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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Enjoy a Classic Tuscan Hill Town holiday

Bedrooms 3
Property type apartment
Minimum Stay 1 - 2 nights


About the property

2 bedroom appt and 1 bedroom suite, 2 bathrooms, panoramic views

Trequanda is a 14th century hilltop town in the heart of Tuscany, surrounded by vineyards, olive groves and lush greenery. Casa Trequanda offers an authentic Tuscan experience in a peaceful and picturesque setting . The town has a regionally renown Zagat rated restaurant, Conte Matto, as well as a charming town square with casual dining, a pharmacy, bank and a church in the old Romanesque style. Trequanda also has a museum of antiquities, a lovely bakery, pizzeria and gelateria, and the convenience of a small market. During the summer months, there is a large and inviting public pool surrounded by olive groves and vineyards.

Trequanda is one of the famous "Cinque Sorelle" or Five Sister towns, a gateway to many day trips on scenic county roads. Other lovely renaissance hilltop towns, such as Montepulciano, Pienza and Montalcino are just a short distance away and make for an easy outing. Siena is 40 minutes away and Florence is 1-1/2 hours by car. At the end of the day, you can return to the tranquility of Trequanda.

Casa Trequanda has the upper two levels of a three-story flat located in the historic center of town. Middle Level: two bedrooms with queen beds, bathroom, full kitchen, living room and balcony. Upper Level: one large bedroom with queen bed, bathroom, sitting room, washer/dryer and microwave. Both units offer spectacular views of a beautiful Tuscan landscape with rolling hills and stunning sunsets.

More Details

Indra Obeysekere
Member since: 2012
Speaks: english, italian
Response time:
Within a few hours
Response rate:
Calendar last updated:
April 22, 2018

About Indra Obeysekere

Partnership from the United States with management experience from other vacation rental asset in Mexico

Indra Obeysekere purchased this apartment in 2012

Why Indra Obeysekere chose Trequanda

This location is classic Tuscany, most easily identified with Italy and its rich culture and heritage. It is also centrally located and proximate to many other famous historic towns. You can come back at night make yourself a home cooked meal or walk down the street to one of two great family owned restaurants. For those seeking quiet and calm and more adventurous travelers, the perfect choice

What makes this apartment unique

Lovely views from all of the rooms, a balcony perfect for a glass of wine and the sunset. Furnished to be tasteful and comfortable in an open, uncluttered way. The bedrooms are great for siestas as the large windows bring the breezes in. The kitchen is modern and well equipped and both bathrooms on both floors are new.


Trequanda Apartment Accommodation and Amenities

Property Type:
  • apartment
  • floor 2
  • Guests provide their own meals
  • Housekeeper Optional
House Rules:
  • Max. occupancy: 6
  • Minimum Age Limit for Renters ...
  • children welcome ...
  • pets not allowed
  • non smoking only ...
Location Type:
  • Mountain View ...
  • Away From It All
  • Historic
  • Romantic
  • Tourist Attractions
  • Clothes Dryer ...
  • Hair Dryer
  • Heating
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking Off Street ...
  • Telephone ...
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • Newly renovated modern bathrooms. 2nd floor bath has tub
  • 3 Bedrooms, Sleeps 6
  • Queen size Beds (1) In all 3 bedrooms, plus inflatable mattress in 3rd fl suite
  • DVD Player
  • Satellite / Cable ...
  • Video Library ...
  • Balcony ...
  • Long-term Renters Welcome
  • wheelchair inaccessible ...
Pool / Spa:
  • Communal Pool ...
  • arboretum
  • botanical garden
  • churches
  • museums
  • playground
  • restaurants
  • ruins
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • eco tourism
  • horseback riding
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • laundromat
  • medical services
Sports & Adventure Activities:
  • cycling
  • hiking
  • hot air ballooning
  • mountain biking
Casa Trequanda has magnificent views from both floors of the Tuscan countryside. From Trequanda you can do day trips to most of the famous Tuscan hill towns of Pienza, Montepulciano, Siena, Assisi, Perugia, Montalcino and San Gimignano. Trequanda has many outstanding restaurants and wineries within a 10 minute drive. This area of Tuscany is a foodie paradise!


