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Check out our pick of great romantic hotels in Monteriggioni
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.

Hotel Monteriggioni is set in the heart of Chianti, in the walled medieval town of Monteriggioni. It features a large garden with a swimming pool and olive trees.

Antico Borgo Poggiarello offers beautiful apartments nestled among the woods and vineyards of the Chianti Hills, not far from Siena.

Surrounded by 2 hectares of rich parkland, Il Piccolo Castello is a 4-star hotel immersed in the Tuscan countryside, situated only 1 km from the castle walls of Monteriggioni.

Located in the countryside near Monteriggioni, Fattoria Il Casone guest house offers simple accommodation with a large garden area. Free WiFi throughout and free parking are offered.

Castel Pietraio WineResort is located deep in the Tuscan countryside, just 10 minutes from the perfectly preserved walled village of Monteriggioni and less than half an hour from beautiful Siena.

Set in Colle Val D'Elsa and with Piazza del Campo reachable within 25 km, Palazzo Pacini offers concierge services, allergy-free rooms, a garden, free WiFi throughout the property and a shared lounge....

Located in in the Chianti region between Florence and Siena, Villa Sabolini sits in parkland overlooking the hills of the Tuscan countryside. The hotel offers a pool and free parking.

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.

Overlooking the Chianti hills, Agriturismo Casale Dello Sparviero is set in a former monastery. It features a panoramic garden and free Wi-Fi throughout.

Explore our most popular hotels in Monteriggioni
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.

Hotel Monteriggioni is set in the heart of Chianti, in the walled medieval town of Monteriggioni. It features a large garden with a swimming pool and olive trees.

Antico Borgo Poggiarello offers beautiful apartments nestled among the woods and vineyards of the Chianti Hills, not far from Siena.

Surrounded by 2 hectares of rich parkland, Il Piccolo Castello is a 4-star hotel immersed in the Tuscan countryside, situated only 1 km from the castle walls of Monteriggioni.

Located in the countryside near Monteriggioni, Fattoria Il Casone guest house offers simple accommodation with a large garden area. Free WiFi throughout and free parking are offered.

Castel Pietraio WineResort is located deep in the Tuscan countryside, just 10 minutes from the perfectly preserved walled village of Monteriggioni and less than half an hour from beautiful Siena.

Set in Colle Val D'Elsa and with Piazza del Campo reachable within 25 km, Palazzo Pacini offers concierge services, allergy-free rooms, a garden, free WiFi throughout the property and a shared lounge....

Located in in the Chianti region between Florence and Siena, Villa Sabolini sits in parkland overlooking the hills of the Tuscan countryside. The hotel offers a pool and free parking.

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.

Overlooking the Chianti hills, Agriturismo Casale Dello Sparviero is set in a former monastery. It features a panoramic garden and free Wi-Fi throughout.


Popular with guests booking romantic hotels in Monteriggioni
Popular with guests booking romantic hotels in Monteriggioni
Popular with guests booking romantic hotels in Monteriggioni
Popular with guests booking romantic hotels in Monteriggioni
Popular with guests booking romantic hotels in Monteriggioni
Popular with guests booking romantic hotels in Monteriggioni
Popular with guests booking romantic hotels in Monteriggioni
Popular with guests booking romantic hotels in Monteriggioni
Popular with guests booking romantic hotels in Monteriggioni
Popular with guests booking romantic hotels in Siena
Just a 10-minute drive from Siena, Hotel I Platani offers en suite rooms in Tognazza, 10 km from Monteriggioni. There is free WiFi in all areas, and private parking is free.
L’Aia Country Holidays is just 10 minutes drive from Siena’s beautiful historic centre. Relax in this peaceful countryside paradise, where rooms and apartments are set in renovated farm buildings.
Located just over 3 km from Siena centre, Country Lodge is surrounded by its private garden with pine trees. It offers free Wi-Fi access and elegant rooms with a flat-screen TV.
With its hilltop location, Sangallo Park Hotel offers panoramic views across Siena and the surrounding Tuscan countryside.
Offering classic-style accommodation with views of the valley, Hotel Palazzo Renieri - 3stelle S is located in Colle Di Val D'Elsa.
Set in Colle Val D'Elsa and with Piazza del Campo reachable within 25 km, Palazzo Pacini offers concierge services, allergy-free rooms, a garden, free WiFi throughout the property and a shared lounge.
Palazzo San Lorenzo is in the mediaeval village of Colle di Val d'Elsa. It offers rooms with modern-style décor, 40” Smart TV and hydro-massage bath or shower.
Villa Ermellina Siena, a Tribute Portfolio Hotel, is a 15-minute walk from Porta Camollia, the ancient city gate. It offers an outdoor pool and a buffet breakfast served on the terrace.
Situated within 10 km of Piazza del Campo and 40 km of Piazza Matteotti, Antica Fonte Residenza di Siena offers rooms with air conditioning and a private bathroom in Siena.
WhiteHouse in Colle Val D'Elsa provides accommodation with free WiFi, 25 km from Piazza del Campo, 39 km from Piazza Matteotti and 49 km from Piazzale Michelangelo.
Overlooking the Chianti hills, Agriturismo Casale Dello Sparviero is set in a former monastery. It features a panoramic garden and free Wi-Fi throughout.
Surrounded by vineyards, Belvedere Di San Leonino is located in Castellina in Chianti, in the heart of the Chianti area.
Castello La Leccia is a restored mediaeval hamlet, featuring an 11th-century castle, an outdoor swimming pool, and free Wi-Fi.
Just 4 km from Siena Train Station and 9 km from Monteriggioni Castle, Agriturismo Il Sambuco is a renovated typical Tuscan farmhouse that produces olive oil.
A former 16th-century farmhouse surrounded by vineyards, Locanda Le Piazze is now a small, luxurious, boutique hotel 6 km from Castellina in Chianti.
Set in gardens, Casale Virgili features an outdoor pool and a sun terrace, 4 km from Siena's historic centre. Wi-Fi is free throughout and guests can use the barbecue facilities.
Surrounded by olive groves and the beautiful hills of Chianti, Four Points by Sheraton Siena is a 10-minute drive from the historic city walls. It offers free parking, a gym and spacious rooms.
Offering a garden and garden view, Mancino is set in Poggibonsi, 27 km from Piazza del Campo and 32 km from Piazza Matteotti.
Castello di Fonterutoli Wine Resort is a medieval country village in Tuscany's Chianti wine district 5 km outside Castellina in Chianti. It offers a restaurant and wine cellar to visit.
An old brick house 1.2 km from the Siena Nord exit of the Superstrada Firenze-Siena motorway, the Piccolo Chianti offers free outdoor parking, a Tuscan restaurant and en suite rooms with free Wi-Fi.
Located in in the Chianti region between Florence and Siena, Villa Sabolini sits in parkland overlooking the hills of the Tuscan countryside. The hotel offers a pool and free parking.
Arnolfo B&B is in the historic centre of Colle Val D’Elsa, in Tuscany. Offering rustic-style rooms with free Wi-Fi, the property is 8 km from Poggibonsi.
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.
Podere Palazzolo is a country farmhouse set outside Castellina in Chianti. It has large gardens with swimming pool overlooking the Chianti Valley. Parking and Wi-Fi are free.