Search Holiday Rentals in Monsigliolo

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
29 Jul - 30 Jul
Tomorrow
30 Jul - 31 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Top Holiday Rentals in Monsigliolo

Hotel San Gregorio
Breakfast, lunch, dinner served; local cuisine

Hotel San Gregorio

3.0 star property
9.2 out of 10, Wonderful, (121)
"Fabulous location just outside the entrance to the main part of town. Property is stylish in an olde worlde way, perfect for relaxation."
The price is ฿7,727
฿8,726 total
includes taxes & fees
8 Aug - 9 Aug
Hotel San Gregorio
Abbadia Sicille Relais
View from room

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (159)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is ฿5,146
฿5,773 total
includes taxes & fees
31 Jul - 1 Aug
Abbadia Sicille Relais
Residenza Fabroni
Lobby

Residenza Fabroni

8.8 out of 10, Excellent, (88)
"We loved staying here. Absolutely great communication, super room, lots of dining options. Highly recommend this place."
The price is ฿2,799
฿3,230 total
includes taxes & fees
4 Aug - 5 Aug
Residenza Fabroni
Il Tosco
Property entrance

Il Tosco

10.0 out of 10, Exceptional, (111)
"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 "
The price is ฿9,449
฿10,545 total
includes taxes & fees
4 Aug - 5 Aug
Il Tosco
Osteria del Borgo
Standard Room | Exterior

Osteria del Borgo

9.2 out of 10, Wonderful, (146)
"Jacopo and his family were super friendly, the restaurant is the best in Montepulciano and the views are breathtaking. If we come back we will stay at Osteria del Borgo again without a doubt. "
Osteria del Borgo
Agriturismo Borgo Spagnoli
Romantic Suite, 1 Queen Bed, Kitchen, Courtyard View (Torchio) | Private kitchen | Fridge, oven, stovetop, coffee/tea maker

Agriturismo Borgo Spagnoli

8.6 out of 10, Excellent, (10)
"Hostess very kind and engaging. Had nice map of the area with suggested places to visit."
Agriturismo Borgo Spagnoli
Borgo Dolciano
Outdoor pool, pool loungers

Borgo Dolciano

9.0 out of 10, Wonderful, (24)
"We had five wonderful days in beautiful Toscana! Great atmosphere, wonderful location of the hotel and very reasonably priced. Eating at their restaurant was quite pricy however. Breakfast ok but excellent croissants and coffee! One of the reasons we picked this hotel was the laundry service which was advertised on hotels.com. No laundry service was available. "
The price is ฿3,179
฿3,572 total
includes taxes & fees
30 Jul - 31 Jul
Borgo Dolciano
Castello di Modanella
Property entrance

Castello di Modanella

7.6 out of 10, Good, (14)
"Property is closing and looks like it. Very unfortunate, I was there 30 years ago with fond memories! Obviously I should have done more homework!! Very sad."
Castello di Modanella
Camping Villaggio Cerquestra
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas

Camping Villaggio Cerquestra

3.0 star property
9.0 out of 10, Wonderful, (21)
"Staff molto cordiale e disponibile. "
Camping Villaggio Cerquestra
Podere La Chiusella
Exterior

Podere La Chiusella

9.4 out of 10, Exceptional, (30)
Podere La Chiusella
Castello di Gargonza
Exterior

Castello di Gargonza

3.0 star property
9.2 out of 10, Wonderful, (39)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
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.
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

Hotel Villa Paradiso

Hotel Villa Paradiso

8/10 Good
"Pro: The hotel is at a very good location. Close to the train station that will take you to the city and out of it. The breakfast wasn't all that (same old thing everyday), but the dinner was lovely..:a. variety every night. Con: No WiFi in the whole building except the swimming pool and lobby. You have to sort out your internet connection if you want to use internet throughout the stay. The major downside for me is the size of the pool didn't match the number of guests in the hotel. I couldn't have a proper swim in 7 days of staying there. Kids & their parents were in the adult section, leaving the kiddies pool empty! I mean, what is the essence of tennis having kiddies pool when adults section is going to be used by them. "
Oluwaseun 9-night trip
Posted 2 days ago
Hotel Villa Paradiso

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?

Agriturismo Borgo Spagnoli: This holiday home rental outside of Monsigliolo is located in a regional park, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. Kick off your shoes and enjoy yourself with a rooftop terrace and a private garden.

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 Arezzo Equestrian Centre, 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.