Siena Holiday Apartments

30 Properties found

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Pieve MarsinaAdd to
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  • Apartments: 6
  • Sleeps: 20
  • Location: Gaiole in Chianti (Countryside)
  • Daily price: From € 80 to € 230

The warm hospitality of this estate creates an environment where holiday goers can enjoy the Tuscan styled vacation rentals, panoramic vistas, a lovely private pool & romantic spa. Spacious apartments in the heart of Chianti, close to Siena & Arezzo.

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San Giovanni in PoggioAdd to
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  • Apartments: 5
  • Sleeps: 24
  • Location: Monteroni d'Arbia (Countryside)
  • Weekly price: From € 500 to € 1200

A charming rural home with pool and a great view on the unspoilt nature of the Crete Senesi, just 10 km south of Siena near the Val d'Orcia. It of five spacious, independent apartments with all modern amenities.

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Il CelleseAdd to
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  • Apartments: 7
  • Sleeps: 25
  • Location: Castellina in Chianti (Countryside)
  • Weekly price: From € 400 to € 2100

Located in Castellina in Chianti, in the heart of Chianti area, this typical Tuscan farmhouse offers 7 independent apartments, a large salt water pool with view on the surrounding hills and restaurant.

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Agriturismo VernianelloAdd to
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  • Apartments: 4
  • Sleeps: 14
  • Location: Poggibonsi (Countryside)
  • Weekly price: From € 545 to € 959

The family managed farmhouse is located in the Chianti countryside a few kilometers from San Gimignano and Siena. It has 4 comfortable apartments, a beautiful pool overlooking the surrounding hills and a restaurant serving traditional Tuscan cuisine.

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Podere PatrignoneAdd to
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  • Apartments: 6
  • Rooms: 15
  • Sleeps: 32
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 115

The ambiance at this farmhouse brings together family & friends, nature & relax. The villa rental & self catering apartments provide an ideal base for exploring Tuscany in its natural state: hiking, swimming, dinner banquets & small town adventures.

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Casa Podere MontiAdd to
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  • Apartments: 6
  • Sleeps: 26
  • Location: Casole d'Elsa (Countryside)
  • Daily price: From € 60 to € 215

A beautiful family run estate with self catering apartments & independent vacation villas. Located in the heart of the Siena landscape, it promises panoramic views & tranquility while within walking distance of shops & restaurants.

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Borgo SicelleAdd to
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  • Apartments: 10
  • Sleeps: 33
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 70 to € 195

10 self catering vacation rental apartments for families with children, couples & groups in Castellina in Chianti. Positioned on a panoramic hillside it offers picture perfect vistas of Chianti and Tuscany, only a short distance from Siena & Florence.

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MacinellaAdd to
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  • Apartments: 6
  • Sleeps: 28
  • Location: San Gimignano (Countryside)
  • Daily price: From € 54 to € 240
  • Weekly price: From € 376 to € 1684

Choose to immerse yourself in the brilliant colors and warm hospitality of these apartments between Florence & Siena, near the enchanting tower town of San Gimignano. Spacious rooms and stunning views for the perfect holiday base.

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Il Borghetto Tuscan HolidaysAdd to
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  • Apartments: 11
  • Rooms: 11
  • Sleeps: 45
  • Location: San Gimignano (Countryside)
  • Daily price: From € 105 to € 318

Set among the vineyards of San Gimignano, the 11 self catering holiday apartments at the villa are the perfect base for a vacation exploring every corner of Tuscany, close to enchanting towns, wine tasting, & the beautiful cities of Florence & Siena.

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Attico DuomoAdd to
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  • Apartments: 1
  • Rooms: 2
  • Sleeps: 4
  • Location: San Gimignano (City)
  • Weekly price: From € 650 to € 800

The exclusive apartment in San Gimignano offers up to 4 guests a splendid view onto Piazza Duomo. Located on the top floor of a medieval palace, the 2 bedroom apartment offers a spacious kitchen, living area, bathroom and all amenities including Wifi.

