Apartment

Best Location. Heart of Tuscany; Still offering 2023 pricing!

Photo gallery for Best Location. Heart of Tuscany; Still offering 2023 pricing!

A rustic stone building with a tiled roof, surrounded by lush greenery and terraced fields in the background.
A stone building with a wooden door, a balcony with metal railings, and potted flowers.
A pool area with a clear view of the surrounding Tuscan village landscape, including traditional architecture and greenery.
A garden with a gravel path, various plants, and a stone building.
A wooden table and chairs under a green umbrella, overlooking a swimming pool and a stone wall.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Culinary delights just around the corner
    Guests love the location for its abundance of dining options.

Popular amenities

  • Balcony
  • Kitchenette
  • Swimming pool
  • Barbecue
  • Refrigerator
  • Dryer

Explore the area

View map
San Sano, Siena
  • Place, Castello di Meleto Cantina
    ‪7 min drive‬
  • Place, PoggioBrandani
    ‪7 min drive‬
  • Place, Meleto Castle
    ‪10 min drive‬
  • Airport, Florence (FLR-Peretola)
    ‪72 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Convertible bed(s)

1 Double Bed

2 bathrooms

Bathroom 1

+1
Bathtub or shower · Bathtub · Bidet · Toilet · Jetted bathtub

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Outdoor play area
Garden
Dining area

Add dates for prices

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Exterior detail
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  • Spa pool
  • Kitchen
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About the area

Gaiole in Chianti

Gaiole in Chianti is home to this apartment. Meleto Castle and Castle of Brolio are local landmarks, and the area's natural beauty can be seen at Area Naturale Protetta di Interesse Locale Arboreto Monumentale di Moncioni and Chianti Sculpture Park. Travelling with kids? Consider Borgo di Vescine - Tenute di Castelvecchi and Siena Circuit. Swimming offers a great chance to get out on the surrounding water, or you can seek out an adventure with horse riding, cycling and mountain biking nearby.
View more Apartments in Gaiole in ChiantiOpens in a new window
Map
San Sano, Siena

What's nearby

  • Castello di Meleto Cantina - 7 min drive - 9.3 km
  • PoggioBrandani - 7 min drive - 9.3 km
  • Gaiole in Chianti Stadium - 9 min drive - 11.5 km
  • Meleto Castle - 10 min drive - 10.4 km
  • Castle of Brolio - 12 min drive - 11.8 km

Getting around

  • Asciano Arbia Station - 32 min drive
  • Peretola Airport (FLR) - 93 min drive

Restaurants

  • ‪Agribar - ‬9 min drive
  • ‪La Perla Del Palazzo Ristorante - ‬15 min drive
  • ‪Dievole Wine Resort - ‬21 min drive
  • ‪La Cantina Di Colle Bereto - ‬15 min drive
  • ‪Taverna di Vagliagli - ‬17 min drive

Frequently asked questions

Does Best Location. Heart of Tuscany; Still offering 2023 pricing! have a pool?

Yes, this property has a pool.

Is Best Location. Heart of Tuscany; Still offering 2023 pricing! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Best Location. Heart of Tuscany; Still offering 2023 pricing!?

On-site parking is available at the property.

What time is check-in at Best Location. Heart of Tuscany; Still offering 2023 pricing!?

Check-in begins at 4:00 PM.

What time is check-out at Best Location. Heart of Tuscany; Still offering 2023 pricing!?

Checkout is at 11:00 AM.

Where is Best Location. Heart of Tuscany; Still offering 2023 pricing! located?