Wonderful! 4.9/5 -
(19 traveler reviews)

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Enjoy a Classic Tuscan Hill Town holiday
average rating of 4.9473686 based on 19 reviews

Casa Trequanda

  • 5 of 5

Fantastic! Beautiful pastoral views from the condo; quiet, historic hill town almost tourist free, friendly people, and a 5 star restaurant. Condo has a modern interior with all amenities and is in the middle of the wine country. Only an hours drive from Florence.

  • Submitted: Oct 16, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
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Beautiful, quiet, tranquil

  • 5 of 5

Definitely a classic Tuscan hillside town. Few tourists, great scenery, market and restaurants close by. Apartment very comfortable with great view off the balcony.

  • Submitted: Sep 16, 2017
  • Stayed: September 2017
  • Source: HomeAway
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Beautiful home in a sweet town!

  • 5 of 5

Casa Trequanda is the perfect place to stay while experiencing Tuscany. The home is luxuriously comfortable and fully-equipped, whether you want a home-away-from-home or just a place to rest between adventures. We ate in town and enjoyed the local community and picked up a few groceries to pack a picnic for our day trips to Pienza, Montisi, Montelpuciano, etc. The pictures don't do it justice - the view is amazing and the town charming. I highly recommend a visit!!

  • Submitted: Aug 16, 2017
  • Stayed: August 2017
  • Source: HomeAway
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Tranquil Trequanda

  • 5 of 5

Casa Trequanda was lovely spot from which to explore Tuscany. There was so much to do (or not do) in easy day outings. Then to come back to the excellent views, food opportunities and friendly atmosphere of this tucked away village was wonderful. We hope to and plan to return.

  • Submitted: Jul 2, 2017
  • Stayed: June 2017
  • Source: HomeAway
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Hidden Tuscan Gem

  • 5 of 5

If you are looking for an authentic, off-the-beaten-path experience in Italy, you will find it in Trequanda, a 14th century small town in Tuscany. It has a casual café for breakfast and lunch, a pizzeria and gelateria, and a Zagat rated restaurant, Il Conte Matto, plus a bakery and a small market. The people are friendly and warm, the scenery beautiful. In less than an hour you can drive to Siena, Pienza, Montepulciano and Montalcino. Florence is an hour and a half away. Casa Trequanda is made up of two levels in a three story building. The second level has two bedrooms, one bath, an open kitchen, and eating and sitting area, along with a small balcony with an amazing view. The upper level has one bedroom, one bath, a sitting area, with a sink and microwave, and washer and dryer. Everything was new and clean and comfortable. Four of us stayed there for 10 days, and it was a terrific experience. I would definitely return.

  • Submitted: May 31, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
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Perfect location

  • 5 of 5

We truly enjoyed the condo in Terquanda. The sunsets are awesome and the location perfect. We liked Conto Mato a lot and explored Tuscany everyday. Beautiful, Edith and Rolf

  • Submitted: May 11, 2017
  • Stayed: April 2017
  • Source: HomeAway
Owner's Response: Thank you Edith and Rolf! We really enjoyed being able to show you 'la bella toscana'. And yes, Il Conte Matto is one of the great dining experiences in this region. Please come back again and take advantage of our repeat guest discount! Indra
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Nearest Airport
100 Miles
Florence (Rome Fumiciano is 2 hours south)
Nearest Barpub
50 Metres
In town
Nearest Motorway
10 Miles
A-1 at Sinalunga
Nearest Restaurant
50 Metres
In town
Car: recommended

Casa Trequanda is located in the heart of Tuscany, but just a short drive from the A-1 highway. The town of Trequanda has several outstanding restaurants, a pharmacy, bank, butcher, grocery, bar, public pool, pizzaria, bakery within a short walk of Casa Trequanda. The nearby town of Sinalunga offers other amenities. This area of Tuscany is serene and cool, with wonderful walks and vistas, outstanding wineries, famous restaurants and lovely churches. Trequanda is a short drive to Pienza and is close to many of the most famous Tuscan cities and towns, including Pienza, Montepulciano, Siena and Montalcino. It is an hour and 20 minutes to Florence as well and 2 hours from Rome.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $100

Rates above are for renting the 2nd floor & upstairs suite together for high season. Low season combo rates are $165.00 for both. Please contact the owner for rates for just the 2 bedroom second floor or the third floor suite only.

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.