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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 loved relaxing in the garden enjoying the sunshine. Our host was very friendly and our room had a magnificent view.

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9.5
Exceptional
1,127 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 place.... we would like to come back! Great place, amazing views, tasty wine... :-)

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9.3
Superb
1,008 reviews
Price from
US$163
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. Great refuge from the busy area, quiet, tranquil, great owners and staff. Super breakfast....spectacular. Amazing restaurant.....must eat dinner there!

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9.4
Superb
1,168 reviews
Price from
US$101
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. Great scenery, like a fairytale! Close to Siena from where you can visit many places around Tuscany.

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9
Superb
1,073 reviews
Price from
US$141
per night

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. Location brilliant. Fantastic staff.

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9.6
Exceptional
109 reviews
Price from
US$227
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. Wonderful family, the best hosts. They receive guests in a family way, we were with them as friends. The most beautiful place, nature. This house deserves more than 10 points. I hope we'll be back.

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9.1
Superb
283 reviews
Price from
US$65
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
116 reviews
Price from
US$161
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. The hosts are very nice people, very welcoming, making you feel like home. The breakfast is good with many options (more than average in Italy) but the coffee is exceptionally good. The place is clean and quiet, in reality it looks better than the pictures. There is a big parking, plenty of room for everybody. The location is a good starting point to visit Tuscany, also Vinci village is very pitoresque. Ask the hosts for hints for visiting, they helped us with a lot of infos.

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9.6
Exceptional
388 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$141
per night

Located in Montaione, the recently renovated Poggio Giulia provides accommodation 48 km from Strozzi Palace and 48 km from Santa Maria Novella. This country house features a pool with a view, a garden, barbecue facilities, free WiFi and free private parking. Guests can access the country house via private entrance. The property is beautiful and very well maintained. The family running it was lovely! Very nice

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9.7
Exceptional
221 reviews
Price from
US$146
per night

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