The 30 Best Holiday Rentals in Tuscany

Ranked 1 out of 23,027 in the Tuscany region, as well as being 1 of 34 for holiday rentals in Chianciano Terme.

• “Amazing very large pool. Tommaso and his family are the friendliest people you will ever meet.”
• “Amazing, you can tell the hosts really care about making your stay as good as possible”
• “Dream stay in Toscana.”
• See more reviews of Agriturismo Humile

Ranked 2 out of 23,027 in the Tuscany region, as well as being 1 of 3 for holiday rentals in Lupompesi.

• “Pure joy!”
• “Fantastic stay in the Tuscan Countryside”
• “Perfect!!!”
• See more reviews of Casanova di Campriano

Ranked 3 out of 23,027 in the Tuscany region, as well as being 1 of 22 for holiday rentals in Cascina.

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• “Fantastic property”
• See more reviews of leupupe relax cultura mare monti

Ranked 4 out of 23,027 in the Tuscany region, as well as being 1 of 3,717 for holiday rentals in Florence.

• “The apartment is very cozy and spacious, with everything you...”
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• “The host is very nice person, the apartment is very well...”
• See more reviews of Casa Gordigiani - bilocali con parcheggio

Ranked 5 out of 23,027 in the Tuscany region, as well as being 2 of 11 for holiday rentals in Trequanda.

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• “Exceptional and luxurious accommodation”
• “Beautiful and peaceful environment. Ideal for people who love tranquility, animals, and nature. Restaurants are within w”
• See more reviews of Agriturismo Sole

Ranked 6 out of 23,027 in the Tuscany region, as well as being 1 of 21 for holiday rentals in Torrita di Siena.

• “Wonderful.”
• “Beautiful property and great host”
• “Fine house very quiet in a charming small city”
• See more reviews of La Torre

Ranked 7 out of 23,027 in the Tuscany region, as well as being 1 of 224 for holiday rentals in San Gimignano.

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• See more reviews of Agriturismo Il Segreto di Pietrafitta

Ranked 8 out of 23,027 in the Tuscany region, as well as being 1 of 5 for holiday rentals in Case Malva.

• “A dream.Incredible place. Wonderful hosts. A unique and unforgettable experience.”
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• “A unique villa in a lovely scenery with great hospitality in Tuscany.”
• See more reviews of Villa Al Ponte

Ranked 9 out of 23,027 in the Tuscany region, as well as being 1 of 49 for holiday rentals in Castiglione dʼOrcia.

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• “Amazing time, amazing view, it was perfect :)”
• “Fantastic”
• See more reviews of La Moiana 1756

Ranked 10 out of 23,027 in the Tuscany region, as well as being 2 of 224 for holiday rentals in San Gimignano.

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• “I never ever stayed at a just beautiful place like Il...”
• See more reviews of Il Palagione

Ranked 11 out of 23,027 in the Tuscany region, as well as being 1 of 68 for holiday rentals in Pienza.

• “Probably the best agriturismo we have ever been to.”
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• “Amazing place!”
• See more reviews of Vento d’Orcia

Ranked 12 out of 23,027 in the Tuscany region, as well as being 1 of 242 for holiday rentals in Arezzo.

• “Wonderful stay in a beautical place with great hospitality”
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• “The best place to stay if you want to visit Arezzo and Cortona.”
• See more reviews of Podere Fontanino

Ranked 13 out of 23,027 in the Tuscany region, as well as being 2 of 3,717 for holiday rentals in Florence.

• “A little home in Florence”
• “Location only 5 mins from Santa Maria Novella station and...”
• “Great base for a great couple of days in Florence”
• See more reviews of Dépendance Machiavelli - Apartment and Wine

Ranked 14 out of 23,027 in the Tuscany region, as well as being 3 of 3,717 for holiday rentals in Florence.

• “Great apartment only 5 minutes to restaurants.”
• “Clean as could be.”
• “Clean, comfortable and perfect location!”
• See more reviews of Little Suite Fortezza

Ranked 15 out of 23,027 in the Tuscany region, as well as being 4 of 3,717 for holiday rentals in Florence.

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• “Lovely apartment, perfect location, and the friendliest welcoming host.”
• “The apartment is quite big, very comfortable for four people.”
• See more reviews of La Firenze Sogna

Ranked 16 out of 23,027 in the Tuscany region, as well as being 1 of 581 for holiday rentals in Lucca.

