Pool hotels in Castellina in Chianti, Italy
If You Are in a Hurry
Here’s a quick list of the best hotels in Castellina in Chianti





Hotel Certosa Di Maggiano

Certosa Di Maggiano is a former monastery located in the Tuscan countryside, 2 km from Siena's famous Piazza del Campo. It offers unique rooms, free internet and free parking... Read more
- Rating: 9.5
- Stars: 4
Villa Bordoni

Offering an outdoor pool with views of the Tuscan hills, Villa Bordoni is located in Greve in Chianti. The property features free Wi-Fi, and an on-site restaurant with cooking lessons... Read more
- Rating: 9.4
- Stars: 4
Locanda Le Piazze

A former 16th-century farmhouse surrounded by vineyards, Locanda Le Piazze is now a small, luxurious, boutique hotel 6 km from Castellina in Chianti. Located on a hill, between Florence and Siena, it offers panoramic views of the countryside... Read more
- Rating: 9.3
- Stars: 4
Hotel Le Pozze Di Lecchi

In a tranquil location, Le Pozze di Lecchi offers an outdoor pool with panoramic views over the Tuscan hills. Rooms are air conditioned and have satellite TV... Read more
- Rating: 9.2
- Stars: 4
Borgo San Luigi

Immersed in the Tuscan countryside between Siena and Florence, this 4-star hotel offers high-quality service on 20 acres of rich parkland, just outside of Monteriggioni. You can enjoy a peaceful and relaxing setting at Borgo San Luigi... Read more
- Rating: 9.1
- Stars: 4
Hotel Belvedere Di San Leonino

Boutique hotel. Surrounded by vineyards, Belvedere Di San Leonino is located in Castellina in Chianti, in the heart of the Chianti area... Read more
- Rating: 9.1
- Stars: 4
Hotel Villa San Lucchese

Boutique hotel with outdoor pool. Set in the hills of the Chianti wine district, this 15th-century villa is now a 4-star hotel with swimming pool, tennis court and Tuscan restaurant with terrace offering panoramic views... Read more
- Rating: 9.1
- Stars: 4
Querceto Di Castellina

Farm Stay. Located 5 km from Castellina In Chianti, Querceto Di Castellina is a 14th-century building and offers an outdoor pool, garden and accommodation with a patio... Read more
- Rating: 9.1
Castello di Bibbione

Farm Stay. Set in its own large garden with views of the Chianti hills, Castello di Bibbione offers an outdoor swimming pool... Read more
- Rating: 9.1
Hotel Palazzo Squarcialupi

Managed directly by the owner, Albergo Palazzo Squarcialupi is a 15th-century building in Castellina in Chianti. It offers a garden with outdoor swimming pool, and a spa... Read more
- Rating: 9
- Stars: 4
Residenzia Del Sogno

Bed and Breakfast. The Residenzia Del Sogno is in the heart of the Chianti region, surrounded by vineyards and gardens with barbecue facilities... Read more
- Rating: 9
COMO Castello Del Nero

COMO Castello Del Nero is set in the Chianti wine area, between Florence and Siena, and dates back to the 12th century. It features a COMO Shambhala retreat with outdoor pool and offers free parking... Read more
- Rating: 8.9
- Stars: 5
Il Borgo di Vescine

Il Borgo di Vescine is located in the heart of the Chianti Classico's Gallo Nero area, famous for its wines, vineyards and wine cellars. Situated 600 metres above sea level, the estate is 20 km from Siena and 42 from Florence... Read more
- Rating: 8.9
- Stars: 4
Villa Campomaggio Resort & SPA

Just outside the town of Radda, Villa Campomaggio Resort & SPAis surrounded by vineyards in the heart of the Chianti wine area. Dating back to 1776, the villa's grounds include a swimming pool and spa... Read more
- Rating: 8.9
- Stars: 4
Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi is a recently converted farmhouse in the heart of Tuscany, near Castellina in Chianti. It is surrounded by a private garden with swimming pool and free Wi-Fi... Read more
- Rating: 8.9
- Stars: 3
Collelungo

Country House. Set in the Tuscan countryside, Collelungo is 4 km from the centre of Castellina in Chianti... Read more
- Rating: 8.9
Relais Della Rovere

Relais Della Rovere is comprised of a restored villa, a 12th-century convent, and a farmhouse. It features a large park with swimming pool and sunbathing area with views across the town... Read more
- Rating: 8.8
- Stars: 4
Villa Le Barone

Boutique hotel with outdoor pool. Set amongst the timeless landscape of Chianti, Villa Le Barone is an historic manor house property of the famous Della Robbia family since the 16th century... Read more
- Rating: 8.8
- Stars: 4
Relais Riserva di Fizzano

Apartment. In the heart of the Tuscany’s Chianti region, Relais Riserva di Fizzano is surrounded by vineyards and olive groves... Read more
- Rating: 8.8
Borgo Scopeto Wine & Country Relais

Surrounded by Tuscan olive groves and vineyards, Borgo Scopeto Wine & Country Relais offers 2 swimming pools and a bike rental service. Rooms have a contemporary design with free Wi-Fi and flat-screen TVs... Read more
- Rating: 8.7
- Stars: 5