Montegrossi Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Vacation Rentals in Montegrossi

ApartHotel Anghel

8.2 out of 10, Very Good, (323)
"Hotel is close to Siena and the check-in person (Gabriela) was very friendly and helpful. Room is spacious, functional with easy parking in front of the building and just a 3 minute drive to garage in Siena old-town so very convenient to visit this beautiful city. Excellent value for the money."
The price is ¥13,671
¥15,727 total
includes taxes & fees
Aug 24 - Aug 25
ApartHotel Anghel

Hu Norcenni Girasole Village

4.0 star property
8.6 out of 10, Excellent, (302)
"Great friendly fun camp site"
Hu Norcenni Girasole Village

Relais Villa Olmo

9.4 out of 10, Exceptional, (217)
"Wonderful stay- we really enjoyed our stay and did not want to leave!! Beautiful hotel and wonderful service!"
The price is ¥37,112
¥41,341 total
includes taxes & fees
Aug 26 - Aug 27
Relais Villa Olmo

Residenza d'Epoca Palazzo Borghesi

9.6 out of 10, Exceptional, (110)
"Beautiful, unique property in central Siena. Sonia at reception was excellent! "
The price is ¥28,187
¥31,694 total
includes taxes & fees
Aug 22 - Aug 23
Residenza d'Epoca Palazzo Borghesi

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (175)
"Excellent staffing, nice facility and great location"
The price is ¥23,593
¥26,641 total
includes taxes & fees
Aug 21 - Aug 22
Il Battistero Siena - Residenza d'Epoca

Camping Siena Colleverde

3.0 star property
8.2 out of 10, Very Good, (153)
"Safe, great proximity to Siena without being too close, nice pool."
Camping Siena Colleverde

Camping Village Il Poggetto

3.0 star property
8.0 out of 10, Very Good, (57)
"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 "
The price is ¥9,669
¥10,981 total
includes taxes & fees
Aug 25 - Aug 26
Camping Village Il Poggetto

Borgo Argiano

10.0 out of 10, Exceptional, (67)
"Very comfortable stay. "
The price is ¥93,164
¥103,859 total
includes taxes & fees
Aug 31 - Sep 1
Borgo Argiano

Tuscasì Aparthotel

9.4 out of 10, Exceptional, (18)
"Very clean and comfortable accommodations. Beautiful view of the countryside!"
The price is ¥11,872
¥13,060 total
includes taxes & fees
Sep 16 - Sep 17
Tuscasì Aparthotel

La Terrazza Sul Campo Rooming House

9.8 out of 10, Exceptional, (229)
"Would 10/10 recommend this stay to a friend and would stay here again! Room was beautiful, location was perfect, and the staff is kind and helpful!"
La Terrazza Sul Campo Rooming House

Relais Villa Belvedere

9.2 out of 10, Wonderful, (67)
"Beautiful apartments and grounds with lovely views, Every one was very helpful and friendly. breakfast was very good, wish we could have stayed longer."
The price is ¥17,226
¥19,206 total
includes taxes & fees
Sep 15 - Sep 16
Relais Villa Belvedere

Regis Condo

9.4 out of 10, Exceptional, (63)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
Regis Condo

Villa Il Palagio

8.6 out of 10, Excellent, (56)
"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"
Villa Il Palagio

PICTURESQUE VIEWS OLIVE VINEYARDS EAT DRINK PURE RECREATION

9.8 out of 10, Exceptional, (50)
"Quaint, authentic and comfy. "
PICTURESQUE VIEWS OLIVE VINEYARDS EAT DRINK PURE RECREATION

Villa San Filippo

4.0 star property
8.4 out of 10, Very Good, (39)
"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."
Villa San Filippo

A Panoramic Tuscan Luxury - Villa Maria in Fronzano

10.0 out of 10, Exceptional, (74)
"Beautifully maintained with all necessary amenities. Surprised to find fresh food and wine/ drinks at the house when we arrived with fresh cheese and homemade olive oil. Tommaso is a fantastic host would highly recommend"
A Panoramic Tuscan Luxury - Villa Maria in Fronzano

Castello Del Nero - Podere San Filippo

10.0 out of 10, Exceptional, (37)
"Beautiful property and surrounds. Room was exactly as described, highly recommended "
Castello Del Nero - Podere San Filippo

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (140)
"A return trip to this cottage which we first visited for just a few days sometime around 2012.The cottage is just as beautiful as it was then. It has been well maintained and the views remain heavenly!Castellina too has aged well. more restaurants, shopping, art and vineyards. A huge shoutout to Podere La Piaggia for a beautiful and memorable private tasting and lunch!"
Farmhouse in the heart of the real chiantishire

Luxury vacation home with fantastic views, pool, 4 bedrooms, 2 bathrooms

9.8 out of 10, Exceptional, (80)
"Perfect location for a family reunion with our adult children and their partners. We had a wonderful time."
Luxury vacation home with fantastic views, pool, 4 bedrooms, 2 bathrooms

Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside

10.0 out of 10, Exceptional, (76)
"Bianca was the perfect host. She communicated quickly and clearly. She was so eager to help and spend time with us as we inquired about the region. She was super helpful to help arrange transportation and give us good insight to our visit. The property is in a great loction. Close to Florence yet out in the fields of Tuscany. There were ten of us and the villa worked so well. We all would go back to the villa and Bianca."
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
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

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 an electric kettle. 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.