Sleepfare

Tregole

Tregole 86, Castellina in Chianti, IT

9.4 guest rating· 9 reviews

About this hotel

Luxurious Stay in Historic Building

Infinity Pool and Garden Oasis

Indulge in the serenity of our infinity pool offering breathtaking views, and unwind in the lush garden surroundings.

Fully Equipped Apartments with Modern Amenities

Enjoy the comfort of air-conditioned rooms, free WiFi, and private parking. Each unit features a terrace, fully equipped kitchen, and a private bathroom.

Explore on Wheels or Relax in Nature

Embark on a cycling adventure or simply relax in the garden with outdoor dining options. Let us arrange a bicycle rental for you to explore the picturesque surroundings.

Book your stay at Tregole now and experience a blend of luxury and tranquility in the heart of Castellina in Chianti.

Rooms & rates

Pick your dates. Prices are live, not cached.

Villa

Sleeps 14 · 335 m² · 2× Twin bed

  • Air conditioning
  • Single-room air conditioning for guest accommodation
  • Private bathroom
  • Kitchenette
  • Kitchen

Guests will have a special experience as this villa features a pool with a view. Featuring a private entrance, this air-conditioned villa is consisted of of 3 living rooms, 8 separate bedrooms and 8 bathrooms with a shower and a bidet. Guests will find a stovetop, a refrigerator, a dishwasher and kitchenware in the fully equipped kitchen. The villa also has a barbecue. The spacious villa offers a tea and coffee maker, a seating area, a dining area as well as a terrace with garden views. The unit offers 11 beds.

Two-Bedroom Apartment

Sleeps 4 · 84 m² · Extra-large double bed (Super-king size)

  • Air conditioning
  • Single-room air conditioning for guest accommodation
  • Private bathroom
  • Kitchenette
  • Kitchen

This apartment's special feature is the pool with a view. Featuring a private entrance, this air-conditioned apartment consists of 1 living room, 2 separate bedrooms and 2 bathrooms with a walk-in shower and a bath. Guests will find a stovetop and a refrigerator in the kitchen. The apartment also provides guests with a barbecue. The spacious apartment provides a tea and coffee maker, a seating area, a dining area as well as a terrace with garden views. The unit offers 3 beds.

Superior Apartment

Sleeps 8 · 153 m² · Queen bed

  • Air conditioning
  • Single-room air conditioning for guest accommodation
  • Private bathroom
  • Kitchenette
  • Kitchen

The pool with a view is a top feature of this apartment. Boasting a private entrance, this air-conditioned apartment comes with 1 living room, 4 separate bedrooms and 4 bathrooms with a shower and a bidet. Guests will find a stovetop, a refrigerator, a dishwasher and kitchenware in the fully equipped kitchen. The apartment also includes a barbecue. The spacious apartment features a flat-screen TV with satellite channels, a washing machine, a tea and coffee maker, a seating area as well as garden views. The unit has 5 beds.

Deluxe Double Room

Sleeps 2 · 25 m² · Queen Bed

  • Private bathroom
  • Free WiFi
  • Shower
  • Hair dryer
  • Refrigerator

<p><strong>1 Queen Bed</strong></p><p>269 sq feet </p><br/><p><b>Internet</b> - Free WiFi </p><p><b>Entertainment</b> - Flat-screen TV with digital channels</p><p><b>Food & Drink</b> - Refrigerator</p><p><b>Bathroom</b> - Private bathroom, shower, free toiletries, and a hair dryer</p><p><b>Practical</b> - Wardrobe or closet; rollaway beds (surcharge) available on request</p><p><b>Comfort</b> - Daily housekeeping and climate-controlled heating and air conditioning</p><p>Non-Smoking, pet friendly</p>

Classic Double Room, Non Smoking

Sleeps 2 · 20 m² · Queen Bed

  • Private bathroom
  • Free WiFi
  • Shower
  • Hair dryer
  • Refrigerator

<p><strong>1 Queen Bed</strong></p><p>215 sq feet </p><br/><p><b>Internet</b> - Free WiFi </p><p><b>Entertainment</b> - Flat-screen TV with digital channels</p><p><b>Food & Drink</b> - Refrigerator</p><p><b>Bathroom</b> - Private bathroom, shower, free toiletries, and a hair dryer</p><p><b>Practical</b> - Wardrobe or closet; rollaway beds (surcharge) available on request</p><p><b>Comfort</b> - Daily housekeeping and climate-controlled heating and air conditioning</p><p>Non-Smoking, pet friendly</p>

