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350 Results  |  
23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £61 /night

£424 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
we rent house in center of Montepulciano. Flat (apartment) of roughly 60 sq m (646 sq ft), located in via Cagnano 9. Restored in 2011 it is has high quality finishes and exposed beams. It consists of a large living room/kitchen, two bedrooms (one of which is a master b  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 5

3 Nights min stay

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from £79 /night

£549 - £792 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Brown apartment (2+3pax) Via Pian dei Mantellini Central and cosy apartment with double bedroom, bathroom with shower, large living area with sofa bed, open area with chair bed, equipped kitchen, private equipped garden, typical cellar, WIFI, TV, air conditioning. Sail with us on board of Free Will to the Tuscan Archipelago, Sardinia, Corsica.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

Short stays welcome

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from £72 /night

£501 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • No pets allowed
Lovely Two-roomed apartment (55 mq), 2-4 beds, inside San Gimignano. In a central position, but also surrounded by a rare and precious silence, our apartments offer the unique feeling of an ancient building with all the comfort of modern amenities. Car parking is not a problem. Special access permit to reach our apartments or private garage available  …see more

Featured properties

11 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £54 /night

£374 - £467 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Siena apartment with easy access to the town centre  …see more

23 Photos

Tower | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £60 /night

£416 - £475 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The enchanting Torre Giordano will give you the unique opportunity to spend your vacations in a centuries-old tower!  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £104 /night

£727 - £1050 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Central, elegant apartment, tastefully furnished, large entrance with sitting area, dining area, equipped kitchen, bedroom with double bed, twin bedded bedroom, a bathroom with shower, a bathroom with tub/shower, internet, TV. Sail with us on board of Free Will to the Tuscan Archipelago, Sardinia, Corsica.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £64 /night

£444 - £646 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
GREEN APARTMENT (2+2 pax) Via del Romitorio, 3 Central, ground floor, easy accessible, light, cosy, tastefully furnished. Double bedroom, fully equipped kitchen with sofa bed for two guests, large bathroom with shower, WIFI, sat Tv, air conditioning. Sail with us on board of Free Will to the Tuscan Archipelago, Sardinia, Corsica.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £75 /night

£525 - £767 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Red Apartment (3+2 pax) Via del Romitorio, 3 Central, located at ground floor, easily accessible, perfect for a family, cosy, light, tastefully furnished. Living area with sofa bed, kichenette, triple bedroom, bathroom with shower, WIFI, Sat Tv, air conditioning. Extra services: sailing charter with skipper to Archipelago Toscano, Elba, Sardinia, Corsica.  …see more

17 Photos

House | 2 Bedrooms | sleeps 3

Excellent 5/5 

7 Nights min stay

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from £67 /night

£467 / week

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Key info:

  • Nearest beach 95 km
  • Suitable for over 5s only
  • Car not necessary
  • Pets welcome
Il palio di Siena, Firenze, Lucca, Val d'Orcia, Montalcino, Pienza, Bagno Vignoni, Montepulciano Private parking and bus stop for the center right in front of the villa!  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £95 /night

£665 - £1158 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Comfortabel two bedroomed, two bathroom apartment in a lovely traditional country villa near San Gimignano. Large garden, swimming pool, free parking on the property 24 hour help for guests as the owner lives on the property. Shops / train 4 km from the villa Great position from which to explore Tuscany. Transport, restaurants, supermarkets 4 km  …see more

18 Photos

Apartment | 3 Bedrooms | sleeps 4

Short stays welcome

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from £116 /night

£806 - £1468 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
The Villa is situated in a splendid 18th century mansion, with typical Sienese architecture. The property position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena (6 km away).  …see more

10 Photos

Villa | 4 Bedrooms | sleeps 4

Short stays welcome

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from £73 /night

£509 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Si godono scorci pittoreschi degli Edifici Storici e gli ampi spazi del panorama Toscano . Per gli amanti di MountainBikes , del Relax nei Laghi ,del Wellness alle Terme, ,della cucina Toscana e della arguta simpatia e della cordialita' dei Toscani. Vicinissima a Ristorants,Bar,Farmacia,Banche, Musei Concerti ? Se siete fortunati anche Concerti !!!!!  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £136 /night

£952 - £1600 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
It is the most photographed house in the area, a symbol of the Tuscany countryside, featured on many postcards and calendars simply because it has maintained the charm of the old farmhouse and the surrounding fields, without any new buildings as far as the eye can see.  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £103 /night

£720 - £1992 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Villa Le Tolfe is so close to Siena you can almost touch it (only 3 kilometres away). With stunning views and beautiful antique gardens this villa is perfect for relaxed stress free holidays.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £400 /night

£2800 - £3800 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Casa Oliveto is the guest villa, and sits at the end of an olive grove known for producing one of Italy's premier extra virgin olive oils. The villa, the pool & the gardens are totally private - separated from the main house by a large expanse of olive grove.  …see more

