
Holiday houses in Caldana di Sopra
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Top-rated holiday rentals in Caldana di Sopra
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Caldana di Sopra
Guest favourite

Home in Sovicille
4.85 out of 5 average rating, 88 reviewsVilla Casabella near Siena
SusanRating, 5 stars2 days ago
Under the Tuscan sun, enjoying the view of the vineyard from the pool. Breakfast on your private terrace. Drivable for day trips to Siena and Florence. What more could you want? we were there during a heatwave and there is no ac but there were fans for each room which did the trick. Plus the pool!
Guest favourite

Apartment in Siena
4.89 out of 5 average rating, 129 reviewsPenthouse with a view of Siena
IrynaRating, 5 stars6 days ago
This penthouse in Siena completely stole our hearts! It was so spacious, peaceful, and beautifully designed—we truly didn’t want to leave. The views from the windows and terrace were absolutely breathtaking. I honestly think this is the best spot in all of Siena if you’re looking for stunning views of the city and countryside. The host was incredibly responsive and flexible, which made a huge difference for us. We were traveling with our two-year-old, and they went out of their way to accommodate his sleep schedule and make our check-in seamless. We’re so grateful for that extra care—it made our stay feel even more special. If you’re heading to Siena, don’t think twice—this place is pure magic.
Guest favourite

Condo in Siena
4.97 out of 5 average rating, 62 reviewsRossella’s House
KaylaRating, 5 stars3 weeks ago
Gorgeous space, with incredible views. Convenient located on a quite street, close to everything you need.
Guest favourite

Apartment in Siena
4.93 out of 5 average rating, 59 reviewsCASOLARE LA VIGNA
GarethRating, 5 stars2 weeks ago
We loved our stay here! We were here for a month and we were very sad to leave when it was finally over. The apartment itself is historic and atmospheric - the surrounding area was gorgeous (quiet roads, farms, and countryside view) - we loved going for walks along the road in multiple directions from the place. Our hosts brought us eggs and cherries from their garden multiple times, which were wonderful, and they never wasted an opportunity to make us feel at home. We hope that we get to come back someday and stay for another month, we miss it already!
Guest favourite

Home in Castelnuovo Berardenga
4.97 out of 5 average rating, 90 reviewsCountryside house near Siena
JasonRating, 5 stars1 week ago
Place was as described. The house was in pristine condition when we check in. Nested in a quite and peaceful countryside, it was exactly what we wanted. Parking was just a few meters from the main door. Host Patrizia was very friendly and responded to my questions promptly. Her check in instructions were clear and we found the place easily. A short drive from local attractions and wineries, it is a good launch point to tour the region.
Top Guest favourite

Home in Siena
5 out of 5 average rating, 13 reviews10 min from the Center | La Capanna di Franco
JasonRating, 5 stars2 weeks ago
Beautiful location and surroundings. Wish we had known just how beautiful it was. We would have spent more night there for sure. Highly Recommended. A+++++
Superhost

Home in Siena
4.83 out of 5 average rating, 60 reviewsHouse among the cypresses
BrunoRating, 5 stars3 weeks ago
Anna is very responsive and gives good advice for visiting Siena. The house is clean and atypical, decorated with great taste and very well equipped. The garden is very nice. The only downsides are the noise of the highway and the lack of privacy and facing the neighboring housing. Despite this, we had a very good stay in Anna's cottage and will gladly come back. Siena and its surroundings are beautiful.

Apartment in La Cetina
4.95 out of 5 average rating, 39 reviewsBrotes Mandorlo Apartment
NastasyaRating, 5 stars2 weeks ago
Our stay at La Cetina was nothing short of idyllic. The villa is quiet and peaceful, exactly what we were after. It was a short drive from near villages, but we were more than happy spending most of our holiday on-site, by the pool, in the hot tub, or using the BBQ. Mariana was the perfect host - super helpful even before our trip started, and right until the end with giving us tips for our trip back (and even gifted us some of their homemade honey). On homemade produce: the wines and olive oil that they offer on site are absolutely delicious. We would definitely go back. Thank you!
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- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Lake Trasimeno
- Gulf of Baratti
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Marina di Grosseto beach
- Kite Beach Fiumara
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cavallino Matto
- Teatro Verdi
- Palazzo Vecchio