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445 Holiday homes in Siena Province

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Filters applied: City breaks (445)

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445 Results  |  
11 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £49 /night

£342 - £599 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
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

25 Photos

Log cabin | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £49 /night

£342 - £368 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Casa Merope è una capanna totalmente ristrutturata, immersa nel verde delle campagne Toscane, tra vigneti ed oliveti, a due passi dalla bellissima San Gimignano, conosciuta anche come "la città delle torri".  …see more

13 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £37 /night

£257 - £428 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Camera Matrimoniale senza uso cucina nella Casetta di Ugolino, Radicofani, Val d'Orcia, Tuscany. Sarete circondati da due ettari di verde e immensa quiete. Casetta di Ugolino -Double Bedroom, surrounded by peace and nature.  …see more

Featured properties

10 Photos

Hotel apartment | 28 Bedrooms | sleeps 50

Very Good 4/5 

Short stays welcome

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from £44 /night

£308 - £851 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Il nostro Residence Casa Vacanze offre ai propri ospiti anche 3 bellissime Piscine di cui una per bambini e una con Idromassaggio: un vero e proprio angolo per il Relax e il divertimento sotto il piacevole sole della Toscana! I nostri clienti possono usufruire di biciclette,campino da calcio e da mini volley e wi fi zone .  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £55 /night

£385 - £530 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Casetta di Ugolino in Radicofani, Val d'Orcia, Tuscany. Un ampio appartamento con capienza massima di 4 persone. Circondato da due ettari di verde e immensa quiete. Ugolino House - Garden View, surrounded by peace and nature  …see more

19 Photos

Barn | 1 Bedroom | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £40 /night

£274 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Per passare delle indimenticabili ferie con la famiglia in una delle zone più suggestive della Toscana. Il punto di partenza per raggiungere dei posti rinominati in tutto il mondo oppure semplicemente rilassarsi in mezzo alla natura  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £55 /night

£385 - £590 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Ampio appartamento in Val D'Orcia, Tuscany, con capienza massima di 5 persone. Circondato da due ettari di verde e immensa quiete. Casetta di Ugolino - Hills view, surrounded by peace and nature  …see more

23 Photos

Apartment | 3 Bedrooms | sleeps 6

1 night min stay

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from £73 /night

£505 - £650 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Casetta di Ugolino in Radicofani, Val D'Orcia, Tuscany. Ampio appartamento con capienza massima di 6 persone. Circondato da due ettari di verde e immensa quiete. Ugolino House: View Wood, surrounded by peace and nature.  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 8

3 Nights min stay

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from £43 /night

£300 - £428 / week

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Key info:

  • Nearest beach 80 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The apartment is an excellent starting point for excursions on foot or mountain bike in the via Francigena or Montagnola senese.Siena is about 13 km, Monteriggioni approx. 8 km. you can do excursions also to s. Gimignano, Colle di Val D'elsa, Casole, s. Galgano  …see more

16 Photos

Barn | 1 Bedroom | sleeps 3

Short stays welcome

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from £73 /night

£505 - £548 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
The property location allows a pleasant vacation in the countryside, and is a good point of reference for visiting Siena (5 miles).  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £43 /night

£300 - £372 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
La Nostra zona e' una delle piu' belle della Toscana, il Senese, dal punto di vista paesaggistico è veramente un angolo di paradiso, sconosciuto a molti. Potrete trovare ristoranti tipici, citta' d'arte, vino straordinario, equitazione, terme, e il mare non e' lontano.  …see more

21 Photos

Tower | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £104 /night

£727 - £770 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Torre Romantic View Lake Vineyards Olive Grouth Swimming Pool Wine Relax Families Childrens Peacefull The Torre is 1,5 km from Radda enjoing all the facilities of a charming small village. Full of Activities!  …see more

21 Photos

Villa | 3 Bedrooms | sleeps 8

Excellent 5/5 

5 Nights min stay

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from £109 /night

£761 - £1317 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
In the heart of Tuscany, the Antica Canonica is a historical residence, excellently located for exploring the area and discovering the delights of Tuscany. Ideal for families seeking relaxation. Swimming-pool, hydro massage, exclusive garden. The original characteristics keep the old glamour and suggest the idea that the time has stopped.  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £33 /night

