The 30 Best Holiday Rentals in Tuscany

Ranked 1 out of 21,969 in the Tuscany region, as well as being 1 of 32 for holiday rentals in Chianciano Terme.

• “Wonderful host, beautiful house and property, phenomenal breakfast and an authentic Tuscan experience.”
• “The breakfast was exceptional and the hosts were lovely and...”
• “Perfect”
• See more reviews of Agriturismo Humile

Ranked 2 out of 21,969 in the Tuscany region, as well as being 1 of 3,188 for holiday rentals in Florence.

• “Идеальное жилье”
• “Excellent and way over the expectations!”
• “We really enjoyed our stay and experience in Florence.”
• See more reviews of Casa Gordigiani - bilocali con parcheggio

Ranked 3 out of 21,969 in the Tuscany region, as well as being 1 of 219 for holiday rentals in San Gimignano.

• “Absolute perfection”
• “Amazing warm place”
• “Great experience”
• See more reviews of Agriturismo Il Segreto di Pietrafitta

Ranked 4 out of 21,969 in the Tuscany region, as well as being 1 of 3 for holiday rentals in Lupompesi.

• “A truly perfect place”
• “In Germany you say "die Seele baumeln lassen".”
• “Great!”
• See more reviews of Casanova di Campriano

Ranked 5 out of 21,969 in the Tuscany region, as well as being 1 of 5 for holiday rentals in Poggio Alla Croce.

• “It was better than we imagined.”
• “Incredible views, beautiful apartments, surroundings were even more stunning than the photos. If I get a chance I’ll go”
• “Romantic Getaway”
• See more reviews of Agriturismo Il Colle

Ranked 6 out of 21,969 in the Tuscany region, as well as being 1 of 201 for holiday rentals in Arezzo.

• “Wonderfully relaxing.”
• “The most beautiful accommodation and hosts I have met!”
• “Incredible stay. Andrea went above and beyond. The rooms were comfortable and nicely decorated. Still and sparkling wate”
• See more reviews of Podere Fontanino

Ranked 7 out of 21,969 in the Tuscany region, as well as being 1 of 16 for holiday rentals in Cascina.

• “All”
• “Superb”
• “Excellent.”
• See more reviews of leupupe relax cultura mare monti

Ranked 8 out of 21,969 in the Tuscany region, as well as being 2 of 219 for holiday rentals in San Gimignano.

• “L'accueil chaleureux des deux propriétaires, ainsi que...”
• “Breakfast was great and the hosts were super helpful and...”
• “The owner Girogio and his family as well as the hospitality was excellent...”
• See more reviews of Il Palagione

Ranked 9 out of 21,969 in the Tuscany region, as well as being 1 of 88 for holiday rentals in Pistoia.

• “Magnificent stay at Terrarossa”
• “We had a great time.”
• “Beautifully curated property, a warm and welcoming hosts.”
• See more reviews of Agriturismo Terrarossa

Ranked 10 out of 21,969 in the Tuscany region, as well as being 1 of 42 for holiday rentals in Castiglione dʼOrcia.

• “Highlight of our Italy trip”
• “What an experience”
• “Great place to stay, good value and convenient location”
• See more reviews of La Moiana 1756

Ranked 11 out of 21,969 in the Tuscany region, as well as being 2 of 3,188 for holiday rentals in Florence.

• “Highly recommended for your stay in Florence.”
• “Couldn't fault anything francesca was such a fab host...”
• “Wonderful, wonderful, wonderful!”
• See more reviews of La Firenze Sogna

Ranked 12 out of 21,969 in the Tuscany region, as well as being 1 of 15 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 13 out of 21,969 in the Tuscany region, as well as being 1 of 59 for holiday rentals in Pienza.

• “Perfect relaxing place”
• “We loved the location, the atmosphere, the host, the food...”
• “I hope to stay at Vento d’Orcia again soon! It is that wonderful!”
• See more reviews of Vento d’Orcia

Ranked 14 out of 21,969 in the Tuscany region, as well as being 2 of 88 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 15 out of 21,969 in the Tuscany region, as well as being 3 of 3,188 for holiday rentals in Florence.

• “Modern & spacious apartment away from the touristy areas for a comfortable stay”
• “It was amazing!”
• “A convenient place for tourists & very quiet at night”
• See more reviews of Dépendance Machiavelli - Apartment and Wine

Ranked 16 out of 21,969 in the Tuscany region, as well as being 4 of 3,188 for holiday rentals in Florence.

