The 30 Best Holiday Rentals in Tuscany

Ranked 1 out of 19,262 in the Tuscany region, as well as being 1 of 32 for holiday rentals in Chianciano Terme.

• “Still relaxing just thinking about it!”
• “Such a welcoming, friendly, and over the top helpful family; a true blessing to stay there.”
• “Grazie mille to the hosts, very hospitable and nice people.”
• See more reviews of Agriturismo Humile

Ranked 2 out of 19,262 in the Tuscany region, as well as being 1 of 3 for holiday rentals in Lupompesi.

• “Tasteful interior, comfortable kitchen.”
• “Staying at Casanova di Campriano was one of the best decisions of our visit to Italy!”
• “Beautiful home and grounds, and a wonderful host!”
• See more reviews of Casanova di Campriano

Ranked 3 out of 19,262 in the Tuscany region, as well as being 1 of 3,259 for holiday rentals in Florence.

• “Fantastic every thing,but Anna is amasing”
• “Feel at home in Florence”
• “The best host we ever met”
• See more reviews of Casa Gordigiani - bilocali con parcheggio

Ranked 4 out of 19,262 in the Tuscany region, as well as being 1 of 15 for holiday rentals in Cascina.

• “Spacious and very friendly host”
• “Amazing apartment with spacious outside garden”
• “All”
• See more reviews of leupupe relax cultura mare monti

Ranked 5 out of 19,262 in the Tuscany region, as well as being 2 of 9 for holiday rentals in Trequanda.

• “Amazing place in an amazing setting.”
• “Exceptional view.”
• “Fantastic place for a family vacation and also for couples”
• See more reviews of Agriturismo Sole

Ranked 6 out of 19,262 in the Tuscany region, as well as being 1 of 192 for holiday rentals in San Gimignano.

• “We hope to return!”
• “Worth it. 100%”
• “Breakfast was great, staff were lovely, room was tastefully...”
• See more reviews of Agriturismo Il Segreto di Pietrafitta

Ranked 7 out of 19,262 in the Tuscany region, as well as being 1 of 87 for holiday rentals in Pistoia.

• “The place is in a fabulous location in the countryside, just...”
• “Magnificent stay at Terrarossa”
• “We had a great time.”
• See more reviews of Agriturismo Terrarossa

Ranked 8 out of 19,262 in the Tuscany region, as well as being 1 of 2 for holiday rentals in Poggio Alla Croce.

• “incredible”
• “The best place we stayed in Italy and the nicest owner.”
• “No words can explain how beautiful this property is!”
• See more reviews of Agriturismo Il Colle

Ranked 9 out of 19,262 in the Tuscany region, as well as being 1 of 38 for holiday rentals in Castiglione dʼOrcia.

• “Beautiful place in the middle of the countryside, it is...”
• “Brilliant holiday”
• “Great location to explore the area”
• See more reviews of La Moiana 1756

Ranked 10 out of 19,262 in the Tuscany region, as well as being 2 of 3,259 for holiday rentals in Florence.

• “Absolutely fabulous would highly recommend and would stay again!”
• “Fabulous aparym by and exceptional host.”
• “Great choice!!”
• See more reviews of La Firenze Sogna

Ranked 11 out of 19,262 in the Tuscany region, as well as being 1 of 226 for holiday rentals in Arezzo.

• “Everything was excellent, and we will be recommending Podere Fontanino to our friends.”
• “Hidden Gem!”
• “Beautiful farm stay!”
• See more reviews of Podere Fontanino

Ranked 12 out of 19,262 in the Tuscany region, as well as being 1 of 54 for holiday rentals in Pienza.

• “This was our favorite accommodation during our trip to Italy.”
• “perfect”
• “Beautiful countryside with plenty of ancient Renaissances relics to marvel about.”
• See more reviews of Vento d’Orcia

Ranked 13 out of 19,262 in the Tuscany region, as well as being 1 of 19 for holiday rentals in Torrita di Siena.

• “La Torre is Gorgeous! Don't Hesitate to Book it if You Can!”
• “The best stay I’ve ever had.”
• “The villa was a complete surprise for me and my husband!”
• See more reviews of La Torre

Ranked 14 out of 19,262 in the Tuscany region, as well as being 3 of 3,259 for holiday rentals in Florence.