£231 - £308 / week

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Key info:

  • Suitable for children over
  • Car advised
  • Pets welcome
Cetona si trova nella parte meridionale della Toscana; Siena e Perugia sono a 45 min (50 Km) in auto. Firenze e Roma sono raggiungibili entrambe con 1 ora di treno ( stazione di Chiusi scalo, a 10 min in auto). Piacevoli gite nei dintorni in un raggio di 30-40 Km Terme, visite alle cantine, città storiche, necropoli etrusche, escursioni a piedi e in bici: grande relax  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £31 /night

£214 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
Uniquely peaceful place within 30 km from Siena, San Gimignano, Volterra and other medieval villages. You'll appreciate silence of the place and warm welcome of inhabitants. You will have the chance to stay on your own, walk in the woods, share a meal with other hosts. Respect the silence and peace of the place. If you look for movida this is not your place.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

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from £37 /night

£257 - £385 / week

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Key info:

  • Nearest beach 75 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
ADDITIONAL SERVICES AVAILABLE ARE: CHILDREN UNDER 3 YEARS FREE in cot (from 4 years € 15 per night in an armchair bed) STROLLER € 5 a day BABYSITTING both day and night BREAKFAST housewife € 5 a day DINNER WITH THE FAMILY you can taste typical dishes of Tuscan ho TOUR GUIDE arrange personalized excursions in the countryside and in the city.  …see more

24 Photos

House | 1 Bedroom | sleeps 4

2 Nights min stay

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from £65 /night

£449 - £496 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Immersa nella quiete della campagna senese. Luogo ideale per una pausa in mezzo alla natura, è raccomandato per i più romantici e per chi è alla ricerca del relax. Diversi gli itinerari da compiere a piedi all'interno del bosco o nelle zone limitrofe.  …see more

23 Photos

House | 5 Bedrooms | sleeps 8

Excellent 5/5 

2 Nights min stay

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from £123 /night

£855 - £1026 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
The house is ideal for eight people. It is consists of a living room, a spacious kitchen that overlooks the large terrace with outdoor furniture, three double bedrooms, two single bedrooms, four bathrooms.  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £49 /night

£342 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Essendo l'appartamento situato nel cuore del paese, l'ospite può trovare locali negozi e siti d'arte, in meno di un'ora si raggiungono Siena, Firenze, Volterra e la costa  …see more

16 Photos

House | 2 Bedrooms | sleeps 4

1 night min stay

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from £49 /night

£342 / week

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Key info:

  • Suitable for children over
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Casa con giardino nel centro storico di Colle di Val d'Elsa. Finemente ristrutturata ed arredata.  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £80 /night

£556 - £727 / week

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Key info:

  • Swimming pool
  • Suitable for children over
  • Car essential
  • Some pets are welcome - please contact the owner
1 bedroom apartment superior for 2 or 4 people, with double bedroom, private bathroom with shower, living room with kitchen and sofabed. Private terrace. It share swimming pool, BBQ and Jacuzzi with other 9 apartments. You NEED a car to get there. For arriving there is a short dirty road, easy to go also with a city car.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £147 /night

£1026 / week

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Key info:

  • Nearest beach 65 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Completely restored old country villa surrounded by private garden with superb views on one of the most pristine parts of Tuscany.  …see more

21 Photos

Castle | 6 Bedrooms | sleeps 16

7 Nights min stay

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from £415 /night

£2904 - £3105 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Romantic castle with pool to rent near Montepulciano – sleeps 14+2 From 3300€ to 3850€ a week  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £404 /night

£2823 - £5242 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury air-conditioned villa with pool, Jacuzzi and sauna close to San Gimignano – sleeps 12 From 3500€ to 6500€ a week  …see more

20 Photos

Farmhouse | 5 Bedrooms | sleeps 9

Short stays welcome

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from £125 /night

£871 - £1678 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Comfortable country house with private pool to rent near San Casciano dei Bagni – sleeps 9 From 1080€ to 2040€ a week  …see more

