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The best holiday rentals in Val D'Elsa

Check out our pick of great holiday rentals in Val D'Elsa

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Located within 49 km of Piazzale Michelangelo and 49 km of Piazza Matteotti in Gambassi Terme, Casa Del Principe provides accommodation with seating area. The property features city and inner courtyard views. Featuring family rooms, this property also provides guests with a picnic area. We were hiking the whole day and the bed was SO comfortable. A true godsend. Enrico was a fabulous host who went out of his way to make us comfortable and upgraded our room to a newly renovated room with a gorgeous view. The included breakfast was delicious and made to order. He helped us arrange transport for our bags during our hike. There is a delightful Osteria right next to the hotel. Highly recommend.

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9.4
Superb
1,132 reviews
Price from
US$70
per night

Offering an outdoor pool and a restaurant, Fattoria di Cinciano is located in Poggibonsi, a 10-minute drive from the centre. Free WiFi access is available in all areas.

Each apartment will provide you with a satellite flat-screen TV, air conditioning and a kitchenette with a microwave. Featuring a shower, the private bathroom also comes with a hairdryer and towels. Amazing views, extremely clean, comfortable facilities

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9.3
Superb
1,010 reviews
Price from
US$162
per night

Set 9 km from Siena, this 19th-century country house features a restaurant and outdoor pool. It offers traditional Tuscan rooms with wood-beamed ceilings, surrounded by sunflower fields.

Air-conditioned rooms at Casa Di Campagna In Toscana come with terracotta floors and a memory foam mattress. Each room includes a private bathroom complete with hairdryer and toiletry set. Fantastic staff, wonderful restaurant, free bikes, quiet location, very clean

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9.4
Superb
1,167 reviews
Price from
US$100
per night

CastelBigozzi is surrounded by the Tuscan countryside, 12 km from San Gimignano. It offers an outdoor swimming pool with hydromassage, and rustic, air-conditioned rooms. You can book free guided excursions on the Via Francigena path. Everything!!! The views, the peace, sunsets and sunrises…. Delicious food and location.

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9
Superb
1,064 reviews
Price from
US$139
per night

Situated within 25 km of Piazza Matteotti and 36 km of Piazzale Michelangelo, La Pimpinella di Semifonte features rooms with air conditioning and a private bathroom in San Donnino. This property offers access to a terrace and free private parking. The farm stay has family rooms. Hosts were incredible. Food felt like a hug. Our rooms were SO COOOL. We cannot wait to return. It was a hard goodbye.

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9.8
Exceptional
102 reviews

Located in the centre of San Gimignano, 39 km from Piazza Matteotti and 44 km from Piazza del Campo, Casa nel centro storico offers free WiFi, a terrace and air conditioning. The property features city and inner courtyard views. The property is set in the San Gimignano City Centre district. Newly renovated, quiet at night, great location.

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9.6
Exceptional
109 reviews
Price from
US$225
per night

Located within 45 km of Santa Maria Novella and 45 km of Pitti Palace, La Casa Rossa offers rooms with air conditioning and a private bathroom in Coiano. This bed and breakfast provides free private parking and full-day security. Set in a historic building, the property is equipped with a seasonal outdoor pool and is set 45 km from Strozzi Palace. The dinner provided was exceptionally delicious and generous, with wine and canapes and cold cuts and a heavenly mushroom risotto. The hosts were charming and warm and generous. The room was large and the bathroom quite modern. I slept well, with a pretty view of a field of wild flowers.

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9.1
Superb
284 reviews
Price from
US$127
per night

Set in Colle Val D'Elsa, Palazzo Galganetti Betti offers accommodation 26 km from Piazza del Campo and 41 km from Piazza Matteotti.

Featuring a private bathroom, units at the holiday home also have free WiFi. I was met by member of the property team and escorted to the residence. Super convenient.

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9.4
Superb
117 reviews
Price from
US$160
per night

Helichrysum is situated in Vinci, 39 km from Fortezza da Basso - Convention Center, 39 km from Santa Maria Novella, as well as 40 km from Pitti Palace. The property features city and inner courtyard views, and is 23 km from Montecatini Train Station. The bed and breakfast features rooms with air conditioning, free private parking and free WiFi. Very nice people who keep the b and b.

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9.6
Exceptional
390 reviews
Price from
US$70
per night

Offering an outdoor swimming pool and garden view, Agriturismo La Collina degli Olivi is located in Certaldo, 40 km from Pitti Palace and 41 km from Piazza Matteotti. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is set 40 km from Piazzale Michelangelo. This was a fantastic bed and breakfast accomodation with the most lovely hosts! Despite our initial misunderstanding for checking in late due to traveling delays, the hosts were still very welcoming and assured that my friend and I felt like we were right at home. The views from this BnB are absolutely stunning and the property grounds were well taken care of, including an infinity pool and hundreds of olive trees. Two fantastic bonuses were a self serve snack/drink room off the main kitchen, and being able to purchase a bottle of olive oil that was from the property's olive harvest. We are sad to be leaving such a beautiful place after only a short 4 night stay but it would be a treat to be a guest again another time and continue to enjoy all that Tuscany has to offer. Thank you so much again Patricia and Toni!

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9.8
Exceptional
103 reviews
Price from
US$139
per night

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