 out of 10, Exceptional, (38)
"Much nicer stay then the rooms at the Como"
United States
Anonymous traveller
Castello Del Nero - Podere San Filippo
Outdoor pool, pool umbrellas, pool loungers
Riserva di Fizzano Residence

Residence in Castellina in Chianti

Riserva di Fizzano Residence
3.0 star property
9.8 out of 10, Exceptional, (24)
"Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams. "
United States
Eileen
Riserva di Fizzano Residence
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 ₹7,962
₹9,180 total
includes taxes & fees
14 Dec - 15 Dec
La Coroncina Lodging
Deluxe Apartment, City View | Living area | 24-inch flat-screen TV with digital channels, TV
Palazzo Lenzi

Apartment in Siena City Centre

Palazzo Lenzi
9.0 out of 10, Wonderful, (2)
"Very very nice. Enjoyed our stay. Air conditioning did not work well so a bit hot. But overall very nice. "
United States
Daniel
The price is ₹20,666
₹23,151 total
includes taxes & fees
12 Dec - 13 Dec
Palazzo Lenzi
Deluxe Apartment | Living area | 50-inch Smart TV with cable channels
Casa Ciseri

Apartment in Siena City Centre

Casa Ciseri
9.8 out of 10, Exceptional, (9)
"Very nice stay!"
United States
Danielle
The price is ₹22,902
₹25,614 total
includes taxes & fees
14 Dec - 15 Dec
Casa Ciseri
View from property
Relais Villa Belpoggio - Residenza d'Epoca

Residence in Loro Ciuffenna

Relais Villa Belpoggio - Residenza d'Epoca
9.8 out of 10, Exceptional, (35)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is ₹14,727
₹16,200 total
includes taxes & fees
13 Dec - 14 Dec
Relais Villa Belpoggio - Residenza d'Epoca
Panoramic Apartment, 2 Bedrooms, Balcony, Hill View | Terrace/patio
Borgo Argenina

Aparthotel in Gaiole in Chianti

Borgo Argenina
9.8 out of 10, Exceptional, (22)
"A planned Tuscany trip in the making for over a year. Saw this property came up while doing research and had a wonderful and romantic history. The property was even more beautiful than the pictures posted. It definitely caters to all types of travellers. A perfect bed and breakfast stay. Definitely recommend and will be back again. "
Canada
Nancy
Borgo Argenina
Property entrance
Palazzo Pacini

Residence in Colle di Val d'Elsa

Palazzo Pacini
9.8 out of 10, Exceptional, (98)
"Such a beautiful gem of a hotel. Steeped in Florentine style. Comfortable and classy. Definitely would recommend "
United States
George
Palazzo Pacini
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

Villa del Sole Siena

Villa del Sole Siena

10/10 Excellent
"Amazing rooms and service!!"
Janet 1-night trip
Posted 3 days ago
Villa del Sole Siena

Find out more about Montegrossi

Holiday Rentals in Montegrossi

Search for holiday rentals in Montegrossi on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Montegrossi using one of the methods below:

  • View our selection of featured holiday rentals in Montegrossi
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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 are some of the best holiday rentals that Montegrossi has to offer?

Borgo Argiano: This holiday home rental outside of Montegrossi is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. You can relax into your holiday with a garden and a library.

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 Le Miccine 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.