4 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £69 /night

£479 - £539 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
L'agriturismo il Girasole si erge su una collina adiacente a San Gimignano circondato da vigneti e oliveti di proprietà. A conduzione familiare da 3 generazioni è a completa disposizione per i clienti e offre 2 appartamenti e una camera con vista su San Gimignano.  …see more

5 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £69 /night

£479 - £539 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
L'agriturismo il Girasole si erge su una collina adiacente a San Gimignano circondato da vigneti e oliveti di proprietà. A conduzione familiare da 3 generazioni è a completa disposizione per i clienti e offre 2 appartamenti e una camera con vista su San Gimignano.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 3

2 Nights min stay

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from £52 /night

£360 / week

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Key info:

  • Suitable for children over
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Large outdoor area. Homely and friendly atmosphere. The tranquility of the countryside just a few steps away from the center.  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £86 /night

£599 - £1078 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
Casale storico in Val di Chiana  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £68 /night

£471 - £522 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Appartamento di 70mq immerso nelle splendide colline del Chianti. La proprietà, con pavimenti in cotto e soffitti a travi, è parte di una casa colonica situata all'interno di un piccolo borgo, Ideale per una vacanza di completo relax o per visitare Siena e dintorni. Principali località turistiche nelle vicinanze: Siena (10 km), Monteriggioni (16 km), San Gimignano (30 km)  …see more

4 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £69 /night

£479 - £539 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
L'agriturismo il Girasole si erge su una collina adiacente a San Gimignano circondato da oliveti e vigneti di proprietà. A conduzione familiare da 3 generazioni è a completa disposizione per gli ospiti e offre 2 appartamenti e una camera con vista su San Gimignano.  …see more

6 Photos

Condo | 1 Bedroom | sleeps 4

3 Nights min stay

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from £74 /night

£513 / week

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Key info:

  • Suitable for children over
  • Pets welcome
Ubicato al terzo piano dotato di ascensore, l'appartamento e' composto da un' ingresso, soggiorno con angolo cottura e divano letto matrimoniale open space, camera da letto doppia oltre ad un bagno con box doccia.Le stanze sono ampie e luminose con soffitti a travicelli  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £46 /night

£317 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Casa in pietra toscana antica, in un bel podere con vista mozzafiato, grande parco e piscina. Atmosfera amichevole non lontano da Siena. Equitazione, cucina tipica, città d'arte Toscane, i vini migliori del mondo, terme, un'ora dal mare, piccoli borghi da scoprire. Adattissima per famiglie anche con animali da compagnia, gruppi di amici, per i bambini.  …see more

20 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £82 /night

£569 / week

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Key info:

  • Nearest beach 124 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
Un soggiorno romantico e raffinato in un b&b di lusso in completa intimita' e riservatezza. Il fascino della vita quotidiana in un piccolo borgo medievale immerso nelle meraviglie delle crete senesi.  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 3

4 Nights min stay

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from £49 /night

£342 - £471 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
La naturale estensione del paese di Gaiole in Chianti. Il concetto del “villaggio - nel - villaggio” unico nel suo genere. Il concetto del borgo che diventa parte integrante del villaggio. Una cura maniacale dell' architettura e dei materiali. Disponibilità di appartame  …see more

24 Photos

B&B | 4 Bedrooms | sleeps 8

1 night min stay

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from £341 /night

£2385 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
In the picturesque medieval village of Montichiello, Maria Gabriella is pleased to welcome you to its comfortable B & B tastefully furnished and equipped with all comfort. You can easily reach Pienza,Montepulciano, Bagno Vignoni and Vald'Orcia. Maria Gabriella will be happy to welcome you on your arrival to show you the room to give you information  …see more

20 Photos

Farmhouse | 1 Bedroom | sleeps 2

2 Nights min stay

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from £49 /night

£342 - £471 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
Cerchi una vacanza rilassante o un semplice stacco dalla quotidianità? Ti piace gustare gli antichi sapori della cucina tradizionale toscana o andar per cantine alla scoperta dei grandi Rossi toscani? Vuoi immergerti nelle acque termali di Fonteverde o Piscine Theia? Al Caio potete cenare gustando i piatti tipici toscani, realizzati con passione e i prodotti dell'orto  …see more

