
Vacation rentals in Serre di Rapolano
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Top-rated vacation rentals in Serre di Rapolano
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Guest favorite

Apartment in Pogi
4.94 out of 5 average rating, 89 reviewsBorgo Iesolana Suite Superior
RobertRating, 5 stars2 weeks 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

Farm stay in San Quirico d'Orcia
4.99 out of 5 average rating, 82 reviewsPodere Pereti Nuovi-modern Tuscan Villa
MichaelRating, 5 stars3 weeks ago
There is no way to accurately describe the views of the Tuscany countryside from this wonderful villa. The updating of the house left nothing to be desired. Indoor and outdoor amenities are perfect for a large group or family. It's a great home base, as it's centrally located. We took day trips to Assisi, Montepulciano, Montalcino, Monticchhiello, Pienza, Siena, and Orvieto. And so close to the hidden gem of Bagno Vignoni - don't skip it. Kathleen was one of the best hosts we have ever had. From recommendations and directions to introductions to chefs and wine tour guides. She was quickly responsive to all of our questions throughout the process. You will love everything about this place. We would definitely go back.
Guest favorite

Home in Serre di Rapolano
5 out of 5 average rating, 12 reviewsCasina La Fonte - Patio with panoramic view -
KarenRating, 5 stars3 weeks ago
Wonderful views and the best host ever. Shout out to Giulio and his family for looking after us so well when we had to replace the hire car. It was a bit nerve-wracking and they couldn't have been nicer or kinder. And do look at Giulio's recommendations for where to go and things to do, we saw some great places and great local festivals we would have missed without his advice. The apartment itself is very clean, comfortable, well fitted equipped and cool for the hot weather. It has the most amazing view, you can see miles and miles of beautiful Tuscan landscape from the apartment. Hills, fields, farmhouses, rows of poplar trees, it's got the lot. Serre di Rapolano itself is ten minutes walk away, the centre is a steep, winding Medieval town, the modern outskirts have a good supermarket. It's well placed to get to all the main tourist towns, but you do need a car.
Guest favorite

Farm stay in Monte San Savino
4.97 out of 5 average rating, 30 reviewsAgriturismo Il Capoverso Lavanda, 2nd floor, 2+2p
TimothyRating, 5 stars1 week ago
My girlfriend and I thoroughly enjoyed our stay. The views from the apartment were absolutely beautiful and the property overall was the perfect place to relax. The apartment’s kitchen was excellent and my girlfriend and I prepared several meals for ourselves. Gianluca gave us many great local recommendations that we found helpful as this was our first time in the area. We would be very excited to come again!
Guest favorite

Condo in Monte San Savino
4.96 out of 5 average rating, 49 reviewsLa Foresteria | Granary House
LynneRating, 5 stars2 weeks ago
Such a beautiful, peaceful place to spend a few days! It was central to many tours and activities, great for exploring! Luca was a wonderful host and ensured we were happy and had everything we needed. The restaurant was great! I can’t think of anything that would have made our stay better! Completely exceeded our expectations!

Home in Asciano
5 out of 5 average rating, 3 reviewsBlueberry apartment
ErenRating, 5 stars3 weeks ago
Everything was great about this place. It is a very quiet and peaceful location with a nice pool and hot tub looking at a perfect view. Definitely would recommend.
Guest favorite

Farm stay in Castiglion Fiorentino
5 out of 5 average rating, 7 reviewsPodere Il Belvedere Farmhouse - La Stalla
BrianRating, 5 stars3 weeks ago
Max’s place is beautiful like a dream. The accommodation is tastefully furnished with Tuscan charm. The interior is equipped with high quality cooking utensils and tablewares in the kitchen, comfortable bed, and sparkling clean bathroom. We enjoyed marveling at the beautiful wooden beam ceiling and terracotta tile floor. The exterior is elegant, well maintained, and exudes a pride in the care-taking of the property. Max and his wife Pamela were genuinely kind and helpful, and we enjoyed every interaction with them. It felt like talking with family. The location is convenient to explore central Tuscany. We made many day trips from Podere Il Belvedere su Cortona. Every time coming back to Max’s place felt like coming home!
Guest favorite

Condo in Castelnuovo Berardenga
4.96 out of 5 average rating, 69 reviewsOrgiale Charme Residenz Castle
ShellRating, 5 stars1 month ago
Property is amazing, host so friendly and helpful… Honestly we spent very little time on the property as we were exploring so much of Tuscany during our stay with the lovely location as our home base. But it was so beautiful to wake to every day and come “home” to late every evening :) During our 6 days, we explored Florence, hung out in Siena, hiked Chianti trails, visiting all over from Monteriggioni to San Gimignano to Volterra… and throughout Val d’Orcia from Montepulciano to Pienza , Pitigliano to Serano… and north to Lucca & Pisa. Just wonderful location :) Thank you so much!
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Lake Bolsena
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Parco delle Cascine
- Uffizi Gallery
- Piazzale Michelangelo
- Piazza della Repubblica
- Kite Beach Fiumara
- Marina di Grosseto beach
- Mercato Centrale
- Pitti Palace
- Giardino Bardini
- Stadio Artemio Franchi
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Teatro Verdi
- The Boboli Gardens
- Casa Barthel
- Teatro Tuscanyhall