The 30 Best Holiday Rentals in Tuscany

Ranked 1 out of 19,620 in the Tuscany region, as well as being 1 of 29 for holiday rentals in Chianciano Terme.

• “10/10.”
• “Everything was PERFECT!”
• “Great relax in the most amazing place”
• See more reviews of Agriturismo Humile

Ranked 2 out of 19,620 in the Tuscany region, as well as being 1 of 197 for holiday rentals in San Gimignano.

• “Excellent”
• “Down the the views and the excellent service I can't...”
• “Il Segreto is Perfect”
• See more reviews of Agriturismo Il Segreto di Pietrafitta

Ranked 3 out of 19,620 in the Tuscany region, as well as being 1 of 2,843 for holiday rentals in Florence.

• “We will definitely be back!”
• “The best of the best apartment I have ever been various...”
• “The servis was amazing!”
• See more reviews of Casa Gordigiani - bilocali con parcheggio

Ranked 4 out of 19,620 in the Tuscany region, as well as being 1 of 4 for holiday rentals in Poggio Alla Croce.

• “We fell in love with Italy, the way of life and with Giovanni and his Il Colle during our short stay. We will be back ❤️”
• “One of the best stays we’ve ever had”
• “Must see”
• See more reviews of Agriturismo Il Colle

Ranked 5 out of 19,620 in the Tuscany region, as well as being 2 of 10 for holiday rentals in Trequanda.

• “Just perfect!”
• “If you love the outdoors, you gotta book this place!”
• “It felt like a dream.”
• See more reviews of Agriturismo Sole

Ranked 6 out of 19,620 in the Tuscany region, as well as being 1 of 196 for holiday rentals in Arezzo.

• “We relaxed a lot!”
• “Our stay was fantastic!”
• “Best place we ever visited”
• See more reviews of Podere Fontanino

Ranked 7 out of 19,620 in the Tuscany region, as well as being 2 of 197 for holiday rentals in San Gimignano.

• “Just fantastic. We’ve decided to make this place our yearly retreat!”
• “Outstanding”
• “The view is exactly what you are looking for when visiting...”
• See more reviews of Il Palagione

Ranked 8 out of 19,620 in the Tuscany region, as well as being 1 of 40 for holiday rentals in Castiglione dʼOrcia.

• “You don't feel alone in a silence location but you are...”
• “Perfect getaway, serenity at the doorstep.”
• “If you plan to visit and drive the area of Val D’ Orcia, La Moaina Agriturismo is the best FOB.”
• See more reviews of La Moiana 1756

Ranked 9 out of 19,620 in the Tuscany region, as well as being 1 of 84 for holiday rentals in Pistoia.

• “We really enjoyed our stay here.”
• “The owners were very kind and helpful location is very beautiful with a lot of nature”
• “There is nothing not to like here!”
• See more reviews of Agriturismo Terrarossa

Ranked 10 out of 19,620 in the Tuscany region, as well as being 1 of 17 for holiday rentals in Monteverdi Marittimo.

• “Definitely a place you would like to visit again.”
• “Perfect place for a short break or few days stop over!”
• “We had a wonderful stay at this apartment with a beautiful view.”
• See more reviews of La Casa dei Sogni

Ranked 11 out of 19,620 in the Tuscany region, as well as being 2 of 2,843 for holiday rentals in Florence.

• “Perfect stay for our honeymoon! Thank you so much”
• “An excellent apartment close to the centre of Florence.”
• “Excellent”
• See more reviews of Dépendance Machiavelli - Apartment and Wine

Ranked 12 out of 19,620 in the Tuscany region, as well as being 3 of 2,843 for holiday rentals in Florence.

• “a fantastic weekend, spent with fantastic friends”
• “The host, Francesca, she has great personality and we would love to see her again!”
• “This place was exceptional and was filled with varieties of...”
• See more reviews of La Firenze Sogna

Ranked 13 out of 19,620 in the Tuscany region, as well as being 1 of 350 for holiday rentals in Pisa.

• “I'll recommend this apartment to everyone!”
• “Top notch”
• “Chilled relaxing home from home!”
• See more reviews of Tuttomondo

Ranked 14 out of 19,620 in the Tuscany region, as well as being 2 of 84 for holiday rentals in Pistoia.

• “Beautiful appartment”
• “Pistoia, home away from home”
• “Wonderful, we’re made very welcome upon arrival just perfect”
• See more reviews of Borgo in Città

Ranked 15 out of 19,620 in the Tuscany region, as well as being 1 of 58 for holiday rentals in Pienza.

• “Everything was perfect. The room was clean, beautiful and warm. It was well organized and there were even many thoughtfu”
• “It exceeded our expectations!”
• “Really thanks for Ana to wait for us for 3 hours on our arriving! So nice homemade breakfast, hope can try traditional t”
• See more reviews of Vento d’Orcia

Ranked 16 out of 19,620 in the Tuscany region, as well as being 1 of 6 for holiday rentals in San Gusmè.