23 Photos

Farmhouse | 19 Bedrooms | sleeps 50

1 night min stay

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from £60 /night

£419 - £676 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
Agriturismo immerso nel verde delle colline Toscane, situato in posizione strategica per visite alle principali città d'arte e anche ai piccoli paesini poco conosciuti, ma affascinanti dove riscoprire antiche tradizioni. Tra le attrattive vicine anche la via Francigena.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £178 /night

£1240 - £1582 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Thanks to its superb location the farmhouse is the ideal starting point to visit the Val di Chiana and Val d'Orcia with its wonderful medieval towns such as Cortona, Montepulciano, San Quirico d'Orcia, Pienza, as well as Montalcino and San Gimignano and the beautiful ar An ideal place for a relaxing holiday and visiting the most beautiful and striking sites of Tuscany.  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £74 /night

£513 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Quattro appartamenti indipendenti - Ristorante di ottimo livello - Colazione a buffet - Piscina esterna - Piscina esterna idromassaggio non riscaldata - Internet wi fi free - Giardino e spazi esterni attrezzati - Parcheggio coperto riservato - Tv satellitare - Appartamento Pagliaio, pianterreno, è composto da una camera matrimoniale, una cucina e un bagno con doccia  …see more

7 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £25 /night

£171 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Siena Arezzo Perugia casale trekking cavallo bicicletta appartamento tradizionale colazione stile toscano italia toscana colline L'appartamento è totalmente indipendente, non abitiamo nel casale ma siamo sempre a disposizione!  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £107 /night

£744 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Quattro appartamenti indipendenti - Ristorante di ottimo livello - Colazione a buffet - Piscina esterna - Piscina esterna idromassaggio non riscaldata - Internet wi fi free - Giardino e spazi esterni attrezzati - Parcheggio coperto riservato - Tv satellitare - Caciaiola: pianterreno, camera matrimoniale + camera a due letti singoli, una cucina e un bagno con doccia  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

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from £43 /night

£300 / week

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Key info:

  • Ski
  • Great for children of all ages
  • Pets welcome
Situato in una bellissima collina, l'agriturismo si affaccia nella vallata della Val D'Orcia. si trova nella bella cittadina di Pienza..... vicino alle TERME DI BAGNI SAN FILIPPO,BAGNI VIGNONI.  …see more

6 Photos

Farmhouse | 2 Bedrooms | sleeps 4

1 night min stay

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from £68 /night

£471 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
Situato in una bellissima collina, l'agriturismo si affaccia nella vallata della Val D'Orcia.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £107 /night

£744 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Quattro appartamenti indipendenti - Ristorante di ottimo livello - Colazione a buffet - Piscina esterna - Piscina esterna idromassaggio non riscaldata - Internet wi fi free - Giardino e spazi esterni attrezzati - Parcheggio coperto riservato - Tv satellitare - Granaio, su due piani, camera matrimoniale + camera due letti singoli, una cucina, due bagni, uno con doccia  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £107 /night

£744 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Quattro appartamenti indipendenti - Ristorante di ottimo livello - Colazione a buffet - Piscina esterna - Piscina esterna idromassaggio non riscaldata - Internet wi fi free - Giardino e spazi esterni attrezzati - Parcheggio coperto riservato - Tv satellitare - Appartamento Aia, pianterreno, è composto da due camere matrimoniali, una cucina e un bagno con doccia  …see more

15 Photos

Townhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £101 /night

£706 - £908 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
In the very center of a lovely ancient medieval village stands Casa Marelli. Recently carefully restored preserving all the traditional Tuscan characteristics of the building such as wooden beamed ceilings and brick work arches.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £392 /night

£2742 - £3831 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great 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

23 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £289 /night

£2017 - £4839 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Podere Sant'Albino is a 16th century farmhouse built on Roman foundations, nestled between woods and olive groves.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £139 /night

£968 - £1936 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great 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