Hotel Le Fontanelle
Hotel in Pianella
Castelnuovo Berardenga
9.4
Excellent
From $475
From $475
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool    Panoramic View Pool    Outdoor Pool  

Heated Pool    Indoor Pool    Panoramic View Pool    Outdoor Pool  

Romantic Hotel
Historic Hotel

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Hotel Villa Il Patriarca
Hotel in Chiusi
Chiusi
8.7
Very Good
From $139
From $139
Info Categories
Hotel with Swimming Pool

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Romantic Hotel
Historic Hotel

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Podere Salicotto
Country House in Buonconvento
Buonconvento
9.5
Excellent
From $188
From $188
Info Categories
Country House with Swimming Pool

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Romantic Country House
Country House where Extra Health & Safety Measures Have Been Taken

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Poderi Arcangelo
Farm Stay in San Gimignano
San Gimignano
8.4
Very Good
From $109
From $109
Info Categories
Farm Stay with Swimming Pool

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Romantic Farm Stay
Boutique-style Farm Stay
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Relais Vignale & Spa
Hotel in Radda in Chianti
Radda In Chianti
8.5
Very Good
From $143
From $143
Info Categories
Hotel with Swimming Pool

Panoramic View Pool    Outdoor Pool  

Panoramic View Pool    Outdoor Pool  

Romantic Hotel
Hotel near Vineyards

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Laticastelli Country Relais
Hotel in Rapolano Terme
Rapolano Terme
8.8
Excellent
From $208
From $208
Info Categories
Hotel with Swimming Pool

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Romantic Hotel
Family Friendly Hotel

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La Locanda Country Hotel
Country House in Radda in Chianti
Radda In Chianti
9.8
Excellent
From $191
From $191
Info Categories
Country House with Swimming Pool

Panoramic View Pool    Outdoor Pool  

Panoramic View Pool    Outdoor Pool  

Romantic Country House
Luxury Country House
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Locanda in Tuscany
Farm Stay in Castiglione dʼOrcia
Castiglione d Orcia
9.1
Excellent
From $236
From $236
Info Categories
Farm Stay with Swimming Pool

Panoramic View Pool    Outdoor Pool  

Panoramic View Pool    Outdoor Pool  

Romantic Farm Stay
Farm Stay for Honeymoon
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8.0
Very Good
From $623
From $623
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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Categories
Romantic Hotel
Hotel with Swimming Pool
Dog Friendly Hotel

Dog Play Area  

Dog Play Area  

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9.5
Excellent
From $779
From $779
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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Categories
Romantic Hotel

Hotel with Swimming Pool

Infinity Pool    Heated Pool    Panoramic View Pool    Outdoor Pool  

Historic Hotel

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Castello Banfi - Il Borgo
Hotel in Montalcino
Montalcino
9.7
Excellent
From $797
From $797
Info
Set on a hilltop 10 km from Montalcino and overlooking its own vineyards, Castello Banfi - Il Borgo offers stylish and elegant rooms.
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Categories
Romantic Hotel

Hotel with Swimming Pool

Heated Pool    Panoramic View Pool    Outdoor Pool  

Boutique-style Hotel

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9.4
Excellent
From $1,236
From $1,236
Info
Rosewood Castiglion del Bosco is a luxurious resort in the Tuscan countryside located just 90 kilometers from Florence and 45 kilometers from Sienna. It features elegant and luxurious rooms and suites, excellent culinary options, a spa with treatments that will soothe every guest's body and soul, as well as an 18-hole golf course and verdant vineyards which produce exceptional local wines.
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Categories
Romantic Hotel

Hotel with Swimming Pool

Infinity Pool    Heated Pool    Panoramic View Pool    Outdoor Pool  

Boutique-style Hotel

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Terra Antica - Resort, Winery & SPA
Farm Stay in Montepulciano
Montepulciano
9.6
Excellent
From $321
From $321
Info Categories
Romantic Farm Stay

Farm Stay with Swimming Pool

Infinity Pool    Heated Pool    Panoramic View Pool    Outdoor Pool  

Farm Stay with Parking

EV charging stations  

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Castello La Leccia
Farm Stay in Castellina in Chianti
Castellina In Chianti
9.6
Excellent
From $274
From $274
Info Categories
Romantic Farm Stay

Farm Stay with Swimming Pool

Panoramic View Pool    Outdoor Pool  

Boutique-style Farm Stay

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Agriturismo Casale Dello Sparviero
Farm Stay in Castellina in Chianti
Castellina In Chianti
9.2
Excellent
From $129
From $129
Info Categories
Romantic Farm Stay

Farm Stay with Swimming Pool

Panoramic View Pool    Outdoor Pool  

Boutique-style Farm Stay

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Hotel Villa Casalecchi
Hotel in Castellina in Chianti
Castellina In Chianti
8.4
Very Good
From $161
From $161
Info Categories
Romantic Hotel

Hotel with Swimming Pool

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Hotel near Vineyards

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Villa Di Capovento
Farm Stay in Castellina in Chianti
Castellina In Chianti
9.7
Excellent
From $314
From $314
Info Categories
Romantic Farm Stay

Farm Stay with Swimming Pool

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Farm Stay with Parking

EV charging stations  

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Capannelle Wine Resort
Country House in Gaiole in Chianti
Gaiole In Chianti
9.7
Excellent
From $263
From $263
Info Categories
Romantic Country House

Country House with Swimming Pool

Heated Pool    Panoramic View Pool    Outdoor Pool  

Country House near Vineyards

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IL COLOMBAIO WINERY & Rooms
Farm Stay in Monteriggioni
Monteriggioni
9.4
Excellent
From $190
From $190
Info Categories
Romantic Farm Stay

Farm Stay with Swimming Pool

Panoramic View Pool    Outdoor Pool  

Farm Stay near Vineyards

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8.9
Excellent
From $353
From $353
Info Categories
Romantic Hotel

Hotel with Swimming Pool

Infinity Pool    Panoramic View Pool  

Luxury Hotel

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*Additional taxes or fees may apply. Please check the final price before completing your booking.

Regions: Castellina In Chianti, Montalcino, Montepulciano, Gaiole In Chianti, Radda In Chianti, San Gimignano, Buonconvento, Casole d Elsa, Castelnuovo Berardenga, Castiglione d Orcia, Chianciano Terme, Chiusi, Monteriggioni, Pienza, Radicofani, Rapolano Terme, San Casciano Dei Bagni, San Quirico d Orcia, Siena, Sovicille.
Categories:
  •     Romantic (31)
  •     Panoramic View Pool (31)
  •     Pool (31)
  •     Outdoor Pool (29)
  •     Infinity Pool (14)
  •     Heated Pool (6)
  •     Indoor Pool (3)
  •     Private Pool (1)
  •     Children's Pool (1)
  •     Parking (27)
  •     Honeymoon (23)
  •     Dog Friendly (21)
  •     Vineyard (17)
  •     Luxury (16)
  •     Boutique-Style (15)
  •     Sustainability Journey (14)
  •     Historic (11)
  •     Family (10)
  •     Business (10)
  •     Small (9)
  •     EV charging stations (8)
  •     Spa (8)
  •     Accessible (7)
  •     Yoga (7)
  •     Gym (6)
  •     5 Star (6)
  •     Castle (5)
  •     Adult Only (5)
  •     4 Star (5)
  •     Free Wi-Fi (4)
  •     Dogs Stay Free (3)
  •     Rooms with Jacuzzi / Hot-Tub (2)
  •     Dog Play Area (2)
  •     Tennis (2)
  •     Health & Safety (2)
  •     Monastery (1)
  •     Golf (1)
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