Monsigliolo Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

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

Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Monsigliolo

View from room
Abbadia Sicille Relais

Abbadia Sicille Relais

4.0 star property
Trequanda
8.8 out of 10, Excellent, (163)
"We stayed there for 1 night our our way to Rome. BEAUTIFUL. Bed was very comfortable as well. 10/10 will recommend to everyone "
United States
Brittnay
$76 nightly
The price is $88
Dec 4 - Dec 5
Total with taxes and fees
Abbadia Sicille Relais
Exterior
Meublé Il Riccio

Meublé Il Riccio

Montepulciano
9.6 out of 10, Exceptional, (84)
"This was a great location, great hotel, and our room had a wonderful view!!! Would highly recommend for a small boutique hotel in town!"
United States
Melissa
$150 nightly
The price is $169
Nov 12 - Nov 13
Total with taxes and fees
Meublé Il Riccio
Deluxe Double Room | View from room
Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Pienza
9.8 out of 10, Exceptional, (51)
"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
Lobby
Residenza Fabroni

Residenza Fabroni

Montepulciano
8.8 out of 10, Excellent, (93)
"We had a great stay! Beautiful on the roof top terrace!"
United States
Jennifer
$84 nightly
The price is $98
Nov 12 - Nov 13
Total with taxes and fees
Residenza Fabroni
Balcony
Cameracaffè Centro

Cameracaffè Centro

Arezzo Centro Storico
8.6 out of 10, Excellent, (177)
"Great room and wonderful staff. Loved the breakfast from the veranda with both a view of the mountains and the city center. "
United States
Keith
$89 nightly
The price is $105
Nov 18 - Nov 19
Total with taxes and fees
Cameracaffè Centro
Daily buffet breakfast (EUR 10 per person)
DormiVeglia B&B

DormiVeglia B&B

Monte San Savino
10.0 out of 10, Exceptional, (27)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"
Canada
Claude
$78 nightly
The price is $89
Nov 26 - Nov 27
Total with taxes and fees
DormiVeglia B&B
Premium bedding, down comforters, minibar, in-room safe
La Locanda di San Francesco

La Locanda di San Francesco

Montepulciano
9.8 out of 10, Exceptional, (126)
"We had a lovely stay. The room was large with great views from each side of the room. Breakfast was excellent with some items made to order. Service was outstanding. We would stay there again."
United States
Michael
$166 nightly
The price is $188
Dec 5 - Dec 6
Total with taxes and fees
La Locanda di San Francesco
Classic Double or Twin Room, 1 Double Bed | Premium bedding, down comforters, pillowtop beds, minibar
THE MONNA LISA RESORT

THE MONNA LISA RESORT

Arezzo
9.6 out of 10, Exceptional, (8)
"El personal fue de lo más atento y amigable."
Mexico
Gretta
$109 nightly
The price is $127
Dec 1 - Dec 2
Total with taxes and fees
THE MONNA LISA RESORT
Bar (on property)
La Piccola Locanda

La Piccola Locanda

Chiusi
8.8 out of 10, Excellent, (8)
"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
Interior
Delcorto Suites

Delcorto Suites

Montepulciano
10.0 out of 10, Exceptional, (32)
"Everything is great. The family owns the property over 600 years. Great breakfast, fabulous suite. "
United States
Liping
$186 nightly
The price is $209
Nov 11 - Nov 12
Total with taxes and fees
Delcorto Suites
Free daily cooked-to-order breakfast
San Michele al Borgo

San Michele al Borgo

Castiglion Fiorentino
9.8 out of 10, Exceptional, (9)
"Very caring and friendly staff!"
United States
Andrea
$132 nightly
The price is $148
Nov 27 - Nov 28
Total with taxes and fees
San Michele al Borgo
Exterior
Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste

Montepulciano
9.6 out of 10, Exceptional, (127)
"Great hosts, central location "
United States
Alexander
$142 nightly
The price is $161
Nov 12 - Nov 13
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste
Exterior
Podere La Chiusella