21 Photos

Villa | 2 Bedrooms | sleeps 5

Excellent 5/5 

7 Nights min stay

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from £98 /night

£680 - £976 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Villino Montisi is a splendid two-story ancient farmhouse surrounded by meadows with breathtaking views over the sweet hills of Tuscany. Recently restored following the architectural Tuscan style with the pale Tuscan stone of the façade.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £138 /night

£960 - £1560 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Immersed in the green countryside on the outskirts of Siena, Villa Palio offers all the quiet of its natural setting just a stone throw from the very center of the town of Siena.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £134 /night

£936 - £1920 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
A cypress tree lined road will lead you to Villino le Tortore and it represents a perfect introduction to this amazing Tuscany villa located just 15 minutes walking from Piazza del Campo, the very heart of Siena.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £343 /night

£2400 - £3160 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Villa Nuti is an elegant XVII century manor only 3 km from the center of Siena. From its unique terrace it enjoys privileged magnificent views of the town with its famous bell towers.  …see more

13 Photos

House | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £114 /night

£795 - £1007 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Italy, Tuscany, Chianti, Castellina in Chianti, Florence, swimming pool, tennis court, private garden, stunning views, Luxury interior designed, house, beautiful gardens, San Gimignano, Siena, Florence, Firenze.  …see more

24 Photos

House | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £47 /night

£323 - £416 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Sun in summer, snow in winter, hiking, culture and charm of nature nothing is missing for a wonderful holiday in the comfortable house Contignano. The price is guaranteed. There are no additional charges. Utilities are included in the price.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £61 /night

£424 / week

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Key info:

  • Nearest beach 127 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
100m from caffes, shops and restaurants Nearby station provides easy access to Siena, Florence, Arezzo and Rome.  …see more

4 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £91 /night

£636 - £848 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
The villa Podernovo offers a nice apartment called Il Forno, with stunning view on the sunflowers fields, with all comforts such air conditioning.  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £91 /night

£636 - £848 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
The Il Pino apartmnet is located at the first floor of the Podere Podernovo at San fabiano farmestate  …see more

6 Photos

Villa | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £158 /night

£1103 - £1527 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Unique villa in the area of Siena, pefect climatized and furnished with all comforts,The villa le Tortore offers private parking , private garden, exclusivity, access to the swimming pool, air conditioning, satellite Tv with Sky channels, PC with free dsl and wi-fi.  …see more

9 Photos

Farmhouse | 4 Bedrooms | sleeps 16

2 Nights min stay

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from £364 /night

£2544 - £3392 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
The Podere Podernovo offers accomodation up to 16 people,with all comforts,as heating, air condititioning, Internet,wi-fi, Tv with Sky.The Count Fiorentini will welcome you in his farmhouse just 12 km south of Siena in the Arbia valley.  …see more

16 Photos

Farmhouse | 6 Bedrooms | sleeps 20

Excellent 5/5 

2 Nights min stay

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from £509 /night

£3562 - £4919 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Climatized villa with swimming pool, wi-fi,and TV with Sky channels, offers relax and fun at only 7 miles from Siena. The Count Filippo Fiorentini, English speaking will welcome you with a good glass of wine, in his villa.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £176 /night

£1230 - £1569 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Thanks to its superb location is the ideal starting point for visiting the Val d'Orcia and Chianti hills, with its medieval towns such as Cortona, Montepulciano, Pienza, Montalcino and from there up to and San Gimignano and the beautiful art cities of Florence and Siena On demand services: Tranfer and Taxi service Wine and Olive Oil Tastings Cooking Lessons Dinners  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £37 /night

£255 - £594 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
A romantic, panoramic location in the heart of Montepulciano, for a delightful holiday in an ancient home in the historical centre in one of the most beautiful towns of Tuscany! Charming House in Montepulciano!  …see more

12 Photos

Villa | 8 Bedrooms | sleeps 25

7 Nights min stay

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from £164 /night

£1145 - £4240 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Tuscany, Toscana, Casale, Piscina, Vigneto, Corsi cucina, Caccia al tartufo, Villa, Casa Vacanze, Italia, Equitazione, Matrimonio, matrimoni, eventi, lusso, Catering ;Tastings and Wine Tour's; Truffle Hunting ;Cooking Classes; Excursions; Horse Riding  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £60 /night

£414 - £631 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Guests will find inspiring spaces for reading and relaxing, a beautiful swimming pool, a panoramic terrace, solarium, barbeque and a bread-oven with covered area. Guests can purchase Vino Nobile di Montepulciano and Extra Virgin Olive Oil from the farm  …see more

10 Photos

House | 1 Bedroom | sleeps 3

Short stays welcome

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from £61 /night

£424 - £446 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Tuscany, self catering, holiday let, Italy, romantic holiday, honey moon, casale  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £143 /night

