Hotel Le Fontanelle
Hotel in Pianella
Castelnuovo Berardenga
9.4
Excellent
From $490
From $490
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Dog Friendly Hotel


Historic Hotel


Romantic Hotel


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9.5
Excellent
From $1,044
From $1,044
Info
This 5-star luxury hotel is surrounded by lush green vineyards and the picturesque Tuscan landscapes, offering high quality accommodation facilities in a historic Italian estate. Guests can choose between luxurious penthouses or villas, all elegantly appointed and equipped with everything guests might need for the most relaxing and comfortable stay.
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Historic Hotel


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villa San Fabiano with heated pool
Monteroni d Arbia
From $1,130
From $1,130
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Historic Villas


Dog Friendly Villas


Romantic Villas


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Castello Di Tornano Wine Relais
Gaiole In Chianti
8.6
Very Good
From $199
From $199
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Romantic Hotel


Historic Hotel


Dog Friendly Hotel


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8.0
Very Good
From $771
From $771
Info
Situated on a hill overlooking Val d'Orcia, this restored 10th-century castle is 4.4 km away from Abbey of Sant'Antimo.
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Dog Friendly Hotel

Dog Play Area  

Dog Play Area  


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Vicolo dell'Oste
Guest House in Montepulciano
Montepulciano
9.2
Excellent
From $97
From $97
Info Categories
Historic Guest House


Dog Friendly Guest House


Romantic Guest House


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Hotel Villa Il Patriarca
Hotel in Chiusi
Chiusi
8.7
Very Good
From $144
From $144
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Dog Friendly Hotel

Dog Play Area  

Dog Play Area  


Historic Hotel


Romantic Hotel


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Agriturismo Podere La Rocca
Country House in Abbadia di Montepulciano
Montepulciano
9.1
Excellent
From $165
From $165
Info Categories
Dog Friendly Country House

Dog Play Area    Dogs Stay Free  

Dog Play Area    Dogs Stay Free  


Historic Country House

Romantic Country House

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Fonte Del Castagno
Aparthotel in Sinalunga
Sinalunga
7.8
Good
From $107
From $107
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Dog Friendly Aparthotel

Dogs Stay Free  

Dogs Stay Free  


Historic Aparthotel

Romantic Aparthotel

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Villa Capannuccia
Castellina In Chianti
9.4
Excellent
From $373
From $373
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Dog Friendly Villas

Dogs Stay Free  

Dogs Stay Free  


Historic Villas

Romantic Villas

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Casa Di Campagna In Toscana
Country House in Sovicille
Sovicille
9.2
Excellent
From $118
From $118
Info Categories
Dog Friendly Country House

Dog Play Area  

Dog Play Area  


Historic Country House

Romantic Country House

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Tana de Lepri
Aparthotel in Colle Val D'Elsa
Colle di Val d Elsa
9.2
Excellent
Info Categories
Dog Friendly Aparthotel

Dogs Stay Free  

Dogs Stay Free  


Historic Aparthotel

Romantic Aparthotel

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SARNA Residence
Aparthotel in San Quirico dʼOrcia
San Quirico d Orcia
9.1
Excellent
From $131
From $131
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Dog Friendly Aparthotel

Dog Play Area    Dogs Stay Free  

Dog Play Area    Dogs Stay Free  


Historic Aparthotel

Romantic Aparthotel

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Hotel Garden
Hotel in Siena
Siena
8.1
Very Good
From $117
From $117
Info Categories
Dog Friendly Hotel

Dog Play Area    Dogs Stay Free  

Dog Play Area    Dogs Stay Free  


Historic Hotel

Romantic Hotel

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Le Mascie
Aparthotel in Sovicille
Sovicille
9.1
Excellent
From $108
From $108
Info Categories
Dog Friendly Aparthotel

Dogs Stay Free  

Dogs Stay Free  


Historic Aparthotel

Romantic Aparthotel

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La Locanda Di Cetona
Guest House in Cetona
Cetona
9.1
Excellent
From $101
From $101
Info Categories
Dog Friendly Guest House


Historic Guest House


Romantic Guest House


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8.1
Very Good
From $478
From $478
Info
Castel Monastero is a luxurious resort located in the heart of Tuscany, just 23 km from Siena. The beautifully restored medieval village and monastery offer guests a feeling of simple refinement and pure elegance with its contemporary rustic chic style. The resort has 74 rooms and suites including one villa, all offering stunning views of the surrounding Chiantishire. The resort offers a range of services including free Wi-Fi, open spaces like the garden and medieval piazza\/village and indoor\/outdoor swimming pools as well as activities such as horseback riding, wine tours and cooking classes. Castel Monastero also features a wellness program, yoga sessions and an à la carte restaurant that offers authentic Italian cuisine with a modern twist.
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Relais Vignale & Spa
Radda In Chianti
8.5
Very Good
From $148
From $148
Info Categories
Historic Hotel


Dog Friendly Hotel


Romantic Hotel


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Pieve Marsina & Borgo Argenina
Country House in Monti di Sotto
Gaiole In Chianti
9.5
Excellent
From $202
From $202
Info Categories
Historic Country House


Dog Friendly Country House

Dogs Stay Free  


Romantic Country House


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Agriturismo Casale Dello Sparviero
Castellina In Chianti
9.3
Excellent
From $126
From $126
Info Categories
Historic Farm Stay


Dog Friendly Farm Stay

Dogs Stay Free  


Romantic Farm Stay


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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Romantic (63)
  •     Historic (63)
  •     Dog Friendly (63)
  •     Dogs Stay Free (21)
  •     Dog Play Area (6)
  •     Pool (52)
  •     Outdoor Pool (52)
  •     Parking (46)
  •     Small (31)
  •     Honeymoon (31)
  •     Boutique-Style (26)
  •     Vineyard (21)
  •     Sustainability Journey (18)
  •     Business (16)
  •     Family (16)
  •     Luxury (15)
  •     Accessible (14)
  •     Free Wi-Fi (14)
  •     4 Star (12)
  •     EV charging stations (10)
  •     Yoga (9)
  •     Panoramic View Pool (9)
  •     Tennis (8)
  •     Spa (8)
  •     Gym (6)
  •     Infinity Pool (6)
  •     Heated Pool (5)
  •     5 Star (5)
  •     Private Pool (4)
  •     Indoor Pool (4)
  •     Castle (4)
  •     Monastery (3)
  •     Health & Safety (3)
  •     Children's Pool (3)
  •     Rooms with Fireplace (2)
  •     Nightlife (1)
  •     Rooms with Jacuzzi / Hot-Tub (1)
  •     Golf (1)
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