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Character town house at the heart of cultural historic Cortona

Kate Underwood

Member since: 2006
Speaks: english, italian
Bedrooms 2
Property type house
Minimum Stay 3 - 5 nights

Contact the Owner

Kate Underwood

Member since: 2006
Speaks: english, italian
Calendar last updated:
April 20, 2015
Tell the owner when you would like to travel.
Travel with confidence
Travel with confidence
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Add vacation protection services to your booking
Three services to protect your trip:
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Character town house at the heart of cultural historic Cortona

Bedrooms 2
Property type house
Minimum Stay 3 - 5 nights


Cortona House Rental Photos and Description

2 Luxury double bedrooms, 2 ensuite bathrooms, cloakroom, sleeps 2 couples

An excellent setting for the perfect cultural holiday for one or two couples, or your ideal wedding/honeymoon location, our medieval 3-storey home lies at the historic centre of walled Cortona, with its arts and craft shops and gourmet restaurants. Note: the house is on three levels, with two ample stairways, but thus not suitable for wheelchairs or handicapped persons.

Approach the solid wooden door up a cobbled alleyway, 30 metres from Cortona's only flat street, and enter the gracious sitting room with comfortable seating, pellet stove, and cloakroom off. This room, being naturally dark, in the Tuscan manner, benefits from the abundant lamps and wall lights that we have installed.

A vaulted stairway (with sturdy handrails) leads up one flight to the dining room, a bright, graciously furnished living space, cleverly combining cooking and eating, thanks to an elegant built in kitchen equipped with modern appliances. Step out from this floor into the small shady garden - a good spot to read with your morning coffee.

Continue upstairs to the two generous double bedrooms with luxury en suite bathrooms. Each bedroom has a distinct, individual character, the front bedroom being larger and grander (therefore the right choice for one couple alone) while the back bedroom is perhaps more romantic. Both enjoy soft lighting, drapes and carpets, along with comfortable armchairs.

Ceilings throughout the house are beamed in characterful Tuscan manner. The floors are quality 'cotto' (cooked tiles) with many tasteful rugs. The house is furnished to the highest standard with family antiques and pictures of the ancestors: a real 'home from home'.

2 minutes' stroll away lie Cortona's pavement cafes and excellent restaurants - not to mention its museums, art galleries, medieval churches and newly landscaped outdoor swimming pool (open June-end August). Don't be surprised to see citizens in medieval costume, participating in the City's folkloric events, and - particularly in summer - beautiful brides coming down the Comune steps.

More Details
  • non smoking only
  • not suitable for children
  • pets not allowed
  • unsuitable for elderly or infirm
  • wheelchair inaccessible
Kate Underwood (Owner)
Member since: 2006
Speaks: english, italian
Calendar last updated:
April 20, 2015

About Kate Underwood

We're English, so language is no problem! After working for 5 years in Naples, we found Cortona the perfect place to settle. The Cortonese are so welcoming and friendly. Not only is it a wonderful location for sightseeing, but over the years we've got involved in local life, participating in pageants, choirs and orchestra.

Kate Underwood purchased this house in 2006

Why Kate Underwood chose Cortona

We bought the house in the hills first - where we mostly live. We were so happy in the Cortona area, we decided to bring the family antiques out to enhance this second beautiful property which we found at the heart of Cortona. So though the house (dating from the 1400s) is new to us, the family furniture (unashamedly English) has been passed down through the generations.

What makes this house unique

We love being so close to Cortona's bustling street cafes and nightly 'passeggiata' - yet the house itself is so quiet, its thick medieval walls keeping us cool in summer, and retaining heat in winter. We find the house a real haven to come back to. Chiefly we love its atmosphere, and authentic architectural features, and real sense of history.

Why HomeAway

Bedrooms 2
Property type house
Minimum Stay 3 - 5 nights
Travel with confidence
Travel with confidence
Guaranteed, secure, with no booking fees
Add vacation protection services to your booking
Three services to protect your trip:
Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations
Ensure you're prepared in case of accidental damage.


based on 13 traveler reviews

Write a Review
Character town house at the heart of cultural historic Cortona
average rating of 5.0 based on 14 reviews


  • 5 of 5

My wife and I rented this beautiful and charming three-level townhouse for the month of October, 2014. Any testimonial that we could offer would be filled with similar superlatives to all that already populate this thread.

Cortona, although one of the loveliest and most celebrated of hill towns in Tuscany, is not for the faint-of-heart when it comes to at least a bit of physical exertion. It is a hill town in the literal sense of the word, and, indeed, this house, perfectly located in the center of everything, is ascended to via an uphill climb of a narrow little “street” of some 50 meters length. Admittedly, we, in our mid-seventies, and in reasonably good shape, huffed and puffed a bit, but handled it all with no major difficulty.