• “Great location, within walking distance from all Florence...”
• “Ale and Cristina were such lovely hosts.”
• “I had an excellent stay in a very good location. I can highly recommend this apartment!”
• See more reviews of Little Suite Fortezza

Ranked 17 out of 21,969 in the Tuscany region, as well as being 1 of 414 for holiday rentals in Pisa.

• “Cosimo, the owner texted us a day before our arrival and said that he would pick us up the following day at a public par”
• “Brilliant stay for Pisa. Would definitely return.”
• “Clean, nicely decorated and friendly”
• See more reviews of Tuttomondo

Ranked 18 out of 21,969 in the Tuscany region, as well as being 1 of 6 for holiday rentals in San Gusmè.

• “The most perfect and romantic Villa to explore the Tuscan Countryside with incredible hosts.”
• “Quite good in unique place experience.”
• “Great stay!”
• See more reviews of Borgo San Gusmè

Ranked 19 out of 21,969 in the Tuscany region, as well as being 1 of 7 for holiday rentals in Case Malva.

• “Bead and breakfast was like a art museum”
• “We'll be back again”
• “This place is magic”
• See more reviews of Villa Al Ponte

Ranked 20 out of 21,969 in the Tuscany region, as well as being 1 of 20 for holiday rentals in Torrita di Siena.

• “The villa was a complete surprise for me and my husband!”
• “A superb stay, which felt authentic, comfortable and a fantastic experience”
• “A fairytale in Toscana”
• See more reviews of La Torre

Ranked 21 out of 21,969 in the Tuscany region, as well as being 1 of 555 for holiday rentals in Lucca.

• “Great location, apartment as described.”
• “We had unbelivable trip around Tuscany in the aincent cities with one of the most beautifull land scapes in the world.”
• “Very helpful and nice hosts.”
• See more reviews of Casa degli Aromi

Ranked 22 out of 21,969 in the Tuscany region, as well as being 1 of 4 for holiday rentals in Santa Lucia.

• “Very clean, cozy, super hospitable people.”
• “Very good scenery!”
• “Very special place, a lot of attention to all details”
• See more reviews of Agriturismo Bellandi

Ranked 23 out of 21,969 in the Tuscany region, as well as being 1 of 161 for holiday rentals in Cortona.

• “Perfect”
• “We would highly recommend staying at Casa Zeni if you are looking for a authentic Italian medieval experience”
• “Truly beautiful apartment in the heart of Cortona!”
• See more reviews of Casa Zeni

Ranked 24 out of 21,969 in the Tuscany region, as well as being 1 of 34 for holiday rentals in Castelnuovo Berardenga.

• “Peaceful luxury, I’d love to come back”
• “It's a beautiful hotel in a wonderful location.”
• “Better than expected!”
• See more reviews of Borgo Argiano

Ranked 25 out of 21,969 in the Tuscany region, as well as being 1 of 7 for holiday rentals in Paganico.

• “I cannot say enough good things about it!”
• “Heart-warming experience, a place to return to.”
• “Perfect holiday with perfect hosts”
• See more reviews of Il Casale delle Rose

Ranked 26 out of 21,969 in the Tuscany region, as well as being 1 of 41 for holiday rentals in San Miniato.

• “Best place I stayed during my Camino”
• “You NEED to stay here.”
• “Perfect stay, amazing host, panoramic views!”
• See more reviews of San Miniato - Terrazza panoramica in centro storico

Ranked 27 out of 21,969 in the Tuscany region, as well as being 1 of 79 for holiday rentals in Montalcino.

• “An amazing stay, highly recommended.”
• “Exceptional accommodation in a magical setting”
• “Perfect place in a perfect setting”
• See more reviews of il burellino

Ranked 28 out of 21,969 in the Tuscany region, as well as being 5 of 3,188 for holiday rentals in Florence.

• “Our host Silvia was exceptional with allowing us to the property early to hold our luggage and offering us a drink and f”
• “Wonderful property, great location”
• “Perfection”
• See more reviews of A casa di Giuly

Ranked 29 out of 21,969 in the Tuscany region, as well as being 1 of 63 for holiday rentals in Lido di Camaiore.

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

Ranked 30 out of 21,969 in the Tuscany region, as well as being 2 of 30 for holiday rentals in Barberino di Val dʼElsa.

• “Beautiful Tenuta Tegolato”
• “Beautiful property & great hosts for Tuscany visit.”
• “We can highly recommend this spot!”
• See more reviews of Tenuta Tegolato