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Rooftops, Montepulciano

View from Cortona

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Hotels, Villas, Agriturismos, Bed and Breakfasts, B&Bs, Campgrounds - for the east Tuscany area
Castiglion Fiorentino, Civetella della Chiana, Montalcino, Montepulciano, Cortona, Pienza, Sinalunga etc

Castiglion Fiorentino
Villa for rent - from USD $9,340/week - 8 bdrms, sleeps 10-16

Villa de’ Michelangioli - Wait, do linger awhile on this page! Because this villa is more attainably affordable than first appears. We don’t like to use the term ’luxury’ but, if ever there were a house that could aspire to that term, this would be it - indeed sumptuous.
Apartment for rent - from USD $860/week - 2 bedrooms, sleeps 4

Apartment La Pergola - The apartment is furnished with some excellent antique pieces  and some windows have superb views across the valley to the mountains. The interior has been beautifully renovated. and retained its cotta vaulted ceilings, which give character.
Villa for rent - from USD $1380/week - 2 bedrooms, sleeps 6

Casa Brilli - Hidden away at the end of a recently paved, traffic-free, private road, Casa Brilli nestles amongst superlative countryside. Its garden and pool area mirror the rural beauty all around with an expansive lawn and large pool.
Villa for rent - from USD $1120/week - 2 bedrooms, sleeps 4

Cottage San Martino - A charming little cottage in a remote and isolated position. On a west facing hillside in the middle of olive, oak and chestnut woodland, it is the epitome of peace and seclusion. From this great height, there are spectacular views.
Villa for rent - from USD $860/week - 1 bedrooms, sleeps 2

La Madonnina - Apartment La Nonna -  Guests are assured that everything, including the thoughtfully laid, terraced gardens are kept in pristine condition. The vistas over the Val di Chio are spectacular and far reaching.
Villa for rent - from USD $1030/week - 1 bedrooms, sleeps 2
La Madonnina - Apartment Gli Avi - Extremely attractive and comfortable furnishings adorn the apartments that have autonomous, outside steps at different sides of the house. The fabulous swimming pool is just below the house.
Villa for rent - from USD $970/week -

La Montanina - The charming estate of La Montanina is rimmed by wooded hills that surround it like a garden. The vistas are phenomenal.  Rent one, two or three units.

Cottage Seccatoio
from USD $970/week
2 bedrooms, sleeps

Cottage Candepala
from USD $970/week
2 bedrooms, sleeps

Cottage Il Forno
from USD $1030/week
2 bedrooms, sleeps

Hotel - 4 star 

Hotel Villa Marsili - situated inside the town walls and dates back as far as the XIV Century. The hall and all bedrooms are finely and elegantly decorated and furnished with many antique period pieces.  The historical center is a short walk away.

Hotel - 4 star  (just outside Cortona)

Villa di Piazzano - The beautiful Villa is surrounded by a large garden of 1 hectare, with a beautiful formal Italian garden, a large swimming pool and other amenities and comforts that will appeal to guests looking for that special place in Tuscany.
Hotel - 3 star   *In an ancient monastery*

Hotel Oasis - located near Cortona' s Etruscan walls, the hotel, located in a wonderfully restored monastery, has a panoramic view of the Valdichiana and Trasimeno Lake.  An ideal place for those looing for a holiday full of art, culture and a touch of the mystical.
Hotel - 4 star  (just outside Cortona)
Relais Villa Baldelli - a real discovery for travelers to Italy.  It is  immersed in the peace and quiet of the Tuscan countryside but close to the ancient city of Cortona whose rooftops, belfries and towers can be see a short way in the distance.
Villa for rent - 3 villas together - sleeps 2 to 10

Villa Serena, Villa Serenella and Villa Limonaia -  This property a short distance from the ancient Etruscan city of Cortona consists of 3 beautiful villas which can be rented separately or together.  The villas can be rented together or individually. 
Apartments for rent

Residence Il Casale - 10 unique apartments 8 of which have three-rooms accommodating 4 people (with two bedrooms), with one three-room for 3 people and one two-room apartment each sleeping two people comfortably.  Beautifully appointed!
Bed and breakfast    *cooking classes*

Casa Bellavista - The Casa Bellavista B&B is tucked into a the green hills surrounding Cortona, a short distance from Tuscany's famous art cities and wine districts, very near Lake Trasimeno with its remarkable vistas, and close to the beautiful Region of Umbria.
Bed and breakfast and Apartments for rent

Le Gelosie - This B&B and apartment rental features both a B&B component and a handful of great apartments, is located inside an old palace completely renovated with real mastery, which overlooks Piazza Signorelli, in the town centre.
Agriturismo; Apartments for rent
Novole - this lovely Agriturismo has been built in an ancient convent.  There are 4  beautifully restored buildings each with a self-contained, self-catering apartment, tastefully restored.  Located near Cortona, it's near major Tuscan and Umbrian towns.
Villa for rent - from € 1700/week - 2 bedrooms, sleeps 5