• “Felt like home. Will be back to stay again and again”
• “Staying at Lorenzo and Daniela’s place in Tuscany was an...”
• “If you are planning a trip to Chianti country, this is the place to stay.”
• See more reviews of Borgo San Gusmè

Ranked 17 out of 19,620 in the Tuscany region, as well as being 1 of 4 for holiday rentals in Santa Lucia.

• “This property was by far way superior to so many other...”
• “Would have stayed longer if I could. Beautiful place. Highly recommended.”
• “it was beyond amazing.”
• See more reviews of Agriturismo Bellandi

Ranked 18 out of 19,620 in the Tuscany region, as well as being 1 of 2 for holiday rentals in Lupompesi.

• “The most incredible stay. It was like a dream!”
• “Best place to stay in Toscana region”
• “Everything!”
• See more reviews of Casanova di Campriano

Ranked 19 out of 19,620 in the Tuscany region, as well as being 4 of 2,843 for holiday rentals in Florence.

• “The Perfect Little Suite”
• “The perfect city apartment with everything you need.”
• “Thank you very much for such a comfortable and beautiful...”
• See more reviews of Little Suite Fortezza

Ranked 20 out of 19,620 in the Tuscany region, as well as being 1 of 18 for holiday rentals in Torrita di Siena.

• “Unforgettable and wonderful holiday”
• “It was so nice and beautifull place to stay.”
• “We felt at home in this beautiful charming house and had a wonderful time there. Thanks!!!”
• See more reviews of La Torre

Ranked 21 out of 19,620 in the Tuscany region, as well as being 1 of 16 for holiday rentals in Cascina.

• “Perfect place.”
• “Everything, amazing welcoming,lovely owners and the...”
• “Best accomodation ever”
• See more reviews of leupupe relax cultura mare monti

Ranked 22 out of 19,620 in the Tuscany region, as well as being 2 of 196 for holiday rentals in Arezzo.

• “Apartment Mariapaola is an excellent rental with its updated features, amenities, and helpful owner.”
• “Perfect spot to visit beautiful Arezzo”
• “The apartment is comfortable clean and well equipped.”
• See more reviews of Appartamento Mariapaola

Ranked 23 out of 19,620 in the Tuscany region, as well as being 1 of 5 for holiday rentals in Case Malva.

• “Lovely house in Tuscany”
• “Country home with amazing hosts.”
• “Everything you could ask for in a vacation place.”
• See more reviews of Villa Al Ponte

Ranked 24 out of 19,620 in the Tuscany region, as well as being 1 of 10 for holiday rentals in Vecchiano.

• “Patricia is a great host and an amazing cook.”
• “I loved every bit of this place”
• “nice well kept, great host, true countryside, free roaming...”
• See more reviews of Agriturismo Spazzavento

Ranked 25 out of 19,620 in the Tuscany region, as well as being 1 of 75 for holiday rentals in Montalcino.

• “A beautiful place with stunning views”
• “Fabio is an amazing host!”
• “It was like a wonderful dream.”
• See more reviews of il burellino

Ranked 26 out of 19,620 in the Tuscany region, as well as being 1 of 159 for holiday rentals in Cortona.

• “Perhaps one of the best properties in all of Bookings inventory while being affordable for the budget travelers.”
• “A wonderful stay in Casa Zeni.”
• “Gorgeous, sophisticated room that blended architectural details with modern comfort. Excellent location and hospitality.”
• See more reviews of Casa Zeni

Ranked 27 out of 19,620 in the Tuscany region, as well as being 1 of 29 for holiday rentals in Castelnuovo Berardenga.

• “Borgo Argiano was heaven on earth:)”
• “A Must Stay”
• “Dream vineyard resort!”
• See more reviews of Borgo Argiano

Ranked 28 out of 19,620 in the Tuscany region, as well as being 1 of 377 for holiday rentals in Siena.

• “Excellent! Slightly away from the hustle and bustle of city life in Siena - perfect!”
• “Perfect!!”
• “Five star accomodation and delightful host”
• See more reviews of Palazzo del Papa Country Suites

Ranked 29 out of 19,620 in the Tuscany region, as well as being 1 of 49 for holiday rentals in Manciano.

• “This is a really nice place to stay,the owner is friendly...”
• “Everything top-notch!”
• “The hotel was impressively clean, and the staff was friendly...”
• See more reviews of La Pianaccia

Ranked 30 out of 19,620 in the Tuscany region, as well as being 1 of 207 for holiday rentals in Livorno.

• “Choice&Quilty enough.”
• “Beautiful apartment!”
• “Great apartment!”
• See more reviews of "DueEmme Lodge" , a pochi passi dal porto