Monsigliolo Vacation Rentals from ￥12,889: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Monsigliolo?

Agriturismo Borgo Spagnoli : Visitors like this Monsigliolo vacation home rental. It is located in a regional park and has an outdoor pool, a balcony, and a barbecue grill 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 yard.

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Vacation Rentals in Monsigliolo

Enjoy dining under a shaded pergola surrounded by lush greenery and brick walls.

"Fabulous location just outside the entrance to the main part of town. Property is stylish in an olde worlde way, perfect for relaxation."

￥39,787 total

includes taxes & fees

Aug 8 - Aug 9

Relax in a serene outdoor space surrounded by lush greenery and tall trees, featuring a cozy fire pit and comfortable seating.

"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "

￥26,217 total

includes taxes & fees

Jul 31 - Aug 1

Enjoy a serene view from this outdoor space with a table and chairs.

"Samantha’s apartment was wonderful! The terrace was dreamy, with views and sunsets that I will remember for a long time! Apertivos and evenings sitting outside were lovely! The location is quiet and convenient. Lacking only a few refinements, the apartment is very desirable. "

Relax by the serene pool surrounded by lush greenery and vibrant flowers.

"We‘ve spent two wonderful weeks with our two year old daughter and our dog. The house is beautifully located in the hills with no direct neighbours. The view is fantastic and we felt immediately at home in this beautiful house. We had a wonderful time and our hosts were just lovely. (We cannot say anything about the pool - except that it is huge - because we were there out of season in March when the pool was closed.)"

Stunning staircase with a grand, curved ceiling and elegant details.

"We loved staying here. Absolutely great communication, super room, lots of dining options. Highly recommend this place."

￥14,872 total

includes taxes & fees

Aug 4 - Aug 5

Wander through historic streets lined with traditional stone buildings and arched doorways.

"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 "

￥47,120 total

includes taxes & fees

Jul 30 - Jul 31

Relax by the pool surrounded by lounge chairs and lush greenery.

"Luigi was very helpful. We had a chef 3 nights that he helped facilitate. Beautiful location. "

Relax by the serene pool surrounded by lush greenery and a charming stone building.

"Our host Maurizio, added quite a few extra layers of enjoyment to our stay. A brilliant host who went above and beyond to make our holiday truely memorable! We have invited him to come stay with us when he visits Australia. As for the farm house it’s self, an amazing experience to live like a true Italian. If you want to experience country life, I recommend La Rustica! Thank you Maurizio and Simonetta. ❤️"

Enjoy a panoramic view of the rolling hills and stone tower from the large arched window.

"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. "

￥23,237 total

includes taxes & fees

Jul 30 - Jul 31

"Exvellent Location close to all towns in Tuscany Good communication w Manager"

Stroll through the historic garden, surrounded by vibrant blooms and accessed via a stone pathway.

"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."

￥26,358 total

includes taxes & fees

Aug 6 - Aug 7

Enjoy cooking in this charming kitchen with a stone wall, black stove, and light-colored cabinets.

"Hostess very kind and engaging. Had nice map of the area with suggested places to visit."

Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

"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. "

￥15,161 total

includes taxes & fees

Jul 29 - Jul 30

Relax in a patio area with a comfortable outdoor space for dining and relaxation.

"The location and accommodations are perfect for a family. Nestled in the Italian countryside providing easy access to the nearby renaissance villages, art and landscapes and the people of Italy. The accommodations that Mieke has provided will only put a smile on your face."

Stroll through the historic entrance, lined with lush greenery and soft lighting.

"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."

Relax by the serene pool surrounded by lush trees and lounge chairs.

"Hospitality of Sandro and his family is great. The house is unique and the partly private swiing pool super. In summer season airconditioning would be a welkome addition. "

￥31,387 total

includes taxes & fees

Aug 21 - Aug 22

Enjoy the serene view of rolling hills and lush green landscape from the comfort of your room.

"We had a wonderful stay, the location was perfect for a short 15 minute walk into Montisi. The countryside setting was lovely and peaceful. We enjoyed being surrounded by beautiful nature, watching the deer every evening was delightful. We hope to return in the future. "

Standalone building surrounded by lush gardens and greenery.

"This is a charming house in a small town outside Cortona. Easily located near all the things you would want to see in the area. The host treated us like family and had homemade treats and wine waiting for our arrival. The house is perfectly suited for 4 people to stay and had a lot of charm. If you are looking to escape the hustle of daily life and relax this is the perfect location. "

Enjoy cooking in this well-equipped kitchen with a stainless steel stove, oven, and brick oven.

"Warm; clean; comfortable; well-located to everything—including parking. Quiet street-level apt with great caffe-Pasticceria a stone’s throw from front door. We very much enjoyed our stay there for 1 wk."

Relax and dine in style on this serene patio, surrounded by lush greenery and a picturesque countryside view.

"We had a wonder stay at the villa. Gave a true Tuscan countryside experience in a luxurious, comfortable and convenient location."

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Top Monsigliolo Hotel Reviews

Hotel Relais II Chiostro di Pienza

10/10 Excellent

"We had a fantastic time . The most perfect location for a hotlet, right in the tow with stunning views . Would definitely recommend."

Precise Tale Poggio Alla Sala

10/10 Excellent

"The staff were incredibly kind and helpful. I got a flat tire the day I was leaving the hotel and the staff went above and beyond to help me get the tire fixed so I could be on my way. The hotel is beautiful and the food was excellent. I also requested a more private room and the staff changed the room for me right away. Highly recommended for beauty, serene peace and quiet "

Find out more about Monsigliolo

Search for holiday rentals in Monsigliolo on Expedia! You can easily find your home rentals, villas, holiday apartments in Monsigliolo using one of the methods below:

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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?

Agriturismo Borgo Spagnoli: Visitors like this Monsigliolo vacation home rental. It is located in a regional park and has an outdoor pool, a balcony, and a barbecue grill 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 yard.

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 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 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.

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Monsigliolo Vacation Rentals

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Vacation Rentals in Monsigliolo

Hotel San Gregorio

Abbadia Sicille Relais

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

Farmhouse in the hills with panoramic view and swimming pool

Residenza Fabroni

Il Tosco

Villa in Montalcino, exclusive for you, stunning view!!!

17th century farmhouse with private pool and Wi-Fi and air conditioning

Osteria del Borgo

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Il Poggio dell'Eremita

Agriturismo Borgo Spagnoli

Borgo Dolciano

Luxury Cortona view hilltop Villa

Castello di Modanella

Villa Graziella, Romantic Perugia

Hilltop house in the heart of Tuscany with private pool

Casina in authentic Tuscany

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

Montalcino Villa - Breathtaking Views of the Val d'Orcia

Top Monsigliolo Hotel Reviews

Hotel Relais II Chiostro di Pienza

Albergo San Biagio

Monastero di Cortona Hotel & Spa

Hotel Corsignano

Hotel Continentale

Nuovo Etruria Resort

Precise Tale Poggio Alla Sala

Hotel Villa Marsili

Villa di Piazzano - Small Luxury Hotel of the World

Find out more about Monsigliolo

Frequently asked questions