Casa Metelliano - Saturated in stories of the past, this must be a fascinating stay for anyone with a feel for history. Valuable Tuscan relics, unearthed from the vast parkland in which the villa stands, have been carefully preserve by the owners.
Villa for rent - from USD 2860/week - 4 bedrooms, sleeps 6-8

Casa Coccolo - our foremost 2007 property for holidaymakers may require when looking for a high quality holiday home.  A grand location with immaculately-kept gardens that offer guests a ’balcony’ perspective on their glorious surroundings.
Villa for rent - from USD 2860/week - 1 bedroom, sleeps 1-3

Cottage Contadina - simply but comfortably furnished and further, outdoor steps lead to an illuminated terrace with a stone-built barbecue for dining outside while enjoying a cool, mountain breeze. The terrace is also directly accessible from the bedroom.
Villa for rent - 6 bedroom, sleeps 12-14

Villa Sidero - an old country house in a beautiful, panoramic spot, just a short distance from the old etruscan walls of the city of Cortona. The house is divided into 2 apartments, each of which has a private, furnished outside area. Guests have the use of the furnished garden and swimming-pool.
Figline Valdarno
Hotel - 4 star relais
Villa La Borghetta - This magnificent hotel is made up of just 11 beautifully appointed double rooms, one double single use and 6 junior suites.   The hotel is a welcome combination of old world refinement and modern amenities.

Villa for rent - from € 1785/week - 4 bedrooms, sleeps 10

Casa Al Ponte - a large villa located near the ancient town of Figline Valdarno in the centre of a triangle formed by the cities of Florence, Siena and Arezzo. The town's historic area has a medieval piazza surrounded by buildings of importance.

Villa for rent - from € 1785/week - 6 bedrooms, sleeps10-12

Villa Acacia - a beautifully restored 5  bedroom country house with a great deal of warmth and charm. Secluded from its sole neighbour its setting affords great views across the Valdarno valley that stretches from Florence to Rome.

Villa for rent - from € 1785/week - 4 bedrooms, sleeps 8-10

Villa Luce - Perched on a green and forested valley of the Chianti, in the small picturesque village of Lucolena, a comfortable country home with a private pool and open views from its raised terraces and well-tended  gardens.
Hotel - 3 star +

The Vecchia Oliviera - This charming 13 room hotel has its home in a fascinating old olive oil mill that as been carefully renovated. Both its location and considerate service make it fully relaxing place to stay.  The rooms are well-furnished, comfortable, and quiet.
B&B; Bed and Breakfast

Palazzino Cesira - a beautiful 13th century residence with a refined and tranquil ambience. An elegant home, located in the historic center of Montalcino, where you will experience the style and atmosphere of times gone by.  Double bedrooms and mini-suites.
Apartments for rent (9 units)  - 2-4 bedrooms, sleeping 2 to 6

Residence Brizio - This 16th century Tuscan Villa and other farm buildings located in the center of Brunello wine country have been converted into 9 lovely apartments that can accommodate 2, 4 or 6 people.  The property features a pool and tennis court.
Villa for rent - from € 1700/week - 4 bedrooms, sleeps 8

Villa San Filippo - The Villa, one of three on the San Filippo wine estate, features a fully equipped kitchen, open lounge, fireplace and other great amenities.  Guests have also have access to a private swimming pool.
Apartment for rent - from € 950/week - 1 bedrooms, sleeps 2

Apartment La Coste - Villa La Coste offers a sophisticated and romantic hideaway for any couple.  It is a tastefully decorated villa with windows that command wonderful views of the surrounding Montalcino wine country.
Apartment for rent - from € 1100/week - 2 bedrooms, sleeps 4

Apartment Sant'Antimo - A great place for people  looking for a quiet retreat in the middle of the world-famous Montalcino wine country.  Guests can kick-back and relax on the estate, or venture out for memorable days in the Tuscan countryside.
Hotel - 3 star   *recommended*

Locanda di San FrancescoWith just 4 rooms (2 suites and 2 superior doubles), this fantastic little "hotel" and winebar is a real find for anyone looking for a great place to stay in Tuscany.  Sitting above the town's main piazza, the views are stupendous.
Hotel - 3 star

Hotel Meuble Il Riccio - This highly rated, beautiful hotel incorporates a 14th Century staircase that leads guests to a terrace and  solarium, on the roof with a wonderful view of Montepulciano because it is situated at the highest point of the city.
Hotel - 4 star - relais style       *recommended*

Relais San Bruno - a luxury and exclusive countryside hotel is set on the slopes of the medieval town of Montepulciano.  Extra luxury is offered by a small cottage or the Royal Suite. Guests will enjoy a large garden, pool and many other amenities.
Hotel - 3 star

Hotel Sangallo - situated between Montepulciano and Chianciano. This area is home to the hills that are famous for their Vino Nobile and Chianti wines, and it offers a panoramic view of Lake Trasimeno and Lake Montepulciano.
Hotel - 3 star ~ spa ~

