Search Holiday Rentals in Montegrossi

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Top Holiday Rentals in Montegrossi

Aerial view
Relais Villa Olmo
Relais Villa Olmo
9.4 out of 10, Exceptional, (226)
"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
The price is ฿5,601
฿6,275 total
includes taxes & fees
4 Nov - 5 Nov
Relais Villa Olmo
Lobby lounge
ApartHotel Anghel
ApartHotel Anghel
8.4 out of 10, Very good, (329)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is ฿2,707
฿3,130 total
includes taxes & fees
2 Nov - 3 Nov
ApartHotel Anghel
Exterior
Hu Norcenni Girasole Village
Hu Norcenni Girasole Village
4.0 star property
8.6 out of 10, Excellent, (312)
"Great friendly fun camp site"
United Kingdom
Brian
Hu Norcenni Girasole Village
Seasonal outdoor pool
Camping Village Il Poggetto
Camping Village Il Poggetto
3.0 star property
8.0 out of 10, Very good, (64)
"Second stay at this property but got a 3 bed 2 bath cabin this time. Happy with most things could have had more housekeeping for a ten day stay. Great base to explore Tuscany excellent bar especially the staff as well as a nice restaurant "
Australia
Rebecca
The price is ฿1,805
฿2,023 total
includes taxes & fees
1 Nov - 2 Nov
Camping Village Il Poggetto
Outdoor pool, pool umbrellas, pool loungers
Chianti Village Morrocco
Chianti Village Morrocco
3.0 star property
8.6 out of 10, Excellent, (107)
"Front desk was very helpful and very comfortable room. "
United States
Chris
Chianti Village Morrocco
Bar (on property)
Il Battistero Siena - Residenza d'Epoca
Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (186)
"Great location and friendly staff. "
United States
Parissa
The price is ฿4,705
฿5,327 total
includes taxes & fees
3 Nov - 4 Nov
Il Battistero Siena - Residenza d'Epoca
Royal Apartment | View from room
Tuscasì Aparthotel
Tuscasì Aparthotel
9.0 out of 10, Wonderful, (23)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ฿2,458
฿2,817 total
includes taxes & fees
2 Nov - 3 Nov
Tuscasì Aparthotel
Exterior
Camping Siena Colleverde
Camping Siena Colleverde
3.0 star property
8.2 out of 10, Very good, (159)
"Quiet. Rooms are adequate. Parking is easy. On-site dining is good. Short walk to bus transport "
Australia
Robert
Camping Siena Colleverde
Panoramic Suite, City View | View from room
Residenza d'Epoca Palazzo Borghesi
Residenza d'Epoca Palazzo Borghesi
9.6 out of 10, Exceptional, (115)
"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 ฿5,566
฿6,275 total
includes taxes & fees
5 Nov - 6 Nov
Residenza d'Epoca Palazzo Borghesi
Terrace/patio
Borgo Argiano
Borgo Argiano
10.0 out of 10, Exceptional, (72)
"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
Front of property – evening/night
Villa Il Palagio
Villa Il Palagio
8.6 out of 10, Excellent, (59)
"We stayed 2 nights and loved it! We have a 2 bedroom , 2 bath apartment and it was so spacious. We enjoyed the kind staff and the breakfast had a lot of choices. It was great"
United States
Rebekkah
The price is ฿3,340
฿3,788 total
includes taxes & fees
29 Oct - 30 Oct
Villa Il Palagio
Grand Apartment with Garden | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Regis Condo
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
Relais Villa Belvedere
9.2 out of 10, Wonderful, (69)
"Very nice place"
United States
Maria
The price is ฿3,520
฿3,930 total
includes taxes & fees
28 Oct - 29 Oct
Relais Villa Belvedere
View from property
Relais Villa Belpoggio - Residenza d'Epoca
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 ฿4,667
฿5,134 total
includes taxes & fees
27 Oct - 28 Oct
Relais Villa Belpoggio - Residenza d'Epoca
Outdoor pool, pool umbrellas, pool loungers
Riserva di Fizzano Residence
Riserva di Fizzano Residence
3.0 star property
9.8 out of 10, Exceptional, (23)
"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
Panoramic Apartment, 2 Bedrooms, Balcony, Hill View | Terrace/patio
Borgo Argenina
Borgo Argenina
9.8 out of 10, Exceptional, (22)
"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "
United States
Massimo
Borgo Argenina
Seasonal outdoor pool, pool umbrellas, pool loungers
Villa San Filippo
Villa San Filippo
4.0 star property
8.4 out of 10, Very good, (40)
"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."
United Kingdom
Andrew
Villa San Filippo
Seasonal outdoor pool, pool umbrellas, pool loungers
Castello Del Nero - Podere San Filippo
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
Panoramic Apartment, Hill View (4) | Terrace/patio
Casa Vacanze Squarcialupi
Casa Vacanze Squarcialupi
8.0 out of 10, Very good, (2)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is ฿3,725
฿4,325 total
includes taxes & fees
9 Nov - 10 Nov
Casa Vacanze Squarcialupi
Indoor pool, 3 outdoor pools, open 10 AM to 6 PM, pool umbrellas
Villa Norcenni Aparthotel
Villa Norcenni Aparthotel
2.0 star property
7.4 out of 10, Good, (21)
"It was clean and safe."
United Kingdom
Laka
Villa Norcenni 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montegrossi Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"Excellent clean hotel with a superb buffet breakfast. The front desk staff are excellen;, very pleasant and helpful. The location is excellent, close to the Camolllia Gate into the old town. An aside, every local person we met on the streets when we were in Siena was pleasant and offered help when we looked a little confused with our directions. "
Ellen 3-night trip
Posted 1 day ago
Hotel Italia

Find out more about Montegrossi

Search for holiday rentals in Montegrossi on Expedia! 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
  • Use the map to find apartments and other holiday homes in the Montegrossi neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montegrossi while they last

Look no further and take a look at our great range of rental properties in Montegrossi!

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 kitchenware. 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 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.