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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. Great accommodation, great surroundings, and of course great family. Our room was top notch clean, breakfast was delicious and great for the start of the day. Enrico was very helpful with everything that we needed. We really loved our stay here!

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9.5
Exceptional
1,119 reviews
Price from
US$72
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. Everything was more than perfect! This is an amazing place to stay during your trip in Tuscany!

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9.3
Superb
1,007 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
1,171 reviews
Price from
US$118
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. Delicious meals with a beautiful view, lovely location and pool, comfortable room, ample parking

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9
Superb
1,089 reviews
Price from
US$175
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. Super clean and welcoming, located in the center of the city.

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9.6
Exceptional
108 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. Very welcoming family especially though we booked late in the day. Lovely location, very peaceful. Large room and bathroom. Dinner and breakfast was exceptional. Family went above and beyond to make our stay perfect. Highly recommend.

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9.1
Superb
280 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
113 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 place was so clean, the facilities were great, the bed was very comfortable. The best thing of all was our hosts Paula & Antonio - they were so friendly and genuinely looked out for us to see if there was anything more they could do for us. It was definitely a great place to stay and we would certainly return if we had the chance.

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9.6
Exceptional
381 reviews
Price from
US$70
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. Situated atop a hill in the heart of Tuscany, this property offers breathtaking views of the surrounding area. With a swimming pool and the opportunity to enjoy dinner while witnessing the sunset, it is truly a memorable experience. Although we didn't have a car and faced some challenges with transportation, the owners of the property went above and beyond by offering us a ride to the nearby town of Certaldo. There, we had the privilege of immersing ourselves in a captivating festival of art and music.

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9.7
Exceptional
219 reviews
Price from
US$152
per night

Located within 34 km of Piazza Matteotti and 35 km of Piazza del Campo in San Gimignano, Agriturismo Poggio Rotondo provides accommodation with seating area. There is a private entrance at the apartment for the convenience of those who stay. There is a picnic area and guests can make use of free WiFi, free private parking and an electric vehicle charging station. Firstly we loved our hosts. Caterina and Fabio made us feel so welcome & relaxed. They are genuinely good and generous people who did everything to make our stay perfect. The house was spacious, well equipped and very clean. Location was perfect for us - central for us to easily do our day trips exploring Tuscany plus a serene location when we just wanted to relax at home and look over the Tuscan vineyards

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9.9
Exceptional
123 reviews
Price from
US$163
per night

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