L'Olmo 1.7 mi from Pienza
Bed & Breakfast in Monticchiello
9.6
Excellent
From $388
From $388
Info Categories
Luxury Bed & Breakfast

Bed & Breakfast with Swimming Pool

Infinity Pool    Heated Pool    Panoramic View Pool    Outdoor Pool  

Dog Friendly Bed & Breakfast

Dogs Stay Free  

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Lupaia 4.5 mi from Pienza
Farm Stay in Montepulciano
9.8
Excellent
From $750
From $750
Info Categories
Luxury Farm Stay

Farm Stay with Swimming Pool

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Boutique-style Farm Stay

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Podere Poggio al sole 5.8 mi from Pienza
Country House in Montepulciano
8.9
Excellent
From $173
From $173
Info Categories
Luxury Country House

Country House with Swimming Pool

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Country House Taking Steps Towards Sustainability

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Il Poggio 6.8 mi from Pienza
Villas in Montisi
From $848
From $848
Info Categories
Luxury Villas

Villas with Swimming Pool

Infinity Pool    Private Pool    Outdoor Pool  

Dog Friendly Villas

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Villa San Sanino - Relais in Tuscany 7.0 mi from Pienza
Villas in Torrita di Siena
9.5
Excellent
From $996
From $996
Info Categories
Villas with Swimming Pool

Infinity Pool    Outdoor Pool  

Infinity Pool    Outdoor Pool  

Luxury Villas
Villas for Honeymoon
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Terra Antica - Resort, Winery & SPA 8.0 mi from Pienza
Farm Stay in Montepulciano
9.6
Excellent
From $429
From $429
Info Categories
Luxury Farm Stay
Farm Stay with Swimming Pool
Farm Stay with Parking
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Fattoria Armena 9.2 mi from Pienza
Farm Stay in Buonconvento
9.3
Excellent
From $298
From $298
Info Categories
Luxury Farm Stay
Farm Stay with Swimming Pool
Farm Stay with Free Wi-Fi
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Castello di Velona Resort, Thermal SPA & Winery 9.4 mi from Pienza
Hotel in Montalcino
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
Luxury Hotel
Hotel with Swimming Pool
Dog Friendly Hotel

Dog Play Area  

Dog Play Area  

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The Lazy Olive Villa - Podere Finerri 12.1 mi from Pienza
Vacation Home in Asciano
9.8
Excellent
From $303
From $303
Info Categories
Luxury Vacation Home
Vacation Home with Swimming Pool
Vacation Home with Parking
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Rosewood Castiglion del Bosco 12.9 mi from Pienza
Hotel in Castiglione del Bosco
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
Luxury Hotel
Hotel with Swimming Pool
Boutique-style Hotel

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Corte Delle Stelle 15.9 mi from Pienza
Villas in Cortona
9.6
Excellent
From $341
From $341
Info Categories
Luxury Villas

Villas with Swimming Pool

Infinity Pool    Panoramic View Pool    Private Pool    Outdoor Pool  

Dog Friendly Villas

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Laticastelli Country Relais 16.8 mi from Pienza
Hotel in 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  

Luxury Hotel
Family Friendly Hotel

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Fonteverde Lifestyle & Thermal Retreat - The Leading Hotels of the World 17.2 mi from Pienza
Hotel in San Casciano dei Bagni
8.9
Excellent
From $349
From $349
Info Categories
Luxury Hotel

Hotel with Swimming Pool

Infinity Pool    Panoramic View Pool  

Hotel Taking Steps Towards Sustainability

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Locazione Turistica Petriolo Escape 18.8 mi from Pienza
Vacation Home in Pari
Info Categories
Luxury Vacation Home

Vacation Home with Swimming Pool

Infinity Pool    Panoramic View Pool    Private Pool    Outdoor Pool  

Vacation Home with Parking

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Castello Di Vicarello 22.8 mi from Pienza
Farm Stay in Sasso dʼOmbrone
9.7
Excellent
From $1,617
From $1,617
Info Categories
Luxury Farm Stay

Farm Stay with Swimming Pool

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Historic Farm Stay

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Chiusarella - Arceno Rentals Club 23.4 mi from Pienza
Villas in Castelnuovo Berardenga
From $1,481
From $1,481
Info Categories
Luxury Villas

Villas with Swimming Pool

Infinity Pool    Panoramic View Pool    Private Pool    Outdoor Pool  

Dog Friendly Villas

Dogs Stay Free  

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Il Castello di Rigutinelli 24.0 mi from Pienza
Vacation Home in Arezzo
From $262
From $262
Info Categories
Luxury Vacation Home

Vacation Home with Swimming Pool

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Dog Friendly Vacation Home

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Luxury (17)
  •     Infinity Pool (17)
  •     Pool (17)
  •     Outdoor Pool (16)
  •     Panoramic View Pool (14)
  •     Private Pool (5)
  •     Heated Pool (3)
  •     Indoor Pool (1)
  •     Parking (17)
  •     Dog Friendly (14)
  •     Romantic (8)
  •     Honeymoon (8)
  •     Accessible (6)
  •     Boutique-Style (5)
  •     Vineyard (5)
  •     Sustainability Journey (5)
  •     EV charging stations (5)
  •     Spa (4)
  •     Yoga (4)
  •     Business (4)
  •     Dogs Stay Free (4)
  •     Family (4)
  •     Free Wi-Fi (3)
  •     5 Star (3)
  •     Gym (3)
  •     Rooms with Jacuzzi / Hot-Tub (2)
  •     Small (2)
  •     Castle (2)
  •     Historic (2)
  •     Golf (1)
  •     4 Star (1)
  •     Health & Safety (1)
  •     Dog Play Area (1)
  •     Tennis (1)
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