Stigliano Country Houses

A stone tower with a tiled roof overlooking a narrow path flanked by trees and buildings.

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

Next weekend

In two weeks

In one month

In two months

Our top choices for Stigliano country houses

A dining area with a table set for four, chairs, a television mounted on the wall, and a cabinet with glass doors.

1. L'Aia di Argia

Monteroni d'Arbia

mario

includes taxes & fees

6 Oct - 7 Oct

A stone building with a swimming pool, surrounded by trees and a view of the landscape.

2. Relais la Costa - Dimora Storica

Monteriggioni

Doug

includes taxes & fees

29 Oct - 30 Oct

A stone building with a staircase leading to a second floor, a small garden area, and a red brick courtyard.

3. Locanda Casalta

Strove

Manfred August

includes taxes & fees

5 Oct - 6 Oct

A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

4. Podere Brizio

Montalcino

Aseem

includes taxes & fees

31 Oct - 1 Nov

A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

5. Fattoria Pieve a Salti

Montalcino

Marko

includes taxes & fees

1 Nov - 2 Nov

A room with a view of a vineyard, a table with cups and saucers, and a window with curtains.

6. Wine Estate Paradiso di Cacuci

Montalcino

Tony

includes taxes & fees

5 Oct - 6 Oct

A table with a bottle of wine, two glasses, and a plate of food on a balcony overlooking a historic cityscape.

7. Tenuta Guardastelle

San Gimignano

Sarah

includes taxes & fees

10 Oct - 11 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Stigliano Hotel Reviews

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"This hotel was PERFECT for our honeymoon trip to Siena. It was peaceful and quiet, but still close enough to get to the city centre and the train station easily. The pool was a perfect oasis after hot days. The staff were so friendly and helpful. The terrace was a gorgeous place for a night cap at the end of the night. We would definitely stay here again."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

Fattoria di Vegi

10/10 Excellent

"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."

Find out more about Stigliano