
Vacation rentals in Castell'In Villa
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Top-rated vacation rentals in Castell'In Villa
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Top guest favorite

Apartment in Pogi
4.95 out of 5 average rating, 88 reviewsBorgo Iesolana Suite Superior
RobertRating, 5 stars1 week ago
5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!
Top guest favorite

Apartment in Castelnuovo Berardenga
5 out of 5 average rating, 8 reviews"House of Number Twelve"
ArchitRating, 5 stars5 days ago
It was a really good stay as the details listed prior to booking are accurate. The place has been kept very well, and the location is serene. There are restaurants nearby at a walkable distance. The hosts were extremely friendly and hospitable. In fact, when our car broke down, they helped us find a mechanic to get it fixed, and offered another night’s stay free of cost if it had been needed. Overall, it was definitely worth the booking.
Guest favorite

Apartment in Quercegrossa
5 out of 5 average rating, 6 reviewsTuscany gem: The Chianti Farmer's House
AnnaRating, 5 stars5 days ago
Wonderful place! Diana and her family were most helpful and friendly. Would like to come back and spend a couple of nights more in this beautiful and charming setting!
Guest favorite

Apartment in Bossi
4.89 out of 5 average rating, 56 reviewsVillino Ersilia, the charm of Chianti
TobiasRating, 5 stars1 month ago
We (a family of five) thoroughly enjoyed our stay. It is super quiet and the perfect home for a relaxed time in Tuscany. The view is extraordinary, offering breathtaking panoramas of the rolling hills, and the house is a real jewel, beautifully decorated and well-maintained. Thanks a lot for having us; it was simply great.

Apartment in Pacina
4.88 out of 5 average rating, 8 reviewsallegretti apartment aia
JoannaRating, 5 stars1 month ago
We had an amazing time at Allegretti Agriturismo! The place is absolutely gorgeous and full of charm – we really didn’t want to leave. The apartment had everything we needed, and the atmosphere was super cozy and relaxing. The host was incredibly friendly and helpful. He even offered us wine from his own vineyard – it was so good that we ended up buying some more to bring back home and share with our friends! The whole area is just lovely – peaceful, quiet, and with breathtaking views. We totally recommend this place to anyone who loves peace, nature, and beautiful landscapes. Can't wait to come back someday!
Top guest favorite

Home in Castelnuovo Berardenga
5 out of 5 average rating, 5 reviewsArceno di Sotto, Tuscany
ChrisRating, 5 stars9 months ago
Agnieszka's villa is a great find for a quiet, relaxing holiday in Tuscany. Day trips to the famous and wonderful Tuscan towns are easy. We visited places in the mornings, had fine lunches then retreated to the villa for cooling swims in the pool and home cooked suppers, set in the lovely villa and substantial garden. Agnieszka is a brilliant host. The villa is spacious well appointed and perfect. If we head to Tuscany again, it will certainly be back to Agnieszka's. Don't miss the little gem of a village San Gusme too.
Guest favorite

Farm stay in Montalcino
4.95 out of 5 average rating, 56 reviewsGinepro Apartment Podere Giardino
AlexRating, 5 stars2 weeks ago
Amazing stay at Holidu’s! It was even more than the pictures promised. The location is great, the home and grounds are BEAUTIFUL! I felt at such peace. Holidu was so incredibly sweet and accommodating. 10/10!
Top guest favorite

Barn in Castellina in Chianti
5 out of 5 average rating, 24 reviewsCipressini 2 - pool and amazing views
EeshaRating, 5 stars4 weeks ago
Pia is amazing. We arrived to find the fridge stocked with Orange Juice, Mineral Water, Beer, and fresh fruits. She also placed flowers from the garden in the living room which were beautiful. Her recommendations for surrounding sites and restaurants was 10/10. Coming to the home itself, it is a lovely cottage with a fully stacked kitchen, lots of natural light, greenery, and all modern amenities combined. It is part of a larger property of three houses and amazing views all around. Ample parking space, beautiful pool, and hiking trails around. Their public relations manager Teo (the dog) is fun and finds you whenever you are lazying around the pool or garden. Will definitely return.
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Fortezza da Basso
- Parco delle Cascine
- Cala Violina
- Uffizi Gallery
- Piazzale Michelangelo
- Piazza della Repubblica
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Medici Chapels
- The Boboli Gardens
- Avignonesi Winery Fattoria Le Capezzine
- Teatro Tuscanyhall
- Casa Barthel
- Palazzo Vecchio
- Nelson Mandela Forum
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