Search Holiday Rentals in Monsigliolo

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
3 Nov - 4 Nov
Tomorrow
4 Nov - 5 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Top Holiday Rentals in Monsigliolo

Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio
Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (131)
"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
Hotel San Gregorio
View from room
Abbadia Sicille Relais
Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (161)
"Great Historical location."
Canada
Robert
The price is 1.788.340 ₫
2.058.247 ₫ total
includes taxes & fees
6 Nov - 7 Nov
Abbadia Sicille Relais
Deluxe Apartment, 2 Bedrooms, Balcony | Free WiFi, bed sheets
Bellarmino Boutique Apartments
Bellarmino Boutique Apartments
The price is 2.073.609 ₫
2.402.401 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Bellarmino Boutique Apartments
Lobby
Residenza Fabroni
Residenza Fabroni
8.8 out of 10, Excellent, (91)
"Excellent location. Great accommodations "
United States
Susanne
The price is 2.347.026 ₫
2.703.159 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Residenza Fabroni
Property entrance
Il Tosco
Il Tosco
10.0 out of 10, Exceptional, (112)
"The people here are authentic and welcoming! The building, rooms and facilities are gorgeous! One of our most beautiful stays in our many trips to Italy "
United States
Michael
The price is 7.617.007 ₫
8.500.139 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Il Tosco
Standard Room | Exterior
Osteria del Borgo
Osteria del Borgo
9.0 out of 10, Wonderful, (155)
"Very nice place to stay to experience Montepulciano. Great location, beautiful restaurant, very nice hospitality "
United States
Emily
Osteria del Borgo
Interior
Delcorto Suites
Delcorto Suites
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
The price is 5.141.369 ₫
5.777.058 ₫ total
includes taxes & fees
6 Nov - 7 Nov
Delcorto Suites
Property grounds
Artisti del Cavallo Tourism
Artisti del Cavallo Tourism
8.4 out of 10, Very good, (24)
"Ottimo agriturismo silenzioso con persone molto gentilissime "
Italy
GIANCARLO
The price is 2.123.655 ₫
2.396.736 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Artisti del Cavallo Tourism
Exterior
Podere La Chiusella
Podere La Chiusella
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
Property entrance
Castello di Modanella
Castello di Modanella
7.8 out of 10, Good, (16)
"Accoglienza super,il proprietario ti mette subito a tuo agio spiegandoci alcune cose e indicandoci vari posti dive poter andare,molto gradito l'omaggio del loro vino. La struttura e un castello con vari mini appartamenti molto confortevoli immerso nel verde con piscina annessa, ...sicuramente un'ottima esperienza se andate a rapolano prendetelo in considerazione. "
Italy
ivano
Castello di Modanella
Garden
La Murata
La Murata
9.0 out of 10, Wonderful, (11)
"Lovely property in a great location. Lots of space. They have a Nespresso machine (perhaps they could have provided a couple of capsules too). The pool was excellent. "
United States
Ron
The price is 3.874.739 ₫
4.383.644 ₫ total
includes taxes & fees
4 Nov - 5 Nov
La Murata
Outdoor pool, pool loungers
Borgo Dolciano
Borgo Dolciano
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
The price is 3.316.572 ₫
3.708.944 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Borgo Dolciano
Exterior
Castello di Gargonza
Castello di Gargonza
3.0 star property
9.2 out of 10, Wonderful, (39)
"All of the hotel staff did an outstanding job. Our room had everything we needed and the restaurant was great. Breakfast was exceptional. Special shoutout to Neri, the owner, for taking such good care of us. "
United States
Diane
Castello di Gargonza
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

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Fantastic hotel in an incredible setting. Staff were extremely helpful, attentive and understanding. The perfect location for a relaxing break and a centre for exploring Tuscany"
Simon 3-night trip
Posted 7 days ago
Precise Tale Poggio Alla Sala

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.

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.