Suite

Sleeps 2 · 28 m² · Queen Bed

  • Private bathroom
  • Free WiFi
  • Shower
  • Hair dryer
  • Refrigerator

<p><strong>1 Queen Bed</strong></p><p>301-sq-foot room with garden views </p><br/><p><b>Internet</b> - Free WiFi </p><p><b>Entertainment</b> - Flat-screen TV with digital channels</p><p><b>Food & Drink</b> - Refrigerator</p><p><b>Bathroom</b> - Private bathroom, shower, free toiletries, and a hair dryer</p><p><b>Practical</b> - Wardrobe or closet; rollaway beds (surcharge) available on request</p><p><b>Comfort</b> - Daily housekeeping and climate-controlled heating and air conditioning</p><p>Non-Smoking, pet friendly</p>

Double or Twin Room

Sleeps 2 · 25 m² · Queen Bed

  • Private bathroom
  • Free WiFi
  • Shower
  • Hair dryer
  • Refrigerator

<p><strong>1 Queen Bed OR 2 Twin Beds</strong></p><p>269 sq feet </p><br/><p><b>Internet</b> - Free WiFi </p><p><b>Entertainment</b> - Flat-screen TV with digital channels</p><p><b>Food & Drink</b> - Refrigerator</p><p><b>Bathroom</b> - Private bathroom, shower, free toiletries, and a hair dryer</p><p><b>Practical</b> - Wardrobe or closet; rollaway beds (surcharge) available on request</p><p><b>Comfort</b> - Daily housekeeping and climate-controlled heating and air conditioning</p><p>Non-Smoking, pet friendly</p>

Two-Bedroom Apartment

Sleeps 4 · 98 m² · 2× Twin bed

  • Air conditioning
  • Single-room air conditioning for guest accommodation
  • Private bathroom
  • Kitchenette
  • Kitchen

This apartment's standout feature is the pool with a view. Boasting a private entrance, this air-conditioned apartment includes 1 living room, 2 separate bedrooms and 2 bathrooms with a shower and a bidet. Guests will find a stovetop and a refrigerator in the kitchen. The apartment also features a barbecue. The spacious apartment offers a washing machine, a tea and coffee maker, a seating area as well as a terrace with garden views. The unit has 3 beds.

Amenities

  • Free WiFi
  • Fence around pool
  • Infinity pool
  • Outdoor pool
  • Outdoor pool - seasonal
  • Swimming pool
  • Free Parking
  • Air conditioning
  • Pets allowed
  • Sun loungers or beach chairs
  • Non-smoking rooms
  • Non-smoking throughout
  • Family rooms
  • Baby safety gates
Show all 62 amenities
  • Babysitting/child services
  • BBQ facilities
  • Bike tours
  • Cashless payment available
  • Chapel/shrine
  • Cleaning standards that are effective against Coronavirus
  • Concierge service
  • Cooking class
  • Cycling
  • Fax/photocopying
  • Fire extinguishers
  • First aid kit available
  • Garden
  • Grocery deliveries
  • Guest rooms disinfected between stays
  • Hand sanitizer in guest room and key areas
  • Heating
  • Hiking
  • Invoice provided
  • Ironing service
  • Key access
  • Kids' outdoor play equipment
  • Laundry
  • Laundry washed per local authority guidelines
  • Lockers
  • Luggage storage
  • Meeting/banquet facilities
  • Outdoor furniture
  • Physical distancing in dining areas
  • Physical distancing rules followed
  • Picnic area
  • Private check-in/check-out
  • Property cleaned by professional cleaning companies
  • Safety deposit box
  • Sanitized tableware & silverware
  • Shared kitchen
  • Shared lounge/TV area
  • Shared stationery like menus, pens are removed
  • Smoke alarms
  • Special diet menus - on request
  • Staff adhere to local safety protocols
  • Sun terrace
  • Temporary art galleries
  • Terrace
  • Themed dinner nights
  • Tour/class on local culture
  • Walking tours
  • Wine/champagne