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Agriturismo Casa dei GirasoliAdd to
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  • Apartments: 4
  • Sleeps: 12
  • Location: San Gimignano (Countryside)
  • Daily price: From € 60 to € 140
  • Weekly price: From € 420 to € 1190

The four lovely vacation rental apartments at this farmhouse overlook the fabulous tower town of San Gimignano. Combine lovely views, fresh air and the beauty of the landscape on your vacation in Tuscany.

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Apartment La RoccaiaAdd to
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  • Apartments: 1
  • Sleeps: 4
  • Location: San Gimignano (Countryside)

Independent apartment with swimming pool settled in the countryside near Siena, completely furnished according to the typical rural Tuscan style, with magnificent view on the city of San Gimignano.

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Agriturismo PancolinaAdd to
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  • Apartments: 4
  • Rooms: 1
  • Sleeps: 18
  • Location: San Gimignano (Countryside)
  • Daily price: From € 95 to € 340
  • Weekly price: From € 630 to € 2380

The 5 accommodations in this luxurious, recently renovated farm estate offer comfort & style. Perfect for couples, families & small groups, they offer a magic place in the heart of Tuscany, with panoramic pool and breathtaking views.

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Politian ApartmentsAdd to
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  • Apartments: 6
  • Sleeps: 18
  • Location: Montepulciano (City)
  • Daily price: From € 80 to € 180

Prominently placed in the center of Montepulciano near shops & restaurants, these 6 self-catering vacation apartments are your ideal home while on holiday in Tuscany. Explore Val d’Orcia, Chianti, Siena & Florence from your base in Montepulciano.

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Podere PietretaAdd to
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  • Apartments: 4
  • Rooms: 2
  • Sleeps: 19
  • Location: Radicofani (Countryside)
  • Daily price: From € 25 to € 45

Select your holiday pleasure at the farmhouse between a rental room, apartment or independent villa. Nestled in southern Tuscany, find ample space to relax and explore the landscape, the food and the hospitality.

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La Casa in ChiantiAdd to
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  • Apartments: 2
  • Sleeps: 6
  • Location: Gaiole in Chianti (Countryside)
  • Daily price: From € 180 to € 300

This beautiful farmhouse near Gaiole in Chianti features 2 holiday rental villas for families & friends exploring Tuscany. Great views, a Tuscan atmosphere, attentive service & homey comforts for a tranquil vacation.

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Agriturismo PoggiacolleAdd to
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  • Apartments: 4
  • Rooms: 8
  • Sleeps: 20
  • Location: San Gimignano (Countryside)
  • Daily price: From € 90 to € 98

Nestled in the relaxing beauty of the Tuscan countryside, the farmhouse is situated just 2 km outside of the medieval village of San Gimignano. It offers cozy B&B style rooms, apartments & a pool with breathtaking views of the skyline of San Gimignano.

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Sarna ResidenceAdd to
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  • Apartments: 8
  • Sleeps: 28
  • Location: San Quirico d'Orcia (City)
  • Daily price: From € 65 to € 125
  • Weekly price: From € 435 to € 845

This Residence in Val d'Orcia offers 8 self catering one & two bedroom apartments with WiFi, functional kitchens, space for the kids, technogym & a relaxing jacuzzi tub. Positioned less than 500 meters from restaurants, shops and public transport.

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Villa Il PoggioOnline
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  • Apartments: 4
  • Rooms: 4
  • Sleeps: 22
  • Location: Sinalunga (Countryside)
  • Daily price: From € 95
  • Weekly price: From € 450 to € 1060

These elegant B&B rooms and country styled vacation rental apartments are set in Sinalunga, in a central position which takes full advantage of the stunning Tuscany countryside. The Villa has an outdoor pool.

