Siena Holiday Apartments

• 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.

• Apartments: 8
• Sleeps: 26
• Location: Buonconvento (Countryside)
• Weekly price: From € 600 to € 2000

The farmhouse is located in the incredible landscape of the Crete Senesi, between Siena and the Valdorcia. It offers 7 finely furnished apartments, equipped with all modern comforts, and a large swimming pool with an amazing view over the surroundings.

• Apartments: 4
• Rooms: 1
• Sleeps: 18
• Location: San Gimignano (Countryside)
• Daily price: From € 125 to € 450
• Weekly price: From € 830 to € 3150

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.

• Apartments: 5
• Rooms: 9
• Sleeps: 18
• Location: Monticiano (Countryside)
• Weekly price: From € 8200 to € 8550

This villa right outside the small town of Monticiano near the Abbey of San Galgano is ideal for weddings & special events. The villa with pool can host up to 18 guests and is just 25 minutes from Siena.

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

Immerse yourself in the brilliant colors and warm hospitality of these apartments between Florence & Siena, near the enchanting tower town of San Gimignano. Spacious apartments, stunning views and pool make the perfect holiday base in Tuscany.

• Apartments: 1
• Rooms: 1
• Sleeps: 2
• Location: Buonconvento (Countryside)
• Daily price: From € 150 to € 300

The lovely and bright Myrtus apartment is ideal for a couple wishing for incredible views and intimacy in the Val d'Orcia region.

• 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.

• Apartments: 4
• Rooms: 4
• Sleeps: 15
• Location: San Gimignano (Countryside)
• Daily price: From € 50 to € 160

The wine estate is located just few minutes outside of San Gimignano, on a hill surrounded by vineyards and olive groves. It has rooms, apartments, pool and playground, perfect for families and those who wish to taste great organic wines.

• Apartments: 4
• Sleeps: 8
• Location: Montepulciano (City)
• Daily price: From € 100 to € 150
• Weekly price: From € 700 to € 1000

Prominently placed in the center of Montepulciano near shops & restaurants, these 4 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.

• Apartments: 4
• Rooms: 7
• Sleeps: 19
• Location: Radicofani (Countryside)
• Daily price: From € 35 to € 60

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.

• Apartments: 3
• Sleeps: 21
• Location: San Casciano dei Bagni (Countryside)
• Daily price: From € 180 to € 550

Luxury vacation villa rentals - a whole villa and 2 apartments - in southern Tuscany assure you of comfortable accommodations & beautiful day trips in Italy. The warm, friendly atmosphere, private pools and many amenities will create special memories.

• Apartments: 3
• Rooms: 7
• Sleeps: 20
• Location: San Gimignano (Countryside)
• Daily price: From € 95 to € 108

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.

• Apartments: 8
• Sleeps: 28
• Location: San Quirico d'Orcia (City)
• Daily price: From € 75 to € 145
• Weekly price: From € 490 to € 980

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.

• 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.

• 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!

• 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.

• 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.

• 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.

• 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.

• 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.

• 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.

• 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.

• 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.

• 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!