Set in Gaiole in Chianti, this family-friendly apartment building is within 6 mi (10 km) of Chianti Sculpture Park, Meleto Castle and Castle of Brolio. PoggioBrandani and Castello di Meleto Cantina are also within 6 miles (10 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 63 out of 72 reviews
Rating 8 - Good. 9 out of 72 reviews
Rating 6 - Okay. 0 out of 72 reviews
Rating 4 - Poor. 0 out of 72 reviews
Rating 2 - Terrible. 0 out of 72 reviews

9.6/10

Cleanliness

9.4/10

Check-in

9.4/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Staying in San Sano at Chucks was very beautiful and peaceful.Chuck and the management team were great to deal with and very helpful. I was given the advice to have a car but managed with taking the bus and Taxi. because you’re not close to the city, I would advise to shop for anything that you need before arriving as there are no shops close. The restaurant across the street was very nice. I would definitely recommend this beautiful little piece of Heaven.
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot to visit Tuscany

The people of the San Sano village are what makes this place so special. We were impressed by those that helped us to check-in, the restaurant and shop less than 50' away was fantastic!
Stayed 4 nights in May 2024
Response from VrboOwner on 4 June 2024
Thank you. I am happy you had the chance to experience the magic of our small village. Its almost like a place that time skipped. The warmth, charm, and hospitality of San Sano is generational. Hope you can make it back.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful!

We loved this property! It was clean and spacious and the location was splendid. The host was great, providing helpful information about the surrounding area and suggestions of things to do during our stay in San Sano. We would definitely stay here again!
Stayed 4 nights in Oct 2022
Response from VrboOwner on 31 August 2023
Hello! I am so glad you enjoyed your stay in San Sano. There are so many things to do and the weather was exceptional during your stay as well! It was a great time to be in Tuscany. I was hoping to see you during your stay, but never had the chance. I was staying downstairs at the time. It was great!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location

The property was in an excellent location to allow you to really explore the area. The host gave great recommendations and advice on what to do and see. It was fabulous having access to the pool as it was particularly hot during our stay. Would highly recommend this property.
Stayed 9 nights in Jun 2022
Response from VrboOwner on 31 August 2023
Thanks Sue, I am happy to hear you had such a wonderful time. Yes, our very large pool surrounded by our vineyards is a nice respite on hot days. San Sano really is in the center of Tuscany making it an ideal location to see so many things! We hope to see you back some day for another visit.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Location to explore Tuscany

We have frequently stayed in Tuscany and this was by far the best location and nicest Villa that we have stayed in. Chuck was very accommodating and responded to all our needs in a timely manor, we highly recommend this location and we will return.
Stayed 20 nights in Sep 2021
Response from VrboOwner on 31 August 2023
Thank you Jim for leaving a review. First, I am happy that all your expectations were exceeded ! San Sano is really in the heart of the Chianti and one of the best places to stay when touring Tuscany. Hope to see you again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

San Sano

well prepared two bedroom apartment in a quaint village
Stayed 4 nights in Apr 2023
Response from VrboOwner on 31 August 2023
Thanks. Glad you had a great time.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Village Stay

This is a beautiful village with a highly regarded restaurant right in front to enjoy either for lunch or dinner. We had dinner one night and it was remarkable. The views from the window and the star gazing was beautiful. It was still warm enough to take a dip in the pool surrounded by vineyards. Honestly this region has to be experienced in person to understand the beauty and simplicity of what a remarkable destination this is. My husband mentioned that the apartment was nicer than what he thought.
Stayed 6 nights in Sep 2023
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location is fantastic - great small village and restaurant across the road is excellent. Some suggestions are that the property is acceptable but the bedding (2nd bedroom was used only) needs renewal - pillows (under the pillowcase) are stained and mattress is close to the end of its use-by date. Also it would be helpful to have some laundry & cleaning materials - including insect repellant. The website says clothes drier but it’s a rack, which is fine. The pool was nice.Would I stay here again? Yes.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Rural location with pool

Need a car as rural area. Apartment overall ok but needs some TLC. Poor kitchen design as lots of places to bang your head, quite a few issues with lights, boiler, tv and toaster but property management were very quick to solve everything. Nice pool but pool area needed some attention as most of sun beds were broken. Couldn’t work out which garden area belonged to apartment. Restaurant opposite quite nice. Overall enjoyed our stay.
Stayed 10 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, location, listing accuracy

Gorgeous part of Tuscany!