Podere La Chiusella

Rapolano Terme
9.4 out of 10, Exceptional, (30)
"Et sjarmerende lite B&B. Har nok vært utrolig vakkert i sine glansdager, men områdene rundt bærer preg av lite vedlikehold. Leiligheten var helt grei for en overnatting. Gulvet på badet var ikke rent. Når vi tørket opp etter oss ble håndkleet møkkete. Men overnattingen var helt grei alt i alt. Når vi skulle sjekke ut var det ikke et menneske å se, resepsjonen var stengt. Endte med å sette nøklene i døra og dra da alt var betalt ved bestilling."
Norway
Elisabeth
Podere La Chiusella
Outdoor pool, sun loungers
Borgo Dolciano

Borgo Dolciano

Chiusi
9.0 out of 10, Wonderful, (25)
"Ha sido una estancia llena de poca profesionalidad. El servicio de check- in ha sido mediocre y con un chico en la recepción que no está preparado para ese puesto de trabajo. El servicio de desayuno hubo días en los que no había nadie y no sabíamos cómo pedir lo necesario para desayunar. Un sitio en una buena ubicación con una gestión muy mala. Por ahora, no recomiendo este lugar."
Spain
DIEGO
$140 nightly
The price is $157
Dec 1 - Dec 2
Total with taxes and fees
Borgo Dolciano
Business center
Allegra Toscana - Affittacamere Guest house

Allegra Toscana - Affittacamere Guest house

Arezzo Centro Storico
7.0 out of 10, Good, (16)
"Great location in Arezzo, easy and simple to find and access. Everything was exactly as we needed although we did not need to stay long."
United Kingdom
Justin
$84 nightly
The price is $105
Nov 18 - Nov 19
Total with taxes and fees
Allegra Toscana - Affittacamere Guest house
Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Hotel San Gregorio

3.0 star property
Pienza
9.4 out of 10, Exceptional, (132)
"Excellent property! Very elegant and the service was wonderful. The breakfast was also excellent. The location could not be any better - the entry to the old town is just across from the hotel. Wish we could have stayed longer."
United States
DEBORAH
$137 nightly
The price is $158
Nov 23 - Nov 24
Total with taxes and fees
Hotel San Gregorio
Camera Superior, vista città, primo piano senza ascensore | 1 bedroom, laptop workspace, iron/ironing board, free WiFi
TuscanyLettings Studio&Room

TuscanyLettings Studio&Room

Pienza
10.0 out of 10, Exceptional, (1)
"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"
Japan
keita
$93 nightly
The price is $107
Nov 30 - Dec 1
Total with taxes and fees
TuscanyLettings Studio&Room
Property grounds
Artisti del Cavallo Tourism

Artisti del Cavallo Tourism

Foiano della Chiana
8.4 out of 10, Very Good, (24)
"Ottimo agriturismo silenzioso con persone molto gentilissime "
Italy
GIANCARLO
$78 nightly
The price is $89
Nov 12 - Nov 13
Total with taxes and fees
Artisti del Cavallo Tourism
Suite Bernardo, Panoramica al terzo piano senza ascensore | 1 bedroom, desk, laptop workspace, iron/ironing board
PienzaLettings Suites

PienzaLettings Suites

Pienza
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
$81 nightly
The price is $94
Dec 1 - Dec 2
Total with taxes and fees
PienzaLettings Suites
Front of property
Locanda Antico Borgo

Locanda Antico Borgo

Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20)
"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "
United Kingdom
Mr Andy
$113 nightly
The price is $125
Nov 11 - Nov 12
Total with taxes and fees
Locanda Antico Borgo
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Monsigliolo Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly "
Melodee 1-night trip
Posted 4 days ago
Villa di Piazzano - Small Luxury Hotel of the World

Find out more about Monsigliolo

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

Monsigliolo vacation 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 low season months. For more hustle and bustle, you may prefer to visit Monsigliolo 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 $88 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 Monsigliolo rentals

At Expedia, we put the best Monsigliolo 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 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 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 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 vacation rental in Monsigliolo?

Yes, there are vacation rentals near popular sights in Monsigliolo, or you can choose a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Monsigliolo?

Farmhouse in the hills with panoramic view and swimming pool: Visitors like this Monsigliolo vacation home rental. It is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Monsigliolo?

With 3 Expedia vacation rentals, you're sure 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 larger area.

What’s a vacation rental in Monsigliolo like?

Vacation rentals are private properties you can book for several days or longer in Monsigliolo. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.