• “Definitely worth staying here. Hosts super nice. Apartment all you could wish for.”
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• See more reviews of Casa degli Aromi

Ranked 17 out of 23,027 in the Tuscany region, as well as being 1 of 101 for holiday rentals in Pistoia.

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• “Delightful little hideaway”
• See more reviews of Agriturismo Terrarossa

Ranked 18 out of 23,027 in the Tuscany region, as well as being 5 of 3,717 for holiday rentals in Florence.

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• “Fantastic city break”
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• See more reviews of A casa di Giuly

Ranked 19 out of 23,027 in the Tuscany region, as well as being 1 of 171 for holiday rentals in Montepulciano.

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• See more reviews of Lupaia

Ranked 20 out of 23,027 in the Tuscany region, as well as being 1 of 4 for holiday rentals in Poggio Alla Croce.

• “We loved our time at such an incredible venue!”
• “We had a relaxing three days and wished that we had booked 1 week”
• “incredible”
• See more reviews of Agriturismo Il Colle

Ranked 21 out of 23,027 in the Tuscany region, as well as being 1 of 515 for holiday rentals in Pisa.

• “Amazing hosts and great accommodation”
• “Fabulous host and apartment!”
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• See more reviews of Holiday Vibes

Ranked 22 out of 23,027 in the Tuscany region, as well as being 2 of 101 for holiday rentals in Pistoia.

• “Absolutely amazing”
• “Having an opportunity to live in this house was purely pleasant. This place doesn’t lack anything. It’s well equipped, c”
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• See more reviews of Borgo in Città

Ranked 23 out of 23,027 in the Tuscany region, as well as being 3 of 224 for holiday rentals in San Gimignano.

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• “A perfect stay in a beautiful location with the kindest, most welcoming hosts.”
• “It was very quiet, very clean and very confortable.”
• See more reviews of Agriturismo Poggio Rotondo

Ranked 24 out of 23,027 in the Tuscany region, as well as being 6 of 3,717 for holiday rentals in Florence.

• “Perfect - well equipped, spacious and homely.”
• “A lovely apartment with a super host!”
• “As a frequent traveler, I've stayed in countless hotels...”
• See more reviews of Elegante Appartamento con Giardino Privato, Jacuzzi nel Cuore di Firenze

Ranked 25 out of 23,027 in the Tuscany region, as well as being 1 of 111 for holiday rentals in Volterra.

• “Everything you see in the photos is absolutely true, but the...”
• “Extremely flexible.”
• “Beautiful place and great hosts”
• See more reviews of Casa Vacanze Podere San Giusto Volterra

Ranked 26 out of 23,027 in the Tuscany region, as well as being 1 of 8 for holiday rentals in San Gusmè.

• “Close your eyes and pick this place to stay, you won’t regret it”
• “Perfect retreat in Tuscany!”
• “We had the most incredible status in San Gusme. Lorenzo and Daniela were the friendliest, kindest hosts who went out of”
• See more reviews of Borgo San Gusmè

Ranked 27 out of 23,027 in the Tuscany region, as well as being 1 of 9 for holiday rentals in Paganico.

• “We stayed here with my partner and absolutely loved...”
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• See more reviews of Il Casale delle Rose

Ranked 28 out of 23,027 in the Tuscany region, as well as being 2 of 111 for holiday rentals in Volterra.

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• “Excellent accommodation and lovely owners who looked after us well.”
• “Perfect in every way”
• See more reviews of Podere Campiano

Ranked 29 out of 23,027 in the Tuscany region, as well as being 1 of 62 for holiday rentals in Lido di Camaiore.

• “Home away from home”
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• See more reviews of Il Don Minzoni 98 "Casa Vacanze"

Ranked 30 out of 23,027 in the Tuscany region, as well as being 1 of 70 for holiday rentals in Castellina in Chianti.

• “Villa di Capovento – a place that makes you forget you actually live somewhere else”
• “We had a lovely stay with Stella and Ettore. The villa was very peaceful, food was delicious and the setting was very be”
• “Exceptional, peaceful location, with fabulous views and welcoming hosts.”
• See more reviews of Villa Di Capovento