The 30 Best Vacation Rentals in Tuscany

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

• “Dream stay in Toscana.”
• “Truly amazing!”
• “A quiet place and very welcoming place , the best place we stayed in our Italian vacation”
• See more reviews of Agriturismo Humile

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

• “Fantastic property”
• “Gives a score of 15 out of 10. Whoever books their stay here will win”
• “Nestled in the Tuscan countryside, the apartment offers...”
• 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 vacation rentals in Florence.

• “”
• “The host is very nice person, the apartment is very well...”
• “Best apartment and host ever.”
• 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 vacation rentals in Trequanda.

• “”
• “Beautiful property with gorgeous views.”
• “If you’re looking for heaven, this must be the place”
• See more reviews of Agriturismo Sole

Ranked 6 out of 23,027 in the Tuscany region, as well as being 1 of 21 for vacation 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 vacation rentals in San Gimignano.

• “”
• “Gorgeous property, fabulous location and phenomenal hosts and staff. A must stay!”
• “Perfect for private getaway in Tuscany”
• 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 vacation rentals in Case Malva.

• “”
• “A unique villa in a lovely scenery with great hospitality in Tuscany.”
• “Host was so friendly helpful and engaged.”
• 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 vacation rentals in Castiglione dʼOrcia.

• “Amazing time, amazing view, it was perfect :)”
• “Fantastic”
• “Great location”
• 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 vacation rentals in San Gimignano.

• “Monica and Giorgio's home felt like a small slice of...”
• “The location was great, peaceful and had magnificent views...”
• “Bed and Wine with a family top notch.”
• See more reviews of Il Palagione

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

• “”
• “Amazing place!”
• “Lovely renovated house in the countryside.”
• 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 vacation rentals in Arezzo.

• “”
• “Feels Like Staying with Friends in Tuscany”
• “”
• 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 vacation 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 vacation rentals in Florence.

• “Clean as could be.”
• “Clean, comfortable and perfect location!”
• “If you’re planning a trip to Florence and don’t stay at Little Suite Fortezza, you’re doing it wrong”
• 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 vacation rentals in Florence.

• “We had a fantastic time in Florence, Francesca our host was very helpful and friendly & the apartment was lovely &am”
• “”
• “”
• 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 vacation rentals in Lucca.

• “”
• “I love it! Great place to stay in Lucca”
• “So clean and comfortable, great parking, great location, everything fantastic”
• 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 vacation rentals in Pistoia.

• “Beautiful location close to Pistoia with comfortable and clean facilities”
• “”
• “”
• 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 vacation rentals in Florence.

• “”
• “Fantastic city break”
• “”
• 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 vacation rentals in Montepulciano.

• “”
• “A breathtaking spot for a rural getaway that is not TOO isolated!”
• “The most relaxing three days”
• See more reviews of Lupaia

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

• “A beautiful Tuscan experience that everyone should experience once in their life.”
• “We loved our time at such an incredible venue!”
• “We had a relaxing three days and wished that we had booked 1 week”
• 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 vacation rentals in Pisa.

• “Spacious and clean facilities.”
• “”
• “This was a really fabulous stay and will always be a treasured memory for our family.”
• See more reviews of Holiday Vibes

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

• “Having an opportunity to live in this house was purely pleasant. This place doesn’t lack anything. It’s well equipped, c”
• “”
• “Lovely apartment and service.”
• 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 vacation rentals in San Gimignano.

• “Wonderful place to stay”
• “We had a wonderful stay at Poggio Rotondo.”
• “Perfect for anyone looking for a quiet, peaceful rural setting near San Gimignano”
• 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 vacation rentals in Florence.

• “Great place for a five-adult family group!”
• “”
• “Good place to stay with a small and large group”
• 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 vacation 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 vacation rentals in San Gusmè.

• “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”
• “A wonderful apartment in a charming village to explore Tuscany from.”
• 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 vacation rentals in Paganico.

• “”
• “”
• “Amazing stay at Stefano and Laura’s casale”
• 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 vacation rentals in Volterra.

• “Perfect in every way”
• “”
• “We had an exceptional stay at this stylish farmhouse apartment which has stunning views and is run by a charming and ver”
• See more reviews of Podere Campiano

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

• “”
• “”
• “Serena was the most amazing host. We loved every minute of our weekend getaway and will come back soon!!”
• 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 vacation rentals in Castellina in Chianti.

• “Exceptional, peaceful location, with fabulous views and welcoming hosts.”
• “Very well located and well organized! I recommend”
• “A perfect stay in Tuscany”
• See more reviews of Villa Di Capovento