£1000 - £2520 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Villa with lovely swimming pool set in a nature reserve, near the lake, ideal for bird watching and cycling.  …see more

17 Photos

Farmhouse | 5 Bedrooms | sleeps 12

Excellent 5/5 

7 Nights min stay

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from £218 /night

£1520 - £2560 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Beautiful farmhouse with swimming pool and children's playground  …see more

12 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £104 /night

£725 - £1050 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
In the heart of Siena, this beautiful apartment is a perfect base to explore the splendours of Siena, all within walking distance - the centre of the city is a pedestrian zone. The Piazza del Campo, a spacious scallop-shaped piazza, is only a short distance away. The enthralling Palio horse race is held in the Campo twice a year, in July and again in August.  …see more

9 Photos

Cottage | 1 Bedroom | sleeps 2

rentals_reviews_rating_2 

3 Nights min stay

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from £87 /night

£605 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Your own private house in Siena with a private garden, in a beautiful residential area of Siena. All the main sights of Siena are within walking distance, and the Piazza del Campo is just a short stroll away. The bus stop for Florence is not far from the house. An excellent choice to explore this historic city and retreat to a little oasis of calm after each jaunt.  …see more

5 Photos

Apartment | 1 Bedroom | sleeps 2

4 Nights min stay

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from £85 /night

£595 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
A short walk from the Campo and the Duomo. Tastefully furnished, ideal for those who want to enjoy the town on foot, and its beautiful surroundings by bus. Panoramic views over Siena can be admired from the windows. Shops and restaurants within easy walking distance.  …see more

10 Photos

Guest house | 4 Bedrooms | sleeps 11

Very Good 4/5 

1 night min stay

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from £120 /night

£840 - £1000 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Confortable double-bedrooms in a renaissance building in the main street of the historic city center, 10 minutes walking to Piazza del Campo. Panoramic living room and big and good-equipped kitchen. Each bedroom has a window with panoramic view, private bathroom, satellite TV, internet wifi and hair-dryer  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

7 Nights min stay

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from £46 /night

£320 - £400 / week

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Key info:

  • Nearest beach 120 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Nicely furnished country style apartment, S. Andrea is part of a restored 15 century Monastery with an antique chapel and a brick courtyard. Located in the historic medieval city of Siena. Peaceful and reserved atmosphere. Private Garden, secure indoor parking, WiFi. 1 hour drive from main Tuscan attractions, Florence, S. Gimignano, Montalcino, Chianti vineyard, Hill towns.  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 4

Good 3/5 

5 Nights min stay

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from £88 /night

£616 - £1200 / week

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Key info:

  • Nearest beach 105 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Best views of Siena.The apartment being only a few minutes from the Campo. The terrace is magnificent with 360°panoramic views of the centre of town, Duomo,the bell tower.It's very quite and you can relax on the roof deck taking a sunbath on the long chair. flat apartment for rent in the centre of Siena, Tuscan, Italy  …see more

22 Photos

Barn | 1 Bedroom | sleeps 4

4 Nights min stay

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from £63 /night

£440 - £600 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Cozy barn with share pool in Tuscany . Ideal for couples.  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 14

7 Nights min stay

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from £149 /night

£1040 - £2240 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Lovely farmahouse with private garden & pool in Siena  …see more

22 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £160 /night

£1120 - £1620 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Villa Brolio is a renovated independent country house close to Siena in the Chianti area. From the house, surrounded by vineyards and olive groves, guests can enjoy beautiful views of the Tuscan countryside.  …see more

18 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £58 /night

£400 - £560 / week

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Key info:

  • Nearest beach 106 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
The apartment has two bedrooms one big bathroom and a service bath.  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £486 /night

£3400 - £4800 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Villa Cecilia is an incredible rustic farmhouse villa in the heart of south Siena countryside with breathtaking panoramic views that enjoy the surrounding the historic town of Ceglie Messapica and a few kilometres from the enchanting town of Ostuni.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £272 /night

£1900 - £3600 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Positioned on a hilltop, theandnbsp;Villa Pietraandnbsp;is the most fabulous panorama beauty. It gives the sensational and arresting view of the valley where the famous "Nobile di Montepulciano" wine is created. The very look of the villa gives an impression of  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £101 /night

£706 - £1044 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Apartment for 4 persons, with swimming pool , in Montepulciano  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 3

5 Nights min stay

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from £82 /night

£572 - £1095 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Cerelia is situated on the first floor of the village`s oldest building, this delightful 83 Sq.Mt apartment comprising of a dining-living room with fireplace, kitchen, a double bedroom, a single room, two bathrooms with shower. The apartment has been  …see more

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Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £68 /night

£475 - £840 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 4 persons, with swimming pool , in San Gimignano  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £67 /night

£469 - £817 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Attractive apartment for 5 persons, with swimming pool , in Pienza - Montalcino  …see more