Montegrossi Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Montegrossi vacation rentals

Townhouse in Siena City Centre

Siena Vip
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

Residence in Siena City Centre

Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (196 reviews)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca

Townhouse in Siena City Centre

PALAZZO DEL PAPA
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 ¥21,244
¥24,105 total
includes taxes & fees
Feb 4 - Feb 5
PALAZZO DEL PAPA

Residence in Siena City Centre

La Terrazza Sul Campo Rooming House
9.8 out of 10, Exceptional, (239 reviews)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House

Townhouse in Ravacciano

Domus il Palio B&B
9.2 out of 10, Wonderful, (82 reviews)
"Hotel clean comfortable. No elevator, no reception desk. "
United States
Karin
Domus il Palio B&B

Townhouse in Siena City Centre

B&B Palazzo del Magnifico
9.8 out of 10, Exceptional, (63 reviews)
"Excellent host and location!"
United States
Kimberly
B&B Palazzo del Magnifico

Townhouse in San Casciano in Val di Pesa

Villa il Fedino
9.6 out of 10, Exceptional, (98 reviews)
"Great people, great location great service"
Canada
James
The price is ¥22,059
¥25,002 total
includes taxes & fees
Jan 26 - Jan 27
Villa il Fedino

Townhouse in Siena City Centre

Piazza Paradiso Accomodation
9.2 out of 10, Wonderful, (155 reviews)
"What my girlfriend loved the most was the bathtub! We have been busy traveling the last week and a half and she was overjoyed with a chance to soak in a bath tub. Room was spacious and clean, the staff was helpful and friendly. The hotel was centrally located and within easy walking distance to Piazza del Campo. Looking forward to staying with Piazza Paradiso accommodation again. We will definitely recommend Piazza Paradiso to all our friends visiting Siena!"
United States
Niels G.
Piazza Paradiso Accomodation

Townhouse in Loro Ciuffenna

Villa Cassia di Baccano
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ¥24,190
¥26,609 total
includes taxes & fees
Jan 28 - Jan 29
Villa Cassia di Baccano

Townhouse in Monte San Savino

DormiVeglia B&B
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

Aparthotel in Figline e Incisa Valdarno

Relais Villa Belvedere
9.2 out of 10, Wonderful, (70 reviews)
"Very nice place"
United States
Maria
Relais Villa Belvedere

Townhouse in Colle di Val d'Elsa

Sportland
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland

Townhouse in Siena City Centre

Palazzo Masi
8.8 out of 10, Excellent, (84 reviews)
"Super quaint hotel within walking steps of the palazzo pubblico. We enjoyed Daniela and her husband’s hospitality as they manage 2 floors here. It’s a simple stay with the necessities you need for your time in Siena and what a great way to support a local couple. We’d recommend. There are lots of nice restaurants and shops nearby too. "
United States
Alice
The price is ¥15,067
¥17,310 total
includes taxes & fees
Jan 26 - Jan 27
Palazzo Masi

Townhouse in Barberino Tavarnelle

La Locanda di Pietracupa
9.4 out of 10, Exceptional, (35 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa

Townhouse in Greve in Chianti

Terre di Baccio
9.8 out of 10, Exceptional, (71 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio

Aparthotel in Siena

La Coroncina Lodging
10.0 out of 10, Exceptional, (42 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is ¥13,970
¥16,104 total
includes taxes & fees
Jan 27 - Jan 28
La Coroncina Lodging

Aparthotel in Siena City Centre

The Balcony Suite -Piazza del Campo View
9.2 out of 10, Wonderful, (16 reviews)
"Perfect location to explore Siena, right on the Campo. The apartment was warm and comfortable. As to be expected in such a central location, the noise & music from then restaurants on the piazza was loud till the early hours on Saturday night (so bring earplugs) but the other night was fine. "
Australia
Nicola
The price is ¥20,741
¥24,104 total
includes taxes & fees
Jan 26 - Jan 27
The Balcony Suite -Piazza del Campo View

Townhouse in Siena City Centre

Al Mercato B&B
9.0 out of 10, Wonderful, (96 reviews)
"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 ¥10,308
¥13,698 total
includes taxes & fees
Jan 26 - Jan 27
Al Mercato B&B

Apartment in Siena City Centre

Regis Condo
9.4 out of 10, Exceptional, (68 reviews)
"Adequate basic clean room in a beautiful area."
United States
Margaret
Regis Condo

Townhouse in Petriccio

Villa le Camelie Siena
8.6 out of 10, Excellent, (8 reviews)
"Personal people are very good. "
Switzerland
Wenjuan
The price is ¥12,806
¥14,823 total
includes taxes & fees
Jan 26 - Jan 27
Villa le Camelie Siena
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Montegrossi Hotel Reviews

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 vacation rental in Montegrossi?

Yes, there are vacation rentals close to well known sights in Montegrossi, or you can select a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Montegrossi?

Borgo Argiano: This vacation home rental outside of Montegrossi is located on a river and has a balcony, a terrace, and a barbecue grill 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 vacation 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 larger area.

What’s a vacation rental in Montegrossi like?

Vacation rentals are private properties you can stay in for short or long periods in Montegrossi. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a small group gathering.