Montechiaro Vacation Rentals

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    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 19 - Sep 21
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30
In four months
Dec 26 - Dec 28

Vacation Rentals in Montechiaro

ApartHotel Anghel
Lobby lounge

ApartHotel Anghel

8.4 out of 10, Very Good, (324)
"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."
ApartHotel Anghel
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! "
$266 nightly
The price is $297
Sep 3 - Sep 4
Total with taxes and fees
Residenza d'Epoca Palazzo Borghesi
Bosco della Spina
Aerial view

Bosco della Spina

9.6 out of 10, Exceptional, (162)
"We enjoyed the scenery and service! Clean and comfortable. "
Bosco della Spina
Tuscasì Aparthotel
Royal Apartment | View from room

Tuscasì Aparthotel

9.2 out of 10, Wonderful, (19)
"Very clean and comfortable accommodations. Beautiful view of the countryside!"
$86 nightly
The price is $98
Sep 7 - Sep 8
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
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"
$170 nightly
The price is $192
Sep 18 - Sep 19
Total with taxes and fees
Il Battistero Siena - Residenza d'Epoca
Borgo Argiano
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (68)
"Very comfortable stay. "
Borgo Argiano
Hilltop house in the heart of Tuscany with private pool
Outdoor dining

Hilltop house in the heart of Tuscany with private pool

9.8 out of 10, Exceptional, (90)
"Wonderful, quiet, beautiful. Everything you could want in country stay near a small village."
Hilltop house in the heart of Tuscany with private pool
Villa in Montalcino, exclusive for you, stunning view!!!
Outdoor pool

Villa in Montalcino, exclusive for you, stunning view!!!

10.0 out of 10, Exceptional, (83)
"The villa is huge and well appointed with anything you could imagine There are two large dining rooms inside and several well appointed outside patio areas. The bucolic setting includes birds , roaming sheep down the hill meandering from field to field. Couldn’t be more restful! Also close enough to Siena , San gimingnano Assisi for day trips and even Florence Will definitely return. "
Villa in Montalcino, exclusive for you, stunning view!!!
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"
$126 nightly
The price is $144
Oct 1 - Oct 2
Total with taxes and fees
La Terrazza Sul Campo Rooming House
agriturismo la roggiola
Banquet hall

agriturismo la roggiola

9.6 out of 10, Exceptional, (108)
"Beautiful situation, close to Siena and Orcia valley. Three days very well spent, merci Simonetta !"
agriturismo la roggiola
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."
$138 nightly
The price is $138
Sep 15 - Sep 16
Total with taxes and fees
Villa with large garden in the Chianti hills
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
Farmhouse in the heart of the real chiantishire
Exterior

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (141)
"What a view! This location was all that we were hoping for. Thank you! "
Farmhouse in the heart of the real chiantishire
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
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
Porta Pispini Residence
Terrace/patio

Porta Pispini Residence

2.0 star property
9.6 out of 10, Exceptional, (18)
"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 "
Porta Pispini Residence
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."
$156 nightly
The price is $177
Sep 8 - Sep 9
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
Your panoramic house in Tuscany between vineyards and olive groves.
Pool

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (40)
"Very spacious and clean villa in between Florence and Siena in the heart of Chianti. Tremendous hosts that communicated often and met a couple special requests. Have already referred this listing and will definitely come back!"
Your panoramic house in Tuscany between vineyards and olive groves.
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 Montechiaro Hotel Reviews

Find out more about Montechiaro

Find out more about Montechiaro

Everything you need to know about Montechiaro 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 Montechiaro 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 Montechiaro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montechiaro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montechiaro. 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 Montechiaro 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 $98 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 Montechiaro rentals

At Expedia, we put the best Montechiaro 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 Montechiaro 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 Montechiaro 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 Montechiaro. 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 Montechiaro?

Yes, we have vacation rentals close to well known attractions in Montechiaro, or you can choose a more remote option if you're looking for relaxation.

What are some of the best vacation home rentals that Montechiaro has to offer?

Borgo Argiano: Visitors like this Montechiaro vacation home rental. It 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 Montechiaro?

While exploring the area, visit family-friendly sights like Siena Circuit, or get outside and enjoy nature at Terme Antica Querciolaia. In the larger area, you’ll find Porta Romana and Siena State Archives.

What’s a vacation rental in Montechiaro like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Montechiaro. Vacation rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.