Palazzo Leopoldo Dimora Storica & Spa 4.0 km from Gaiole in Chianti
Hotel in Radda in Chianti
8.4
Very Good
From $137
From $137
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Hotel with Swimming Pool

Heated Pool    Indoor Pool    Outdoor Pool  

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Hotel Palazzo San Niccolò & Spa 4.0 km from Gaiole in Chianti
Hotel in Radda in Chianti
8.3
Very Good
From $125
From $125
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Dog Friendly Hotel

Romantic Hotel

Hotel with Swimming Pool

Heated Pool    Indoor Pool    Outdoor Pool  

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Borgo San Felice 4.3 km from Gaiole in Chianti
Hotel in Castelnuovo Berardenga
9.4
Excellent
From $776
From $776
Info
In Borgo San Felice guests will discover the Chianti area at its most charming: forests of oaks and holm oaks, endless rows of vines, and the towers of Siena on the horizon.
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Dog Friendly Hotel

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Hotel Le Fontanelle 4.5 km from Gaiole in Chianti
Hotel in Pianella
9.4
Excellent
From $490
From $490
Info Categories
Hotel with Gym

Hotel with Swimming Pool

Heated Pool    Indoor Pool    Panoramic View Pool    Outdoor Pool  

Heated Pool    Indoor Pool    Panoramic View Pool    Outdoor Pool  

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Villa Sassolini Country Boutique Hotel 4.8 km from Gaiole in Chianti
Hotel in Montevarchi
8.6
Very Good
From $331
From $331
Info
A small oasis of relaxation and luxury immersed in the lush Tuscan hinterland.
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Hotel with Swimming Pool

Outdoor Pool  

Outdoor Pool  

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Dogs Stay Free  

Dogs Stay Free  

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Borgo Scopeto Wine & Country Relais 4.8 km from Gaiole in Chianti
Hotel in Vagliagli
8.8
Excellent
From $421
From $421
Info
Borgo Scopeto is a countryside Tuscan estate with delightful views of the city of Siena. This estate, which for five centuries was the residence of the famous Sozzini dynasty, has 58 elegant rooms all with modern comforts, yet carefully preserved original 14th-century charm.
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Hotel with Swimming Pool

Children's Pool    Private Pool    Outdoor Pool  

Children's Pool    Private Pool    Outdoor Pool  

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Castelletto di Montebenichi 6.3 km from Gaiole in Chianti
Aparthotel in Monte Benichi
9.6
Excellent
From $139
From $139
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Dog Friendly Aparthotel
Romantic Aparthotel
Aparthotel with Swimming Pool
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Castel Monastero - The Leading Hotels of the World 9.2 km 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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Il Piccolo Castello 11.9 km from Gaiole in Chianti
Hotel in Monteriggioni
8.2
Very Good
From $138
From $138
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Dog Friendly Hotel

Romantic Hotel

Hotel with Swimming Pool

Outdoor Pool  

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San Giovanni Terme Rapolano 14.0 km from Gaiole in Chianti
Resort in Rapolano Terme
8.7
Very Good
From $246
From $246
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Dog Friendly Resort

Romantic Resort

Resort with Swimming Pool

Indoor Pool    Outdoor Pool  

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COMO Castello Del Nero 14.3 km from Gaiole in Chianti
Hotel in Tavarnelle in Val di Pesa
9.0
Excellent
From $817
From $817
Info
At Castello Del Nero, guests can immerse themselves into the magic of the Chianti wine region and feel themselves float out after experiencing the intoxicating spa services and Michelin star restaurant.
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Dog Friendly Hotel

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Il Borro Relais & Châteaux 15.6 km from Gaiole in Chianti
Hotel in San Giustino Valdarno
9.0
Excellent
From $633
From $633
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Dog Friendly Hotel

Romantic Hotel

Hotel with Swimming Pool

Infinity Pool    Outdoor Pool  

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A Point Arezzo Park Hotel 17.4 km from Gaiole in Chianti
Hotel in Arezzo
7.7
Good
From $96
From $96
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Dog Friendly Hotel

Romantic Hotel

Hotel with Swimming Pool

Outdoor Pool  

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Castello di Casole, A Belmond Hotel, Tuscany 19.4 km from Gaiole in Chianti
Hotel in Casole dʼElsa
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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Hotel with Swimming Pool

Infinity Pool    Heated Pool    Panoramic View Pool    Outdoor Pool  

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Villasanpaolo Resort & Spa 20.9 km from Gaiole in Chianti
Hotel in San Gimignano
8.4
Very Good
From $205
From $205
Info Categories
Hotel with Swimming Pool

Heated Pool    Indoor Pool    Outdoor Pool  

Dog Friendly Hotel

Dogs Stay Free  

Romantic Hotel

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LHP Hotel Certaldo 21.1 km from Gaiole in Chianti
Hotel in Certaldo
8.3
Very Good
From $99
From $99
Info Categories
Dog Friendly Hotel

Romantic Hotel

Hotel with Swimming Pool

Outdoor Pool  

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Relax Hotel Aquaviva 21.3 km from Gaiole in Chianti
Hotel in Casole dʼElsa
From $81
From $81
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Dog Friendly Hotel

Romantic Hotel

Hotel with Swimming Pool

Indoor Pool    Outdoor Pool  

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Aquaviva Hotel & Spa 21.3 km from Gaiole in Chianti
Hotel in Casole dʼElsa
8.1
Very Good
Info Categories
Dog Friendly Hotel

Romantic Hotel

Hotel with Swimming Pool

Indoor Pool    Outdoor Pool  

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Together Florence Urban Resort 22.1 km from Gaiole in Chianti
Hotel in Florence
7.8
Good
From $136
From $136
Info Categories
Dog Friendly Hotel

Dogs Stay Free  

Romantic Hotel

Hotel with Swimming Pool

Outdoor Pool  

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Villa Olmi Firenze 22.3 km from Gaiole in Chianti
Hotel in Florence
8.9
Excellent
From $218
From $218
Info
Marrying the intimate comfort of a home setting with 4 star luxury service, this 18th century villa is a unique hotel experience for guests.
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Hotel with Swimming Pool

Outdoor Pool  

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*Additional taxes or fees may apply. Please check the final price before completing your booking.
Categories:
  •     Romantic (36)
  •     Gym (36)
  •     Pool (36)
  •     Dog Friendly (36)
  •     Dogs Stay Free (7)
  •     Dog Play Area (1)
  •     Outdoor Pool (34)
  •     Heated Pool (13)
  •     Indoor Pool (12)
  •     Panoramic View Pool (6)
  •     Infinity Pool (3)
  •     Children's Pool (2)
  •     Private Pool (1)
  •     Rooftop Pool (1)
  •     Family (34)
  •     Business (33)
  •     Honeymoon (32)
  •     Spa (28)
  •     Parking (28)
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  •     4 Star (18)
  •     Boutique-Style (17)
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  •     Historic (14)
  •     EV charging stations (14)
  •     Sustainability Journey (13)
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  •     Vineyard (7)
  •     Tennis (6)
  •     Small (6)
  •     Free Wi-Fi (5)
  •     Nightlife (4)
  •     Castle (3)
  •     Monastery (1)
  •     Health & Safety (1)
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