The hamlet is quaint, quiet and very pleasant. With the exception of some renovation noise from below, all was well. We have stayed in several other properties and all were appointed with modest, but common necessities like sugar, salt, pepper, laundry soap(when applicable) and often other food items such as coffee/juice to make our stay more pleasant. Don't expect as much here, but there is a market a short drive away. The proximity to other places to visit, the views and surrounding area made up for it. We gave the communication with the property manager a 3 because the tv did not work the entire time we were there, it was difficult to communicate and responses were not timely. Otherwise we loved the neighbors, the hamlet and the accommodations.
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Rustic location in Chianti

San Sano is deep in Chianti country. A pleasant apartment on an upper floor of a commune of properties. Very rural Italian and authentic. Lovely swimming pool and of course miles and miles of vineyards and lots of twisty hilly roads. Definitely a holiday destination for those that want a touch of rural Chianti. Countryside abounds with charming hilltop villages and places to eat. Opposite the apartment is the Grotto della Rana - a sweet, family-run restaurant serving "Cucina Typica" at lunch and dinner. The staff are lovely and when the proprietor does not understand English he quickly summons his daughter to translate. The wine ... of course ... is beautiful (although reasonably priced). Excellent contact with the host and the management company who were responsive to questions and issues before and during the trip. Overall an excellent apartment who want a touch of authentic Chianti.
Stayed 7 nights in Sep 2022
Response from VrboOwner on 31 August 2023
Thank you. I am happy you enjoyed your holiday and had a true Italian experience. Yes, it is so beautiful there right in the heart of the Chianti
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A little bit of Heaven

We just loved this place. Chuck was easy to get hold off if needed . The apartment was just as described, two bedrooms with lovely comfortable beds with beautiful cotton linen, everything you needed in the kitchen with a washing machine and large fridge.We spent a lot of time on the balcony, although it wasn’t very big, we still managed to have meals and drinks up there, and what a view 🤩 , just picture perfect. We used the restaurant across the small road a couple of times , but also Ristorante Malborghetto in Lecchi about 5 minutes drive away, which was very very nice, I would advise to book as it was busy.we booked online and the owner was very quick to respond. We stopped at the Coop in Radda on the way to the apartment, its not big but has everything you would really need, but it does close between 1pm and 4pm. Radda was our nearest village and a lovely place, we went a couple of times , it has a few bars and restaurants, and we even managed to see a wedding 👰‍♀️ We used the swimming pool most days, which was lovely surrounded by vine yards,. What makes this place special is the quietness of the village, we will definitely be back
Stayed 7 nights in Jun 2022
Response from VrboOwner on 31 August 2023
Thank you Karen ! I am so happy to hear everything was wonderful for your holiday. Thank you for writing the review. When booking online, sight unseen, it is honest reviews like yours that help other travelers make their destination decisions. We hope to see you back next year!
Archival

10/10 Excellent

A Wonderful Adventure!

The apartment in San Sano was a great place for my husband and I to spend our 25th wedding anniversary! The apartment was clean, comfortable and the views from the kitchen/living area were beautiful! We spent a few days driving to local wineries which, very often, were on properties of monasteries or castles. We sampled a lot of Chianti Classico and some Chianti Colli Senesi. We also drove to Siena and San Gimignano for a day. If you prefer white wine, San Gimignano is in an area that grows Vernaccia, a white varietal of grape. Radda was a small nearby town that was also a picturesque place to visit. The day of our anniversary, we went to a thermal spa, Terme San Giovanni, that Chuck recommended. We enjoyed bathing, sunning ourselves, and getting a message. I would also second Chuck's recommendation on eating at Ristorante Malborghetto in Lecchi. During our stay, we did have record high temperatures (102-104 degrees) and there is no air conditioning in the apartment. We did request and receive a fan from the managing agency. The heat did not in any way diminish our enjoyment of the area. If you have never experienced Tuscany, I would highly recommend staying here and be prepared for a wonderful adventure!!
Stayed 6 nights in Jul 2017
Response from VrboOwner on 31 August 2023
I am so glad you enjoyed your 25th anniversary in San Sano! I also thought is was adventurous of you to take me up on the spa recommendation. I always love this, but sometimes, Americans are a little shy of the European ways! BRAVO! Thank you about the mention of temperature. Although there is no AC in the apartment, the night time cool air and fans are adequate to enjoy all San Sano has to offer, even with record high temperatures. Hope you come back for a visit or longer stay soon! Just don't wait another 25 years ! Best CHUCK
Archival

