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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 5 - Aug 6
Tomorrow
Aug 6 - Aug 7
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Vacation Rentals in Montegrossi

Hu Norcenni Girasole Village
Exterior

Hu Norcenni Girasole Village

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

ApartHotel Anghel

8.2 out of 10, Very Good, (319)
"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 P5,492
P6,306 total
includes taxes & fees
Aug 19 - Aug 20
ApartHotel Anghel
Residenza d'Epoca Palazzo Borghesi
View from room

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 P10,598
P11,924 total
includes taxes & fees
Aug 27 - Aug 28
Residenza d'Epoca Palazzo Borghesi
Relais Villa Olmo
Aerial view

Relais Villa Olmo

9.4 out of 10, Exceptional, (215)
"Beautiful place!! For sure I will come back!! "
The price is P16,847
P18,734 total
includes taxes & fees
Aug 7 - Aug 8
Relais Villa Olmo
Il Battistero Siena - Residenza d'Epoca
Bar (on property)

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (173)
"Excellent staffing, nice facility and great location"
The price is P8,805
P9,951 total
includes taxes & fees
Aug 10 - Aug 11
Il Battistero Siena - Residenza d'Epoca
Camping Village Il Poggetto
Seasonal outdoor pool

Camping Village Il Poggetto

3.0 star property
8.0 out of 10, Very Good, (53)
"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 P3,805
P4,318 total
includes taxes & fees
Aug 25 - Aug 26
Camping Village Il Poggetto
Camping Siena Colleverde
Exterior

Camping Siena Colleverde

3.0 star property
8.0 out of 10, Very Good, (152)
"Safe, great proximity to Siena without being too close, nice pool."
Camping Siena Colleverde
Regis Condo
Private kitchen

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 San Filippo
Seasonal outdoor pool, pool umbrellas, sun loungers

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."
The price is P8,883
P10,041 total
includes taxes & fees
Aug 20 - Aug 21
Villa San Filippo
Tuscasì Aparthotel
View from room

Tuscasì Aparthotel

9.4 out of 10, Exceptional, (18)
"Very clean and comfortable accommodations. Beautiful view of the countryside!"
The price is P4,782
P5,260 total
includes taxes & fees
Aug 10 - Aug 11
Tuscasì Aparthotel
Chianti Village Morrocco
Outdoor pool, pool umbrellas, sun loungers

Chianti Village Morrocco

3.0 star property
8.6 out of 10, Excellent, (101)
"Nothing wrong here! Fantastic, professional staff that took care of all our needs and always went the extra mile. Fantastic chef with great food and lovely “can help” attitude. Prestine pool! Would book again"
Chianti Village Morrocco
Villa Il Palagio
Front of property - evening/night

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
Borgo Argiano
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (67)
"Very comfortable stay. "
The price is P35,927
P40,052 total
includes taxes & fees
Aug 31 - Sep 1
Borgo Argiano
Riserva di Fizzano Residence
Outdoor pool, pool umbrellas, sun loungers

Riserva di Fizzano Residence

3.0 star property
9.8 out of 10, Exceptional, (20)
"Wow! The property is just amazing! Located on a vineyard, it is in close proximity to everything. (Sienna, San Gimignano, Castelina di Chianti) The appartment was roomy and great for a family of 4. The view is spectacular and the restaurant has great service and food. I recommend without hesitation."
The price is P13,182
P14,633 total
includes taxes & fees
Sep 5 - Sep 6
Riserva di Fizzano Residence
Porta Pispini Residence
Terrace/patio

Porta Pispini Residence

2.0 star property
9.6 out of 10, Exceptional, (16)
"That’s not a hotel room, that’s small apartment with guest room and kitchen with washer and dishwasher Amazing window view Free parking Very clean 3 minutes walk from the city wall More than reasonable price "
The price is P6,528
P7,446 total
includes taxes & fees
Aug 7 - Aug 8
Porta Pispini Residence
Castello Del Nero - Podere San Filippo
Outdoor pool, pool umbrellas, sun loungers

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
La Terrazza Sul Campo Rooming House
1 bedroom, premium bedding, Select Comfort beds, minibar

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
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

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 P9,817
P10,997 total
includes taxes & fees
Aug 31 - Sep 1
Relais Villa Belvedere
Residence Il Connubio
Interior

Residence Il Connubio

3.0 star property
8.8 out of 10, Excellent, (29)
"Such a cute little place! Very clean and easy to get around! Would highly recommend!"
The price is P5,978
P6,776 total
includes taxes & fees
Aug 10 - Aug 11
Residence Il Connubio
Palazzo Pacini
Property entrance

Palazzo Pacini

9.8 out of 10, Exceptional, (92)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
The price is P8,501
P9,484 total
includes taxes & fees
Sep 1 - Sep 2
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.
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

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Amazing property with a back patio to die for. Nothing like eating a superb breakfast and enjoying a view of the hills and city. "
Kenneth 2-night trip
Posted 3 days ago
Palazzo Ravizza

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.

How many vacation rentals will I find in Montegrossi?

Expedia has 3 vacation rentals for your stay in Montegrossi.

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.