• “Fantastic location in an amazing city”
• “Very lovely apartment, we enjoyed our stay in these 6 days...”
• “Alessandro arrived exactly as I did to show me how to access...”
• See more reviews of Little Suite Fortezza

Ranked 15 out of 19,262 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 16 out of 19,262 in the Tuscany region, as well as being 4 of 3,259 for holiday rentals in Florence.

• “Pierpaolo the host was super accomodating and was even there to greet us before our stay. He went above and beyond by le”
• “Great apartment! We will stay here again!”
• “A brilliant stay with a welcoming, kind and gracious host in a wonderful location in a beautiful city.”
• See more reviews of Dépendance Machiavelli - Apartment and Wine

Ranked 17 out of 19,262 in the Tuscany region, as well as being 1 of 6 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 18 out of 19,262 in the Tuscany region, as well as being 1 of 6 for holiday rentals in San Gusmè.

• “Beautiful apartment in a lovely quiet Tuscan village.”
• “Exceeded expectations”
• “The most perfect and romantic Villa to explore the Tuscan Countryside with incredible hosts.”
• See more reviews of Borgo San Gusmè

Ranked 19 out of 19,262 in the Tuscany region, as well as being 1 of 10 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 20 out of 19,262 in the Tuscany region, as well as being 1 of 487 for holiday rentals in Lucca.

• “Good location, within walking distance of the city wall, and...”
• “The host was incredibly helpful.”
• “Great location, apartment as described.”
• See more reviews of Casa degli Aromi

Ranked 21 out of 19,262 in the Tuscany region, as well as being 1 of 5 for holiday rentals in Paganico.

• “Wonderful quiet stay with wonderful people”
• “Best hosts, excellent breakfast”
• “Modern facilities in a tranquil setting.”
• See more reviews of Il Casale delle Rose

Ranked 22 out of 19,262 in the Tuscany region, as well as being 1 of 4 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 23 out of 19,262 in the Tuscany region, as well as being 2 of 192 for holiday rentals in San Gimignano.

• “Loved staying in the hills near San Gimignano!”
• “The property is amazing.”
• “Caterina and Fabio are the kindest host you can wish for.”
• See more reviews of Agriturismo Poggio Rotondo

Ranked 24 out of 19,262 in the Tuscany region, as well as being 5 of 3,259 for holiday rentals in Florence.

• “The apartment was amazing and Silvia was the sweetest host!”
• “Brilliant property and host, faultless.”
• “Our host Silvia was exceptional with allowing us to the property early to hold our luggage and offering us a drink and f”
• See more reviews of A casa di Giuly

Ranked 25 out of 19,262 in the Tuscany region, as well as being 1 of 88 for holiday rentals in Volterra.

• “Unreal place.”
• “Simply lovely, highly recommended.”
• “Excellent, truly kind hosts. Every need was anticipated and fulfilled. I would go back, for certain!!”
• See more reviews of Podere Campiano

Ranked 26 out of 19,262 in the Tuscany region, as well as being 1 of 32 for holiday rentals in Castelnuovo Berardenga.

• “HIGHLY RECOMMENDED! There aren’t enough words to describe this place, it’s just pure magical!”
• “Perfection in Tuscany”
• “Amazing place!”
• See more reviews of Borgo Argiano

Ranked 27 out of 19,262 in the Tuscany region, as well as being 1 of 150 for holiday rentals in Cortona.

• “Beautiful house & super location & lovely host.”
• “Having a friendly, nice host is so important when you are traveling, especially alone, as I was.”
• “Excellent and cant wait to return to this beautiful apartment and hospitality of Silvia & Cristian”
• See more reviews of Casa Zeni

Ranked 28 out of 19,262 in the Tuscany region, as well as being 1 of 423 for holiday rentals in Pisa.

• “Absolutely perfect, Cosimo is a wonderful host and went above and beyond”
• “The property looks exactly like in the photos.”
• “Thanks to Cosimo, our stay in Pisa was even more pleasant and comfortable!”
• See more reviews of Tuttomondo

Ranked 29 out of 19,262 in the Tuscany region, as well as being 1 of 38 for holiday rentals in Manciano.

• “Perfect place for a relaxing retreat”
• “Very friendly owners ,nice view ,very good breakfast ,...”
• “Nice stay and wonderful guest”
• See more reviews of La Pianaccia

Ranked 30 out of 19,262 in the Tuscany region, as well as being 2 of 423 for holiday rentals in Pisa.

• “Great base for exploring the city. Comfortable accommodation”
• “Great location, walking distance to both train station and...”
• “Perfect location for the airport and train station”
• See more reviews of Holiday Vibes