The 30 Best Holiday Rentals in Tuscany

Ranked 1 out of 20,510 in the Tuscany region, as well as being 1 of 30 for holiday rentals in Chianciano Terme.

• “Amazing stay”
• “Andrea and Tommaso were incredible hosts. The property and the location is fantastic. The views are immaculate. The brea”
• “10/10 is justified!”
• See more reviews of Agriturismo Humile

Ranked 2 out of 20,510 in the Tuscany region, as well as being 1 of 3,006 for holiday rentals in Florence.

• “We really enjoyed our stay and experience in Florence.”
• “Best Holiday ever.”
• “Honestly, I wish every host and house that I rent to be like this one! Nothing less than 10 Stars”
• See more reviews of Casa Gordigiani - bilocali con parcheggio

Ranked 3 out of 20,510 in the Tuscany region, as well as being 1 of 207 for holiday rentals in San Gimignano.

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

Ranked 4 out of 20,510 in the Tuscany region, as well as being 1 of 4 for holiday rentals in Poggio Alla Croce.

• “Giovanni was an absolute delight.”
• “Stunning place! What dreams are made of”
• “Worth the drive - loved everything here!”
• See more reviews of Agriturismo Il Colle

Ranked 5 out of 20,510 in the Tuscany region, as well as being 2 of 10 for holiday rentals in Trequanda.

• “A perfect getaway”
• “Unforgettable Wonderful Memory”
• “This is definitely the best place we’ve been, just a magic place with wonderful people and loads of lovely animals. Very”
• See more reviews of Agriturismo Sole

Ranked 6 out of 20,510 in the Tuscany region, as well as being 1 of 202 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 20,510 in the Tuscany region, as well as being 2 of 207 for holiday rentals in San Gimignano.

• “Very pleasant!”
• “Giorgio is a great host, always have a good advice regarding...”
• “We liked all about Il Palagione.”
• See more reviews of Il Palagione

Ranked 8 out of 20,510 in the Tuscany region, as well as being 1 of 18 for holiday rentals in Monteverdi Marittimo.

• “View from home.”
• “Definitely a place you would like to visit again.”
• “Perfect place for a short break or few days stop over!”
• See more reviews of La Casa dei Sogni

Ranked 9 out of 20,510 in the Tuscany region, as well as being 1 of 87 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 20,510 in the Tuscany region, as well as being 1 of 43 for holiday rentals in Castiglione dʼOrcia.

• “Great place to stay, good value and convenient location”
• “You don't feel alone in a silence location but you are...”
• “Perfect getaway, serenity at the doorstep.”
• See more reviews of La Moiana 1756

Ranked 11 out of 20,510 in the Tuscany region, as well as being 1 of 380 for holiday rentals in Pisa.

• “Perfect host. Lovely large apartment. Fully equipped plus free breakfast selection. So clean and great communication wit”
• “10/10 an absolutely find!”
• “I'll recommend this apartment to everyone!”
• See more reviews of Tuttomondo

Ranked 12 out of 20,510 in the Tuscany region, as well as being 2 of 3,006 for holiday rentals in Florence.

• “This was the best property we have stayed at throughout all...”
• “Everything was excellent and we enjoyed it very much!”
• “Lovely, hostess. Lovely, location. Great stay!”
• See more reviews of La Firenze Sogna

Ranked 13 out of 20,510 in the Tuscany region, as well as being 2 of 87 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 14 out of 20,510 in the Tuscany region, as well as being 1 of 60 for holiday rentals in Pienza.

• “Wonderful weekend trip!”
• “We had a wonderful time staying at what we considered to be a hidden gem of a property.”
• “Great location with fantastic view.”
• See more reviews of Vento d’Orcia

Ranked 15 out of 20,510 in the Tuscany region, as well as being 3 of 3,006 for holiday rentals in Florence.

