Luxury rentals in Province of Siena

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Popular amenities for Province of Siena luxury vacation rentals

Other great luxury vacation rentals in Province of Siena

Luxe
Villa in Buonconvento
5 out of 5 average rating, 6 reviews

Podere Maiano

AnthonyRating, 5 stars26 months ago
Villa di Montesoli was an amazing experience for our entire multigenerational family. Our group consisted of 9 adults and 4 children including an 18 month infant. Pietro and the entire staff were beyond accommodating to all of us the entire week. The accommodations were fantastic with plenty of space for the entire family, with bonus spa room (hot tub, sauna and pool table). Outdoors we enjoyed family bocce. We were not in season to use the pool but it would be ideal for a summer stay. The location of the Villa is perfect for a memorable Tuscan vacation. The property expands many acres with fantastic views of hills and valleys within Val d’Orcia. We were able to visit Pienza, Montalcino, Montepulciano, Cortona, Siena and even Florenece from the Villa, in addition to a local farm, olive oil producer and wineries for tastings/tours all within our 7 day stay. We took advantage of breakfast and dinner each day at the Villa and the house cooks Giovanna and Daniela were wonderful and the food was amazing- true home cooked italian meals. They were also helpful shopping on our behalf at the local COOP for anything that we may require during the stay. We also enjoyed a fun and delicious pizza night with Ciro at the Villa - he was awesome. Pietro was very attentive during our stay and also had great communication prior to our trip. If you are looking for a true Tuscan experience, in an ideal location with a fabulous host look no further than Villa di Montesoli.
Luxe
Villa in Radicondoli

Dimora storica San Lorenzo a Montalbano

RonniRating, 5 stars1 month ago
Perfect stay in the beautiful Tuscan countryside! The Villa is newly renovated and impeccably decorated. Each bedroom has its own bathroom, all beautifully decorated with very comfortable beds. The kitchen is enormous and well equipped to entertain a large group. The pool and garden are truly gorgeous, facing out into the countryside for a fabulous view. Finally, our hosts were amazing, They provided us with tons of recommendations, arranged for a local chef and even got us into a winery for a last minute tasting. I cannot recommend this property and the Villa Med hosts enough! We will be reaching out to them for our next trip!
Luxe
Villa in Sarteano

Rosenzia

MatthewRating, 5 stars10 months ago
Poggio Mori has to be seen to be believed. It is truly spectacular. The pictures make it look good, but the reality is something entirely better even than that. We visited with friends and family, and could not have had a better time. Wow.
Luxe
Home in Gaiole in Chianti

Timeless Elegance: 16th-Century Tuscan Farmhouse

JodyRating, 5 stars2 months ago
Loved the home and the staff was amazing!
Luxe
Villa in San Gimignano

Villa Iris Tenuta Melograni

JulieRating, 5 stars25 months ago
Fabulous location and gorgeous grounds. Very well maintained also with lovely owners
Luxe
Home in Buonconvento

Villa di Montesoli

Laurel LeeRating, 5 stars2 weeks ago
This is the greatest place on earth. It is more beautiful than the pictures even show. Every room is truly enormous and so beautifully designed. The view from every room is a dream - and from the outdoor dining and lounge area just heaven. We couldn’t stop saying it doesn’t look real. We were here on a work retreat from NYC and there is so much room for everyone to have privacy. It’s also more luxury than I even realized with really nice huge brand new bathrooms. The host helped us with everything and every recommendation was excellent. We hired the local chefs that were recommended and they were perfect - pizza in the outdoor pizza oven, delicious pasta and meats from local nonnas. Some of us came by the train from Florence and it was so easy into Buonconvento. Others drove (beautiful!!) and others took the recommended driver who took us at all hours to Rome and Florence airports - use him he’s great. The food at the local town is so good and easy to get to. Magical!!
Luxe
Villa in Buonconvento

Borgo Finocchieto

Luxe
Villa in Sarteano

Aiola

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