Monsigliolo Holiday Rentals

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Our top choices for Monsigliolo holiday rentals

Luxury resort in the Tuscan countryside

Townhouse in Pienza

Relais La Saracina
Relais La Saracina

Townhouse in Pienza

Affitacamere Maria Gabriella
9.8 out of 10, Exceptional, (51 reviews)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella

Townhouse in Chiusi

La Piccola Locanda
8.6 out of 10, Excellent, (9 reviews)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
La Piccola Locanda

Residence in Trequanda

Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (168 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is AU$162
includes taxes & fees
12 Apr - 13 Apr
Abbadia Sicille Relais

Townhouse in Montepulciano

Meublé Il Riccio
9.6 out of 10, Exceptional, (90 reviews)
"Amazing room staff atmoshpehere, there is no other hotel my wife will stay at in the heart of the town."
United States
Michael.
Meublé Il Riccio

Residence in Monte San Savino

Castello di Gargonza
3.0 star property
9.2 out of 10, Wonderful, (40 reviews)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
United States
David
Castello di Gargonza

Residence in Montepulciano

Residenza Fabroni
8.8 out of 10, Excellent, (96 reviews)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
The price is AU$124
includes taxes & fees
23 Mar - 24 Mar
Residenza Fabroni

Townhouse in Pienza

L'Olmo
10.0 out of 10, Exceptional, (22 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is AU$724
includes taxes & fees
9 Apr - 10 Apr
L'Olmo

Apartment in Pienza

Casa Gioia - Casa Olivieri
The price is AU$165
includes taxes & fees
25 Mar - 26 Mar
Casa Gioia - Casa Olivieri
9.6 out of 10, Exceptional, (8 reviews)
"excellent stay. Beautiful pool, well equipped kitchen, very friendly host.Perfect for the visit of the surrondigns: Perugia, the lake, Montepulciano."
United States
cinzia c.
The price is AU$274
includes taxes & fees
21 Mar - 22 Mar
Villa Graziella, Romantic Perugia

Residence in Pienza

Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (137 reviews)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
The price is AU$527
includes taxes & fees
5 Apr - 6 Apr
Hotel San Gregorio

Townhouse in Arezzo

iConic Wellness Resort
8.8 out of 10, Excellent, (36 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is AU$129
includes taxes & fees
19 Apr - 20 Apr
iConic Wellness Resort

Townhouse in Montepulciano

Bed & Breakfast Vicolo dell'Oste
9.6 out of 10, Exceptional, (129 reviews)
"Loved this place ! Clean, modern, large rooms, perfect location and the owner kind and beyond attentive."
United States
Melissa
Bed & Breakfast Vicolo dell'Oste

Aparthotel in Chiusi

Borgo Dolciano
9.0 out of 10, Wonderful, (25 reviews)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
The price is AU$219
includes taxes & fees
21 Mar - 22 Mar
Borgo Dolciano

Townhouse in Monte San Savino

DormiVeglia B&B
10.0 out of 10, Exceptional, (27 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
DormiVeglia B&B

Townhouse in Foiano della Chiana

Fontelunga Hotel & Villas
10.0 out of 10, Exceptional, (5 reviews)
"Amazing stay at this hotel I would recommend it. Great hospitality, clean and picture postcard views. "
United Kingdom
Liam
Fontelunga Hotel & Villas

Townhouse in Montepulciano

La Locanda di San Francesco
9.8 out of 10, Exceptional, (133 reviews)
"Spotless, clean. Staff were friendly. Location and view was spectacular"
Australia
Kim
The price is AU$236
includes taxes & fees
26 Mar - 27 Mar
La Locanda di San Francesco
10.0 out of 10, Exceptional, (1 review)
"Our accommodations in montepulciano was as wonderful as the area’s scenery. The place was clean, spacious and conveniently located to the old town for our party of four and Mery, our host, provided everything we could possibly need during our two night stay. She even offered to pick us up at the bus station when we arrived. We wished we could have stayed longer to enjoy our lodging and montepulciano’s charms."
United States
YenMing C.
The price is AU$410
includes taxes & fees
22 Mar - 23 Mar
Mery's House- elegant apartment

Townhouse in Arezzo

THE MONNA LISA RESORT
9.2 out of 10, Wonderful, (9 reviews)
"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "
United States
Bart
THE MONNA LISA RESORT
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 Monsigliolo Hotel Reviews

Find out more about Monsigliolo

Everything you need to know about Monsigliolo holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Monsigliolo holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Monsigliolo holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Monsigliolo holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Monsigliolo holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Monsigliolo holiday rentals we have selected for you start as low as AU$124 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Monsigliolo rentals

At Expedia, we put the best Monsigliolo holiday 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 Monsigliolo 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 Monsigliolo holiday.

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

Frequently asked questions

Can I find a holiday rental in Monsigliolo?

Yes, there are holiday rentals close to the most popular sights in Monsigliolo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Monsigliolo has to offer?

Villa with private pool, air conditioning in Val d'Orcia. Very quiet place!!!: This holiday home rental outside of Monsigliolo is located in a rural location, and has an outdoor pool, a patio and air conditioning to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Monsigliolo?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Monsigliolo stay.

What’s there to see and do in Monsigliolo?

Explore the area and family-friendly sights such as Naturalistic Oasis La Valle, or get out into nature at a spot like Isola Maggiore. Piazza della Repubblica and Cortona Cathedral are a couple of places you'll find in the wider area.

What’s a holiday rental in Monsigliolo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Monsigliolo. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips or small group gatherings.