The 30 Best Holiday Rentals in Tuscany

Ranked 1 out of 21,661 in the Tuscany region, as well as being 1 of 33 for holiday rentals in Chianciano Terme.

• “wish we had booked for longer. We moved on to 4 other properties on this trip but nothing was close”
• “we loved our time there and wouldn't hesitate to return”
• “The best travel experience we’ve had in a long time!”
• See more reviews of Agriturismo Humile

Ranked 2 out of 21,661 in the Tuscany region, as well as being 1 of 3 for holiday rentals in Lupompesi.

• “Fantastic stay in the Tuscan Countryside”
• “Perfect!!!”
• “We had the most wonderful stay in Tuscany!”
• See more reviews of Casanova di Campriano

Ranked 3 out of 21,661 in the Tuscany region, as well as being 1 of 21 for holiday rentals in Cascina.

• “Gives a score of 15 out of 10. Whoever books their stay here will win”
• “Nestled in the Tuscan countryside, the apartment offers...”
• “Spacious and very friendly host”
• See more reviews of leupupe relax cultura mare monti

Ranked 4 out of 21,661 in the Tuscany region, as well as being 1 of 3,514 for holiday rentals in Florence.

• “amazing host, location, and facilities.”
• “Highly recommended 11/10”
• “Amazing staying in Florence”
• See more reviews of Casa Gordigiani - bilocali con parcheggio

Ranked 5 out of 21,661 in the Tuscany region, as well as being 2 of 11 for holiday rentals in Trequanda.

• “The warmest hospitality and most stunning views in Trequanda!”
• “Perfect”
• “one of the best hotel(hosting) I've ever had”
• See more reviews of Agriturismo Sole

Ranked 6 out of 21,661 in the Tuscany region, as well as being 1 of 219 for holiday rentals in San Gimignano.

• “Absolutely dreamy!”
• “Terrific”
• “Completely enjoyable experience. Would return in a heartbeat.”
• See more reviews of Agriturismo Il Segreto di Pietrafitta

Ranked 7 out of 21,661 in the Tuscany region, as well as being 1 of 23 for holiday rentals in Torrita di Siena.

• “Fine house very quiet in a charming small city”
• “11/10! Hidden gem of Tuscany”
• “Exceptional place, exceptional everything inside,...”
• See more reviews of La Torre

Ranked 8 out of 21,661 in the Tuscany region, as well as being 2 of 219 for holiday rentals in San Gimignano.

• “Peaceful, relaxing, beautiful.”
• “Monica and Giorgio were wonderful hosts. Daria thinks Monica should write a cookbook. Great staff and tasty wines!”
• “(see above)”
• See more reviews of Il Palagione

Ranked 9 out of 21,661 in the Tuscany region, as well as being 1 of 44 for holiday 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 21,661 in the Tuscany region, as well as being 2 of 3,514 for holiday rentals in Florence.

• “Location only 5 mins from Santa Maria Novella station and...”
• “Great base for a great couple of days in Florence”
• “Phenomenal, romantic holiday apartment getaway in florence”
• See more reviews of Dépendance Machiavelli - Apartment and Wine

Ranked 11 out of 21,661 in the Tuscany region, as well as being 1 of 93 for holiday rentals in Pistoia.

• “One of the best stays ever !!!”
• “The place is in a fabulous location in the countryside, just...”
• “Magnificent stay at Terrarossa”
• See more reviews of Agriturismo Terrarossa

Ranked 12 out of 21,661 in the Tuscany region, as well as being 3 of 3,514 for holiday rentals in Florence.

• “A wonderful stay in a comfortable apartment.”
• “Just great.had a lovely time”
• “La Firenze Sogna and Francesca as hostess is the absolute best of the best.”
• See more reviews of La Firenze Sogna

Ranked 13 out of 21,661 in the Tuscany region, as well as being 4 of 3,514 for holiday rentals in Florence.

• “Lovely! stay in Florence.”
• “Amazing apartment with amazing hosts”
• “Allesandro was very helpful and friendly .”
• See more reviews of Little Suite Fortezza

Ranked 14 out of 21,661 in the Tuscany region, as well as being 1 of 236 for holiday rentals in Arezzo.

• “Fantastic host s, breakfast, beautiful property, great sauna.”
• “Peaceful & hospitable paradise”
• “The property was beautiful, rooms were clean, and the...”
• See more reviews of Podere Fontanino

Ranked 15 out of 21,661 in the Tuscany region, as well as being 1 of 66 for holiday rentals in Pienza.

• “The best ever!!”
• “Ana is an excellent host.”
• “Fantastic, phenomenal, and wonderful!!!”
• See more reviews of Vento d’Orcia

Ranked 16 out of 21,661 in the Tuscany region, as well as being 1 of 5 for holiday rentals in Case Malva.

