9

362 reviews

Monastero San Silvestro

Monastero San Silvestro

Nucleo abitato Salcotto, 25 , Cortona, 52044, Italy

Reservations:

+1 (888) 385-6828

Choose dates to view prices

Outdoor swimming pool

Free Private Parking

Free wifi

Air conditioning

Sun deck

Babysitting/Child services

Private entrance

Parking On Site

Monastero San Silvestro

Welcome to Monastero San Silvestro, an enchanting escape nestled just 1.1mi from the heart of Cortona, Italy! Perfectly positioned where relaxation meets adventure, this gem offers a delightful blend of history and modern comforts. With prices starting at just €80 per night, you can indulge in stunning views and serene countryside without breaking the bank.

Unwind in one of our charming non-smoking rooms equipped with air conditioning, free Wi-Fi, and all the kitchen essentials you need for a cozy stay. Dive into our outdoor swimming pool, find your spot on the sun deck, or take a leisurely stroll in the picturesque garden. Whether you're traveling with furry friends (yes, we're pet-friendly!), seeking a romantic getaway, or in need of babysitting services, Monastero San Silvestro caters to all types of travelers. Don’t forget to pack your picnic gear—our delightful picnic area awaits!

But wait, there's more! Our reviews speak volumes, with a total of 362 happy guests raving about their experiences. Many have praised our helpful staff and tranquil ambiance. And when you're ready to explore, head into Cortona or take advantage of our shuttle service for extra convenience. Get ready to make unforgettable memories at Monastero San Silvestro; your ideal Italian retreat awaits!

Looking for a dose of adventure in the beautiful Tuscan hills? Monastero San Silvestro is your ticket to exploration! Experience the splendor of Cortona's ancient streets, where every corner reveals delightful gems—a local market buzzing with life, charming cafes serving the best Italian gelato, or historical sites begging to be explored. And after a day of adventure, picture yourself unwinding beside our refreshing saltwater pool that's exclusively for adults. Dive in, soak up the sun, and revel in the peaceful atmosphere where your only worry is whether to order another refreshing cocktail or take a dip in the shallow end!

For those who prefer a more leisurely pace, our picturesque picnic area is the perfect setting for a romantic afternoon or a fun-filled family outing. Imagine laying out a blanket under the warm Tuscan sun, surrounded by stunning views of the countryside, as you enjoy a delicious packed lunch. And don't forget to share some playful moments with your furry companions because we believe your pets deserve a getaway too! Our pet-friendly policy means that your four-legged friends can join in on the fun, making it a memorable escape for the whole family.

As the sun sets, embrace the serene ambiance of Monastero San Silvestro. Our helpful staff is on hand to ensure your stay is as smooth as possible, assisting you with planning day trips, recommending local hotspots, or simply sharing insider tips about the area. With 362 glowing reviews highlighting our commitment to guest satisfaction, you can rest assured that an unforgettable experience awaits you. So why wait? Pack your bags and get ready to create wonderful memories in this slice of paradise!

Closest airports

Perugia San Francesco d'Assisi – Umbria International Airport

28.6mi

Florence Peretola Airport

54.8mi

Federico Fellini International Airport

61mi

Most popular amenities

Outdoor swimming pool

Free Private Parking

Free wifi

Air conditioning

Sun deck

Babysitting/Child services

Private entrance

Parking On Site

Terrace

Kitchen

Non-smoking rooms

Wheelchair accessible

Beach umbrellas

Beach chairs/Loungers

Garden view

Kitchenware

Kitchenette

Picnic area

Garden

Balcony

Bathtub

Free toiletries

Bidet

Rooms

Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro
Apartment - single occupancy - Ground Floor in Monastero San Silvestro

Show 7 photos

Apartment, Single Use, Groundfloor

1 Sofa Bed

2 Queen Size Beds

645 sqft

Garden view

Kitchen

Private Bathroom

Kitchenette

+

x4

More details

Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro
Apartment in Monastero San Silvestro

