Montegrossi Vacation Rentals

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In two weeks
Sep 26 - Sep 28
In two months
Nov 7 - Nov 9
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Dec 5 - Dec 7
In four months
Jan 2 - Jan 4

Vacation Rentals in Montegrossi

Residenza d'Epoca Palazzo Borghesi
Panoramic Suite, City View | 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! "
$282 nightly
The price is $315
Oct 8 - Oct 9
Total with taxes and fees
Residenza d'Epoca Palazzo Borghesi
ApartHotel Anghel
Lobby lounge

ApartHotel Anghel

8.4 out of 10, Very Good, (325)
"Enough space for a family. We were able to walk to restaurants, grocery and old city Siena. "
ApartHotel Anghel
Relais Villa Olmo
Aerial view

Relais Villa Olmo

9.4 out of 10, Exceptional, (223)
"Wonderful stay- we really enjoyed our stay and did not want to leave!! Beautiful hotel and wonderful service!"
$229 nightly
The price is $255
Sep 11 - Sep 12
Total with taxes and fees
Relais Villa Olmo
Hu Norcenni Girasole Village
Exterior

Hu Norcenni Girasole Village

4.0 star property
8.6 out of 10, Excellent, (303)
"Great friendly fun camp site"
$37 nightly
The price is $43
Sep 15 - Sep 16
Total with taxes and fees
Hu Norcenni Girasole Village
Il Battistero Siena - Residenza d'Epoca
Bar (on property)

Il Battistero Siena - Residenza d'Epoca

9.6 out of 10, Exceptional, (176)
"Excellent staffing, nice facility and great location"
$171 nightly
The price is $192
Sep 30 - Oct 1
Total with taxes and fees
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, (60)
"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 "
$67 nightly
The price is $76
Sep 11 - Sep 12
Total with taxes and fees
Camping Village Il Poggetto
Tuscasì Aparthotel
Royal Apartment | View from room

Tuscasì Aparthotel

9.2 out of 10, Wonderful, (20)
"Limited option of restaurant around the area, the view in the morning is serene, breakfast was good but limited choice."
$81 nightly
The price is $92
Sep 29 - Sep 30
Total with taxes and fees
Tuscasì Aparthotel
Camping Siena Colleverde
Exterior

Camping Siena Colleverde

3.0 star property
8.2 out of 10, Very Good, (154)
"Safe, great proximity to Siena without being too close, nice pool."
Camping Siena Colleverde
Borgo Argiano
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (68)
"Very comfortable stay. "
Borgo Argiano
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Exterior

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (60)
"We had a company retreat at this amazing location. Everyone was in love with the place and the facilities!"
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
La Terrazza Sul Campo Rooming House
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe

La Terrazza Sul Campo Rooming House

9.8 out of 10, Exceptional, (231)
"Service was supreme. Decor was authentic Italian. Hard to beat the central location"
La Terrazza Sul Campo Rooming House
Villa with large garden in the Chianti hills
Outdoor dining

Villa with large garden in the Chianti hills

9.6 out of 10, Exceptional, (72)
"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."
$139 nightly
The price is $139
Sep 15 - Sep 16
Total with taxes and fees
Villa with large garden in the Chianti hills
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."
$102 nightly
The price is $114
Sep 28 - Sep 29
Total with taxes and fees
Relais Villa Belvedere
Palazzo Pacini
Property entrance

Palazzo Pacini

9.8 out of 10, Exceptional, (94)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
$152 nightly
The price is $170
Sep 30 - Oct 1
Total with taxes and fees
Palazzo Pacini
Farmhouse in the heart of the real chiantishire
Exterior

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (142)
"What a view! This location was all that we were hoping for. Thank you! "
Farmhouse in the heart of the real chiantishire
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)
"Much nicer stay then the rooms at the Como"
Castello Del Nero - Podere San Filippo
Regis Condo
Grand Apartment with Garden | Private kitchen | Full-size fridge, microwave, oven, stovetop

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."
$292 nightly
The price is $324
Oct 7 - Oct 8
Total with taxes and fees
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, (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."
Villa San Filippo
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)
"We had 2 beautiful days here in Chianti. Lovely property with a very good restaurant. Stunning views over the vineyards and Tuscany hills. Close drive to interesting cites. And the wine.... love to come back, and can absolutely recomend a stay here."
$222 nightly
The price is $247
Oct 3 - Oct 4
Total with taxes and fees
Riserva di Fizzano Residence
A Panoramic Tuscan Luxury - Villa Maria in Fronzano
Outdoor dining

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
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

Find out more about Montegrossi

Find out more about Montegrossi

Everything you need to know about Montegrossi vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Montegrossi vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montegrossi vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montegrossi vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montegrossi. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Montegrossi in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $43 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Montegrossi rentals

At Expedia, we put the best Montegrossi vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Montegrossi rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montegrossi vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montegrossi. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 espresso 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.