The house is beautifully furnished with treasured antiques and contains every modern convenience, including wi-fi. The washer/dryer combination makes packing for a visit here very simple….we packed as we would for a one-week visit anywhere. Pricing was entirely fair in consideration of all that is included in a very high quality home.

The owners of the house, a couple of retired Brits (Kate and Andrew), reside themselves just outside of town, in the hills, and are totally charming. They are great resources on Tuscany, on insiders’ info on all matters relating to exploration of the area, and wish for nothing more than a great experience for their guests. They make every conceivable effort to achieve that goal, and, in this endeavor, they succeed in every way! They genuinely want their guests to have a five-star experience, and that is why every review reflects that very outcome.

  • Submitted: Dec 8, 2014
  • Stayed: Oct 2014
  • Source: HomeAway

A hidden treasure in Cortona !

  • 5 of 5

Amorino is a beautifully restored three - storey house tucked away in a quiet street of ancient buildings just off Cortona's main shopping street. It is close to shops, cafes restaurants and the town's historic sights. The house is furnished with many interesting antiques and family photos and equipped with everything you could possibly require during your stay. The little side garden is the perfect place for a coffee or pre-dinner drinks.

Kate and Andrew are terrific hosts who could not be more helpful and who provide a wealth of information about the town and it's surroundings. We enjoyed a wonderful week there working our way through as many of Cortona's 37 restaurants as we could ! We also enjoyed the beautiful churches, walking the ancient walls and visiting nearby places of interest. I would recommend it as the perfect location in Cortona and Kate and Andrew meet you, show you the town and ensure you have an enjoyable time.

  • Submitted: Oct 1, 2014
  • Stayed: Sep 2014
  • Source: HomeAway

Perfect location in Cortona

  • 5 of 5

We couldn't have been more pleased with our accommodations in Cortona and our wonderful British hosts, Andrew and Kate. Picturesque Cortona has so much to offer and is the perfect home base for day visits to Florence, other hill towns in Tuscany, and Umbria. The apartment location is ideal, just off the main thoroughfare, and close to restaurants, stores, and points of interest. Even so, it was amazingly quiet. We loved having everything at our fingertips. Our hosts even introduced us to several of the shopkeepers. The apartment has the charm of an ancient building with all of the modern amenities.

The weather was unusually cool for late May, so we didn't use the air-conditioning, but we did need the heat for a couple of days, and it worked just fine. If it had been warmer, we would have enjoyed spending time in the lovely, shady, private courtyard. The updated kitchen is fully equipped with dishes, appliances, and cooking equipment, and there's even a dishwasher. We didn't do any extensive meal preparation, but the coffeepot and microwave were convenient at breakfast time. We could just walk down the alley in the morning, pick up fruit at the produce shop, pastries at the bakery, a USA Today at the newsstand, and be back in ten minutes! The washing machine did an effective job, and an elaborate drying rack is available.

The rooms were spacious and spotless, and the furnishings were lovely and comfortable. All of the linens were of the highest quality. Our hosts were kind enough to meet us at Piazza Garibaldi and assist in getting our luggage to the apartment. They were always prompt and thorough in replying to our emails both before and during our stay. They made reservations for us for dinner that first night and for a local symphony concert and provided directions to the train station in Camucia, which, perplexingly, was not marked in any way. In addition, they helped in locating a physician when we had a minor medical issue. At the middle of our ten-day stay, they came by to change the sheets and clean.

We give this property the highest recommendation and would definitely choose it again if we ever returned to the area.

  • Submitted: Jul 7, 2013
  • Stayed: May 2013
  • Source: HomeAway
Owner's Response: Yes, we are fortunate indeed to have this lovely house at the heart of Cortona, with all that this remarkable hill town offers, and it gives us great pleasure to share it with such appreciative guests. Thank you, Kate and Andrew

At home in Cortona

  • 5 of 5

Cortona is lovely, and Kate and Andrew's 13th century home just off the main shopping avenue in the historic center of town is magnificent, beautifully furnished with exquisite antiques but with every modern convenience. Better yet, Kate and Andrew are wonderful, caring hosts, who took the trouble to meet us personally to show us where to park and help with our bags. After taking us on a tour of their home they took us on a tour of the neighborhood and introduced us to friends and merchants and pointed out their favorite restaurants. They also provided a thick guest book with detailed suggestions on places to visit in the surrounding area and explanations on options for getting there. They could not have been more friendly and helpful, and our stay in their home felt warm and intimate, yet exotic. Just what you want in a home away from home.

