Hotel Palazzo Squarcialupi 7.4 mi from Gaiole in Chianti
Hotel in Castellina in Chianti
9.1
Excellent
From $197
From $197
Info Categories
Historic Hotel

Hotel with Swimming Pool

Outdoor Pool  

Hotel with Spa

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Villa Siena 8.0 mi from Gaiole in Chianti
Vacation Home in Siena
8.9
Excellent
From $154
From $154
Info Categories
Historic Vacation Home

Vacation Home with Swimming Pool

Outdoor Pool  

Luxury Vacation Home

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Villa Baronzola 8.1 mi from Gaiole in Chianti
Country House in Montevarchi
9.7
Excellent
From $171
From $171
Info Categories
Historic Country House

Country House with Swimming Pool

Outdoor Pool  

Dog Friendly Country House

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Villa Rosa Panzano 8.2 mi from Gaiole in Chianti
Country House in Panzano
9.1
Excellent
From $1,506
From $1,506
Info Categories
Historic Country House

Country House with Swimming Pool

Private Pool    Outdoor Pool  

Country House near Vineyards

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Villa Le Barone 8.5 mi from Gaiole in Chianti
Hotel in Panzano
9.1
Excellent
From $271
From $271
Info Categories
Hotel with Swimming Pool

Infinity Pool    Heated Pool    Panoramic View Pool    Private Pool    Outdoor Pool  

Historic Hotel

Hotel where Extra Health & Safety Measures Have Been Taken

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Castel Monastero - The Leading Hotels of the World 9.2 mi from Gaiole in Chianti
Hotel in Castelnuovo Berardenga
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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Categories
Hotel with Swimming Pool

Indoor Pool    Outdoor Pool  

Historic Hotel

Luxury Hotel

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Podere La Strega 9.3 mi from Gaiole in Chianti
Country House in Siena
9.0
Excellent
From $153
From $153
Info Categories
Historic Country House

Country House with Swimming Pool

Infinity Pool    Panoramic View Pool    Outdoor Pool  

Boutique-style Country House

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Hotel Garden 10.0 mi from Gaiole in Chianti
Hotel in Siena
8.1
Very Good
From $117
From $117
Info Categories
Historic Hotel

Hotel with Swimming Pool

Children's Pool    Outdoor Pool  

Dog Friendly Hotel

Dog Play Area    Dogs Stay Free  

Dog Play Area    Dogs Stay Free  

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Locanda Le Piazze 10.1 mi from Gaiole in Chianti
Hotel in Castellina in Chianti
9.3
Excellent
From $260
From $260
Info Categories
Hotel with Swimming Pool
Historic Hotel
Luxury Hotel
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Hotel Certosa Di Maggiano 10.2 mi from Gaiole in Chianti
Hotel in Siena
9.5
Excellent
From $338
From $338
Info
Hotel Certosa Di Maggiano is a luxurious boutique hotel located in the heart of Tuscany, housed in an antique monastery, minutes away from Siena. With 19 rooms and luxury suites, each room is unique and features a careful selection of warm woods, cool stone, textiles and colors. The hotel's restaurant and bar offer inventive and playful interpretations of traditional Tuscan dishes using only the best in local, organic produce from their garden just steps away from the hotel. The hotel also features a unique chapel adorned with an installation by the renowned sculptor Massimo Lippi providing the perfect place to sit and embrace the tranquility of the surroundings.
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Categories
Hotel with Swimming Pool
Historic Hotel
Boutique-style Hotel
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Hotel Porta Romana 10.5 mi from Gaiole in Chianti
Hotel in Siena
7.8
Good
From $73
From $73
Info Categories
Historic Hotel
Hotel with Swimming Pool
Family Friendly Hotel
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Agriturismo Casale Dello Sparviero 10.5 mi from Gaiole in Chianti
Farm Stay in Castellina in Chianti
9.3
Excellent
From $126
From $126
Info Categories
Historic Farm Stay
Farm Stay with Swimming Pool
Boutique-style Farm Stay
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Castello Di Montegonzi 11.0 mi from Gaiole in Chianti
Country House in Greve
8.6
Very Good
From $99
From $99
Info Categories
Historic Country House
Country House with Swimming Pool
Dog Friendly Country House

Dog Play Area  

Dog Play Area  

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Antico Pastificio 11.1 mi from Gaiole in Chianti
Aparthotel in Greve
8.5
Very Good
From $71
From $71
Info Categories
Historic Aparthotel
Aparthotel with Swimming Pool
Boutique-style Aparthotel
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Borgo dé Brandi 11.1 mi from Gaiole in Chianti
Farm Stay in Monteriggioni
9.2
Excellent
From $181
From $181
Info Categories
Historic Farm Stay
Farm Stay with Swimming Pool
Former Monastery Farm Stay
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Romantik Hotel Monteriggioni 11.2 mi from Gaiole in Chianti
Hotel in Monteriggioni
9.3
Excellent
From $147
From $147
Info Categories
Historic Hotel
Hotel with Swimming Pool
Boutique-style Hotel
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Agriturismo Molinuzzo 11.3 mi from Gaiole in Chianti
Country House in Barberino di Val dʼElsa
8.7
Very Good
From $105
From $105
Info Categories
Historic Country House
Country House with Swimming Pool
Country House near Vineyards
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Chiantivillas Poggio a Vento 11.9 mi from Gaiole in Chianti
Villas in Badia A Passigano
9.5
Excellent
From $443
From $443
Info Categories
Historic Villas
Villas with Swimming Pool
Luxury Villas
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B&B le Querciole del Chianti 12.0 mi from Gaiole in Chianti
Country House in Barberino di Val dʼElsa
9.3
Excellent
From $103
From $103
Info Categories
Historic Country House
Country House with Swimming Pool
Country House near Vineyards
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Villa Bordoni 12.0 mi from Gaiole in Chianti
Hotel in Greve
9.7
Excellent
From $288
From $288
Info Categories
Historic Hotel
Hotel with Swimming Pool
Family Friendly Hotel

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Historic (125)
  •     Pool (125)
  •     Outdoor Pool (123)
  •     Panoramic View Pool (12)
  •     Private Pool (11)
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  •     Indoor Pool (6)
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  •     Children's Pool (4)
  •     Romantic (105)
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  •     Honeymoon (62)
  •     Small (58)
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  •     Boutique-Style (40)
  •     Business (40)
  •     Family (39)
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  •     Accessible (32)
  •     Sustainability Journey (28)
  •     Free Wi-Fi (27)
  •     4 Star (24)
  •     Dogs Stay Free (22)
  •     EV charging stations (22)
  •     Yoga (19)
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  •     Tennis (11)
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  •     Golf (8)
  •     Monastery (5)
  •     Health & Safety (5)
  •     3 Star (4)
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  •     Dog Play Area (3)
  •     Rooms with Jacuzzi / Hot-Tub (3)
  •     Rooms with Fireplace (2)
  •     Nightlife (2)
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