• “I’m very satisfied with this property and appreciate to host’s assistance, I’ve got very warm welcome from him, and help”
• “Comfortable and convenient, with private rooms and en-suite bathrooms. Good for a relaxing stay. Pierpaolo was incredibl”
• “Great apartment and great host. If you want an apartment stay in Florence, must stay here.”
• See more reviews of Dépendance Machiavelli - Apartment and Wine

Ranked 16 out of 20,510 in the Tuscany region, as well as being 1 of 2 for holiday rentals in Lupompesi.

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

Ranked 17 out of 20,510 in the Tuscany region, as well as being 1 of 6 for holiday rentals in San Gusmè.

• “Absolutely lovely.”
• “Excellent, relaxing, comfortable and enjoyable.”
• “Felt like home. Will be back to stay again and again”
• See more reviews of Borgo San Gusmè

Ranked 18 out of 20,510 in the Tuscany region, as well as being 1 of 15 for holiday rentals in Cascina.

• “Fantastic accommodation! Great host!”
• “Nice villa for reasonable money”
• “Perfect place.”
• See more reviews of leupupe relax cultura mare monti

Ranked 19 out of 20,510 in the Tuscany region, as well as being 4 of 3,006 for holiday rentals in Florence.

• “Great location, perfect size for two people.”
• “Fabulous apartment in a great location”
• “Very cosy place.”
• See more reviews of Little Suite Fortezza

Ranked 20 out of 20,510 in the Tuscany region, as well as being 1 of 4 for holiday rentals in Santa Lucia.

• “It is a perfect place-beautiful, cosy and clean.”
• “it was worth it”
• “Beyond our expectations”
• See more reviews of Agriturismo Bellandi

Ranked 21 out of 20,510 in the Tuscany region, as well as being 1 of 5 for holiday rentals in Case Malva.

• “Giovanni and his wife are so kind and warm.”
• “THIS PLACE IS AMAZING!”
• “Lovely house in Tuscany”
• See more reviews of Villa Al Ponte

Ranked 22 out of 20,510 in the Tuscany region, as well as being 1 of 19 for holiday rentals in Torrita di Siena.

• “I loved everything about this gorgeous house.”
• “Unforgettable and wonderful holiday”
• “It was so nice and beautifull place to stay.”
• See more reviews of La Torre

Ranked 23 out of 20,510 in the Tuscany region, as well as being 1 of 30 for holiday rentals in Castelnuovo Berardenga.

• “An absolute dream in the hills of Tuscany.”
• “Borgo Argiano was heaven on earth:)”
• “A Must Stay”
• See more reviews of Borgo Argiano

Ranked 24 out of 20,510 in the Tuscany region, as well as being 2 of 202 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 25 out of 20,510 in the Tuscany region, as well as being 1 of 76 for holiday rentals in Montalcino.

• “Incredible stay at Il Burellino”
• “Peaceful and serene…felt very relaxed the whole time we were there.”
• “This was the most amazing stay.”
• See more reviews of il burellino

Ranked 26 out of 20,510 in the Tuscany region, as well as being 1 of 162 for holiday rentals in Cortona.

• “Great location 5 minutes walk to excellent restaurants...”
• “A fabulous place to stay in Cortona.”
• “Beautiful really well equipped apartment in beautiful townhouse”
• See more reviews of Casa Zeni

Ranked 27 out of 20,510 in the Tuscany region, as well as being 1 of 394 for holiday rentals in Siena.

• “Lovely apartment in the stunning wine countryside”
• “Excellent! Slightly away from the hustle and bustle of city life in Siena - perfect!”
• “Perfect!!”
• See more reviews of Palazzo del Papa Country Suites

Ranked 28 out of 20,510 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 29 out of 20,510 in the Tuscany region, as well as being 1 of 47 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 20,510 in the Tuscany region, as well as being 2 of 30 for holiday rentals in Barberino di Val dʼElsa.

• “Our host Doreen was very friendly and welcoming.”
• “Amazing”
• “Tuscan perfection”
• See more reviews of Tenuta Tegolato