Jacquie and Mike Powers, Dotty and Lee Hanson

  • Submitted: May 3, 2013
  • Stayed: Apr 2013
  • Source: HomeAway
Austin, TX


  • 5 of 5

We stayed at this lovely townhouse in Cortona for three weeks. The location is absolutely perfect -- right off the main (and only level) street in the city -- convenient to all restaurants and shops. The owners, Andrew and Kate, met us on arrival, helped with our luggage, took us for a short tour of the town, made restaurant reservations for us and promised to check on us periodically, which they did. They were helpful and gracious hosts and genuinely nice people. The house was immaculate, well-appointed with lovely English antiques and the attention to detail was superior. Our family has rented vacation homes for many years in Italy, Australia, Hawaii, Mexico, Costa Rica and the United States and this one ranks among the best. I highly recommend this property.

  • Submitted: Oct 30, 2012
  • Stayed: Oct 2012
  • Source: HomeAway

Perfect Stay!

  • 5 of 5

Dear Kate and Andrew

Thank you for your wonderful hospitality and allowing us to stay in your charming townhouse in Cortona. It had all the amenities we could have hoped for and more, and the terrace garden was perfect for coffee or a glass of wine. The location is just perfect. Easy walking to all cafes, restaurants, bars and shops yet tucked away from the hustle/bustle. We made many new friends (including Massimo and Sebastian) as a result of your personal introductions. We hope to return to Cortona one day and our first call will be to you both. Thanks so much for helping to make our holiday so enjoyable and memorable.

Warmest regards,

Graeme and Dee, Atlanta GA, USA

  • Submitted: Oct 25, 2012
  • Stayed: Sep 2012
  • Source: HomeAway


Nearest Airport
70 Kilometres
Perugia (RyanAir)
Nearest Barpub
100 Metres
Nearest Ferry
120 Kilometres
Nearest Golf
15 Kilometres
Nearest Train
4 Kilometres
Nearest Motorway
22 Kilometres
A1 (Autostrada del Sole) Bettole/Sinalunga
Nearest Restaurant
150 Metres
La Loggiata
Nearest Beach
15 Kilometres
Lago Trasemeno
Car: recommended

Historic Cortona towers over the Val di Chiana with fast road and rail links to Rome and Florence. Enclosed by mighty walls, this Medici stronghold with its maze of alleyways, is packed with medieval churches, palaces and piazzas - pageants and festivals! In May Cortona celebrates the festival of Santa Margherita, along with the Presentation of symbolic candles by the 5 Quintieri, or parish zones. The Medieval Week and Crossbow Festival are in June, and the Cortona Mix Festival - great entertainment, with participation - late July/early August, for which our house is perfectly situated!

Cortona's Archaeological Museum is justifiably world famous for it enlightened layout and Etruscan tomb goods. The Art Gallery houses works by Fra Angelico and Luca Signorelli. Cultural centres within an hour's travel include Siena, Arezzo, Perugia, Assisi and Lake Trasimene, rich in work by Giotto, Duccio, Piero della Francesca and Perugino.

Cortona now produces its own wine, Cortona DOC, along with the DOCG vineyards of Montepulciano and Montalcino. Good tours and wine tasting lunches, at the nearby Avignonesi vineyard for example, can be pre-booked online.

Olive groves surround you - with new season extra virgin oil available for purchase (or shipping) while you feast on Chianino beefsteak and porcini mushrooms in Cortona's many (37!) fine, atmospheric and friendly family-run restaurants.

Cortona itself, along with its surrounding villages, hosts festivals to celebrate the many speciality products of this fertile region - all welcome.

With this abundant good food, some exercise is called for! From our front door, you can explore hilly Cortona, walking up to the Medici Fortress, past Francis Mayes' house towards Torreone, or follow in the footsteps of St Francis, towards our lively local Franciscan monastery, Le Celle, circa.1200.

Other activities include bike hire (round Lake Trasimene or into the hills); swimming, in a nicely landscaped town pool (open July/August); Italian cooking or language classes. In season there are many good concerts and shows to attend in the Neo Classical Teatro Signorelli.

We are very happy help you set things up in advance, to maximise your enjoyment of your holiday - for example, helping you book a table for dinner your first night, and/or helping you book a good English speaking guide, wine tasting lunches and tours, bike hire, museum visits etc. Or, on arrival, you can just make like an Italian and 'go with the flow'!