Show 9 photos

Apartment

2 Queen Size Beds

1 Twin Bed

755 sqft

Garden view

Kitchen

Private Bathroom

Kitchenette

+

x5

More details

Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro
Maisonette in Monastero San Silvestro

Show 8 photos

Maisonette, 2 Twin Beds

1 Sofa Bed

1 Queen Size Bed

2 Twin Beds

755 sqft

Garden view

Kitchen

Private Bathroom

Kitchenette

+

x4

More details

Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro
Two-Bedroom Apartment - single occupancy in Monastero San Silvestro

Show 10 photos

Apartment, 2 Bedroom, Single Use

2 Twin Beds

1 Queen Size Bed

1 Sofa Bed

860 sqft

Garden view

Kitchen

Private Bathroom

Kitchenette

+

x4

More details

Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro
Apartment - single occupancy in Monastero San Silvestro

Show 9 photos

Apartment, Single Use

1 Queen Size Bed

1 Sofa Bed

540 sqft

Kitchen

Private Bathroom

Kitchenette

Balcony

+

More details

Maisonette

More details

Condo, 1 Bedroom

More details

Condo, 2 Bedroom, Park View

More details

Apartment, Accessible, 2 Bedroom, Groundfloor

More details

Apartment, 2 Bedroom

More details

Apartment, 3 Bedroom

More details

Apartment, Groundfloor

More details

Guest reviews

9

362 reviews

Categories of assessments

Cleanliness

Comfort

Location

Facilities

Staff

Value for money

WiFi quality

Breakfast

Featured reviews:

🇸🇮

Erika

10

May 2025

This place is magic! So beutiful we couldn't wait to come back at the end of the day. Great place to stay for visiting a lot of Tuscan gems like Cortona, Montepulciano, Monticchiello, Eremo "Le celle", Pienza and so much more. Very close are also Lago Trasimeno and Perugia. The apartment was very cosy, bed extra comfy, everything was so beautiful! Breakfast was also delicious. We couldn't reccomend this place enough and we will absolutely come back for sure.

It was so beautiful and peaceful that we almost didn't want to go anywhere else.

🇦🇺

Jason

10

November 2024

This was an absolutely amazing place to stay in Cortona—spacious, beautiful, and full of character. The property, a former monastery, is simply stunning, with so much charm and history. Our apartment was enormous, and we instantly fell in love with it. We only wish we could have stayed longer to soak in more of its beauty and tranquility. The staff were wonderful—so friendly and accommodating. Having a washing machine was a huge bonus for us, as it was a great convenience halfway through our holiday. The grounds were lovely, and the horses added a unique and serene touch to the atmosphere. The location was also fantastic, with free on-site parking and easy access to both Camucia and Cortona. We appreciated being close to shops and enjoyed preparing meals in the large, well-equipped kitchen in our apartment. Overall, this was a fantastic place to stay, and we would love to return in the future! Highly recommended!

🇺🇸

Faviola

10

July 2024

This place is a gem on earth! The old world feel and very prestine trimmed grounds... the location is secluded away from the hustle of the village. It is tucked away, yet very close to a everything, to include a supermarket. We spent 7 nights here, we enjoyed the beautiful pool, played ping pong and just relaxed. This is a place where you can relax indoors with stunning views from the living room or outdoors in such gorgeous gardens. Its a retreat!!!! The kitchen was very well equipped. The entire apt was spacious and we just looved the coziness within the such an old but highly updated building. Excellent AC!! Valeria and Amata were great hostessess, very friendly and communicative. You have great parking on the property. This place is worth every penny. You will not go wrong. Book it now.

I did not like that we had to leave!!

🇺🇸

Adam

10

May 2024

The place has a wonderful old vibe and very nicely renovated to preserve that. Even the smallest apartment provides abundant space, more than 2 person need.