• “We are very thankful for an amazing experience!”
• “The best place to stay”
• “Bead and breakfast was like a art museum”
• See more reviews of Villa Al Ponte

Ranked 17 out of 21,661 in the Tuscany region, as well as being 2 of 93 for holiday rentals in Pistoia.

• “An amazing 3 night stay at Borgo in Città”
• “Clean, pretty, modern kitchen and bathroom. Just perfect.”
• “Beautiful appartment”
• See more reviews of Borgo in Città

Ranked 18 out of 21,661 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 19 out of 21,661 in the Tuscany region, as well as being 5 of 3,514 for holiday rentals in Florence.

• “Beautiful house . Brilliant host .”
• “Very pleasant.”
• “Silvia is a great host! She thinks in every detail to made our trip ans stay even more nice and unforgettable!”
• See more reviews of A casa di Giuly

Ranked 20 out of 21,661 in the Tuscany region, as well as being 1 of 562 for holiday rentals in Lucca.

• “Cozy and charming apartment, good location with a nice view.”
• “Fabulous Lucca Apartment”
• “A perfect, comfortable stay with thoughtful details and a wonderful host”
• See more reviews of Casa degli Aromi

Ranked 21 out of 21,661 in the Tuscany region, as well as being 1 of 8 for holiday rentals in San Gusmè.

• “I had a fantastic stay in San Gusmè!”
• “Excelent”
• “Fairytale appartment and great host”
• See more reviews of Borgo San Gusmè

Ranked 22 out of 21,661 in the Tuscany region, as well as being 1 of 487 for holiday rentals in Pisa.

• “We were greeted on arrival by the owner, she gave us some...”
• “The accommodation was impeccably clean, very comfortable,...”
• “Everything sparkles in this apartment Felt brand new.”
• See more reviews of Holiday Vibes

Ranked 23 out of 21,661 in the Tuscany region, as well as being 1 of 174 for holiday rentals in Montepulciano.

• “Relaxing and enjoyable”
• “Lupaia provides an idyllic experience with exceptional service, fine dining, and a magical atmosphere, unlike anywhere w”
• “Heaven on Earth”
• See more reviews of Lupaia

Ranked 24 out of 21,661 in the Tuscany region, as well as being 1 of 9 for holiday rentals in Paganico.

• “Very nice, fascinating and perfect accomodation and breakfast.:)”
• “Wonderful quiet stay with wonderful people”
• “Best hosts, excellent breakfast”
• See more reviews of Il Casale delle Rose

Ranked 25 out of 21,661 in the Tuscany region, as well as being 3 of 219 for holiday rentals in San Gimignano.

• “Perfect for anyone looking for a quiet, peaceful rural setting near San Gimignano”
• “A Tuscan Paradise: Our Unforgettable Stay”
• “Great hosts, beautiful scenery, kids play area, beautiful apartment; what more do you need?”
• See more reviews of Agriturismo Poggio Rotondo

Ranked 26 out of 21,661 in the Tuscany region, as well as being 1 of 51 for holiday rentals in Manciano.

• “Wonderful experience, would stay again”
• “La Pianaccia stole the show”
• “Perfect stay”
• See more reviews of La Pianaccia

Ranked 27 out of 21,661 in the Tuscany region, as well as being 1 of 60 for holiday rentals in Lido di Camaiore.

• “10/10”
• “Size of the apartment”
• “Very clean and practical apartment.”
• See more reviews of Il Don Minzoni 98 "Casa Vacanze"

Ranked 28 out of 21,661 in the Tuscany region, as well as being 1 of 5 for holiday rentals in Santa Lucia.

• “An exceptional location, super friendly hosts, very clean,...”
• “Highly recommended!”
• “Wonderful Tuscanian stay”
• See more reviews of Agriturismo Bellandi

Ranked 29 out of 21,661 in the Tuscany region, as well as being 6 of 3,514 for holiday rentals in Florence.

• “A perfect stay for a family close by Santa Maria Novella train station & across Tram 1 stop.”
• “Sara was very responsive and even helped us get a taxi when we had trouble finding one.”
• “Incredible place to stay in Florence”
• See more reviews of Elegante Appartamento con Giardino Privato, Jacuzzi nel Cuore di Firenze

Ranked 30 out of 21,661 in the Tuscany region, as well as being 1 of 105 for holiday rentals in Volterra.

• “There is a lot of attention to detail with regards to making...”
• “A perfect romantic getaway!”
• “We stayed at Podere Campiano with my family and we were all...”
• See more reviews of Podere Campiano