10/10 Excellent

San Sano Excellence

Our group of 4 senior adults spent 12 wonderful days in San Sano, using the apartment there as a base to travel to all parts of Tuscany. Even though illness and injury curtailed our pre-planned itinerary, the apartment was a sanctuary of quiet and peacefulness. The apartment looked exactly like the pictures. The kitchen was well furnished with everything we needed. All the rooms were comfortable and clean. The view from the windows was remarkable and typically Tuscan. We enjoyed each day. One of the highlights was cooking class with Simone at Restaurante Malborghetto in Lecchi. He is a wonderful teacher and very personable man. We all enjoyed the time there, even went back on our last night to eat at his restaurant. Before you go to Tuscany, check if there are any towns holding a festival. We went to Pienza's Cheese Festival and really enjoyed the atmosphere. Even watched a flag tossing event. Castellina is a small town not often mentioned in tourist books, worth a trip for the view and food. We received plenty of information from the owner of this apartment prior to arriving and in the apartment itself. He made reservations for us and gave us pages of things to see & do. He was very helpful and interested in our plans. Would we visit again? Definitely!
Response from VrboOwner on 31 August 2023
I am so glad you enjoyed your stay and did some of the things on the "to do" list! It is always important to me that my guests not only have a great place to stay but get to experience some of the many joys I have discovered over the years, both with friends there and places to visit. Hope to see you back again !
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Ha sido una gran suerte encontrar este apartamento en un lugar pequeño pero muy hermoso en el corazón de la Toscana. Tuvimos instrucciones precisas para la llegada y todo resultó según lo convenido. Nuestra estancia en el apartamento ha sido una grata experiencia. La casa con sus techos altísimos y su decoración tradicional y al mismo tiempo funcional, nos ha encantado. Todas las estancias están perfectamente equipadas con todas las comodidades tanto en cocina-sala, baños como en las habitaciones. Además, teníamos acceso a la piscina con hamacas, que es un plus en la época de verano. Las vistas hermosas desde las estancias, la tranquilidad que se respira y el canto del gallo al amanecer quedará en nuestro recuerdo.San Sano es una pequeña aldea muy tranquila con calles y casas cuidadas en medio de las haciendas de viñedos. Tiene un restaurante con terraza muy conocido en la zona para cenar por las noches, justo en frente del apartamento, con una pequeña tienda anexa; también hay posibilidad de degustar vinos o de una comida ligera en el agroturismo cercano. Da gusto pasear por los rincones de San Sano y admirar la belleza del lugar. Desde San Sano se accede por los caminos ondulantes de la Toscana en un radio pequeño a ciudades como Siena, pequeños pueblos como Colle Val d'Elsa, San Gimignano, castillos como el de Brolio y un sinfín de destinos que bien valen una visita. Agradecemos al dueño del apartamento, Chuck Irwin, la atención recibida por su parte.
Vistas desde el apartamento
Stayed 5 nights in Aug 2025
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy

Bel endroit

Nous avons beaucoup appréciés ce petit coin de la Toscane. Le village est sympathique et le restaurant Grotta de la Rana juste en face est très apprécié aussi. L'appartement est spacieux. Il y a quelques carpettes qui pourraient être envelés, ça améliorait la qualité de l'air. En résumé, nous avons bien aimé notre séjour dans cet hébergement.
Stayed 4 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful views, beautiful town

