Poggio ai Gelsi
Vacation Home in Pienza
Pienza
9.2
Excellent
From $156
From $156
Info Categories
Vacation Home with Swimming Pool

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Vacation Home with Parking
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Laticastelli Country Relais
Hotel in Rapolano Terme
Rapolano Terme
8.8
Excellent
From $216
From $216
Info Categories
Hotel with Swimming Pool

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Hotel with Parking
Family Friendly Hotel

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Poderi Arcangelo
Farm Stay in San Gimignano
San Gimignano
8.4
Very Good
From $121
From $121
Info Categories
Farm Stay with Swimming Pool

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Farm Stay with Parking
Boutique-style Farm Stay
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9.4
Excellent
From $1,631
From $1,631
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
Hotel with Swimming Pool
Hotel with Parking
Boutique-style 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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Categories
Hotel with Swimming Pool

Infinity Pool    Indoor Pool    Panoramic View Pool    Private Pool    Outdoor Pool  

Hotel with Parking

EV charging stations  

Dog Friendly Hotel

Dog Play Area  

Dog Play Area  

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Fattoria Il Santo
Farm Stay in Santo
Monticiano
7.9
Good
Info Categories
Farm Stay with Swimming Pool

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Farm Stay with Parking
Dog Friendly Farm Stay

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Chiusarella - Arceno Rentals Club
Villas in Castelnuovo Berardenga
Castelnuovo Berardenga
From $1,481
From $1,481
Info Categories
Villas with Swimming Pool

Infinity Pool    Panoramic View Pool    Private Pool    Outdoor Pool  

Villas with Parking

Luxury Villas

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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  

Country House with Parking
Country House where Extra Health & Safety Measures Have Been Taken

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Fonteliving
Aparthotel in San Casciano dei Bagni
San Casciano Dei Bagni
9.4
Excellent
From $152
From $152
Info Categories
Aparthotel with Swimming Pool

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Aparthotel with Parking

Aparthotel Taking Steps Towards Sustainability

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Villa San Sanino - Relais in Tuscany
Villas in Torrita di Siena
Torrita Di Siena
9.5
Excellent
From $996
From $996
Info Categories
Villas with Swimming Pool

Infinity Pool    Outdoor Pool  

Infinity Pool    Outdoor Pool  

Villas with Parking
Luxury Villas
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Terra Antica - Resort, Winery & SPA
Farm Stay in Montepulciano
Montepulciano
9.6
Excellent
From $429
From $429
Info Categories
Farm Stay with Swimming Pool
Farm Stay with Parking
Farm Stay with Rooms With Jacuzzi / Hot-tub
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Borgo Di Pietrafitta Relais
Apartments in Castellina in Chianti
Castellina In Chianti
8.9
Excellent
From $86
From $86
Info Categories
Apartment with Infinity Pool
Apartment with Swimming Pool
Apartment with Parking
Dog Friendly Apartment
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Villa Di Capovento
Farm Stay in Castellina in Chianti
Castellina In Chianti
9.7
Excellent
From $291
From $291
Info Categories
Farm Stay with Swimming Pool
Farm Stay with Parking
Luxury Farm Stay
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Lupaia
Farm Stay in Montepulciano
Montepulciano
9.8
Excellent
From $750
From $750
Info Categories
Farm Stay with Swimming Pool
Farm Stay with Parking
Boutique-style Farm Stay
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Palazzo Massaini - La Pieve
Farm Stay in Pienza
Pienza
10
Excellent
From $183
From $183
Info Categories
Farm Stay with Infinity Pool
Farm Stay with Swimming Pool
Farm Stay with Parking
Farm Stay Taking Steps Towards Sustainability
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Fattoria Armena
Farm Stay in Buonconvento
Buonconvento
9.3
Excellent
From $298
From $298
Info Categories
Farm Stay with Swimming Pool
Farm Stay with Parking
Luxury Farm Stay
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Casale il Gualdo by VacaVilla
Villas in Radda in Chianti
Radda In Chianti
10
Excellent
Info Categories
Villas with Swimming Pool
Villas with Parking
Luxury Villas
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The Lazy Olive Villa - Podere Finerri
Vacation Home in Asciano
Asciano
9.8
Excellent
From $303
From $303
Info Categories
Vacation Home with Swimming Pool
Vacation Home with Parking
Luxury Vacation Home
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La Fonte Carducciana
Farm Stay in San Casciano dei Bagni
San Casciano Dei Bagni
8.8
Excellent
From $140
From $140
Info Categories
Farm Stay with Swimming Pool
Farm Stay with Parking
Dog Friendly Farm Stay
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Bella Vista
Apartment in Vagliagli
Castelnuovo Berardenga
10
Excellent
From $90
From $90
Info Categories
Apartment with Swimming Pool
Apartment with Parking
Accessible Apartment
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*Additional taxes or fees may apply. Please check the final price before completing your booking.

Regions: Castelnuovo Berardenga, Castellina In Chianti, Montepulciano, Pienza, San Casciano Dei Bagni, San Gimignano, Buonconvento, Montalcino, Monticiano, Asciano, Casole d Elsa, Castiglione d Orcia, Gaiole In Chianti, Murlo, Poggibonsi, Radda In Chianti, Rapolano Terme, San Giovanni d Asso, Siena, Torrita Di Siena.
Categories:
  •     Parking (36)
  •     Infinity Pool (36)
  •     Pool (36)
  •     Outdoor Pool (34)
  •     Panoramic View Pool (27)
  •     Private Pool (6)
  •     Heated Pool (5)
  •     Indoor Pool (2)
  •     Dog Friendly (26)
  •     Luxury (18)
  •     Romantic (14)
  •     Honeymoon (12)
  •     Accessible (9)
  •     Vineyard (9)
  •     Sustainability Journey (9)
  •     Family (8)
  •     Small (8)
  •     Boutique-Style (8)
  •     EV charging stations (7)
  •     Free Wi-Fi (7)
  •     Yoga (6)
  •     Business (6)
  •     Historic (5)
  •     Spa (5)
  •     Dogs Stay Free (5)
  •     Gym (4)
  •     5 Star (4)
  •     Rooms with Jacuzzi / Hot-Tub (2)
  •     4 Star (2)
  •     Adult Only (2)
  •     Castle (2)
  •     3 Star (2)
  •     Golf (1)
  •     Dog Play Area (1)
  •     Cheap (1)
  •     Health & Safety (1)
  •     Tennis (1)
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