An aerial view of a river winding through a rocky landscape with sparse vegetation.

Monticiano Vacation Rentals

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Our top choices for Monticiano vacation rentals

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (96 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is CA $195
CA $221 total
includes taxes & fees
Jul 6 - Jul 7
B&B Le Scalette di Piazza

B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (203 reviews)
"Excellent location, rooms, staff."
United States
Mario Humberto
The price is CA $164
CA $187 total
includes taxes & fees
Jul 23 - Jul 24
B&B Il Corso

A Casa Mastacchi

A Casa Mastacchi
Siena City Centre
7.8 out of 10, Good, (29 reviews)
"Christiana was the perfect hostess. Accommodations were quaint. Rooms and common areas were spotless. Breakfast and cafe were amazing. A true gem located in the heart of Siena. Close to shops, restaurants, and enotecas. I highly recommend you stay. "
United States
Christina
The price is CA $172
CA $196 total
includes taxes & fees
Jul 6 - Jul 7
A Casa Mastacchi

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (69 reviews)
"This was our second stay. The property is beautiful and our room was lovely. The breakfast was one of the best on our trip in Italy."
Canada
Dr Anne
The price is CA $239
CA $276 total
includes taxes & fees
Jul 5 - Jul 6
Villa Curina Resort

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (148 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is CA $307
CA $348 total
includes taxes & fees
Jul 15 - Jul 16
Hotel San Gregorio

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (47 reviews)
"Our stay was great. "
United States
Elena
The price is CA $140
CA $161 total
includes taxes & fees
Jul 5 - Jul 6
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (34 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is CA $235
CA $259 total
includes taxes & fees
Aug 4 - Aug 5
Villa di Sotto

Bosco della Spina

Bosco della Spina
Murlo
9.6 out of 10, Exceptional, (173 reviews)
"Lovely stay! I would highly recommend this hotel. The indoor pool was just so enjoyable after a day out sightseeing. "
United Kingdom
Lizl
The price is CA $211
CA $245 total
includes taxes & fees
Jul 9 - Jul 10
Bosco della Spina

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (108 reviews)
"Fantastic location, walkable to everything, very clean & Hamza was a great host with lots of tips on what to see & where to eat"
United Kingdom
Diane
The price is CA $246
CA $277 total
includes taxes & fees
Jul 15 - Jul 16
PALAZZO DEL PAPA

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (461 reviews)
"It’s very close to the historical center but feels quiet and like you are separate from it. I loved our stay"
United States
David
The price is CA $185
CA $210 total
includes taxes & fees
Aug 3 - Aug 4
Siena Vip

Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (128 reviews)
"Excellent location on heart of Siena .. staff were lovely"
United Kingdom
Thomas
The price is CA $281
CA $315 total
includes taxes & fees
Jul 6 - Jul 7
Residenza d'Epoca Palazzo Borghesi

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (28 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is CA $106
CA $138 total
includes taxes & fees
Jul 10 - Jul 11
Tuscasì Aparthotel

Dimora Santa Margherita - Boutique Hotel

Dimora Santa Margherita - Boutique Hotel
Cinigiano
8.2 out of 10, Very good, (11 reviews)
"The place was great! Food from their was amazing but also a bit expensive. Poolarea was so beautiful and the view was amazing! Only negative thing is that the wine tasting is not in hotel, need to take own car drive for that. Also the last 2km was sand road, which was not that good shape."
Finland
Anonymous traveller
The price is CA $425
CA $470 total
includes taxes & fees
Jul 6 - Jul 7
Dimora Santa Margherita - Boutique Hotel

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (91 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is CA $263
CA $296 total
includes taxes & fees
Jul 8 - Jul 9
Casanova - Panoramic Rooms and Suites

Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (83 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is CA $185
CA $212 total
includes taxes & fees
Jul 6 - Jul 7
Antico Borgo il Cardino

Podere Cascatelle & Agriletizia

Podere Cascatelle & Agriletizia
Massa Marittima
10.0 out of 10, Exceptional, (2 reviews)
"Ótimo local, limpo, amplo, piscina boa, cascata boa, espaço amplo, adorei o local."
Brazil
Alan Cesar
The price is CA $89
CA $109 total
includes taxes & fees
Jul 26 - Jul 27
Podere Cascatelle & Agriletizia

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is CA $159
CA $181 total
includes taxes & fees
Jul 30 - Jul 31
Il Pozzo di Sant'Andrea

Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (7 reviews)
"Loved everything about my stay"
United States
Svetlana
The price is CA $244
CA $285 total
includes taxes & fees
Aug 2 - Aug 3
Corte Francigena - Apartments

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (340 reviews)
"Great stay highly recommend!!"
United States
jon
The price is CA $117
CA $135 total
includes taxes & fees
Jul 21 - Jul 22
ApartHotel Anghel

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (94 reviews)
"Rooms were clean and spacious ! Happy there was a good blow dryer in the room and a heated towel rack. Staff were very friendly and helpful . Would stay again !"
Canada
Alissia
The price is CA $109
CA $127 total
includes taxes & fees
Jul 19 - Jul 20
Domus il Palio B&B
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 Monticiano Hotel Reviews

Find out more about Monticiano

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Monticiano. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Monticiano?

Yes, there are vacation rentals near popular attractions in Monticiano, or you can select a secluded option if you'd like a relaxing place to stay. Our travelers say Monticiano has a good selection of restaurants. Make sure you have time to check out the riverfront and local tours during your trip.

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

Borgo Argiano: This vacation home near Monticiano 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 are there in Monticiano?

Choose from 18 Expedia vacation rentals in Monticiano for a memorable vacation.

What’s there to see and do in Monticiano?

While exploring the area, visit family-friendly sights like Terme Petriolo, or get outside and enjoy nature at Val di Merse. Abbazia di San Galgano and I Canaloni del Torrente Farma are a couple of places you'll find in the larger area.

What’s a vacation rental in Monticiano like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Monticiano. Vacation rentals offer amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family trip.