Location

© OpenStreetMap contributors

Tregole 86, Castellina in Chianti, IT

Check-in
from 02:00 PM to 09:00 PM
Check-out
until 11:00 AM

What guests say9.49 reviews

+ Peaceful location+ Friendly hosts+ Beautiful views+ Great local attractionsSmall bed size reportedChallenging access road
Cleanliness9.1
Service10.0
Location9.5
Room Quality9.1
Amenities9.0
Value for Money9.6

Would thoroughly recommend for peace and spending quality family time together. Hosts amazing x

8.0

We were very impressed with this stay. Great location. Very peaceful. Easy to drive to the nearby vineyards and lots of interesting places nearby to go for short trips. Beautiful views. The hosts were a great source of information. Booklet on arrival with lots of useful information. We visited with teenagers and thought they might be bored, but they enjoyed their stay as much as we did. We did short day trips to Florence, Siena, San Gimignano and visited Pisa on the way back to the airport. There's the beautiful Castellina in Chianti less than 10mins drive away. Local shops with everything you need to cook food, but the local restaurants were fabulous. Edith was lovely and always answered my text messages quickly. Sophie gave us one of the best vineyard and cellar tours with wine tasting. They are both really lovely people who just want their guests to enjoy this beautiful part of the world. We are thinking of visiting again at different times of the year to experience it in different ways.

You have to have a car. The drive up looks scary but that is only the first time you see it. It really is very easy.

Vinotha · GB · 2025-08-26

Ruhe und Erholung in einem kleinen Paradies auf regionalem Niveau

8.0

Die Ruhe, tolle Gastgeber

Eins der Betten zu klein für ein „Doppelbett“ Die Zufahrtsstraße (1,2km) in abenteuerlichem Zustand, nicht für jedes Auto geeignet

Katrin · DE · 2025-08-23

Amazing Tuscany views & house with lovely terrace and pool

10.0

Tuscany environment and nice village at walking distance. Very nice styled house with lots of rooms and amazing views… The owner Edith is a very friendly host.

We stayed with 12 persons and all like cooking. We would have expected a better equipped kitchen with more cutlery in kitchen for 12 persons.

Michiel · NL · 2025-08-02

Dejligt autentisk sted i Toscana med prima værtskab og pool-område. Gode muligheder for selv at lave mad, og ellers kan

10.0

Ugenert beliggenhed og veludstyret kølig lejlighed. Meget venlig modtagelse og cooking school ved Edith. Dejligt poolområde med udsigt.

Alt fungerede - kunne have været skønt med udsigt fra lejligheden. Og lidt udfordrende vej de sidste 1,2 km fra hovedvejen - men den blev repareret mens vi var der.

Martin · DK · 2025-07-28

Perfect, relaxing place for exploring Tuscany and enjoying the beautiful countryside

10.0

Wonderful location; warm hospitality from Edith; fabulous Tuscan food and very comfortable accommodation. Tregole was a perfect base to explore Tuscany and my family and I had a very memorable stay. I would heartily recommend!

Joanne · GB · 2024-04-27

We visit Tuscany every summer and would be happy to return to Tregole - the location is alao very convenient for explori

9.0

Magnificent view, very helpful and friendly hosts in a comfortable home with great pool area. As an extended family, we thoroughly our week at Tregole which included a fantastic wine tasting on the premises followed by a delicious lunch. Edith and Sophie are superb hosts!

Marion · NL · 2023-08-24

Good to know

Please inform of your expected arrival time in advance. You can use the Special Requests box when booking, or contact the property directly using the contact details in your confirmation.

Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply.

Guests under the age of 18 can only check in with a parent or official guardian.

Swimming pool: Closed from Fri, May 29, 2026 until Thu, Oct 15, 2026

A deposit may be required at the property.

Parking

Free private parking is possible on site (reservation is not needed).

Pets

Pets are allowed. No extra charges.

Internet

WiFi is available in the hotel rooms and is free of charge.

Children and extra bed policy

Children of any age are allowed.

Children up to and including 2 years old stay for free when using an available cot.

You haven't added any extra beds.

Any type of extra bed or child's cot/crib is upon request and needs to be confirmed by management.