Rates & Availability

From €230 Per night

Cortona House Rental Rates

Rental Basis:
per property
Rental rates quoted in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Mid Season
Apr 4 2015 - Jun 12 2015
4 night minimum stay
High Season
Jun 13 2015 - Sep 4 2015
5 night minimum stay
Mid Season
Sep 5 2015 - Oct 30 2015
4 night minimum stay
Low Season
Oct 31 2015 - Dec 19 2015
3 night minimum stay

Additional information about rental rates

Fees No additional mandatory fees
Stay tax €1.50 per night, per person. This amount will be due to the owner upon arrival. Does not apply to children under 12 years.
Notes Prices quoted are for 2 couples, using 2 bedrooms. Prices for 1 couple, using 1 bedroom are: Low Season €1,230 Mid Season €1,470 High Season €1,700. Please enquire for nightly rates and minimum stays.
Deposit of 25% on booking, to be paid by bank transfer in euros.
Balance due 2 months before holiday start date, to be paid by bank transfer in euros.
City Tax: €1.50 x person x 1st 4 nights of stay, payable in cash on arrival
Enter dates to see total


Cortona House Accommodation and Amenities

Property Type:
  • house (detached)
  • Guests provide their own meals
Floor Area:
  • 120 m²
Location Type:
  • Downtown
  • Mountain
  • Historic
  • Romantic
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer ...
  • Hair Dryer
  • Heating ...
  • Internet
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Local Activities Guide
  • Local Maps
  • Parking ...
  • Telephone
  • Tiled Stove
  • Toilet Paper
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet
  • Wood Stove ...
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Freezer ...
  • Kitchen ...
  • Microwave
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , shower , bidet
    Bathroom 2 - toilet , combination tub/shower , bidet
  • Downstairs a cloakroom with loo and basin affords space for hanging coats, and houses a top of the range front loading washier/drier. The ensuite bathroom to the Liberty Bedroom has a curved glass enclosure shower and elegant bronze effect fittings, along with quality sanitary ware (toilet, basin and bidet). The ensuite bathroom to the Four Poster Bedroom has a small bathtub with glass shower enclosure,with curtain, elegant chrome fittings, and quality sanitary ware (toilet, basin and bidet). Top quality bathsheets, handtowels and bathmats are provided weekly.
  • 2 Bedrooms, Sleeps 4
  • Liberty Bedroom - 1 king , 1 child bed
    Four Poster Bedroom - 1 queen
  • Please note, the house may be rented by 1 or 2 couples, with price variants. Both bedrooms enjoy top of the range Daiken air conditioning (which doubles as heating, to supplement the main gas central heating). When rented by one couple, we offer the slightly larger, Liberty Bedroom, so-called because of its original Liberty bedstead, with mother of pearl inlaid/painted decoration, luxury mattress topper, spectacular beamed ceiling and views across the medieval rooftops to the Sienese hills. This bedroom also houses the WiFi where guests may connect their smart devices to our broadband. A folding single bed(for child) is available in this room at no extra charge. The second bedroom is more intimate, but tastefully arranged with its original English Colonial four poster bed (c.1910) and romantic drapes. Both bedrooms have generous hanging spaces (hangers provided), chests of drawers, arm chairs and bedside rugs. Subtle designer lighting includes individually switched bedside lights.
  • Books ...
  • Books for Adults
  • CD Player
  • DVD Player ...
  • Radio
  • Stereo ...
  • Television ...
  • Bicycles ...
  • Golf ...
  • Lawn / Garden ...
  • Patio
  • Tennis ...
  • 4 garden chairs
  • non smoking only ...
  • not suitable for children ...
  • pets not allowed
  • unsuitable for elderly or infirm
  • wheelchair inaccessible ...
Pool / Spa:
  • Communal Pool ...
  • churches
  • live theater
  • museums
  • restaurants
  • ruins
  • water parks
  • winery tours
Leisure Activities:
  • horseback riding
  • outlet shopping
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • medical services
Sports & Adventure Activities:
  • cycling
  • freshwater fishing
  • hiking
  • mountain biking
  • swimming
  • tennis
Our historic house is restored to the highest standard. The property houses our family antiques which you are welcome to enjoy (and treat with respect, please!). All kitchen fittings and appliances are new. E-mail us for our website with further details/photos. Parking outside the city wall is close by an escalator which brings you up to a piazza 100 metres from our house. Cortona has small shops, and a little Spar Store, more than adequate for daily needs. For serious groceries we suggest one of the two supermarkets 3 km down the hill in modern Camucia. Market day in Cortona is Saturday, Thursday in Camucia. Many arty shops and coffee bars close from 1-4, staying open till late into the evening. Cortona has a beautifully landscaped, open air pool, on a south facing hilltop behind the town, reasonably priced for a day or half day visit, no more than 10 minutes walk from our house. Above all the restaurants are plentiful and good: you could choose a different one each night!

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