Lovely, clean apartment away from the tourist chaos you find elsewhere in Tuscany. San sano is such a beautiful town and the apartment is spacious and well kept. Great hot water and bathtub for relaxation. If you’re staying a few days or more you’ll want to ensure you bring some extra basic supplies like oil, sugar, toilet paper etc
Stayed 4 nights in Oct 2022
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Très bon séjour

Appartement bien équipé et bien situé, dans 7ne région magnifique !
Stayed 14 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Erholung pur

Wir hatten eine sehr erholsamme Woche im Chianti Gebiet. Die Wohnung entspricht der Beschreibung. Zum wandern durch Eichenwald und Weinfelder kann man gleich vor der Haustür loslaufen.
Stayed 7 nights in Apr 2022
Response from VrboOwner on 31 August 2023
Thank you so much ! I am glad you had a nice time and thank you for taking the time out of your day to write a review so others can have confidence in their bookings. Here is the translation : We had a very relaxing week in the Chianti area. The apartment corresponds to the description. You can start hiking through oak forests and vineyards right outside the front door.
Verified review

8/10 Good

Liked: Cleanliness, location, listing accuracy

Bon séjour dans la campagne Toscane

Endroit calme. Piscine sympa à 5 minutes de l'appartement. Malheureusement pas de jardin facilement utilisable. Peu de communication avec la gérance. L'appartement est confortable.
Stayed 8 nights in Aug 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

San Sano Retreat

Fantastic villa, fantastic locations, had a beautiful time. Thank you
Stayed 10 nights in Sep 2019
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ottima esperienza

Un borgo molto accogliente. La piscina piacevolissima, di acqua leggermente salata, frequentata da poche persone. L'appartamento è pulito, spazioso, comodo in ogni aspetto. Abbiamo anche mangiato al ristorante sotto casa, con grande soddisfazione.
Stayed 4 nights in Aug 2019
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay! Quiet and everything you want from a stay in Tuscany

The villa is on a condominium but it certainly has the privacy that you want. The villa has everything you need and Chuck sent us a detailed list of what to do in the area. Checking in was easy and the management team are very helpful. We were able to visit a lot of cities and towns nearby and then head home to the quiet San Sano and relax by the pool. There is a BBQ area that is just for guests of the villa. There was a little restaurant literally across the road although we only dined there once. You need to travel out to bigger towns for a decent shop/supermarket but apart from that, you certainly won't be disappointed staying here. I certainly think we will return in the future.
Stayed 6 nights in Aug 2019
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A lovely oasis

We had an excellent stay at Chuck’s property. The village of San Sano is both immaculately kept and visually stunning. Beds are comfortable, and pool is wonderful. Be sure to visit the restaurant across the street - reservations needed for summer supper. A stunning drive in and around d Tuscany. Make sure you get groceries as the location is not super close to a grocery store etc. Would absolutely stay again, for a quiet retreat.
Stayed 4 nights in Jul 2019
Verified review

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy

Schönes Appartement in wunderschöner Lage

Unsere Erwartungen wurden übertroffen. Einige Fotos könnten ein Update vertragen. Uns fehlten Moskitonetze an den Fenstern. Sehr lobenswert dass der Pool mit Salzwasser betrieben wird. Unbedingt der Pizza Empfehlung bei Pizza Pie in Radda folgen. Uns hat es sehr gut gefallen.
Stayed 7 nights in Jul 2019
Response from VrboOwner on 31 August 2023
I am so glad you enjoyed your visit and your expectations were exceeded. Yes, I need to update the photos ! If you have some Photos you would like to share, please put them on my Facebook page. The salt water pool makes a big difference too! I am happy you enjoyed everything including the Pizza from my recommendation. I hope you can come back again !
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