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Agriturismo Montefreddo AceronaOnline
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  • Apartments: 4
  • Sleeps: 36
  • Location: San Casciano dei Bagni (Countryside)
  • Daily price: From € 40 to € 60
  • Weekly price: From € 800 to € 4900

Luxury vacation villa rentals located in the south of Tuscany assure you of comfortable accommodations and beautiful day trips in Italy. The warm friendly atmosphere, private pools and many amenities will truly make this the best holiday ever.

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Colombaio di CencioOnline
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  • Apartments: 6
  • Sleeps: 30
  • Location: Gaiole in Chianti (Countryside)
  • Daily price: From € 111

Nestle in the corner of a wine producing estate in the heart of Chianti Classico, the farmhouse offers a combination of self catering holiday apartments and a large Tuscany villa rental. Private pools, wine tastings & stunning views!

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Relais Riserva di FizzanoOnline
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  • Rooms: 19
  • Location: Castellina in Chianti (Countryside)
  • Daily price: From € 130 to € 295

This relais offers comfortable apartments equipped with major comforts. It organizes wine tours, weddings and events.

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Art Rebus TowerOnline
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  • Rooms: 2
  • Sleeps: 6
  • Location: Radda in Chianti (City)
  • Daily price: From € 89 to € 153

Enjoy the beauty of Tuscany from this stunning position above the historic town of Radda in Chianti. The Art Rebus Tower features two double bedrooms in the center of a quaint medieval hamlet nestled among the vineyards between Florence & Siena.

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Agriturismo PiettorriOnline
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  • Apartments: 7
  • Sleeps: 25
  • Location: Casole d'Elsa (Countryside)
  • Weekly price: From € 497 to € 1431

The 7 self catering vacation rentals at this farmhouse are within the borders of the family run farm & wine estate in the Siena countryside. Close to San Gimignano & Florence the gardens & pool invite you to relax in Tuscany.

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Casa LariOnline
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  • Rooms: 10
  • Location: San Gimignano (Countryside)
  • Daily price: From € 89 to € 100

Casa Lari is located near the medieval city of San Gimignano. It offers comfortable rooms and apartments, as well as a nice open air swimming pool.

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Agriturismo Casa Alle VaccheOnline
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  • Rooms: 7
  • Location: San Gimignano (Countryside)
  • Daily price: From € 75 to € 120

Located near the medieval town of San Gimignano and immersed in the countryside, this typical farmhouse offers nice and comfortable apartments with swimming pool.

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Agriturismo BonelloOnline
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  • Rooms: 9
  • Location: Pienza (Countryside)
  • Daily price: From € 83 to € 255

The traditional farmhouse offers self-catering apartments that can host up to 6 guests, some equipped to accommodate disabled guests. The estate also offers guests a swimming pool and restaurant in the beautiful countryside of Val d'Orcia near Pienza.

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Castello di Ripa d'OrciaOnline
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  • Apartments: 4
  • Rooms: 2
  • Sleeps: 25
  • Location: Castiglione d'Orcia (Countryside)
  • Daily price: From € 93
  • Weekly price: From € 550 to € 1100

Treat yourself to a superb holiday in this restored Castle with B&B rooms and 2 bedroom vacation rentals for adults only. Endless panoramic views, a scenic pool, on site restaurant and silence will make a memorable holiday.

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Agriturismo Il FienileOnline
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  • Apartments: 5
  • Rooms: 5
  • Location: Montepulciano (Countryside)
  • Daily price: From € 85 to € 100

Charming farmhouse in Montepulciano, situated in that Chianti area between Siena and Arezzo famous for its wine. It offers independent apartments, all Tuscan-style renovated and completely furnished, two swimming pools surrounded by marvelous gardens.

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Podere RaffaelloOnline
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  • Apartments: 4
  • Rooms: 1
  • Sleeps: 16
  • Location: Montepulciano (Countryside)
  • Daily price: From € 140 to € 200

Ready to explore the Montepulciano countryside, nearby vineyards & thermal spas? This fully restored Tuscan farmhouse & agriturismo has 6 romantic apartments, a pool & tranquil garden. Then this is the best place to start your adventure!

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