Poggio Alla Sala Resort and Spa - Combining its 18th century structure with a wide range of modern comforts, Poggio Alla Sala Resort is an elegant 4-star property immersed in the green Tuscan countryside of Montepulciano on an ancient wine estate.  Fifty rooms and suites.
Agriturismo; Bed & Breakfast; Apartment for rent; B&B

Agriturismo Fontecastello - Only 300 meters from the town centre of Montepulciano, in a very green and quiet area, surrounded by olive trees rises an old stone farmhouse divided into 4 apartments.  The pool makes it a great value stay.
Villa for rent - 4 bedrooms, sleeps 8-9

Villa Spineto - Located on the estate of an old Benedictine Abbey, this villa is in a semi-secluded area surrounded by pasture and woodlot.  Guests can enjoy fishing, jogging, trekking, and swimming - and access to nearby Montepulciano.
Villa for rent - 6 bedrooms, sleeps 11

Villa Fornillo - situated within walking distance of Montefollonico, a quaint, tiny village close to the famous wine town of Montepulciano. The Villa is a tranquil place, famous in the area for its excellent food and wine - known from far and wide.
Villa for rent - 5 bedrooms, sleeps 10

Villa Pietra del Diavolo - positioned on the “Croce di Febo” farm, with breathtaking views over the valley where Vino Nobile di Montepulciano is produced. It is situated a few minutes drive from the city of Montepulciano, Cortona, Siena, Montalcino.
Agriturismo; Bed & Breakfast; Apartment for rent; B&B

Villa Mazzi - There are 4 large apartments - able to accommodate 4-6 people, all of them restored and furnished in the Tuscan style with great care. Each apartment has its separate entrance, sitting room, kitchenette, bedroom and bathroom.
Agriturismo; Apartment for rent

Agriturismo Il Fienile - The ancient farmhouse is situated near the stream “Il Salarco”, only 2 Kilometers from Montepulciano. The estate is surrounded with Nobile-Vineyards and has 5 wonderfully furnished apartments.
Agriturismo; Bed & Breakfast; Apartment for rent; B&B

Podere Monti - You can rent one of the 7  rooms in the Villa and enjoy it as a B&B or you can rent the entire Villa.  Located near the ancient town of Montepulciano, Podere Monti is a great place to stay while you enjoy Tuscany.
Agriturismo; Bed & Breakfast; Apartment for rent; B&B
Casa Al Bosco - "Casa al Bosco" is a wonderfully restored XVIIIth century farmhouse that still retains the atmosphere of those halcyon days while offering many modern amenities such as air-conditioning, Jacuzzis and a relaxing swimming pool.
Agriturismo; Bed & Breakfast; Apartment for rent; B&B

Agiturismo Sanguineto - An ancient farm about 4 km from Montepulciano, with 7 apartments that can be rented by the night and week.  This farm stay offers all the comforts needed for a pleasant quiet stay: swimming pool, rooms well furnished.
Apartments for rent; B&B

Montepulciano Country Resort.  The resort is in the midst of the beautiful Montepulciano wine district offering a number of self-catering apartments for short term and weekly rentals basis.  There are two farmhouses.

Farmhouse - Borgo delle More
Farmhouse - Casa delle Querce

Apartments for rent; B&B

Podere Pratovecchio - The leopoldine Farmhouse Pratovecchio was restored in 1899 and the present owners restored the building again in a comfortable as a charming bed and breakfast.  Well located for a stay in the Montepulciano wine district.
Agriturismo; B&B

Agriturismo San Martino - stands just outside the ancient walls of Montepulciano on a hillock: the country path that leads to it runs along the borders of the town, through fields of vineyards, olive trees, sunflowers and wheat.
Agriturismo; B&B

Agriturismo Valdipiatta - near Montepulciano is one of the major wine growing estates in the area, producing a selection of wines that are prized by wine lovers.  Guests can choose between three very comfortable apartments.
Agriturismo; B&B

Agriturismo Il Cantastorie - (the Bard) consists of 4 nicely furnished self-catering  apartments and rooms, each with independent entrance and small garden, and a swimming-pool, barbecue area and bicycles available to all guests.
Agriturismo; B&B

Agriturismo Terrarossa - there are eight  well furnished, self-catering apartments and feature every comfort, including independent heating, a well-equipped kitchen, satellite TV, telephone, Jacuzzi, open chimney and other luxuries.
Hotel - 3 star

Piccolo Hotel La Valle - a new 3 star hotel on the edge of Pienza's historical center, and with commanding views over the beautiful Val d'Orcia featuring bright spacious, air cconditioned rooms with comfortable beds and up-to-date furnishings.
Villa for rent - from USD $2660/week - 4 bedrooms, sleeps 8

Villa Panorama - The villa is encircled by incredible views that can be enjoyed at many places around the property including the swimming pool and children's area.  The property is in a gloriously private position.
Villa for rent - from USD $2660/week - 4 bedrooms, sleeps 8

Villa Pienza 1 - Recently restored to the highest standard, this deluxe country house is in the beautiful Val D'Orcia in the South-Eastern part of the Siena province famous for its wines, medieval towns, castles, and  monasteries.