Since the rooms/apartments equipped with a kitchen, no breakfast is served. Not a big deal really, we love cooking and it was a nice change. Maybe in the future you could consider a breakfast package or a pack of sorted ingredients available fresh for the guests in the morning to cook it in their kitchen for breakfast. Otherwise guests need to plan a grocery run, which is not an issue since stores are everywhere around the property.

🇱🇻

Tatjana

9.1

April 2025

The place is very nice. Old monastery buildings, renovated and suitable for the comfort stay, but still with the charm of history. The territory around is big, buitiful garden and horses. Big pool and places for the quite stay. Staff is very helphul and friendly. The breakfast is good. Wifi connection also is strong and good. Recommend.

-

🇦🇺

Anonymous

8.2

November 2024

We had an amazing time at this property. We were so happy about the apartment itself and found it very comfortable and clean. It was everything we wanted and more.

We were pretty excited to use the pool however on arrival we found it was not in use. However, this did not change our experience as we still had the post spectacular time there.

🇺🇸

Kenneth

10

October 2024

Served our needs extremely well. Traveling for an extended period of time and wanted a property to relax and take on day trips to other towns and cities. Staff helped us find a chef to come in and cook a Tuscan dinner and it was great. Highly recommended for those wanting to do same.

🇷🇴

Stefania

9.1

September 2024

The property is lovely , green and beautiful. The building is of stones so blending great in the theme , close to supermarkets by car , a bit remote so a car is needed. Lovely hosts helpful and accommodating

the ground apartment bathroom is a bit uncomfortable due to special facilities ( walk in shower but leaves water on the floor).

🇨🇦

Daniella

10

November 2024

The staff were so friendly and full of suggestions and recommendations. We were toured around the property. It was very easy to get in and out and we felt safe and secure. It was only a 10 min drive to Cortona. The accommodations are very rustic charming old Italian style - we loved it. Felt very authentic and we were comfortable.

🇳🇱

Heleen

8.2

June 2023

Beautyfull place near Cortona, looks great and has a very nice swimmingpool. With extra towels for the pool as well.The appartement has all you need and there is a shared laundryplace.

For me the bed was very hard but that is personal. And on one of our two nights there, a gardner was cutting lawn edges with a very loud machine for at least 3,5 hours till 8 PM on saturdayevening. I do understand the place can’t look so great without any work but the timing for me was very disturbing and not thoughtfull for the guests.

Points of Interest Around Monastero San Silvestro

Attractions

Santa Margherita Basilica (Basilica di Santa Margherita)

1.2mi

Lake Trasimeno (Lago Trasimeno)

7.4mi

Arezzo Piazza Grande

15.2mi

Temple of San Biagio (Tempio di San Biagio)

16.1mi

Pienza

20.3mi

Fontana Maggiore

22.4mi

Collegio del Cambio

22.4mi

Val d'Orcia

22.6mi

Prada Outlet

26.4mi

Brolio Castle (Castello di Brolio)

29mi

Montalcino

29.1mi

Montalcino Fortress (Fortezza di Montalcino)

29.1mi

Abbey of Sant'Antimo (Abbazia di Sant'Antimo)

30.1mi

Pools

Location

  • Outdoor

Features

  • With plunge
  • Salt water
  • Shallow end

Age restrictions

  • Adults only

Availability

  • Seasonal

Amenities of Monastero San Silvestro

Outdoor swimming pool

Free Private Parking

Free wifi

Air conditioning

Sun deck

Babysitting/Child services

Private entrance

Parking On Site

Terrace

Kitchen

Non-smoking rooms

Wheelchair accessible

Beach umbrellas

Beach chairs/Loungers

Garden view

Kitchenware

Kitchenette

Picnic area

Garden

Balcony

Bathtub

Free toiletries

Bidet

Stay rules - Monastero San Silvestro

  • Check-in / Check-out

  • Pets

  • Internet

  • Age restrictions

  • Curfew

  • Parking

  • Reservations

  • Children and beds

  • Cards accepted at this property

From

$300

Call for great rates

+1 (888) 385-6828
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