
Holiday rentals in Valpiana
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Top-rated holiday rentals in Valpiana
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Other great holiday rentals in Valpiana
Guest favourite

Flat in Pogi
4.94 out of 5 average rating, 89 reviewsBorgo Iesolana Suite Superior
RobertRating, 5 stars4 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!
Guest favourite

Flat in Castelnuovo Berardenga
4.88 out of 5 average rating, 26 reviewsColle ai Lecci: Design Apartment in Tuscany
JamesRating, 5 stars2 weeks ago
Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!
Top guest favourite

Apartment in Centro Storico
5 out of 5 average rating, 37 reviewsStrozzi Luxury View, RE Apartments Collection
CrystalRating, 5 stars2 weeks ago
I really appreciated my stay here! It’s beautiful, nice part of town and very unique! Highly recommend esp if you’re a creative looking to be inspired.
Guest favourite

Home in San Casciano In Val di Pesa
4.84 out of 5 average rating, 93 reviewsTuscan Villa Featured Conde Nast Best Villas Italy
JanetRating, 5 stars2 months ago
This 500 year old house is ideally situated in Tuscany and the Chianti region. It is a perfect place for day trips to other towns, for wine, tasting excursions, and for visiting Florence. The idyllic setting gives you a sense of country life in Italy, and the views from the patio and house are stunning. There are spectacular wineries within 5 to 10 minutes of the house. We found the house very comfortable and enjoyed our stay very very much. Rose and Pier couldn’t have been more helpful in planning our stay and excursions. We found through them fabulous restaurants, and wineries that we would not have discovered on our own. They were also incredibly responsive when we had questions. Our only confusion about the house was that the listing showed three bathrooms, but one was in the laundry room in a separate building . Just something to know. Thank you to Rose for a lovely vacation ! It was the perfect place to explore Tuscany from!
Guest favourite

Apartment in Figline Valdarno
4.87 out of 5 average rating, 54 reviewsAgriturismo Casavecchia, l'Olivo
AnthonyRating, 5 stars4 weeks ago
We absolutely loved our stay and it exceeded our expectations. The staff were friendly and very helpful, the food was delicious and the apartment was a great size with all the amenities we needed. It was family friendly and our children loved the pool. It’s a beautiful location and very relaxing. We would love to come again. Thank you for making our holiday so lovely.
Guest favourite

Cottage in Pienza
4.95 out of 5 average rating, 37 reviewsCottage San Lorenzo
Brandon and TiffanyRating, 5 stars3 weeks ago
We stayed here with our two young adult daughters. The home and the views are just magical! The home was well stocked and provided everything we needed. It very peaceful and quiet. The grounds are stunning and well kept! Only a 15 minute drive to the town of Pienza which had some of the best local restaurants. The pool was very nice to enjoy on a hot summer day with a glass of Rose in hand. We we would stay here again in a heartbeat! You will not be disappointed!
Guest favourite

Farm stay in Camigliano
4.96 out of 5 average rating, 85 reviewsTenuta La Fuga – Cottage with private pool
KellyRating, 5 stars3 weeks ago
From check in to check out, everything was amazing! The home was so comfortable and the rooms were large and nicely furnished. The grounds were well maintained with planters lining the terrace. The terrace overlooks the vineyards. The views were spectacular! We were provided a selection of wines that we could enjoy and purchase at the end of our stay. In addition, we were able to take advantage of enjoying a meal prepared by Chef Francesco at the property. It was perfect! We highly recommend Giovanni’s listing!
Superhost

Villa in Massa Marittima
4.57 out of 5 average rating, 21 reviewsVilla San Giuseppe
MichaelRating, 5 stars36 months ago
Villa San Giuseppe is a true gem where you can relax and unwind very well. In the villa it has almost everything one needs for a stay. The rooms are very well equipped and the whole area around the villa is very large and very nice. The pool is gigantically large and very nicely located with a foresight. There should be more umbrellas and loungers for the sun loungers. The WIFI would have to be even better developed and the water when showering is not really hot but rather cold. The barbecue area is also very well located and there is enough wood to grill something fine every day. In the exterior dining area, a lounge would be very good as an addition, as most people are located outside. The arrival through the many cypress trees is also a highlight every time and the road is easily accessible from gravel. Overall, however, highly recommended, which appreciates tranquility and yet the proximity to the city of Follonica about 15 minutes drive.
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- Elba
- Giglio Island
- Feniglia
- Gulf of Baratti
- Cala Violina
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Kite Beach Fiumara
- Marina di Grosseto beach
- Spiaggia di Marina Di Campo
- Cavallino Matto
- Spiaggia di Patresi
- Cala Di Forno
- Spiaggia Zuccale
- Spiaggia Di Barbarossa
- Spiaggia della Padulella
- Spiaggia Marina di Cecina
- Santa Maria della Scala
- Spiaggia di Seccione - Portoferraio (li)
- Cala del Leone
- CavallinoMatto
- Spiaggia di Cavo
- Spiaggia Di Sottobomba
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