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Holiday houses in Penna

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Popular amenities for Penna holiday rentals

Other great holiday rentals in Penna

Guest favourite
Home in Loro Ciuffenna
5 out of 5 average rating, 7 reviews

Exclusive Resort W/ Pool & Waterfall - A11

MartinRating, 5 stars9 months ago
The complex is a jewel in Tuscany and must get 5 stars. The location in the countryside directly on the creek with the wonderful opportunity for swimming and the cooling effect at night is a unique selling point. The pool is also super nice, large (7x14), is regularly maintained and offers - due to the location above the complex (only a few steps walk) - a great view of the valley. Our rooms with two bedrooms and two bathrooms (!) were very spacious and very clean, as was the associated outdoor area with seating. Tennis court is a bit worn, but usable. Washing machine works. The complex and the apartment are much nicer and more spacious than shown in the photos (they should definitely be updated). Communication with the provider was perfect, the on-site support was very nice. Small things like kitchen equipment (in Italy) can always be improved, but that does not affect the stay in any way.
Apartment in Loro Ciuffenna
5 out of 5 average rating, 3 reviews

Apartment via Dante ,Centro Storico

AntonellaRating, 5 stars1 week ago
Excellent solution for our stay in Loro Ciuffenna... Convenient to reach in a few minutes from the public parking lot. Very kind host and always available for any request. If I return to the area, I will definitely consider this accommodation again.
Top Guest favourite
Apartment in Pogi
5 out of 5 average rating, 19 reviews

Borgo Iesolana Family Suite Superior

ChanRating, 5 stars1 month ago
Borgo Iesolana is a truly special place. Tucked away in the beautiful Tuscan countryside, it offers a peaceful and quiet atmosphere that’s perfect for unwinding. Waking up to the sounds of nature and stunning views of the surrounding hills was a highlight of our stay. The staff were incredibly friendly and helpful throughout our visit — always ready with a smile or a great local recommendation. Their warm hospitality made us feel right at home. The property is well-maintained, with charming accommodations and a lovely pool area where you can relax and soak in the scenery. It’s also a great base for exploring nearby towns like Siena and Arezzo. If you’re looking for a calm and restful escape in a beautiful setting, Borgo Iesolana is the perfect choice. Highly recommended!
Superhost
Apartment in Santa Barbara
4.76 out of 5 average rating, 33 reviews

Apartment in historic home

StefaniaRating, 5 stars1 week ago
Delightful environment, terrace with a noteworthy view. Responsive and super helpful host.
Guest favourite
Cottage in Castelfranco Piandiscò
4.9 out of 5 average rating, 71 reviews

Villetta Belvedere

AndrewRating, 5 stars2 weeks ago
Fantastic stay, incredible views and perfect location. Couldn’t recommend this place highly enough. Thank you Simone :)
Guest favourite
Condo in Castelnuovo Berardenga
4.96 out of 5 average rating, 69 reviews

Castello di Orgiale Charme Residenz

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!
Guest favourite
Farm stay in Loro Ciuffenna
4.93 out of 5 average rating, 27 reviews

Agriturism top in Tuscany near Florence ,Arezzo

NevenaRating, 5 stars3 days ago
We loved everything about our stay, the host was wonderful and helpful. She went out of her way to give us advice and make us feel at home. When we arrived she got us some flowers and snacks so we wouldn’t be hungry. The place is beautiful, very rustic and romantic. The local restaurants were authentic Italian food and wine, and there were some amazing hikes around. The location is perfect too we visited 6 Tuscan towns around including some famous ones like Florence and Siena. I strongly recommend this for a relaxing and adventurous holiday with some top class food and wine! 🍷
Top Guest favourite
Apartment in Castelfranco Piandiscò
5 out of 5 average rating, 90 reviews

Casa Lama Apartments, La Traviata 2/4P, best view

FeliZaRating, 5 stars1 month ago
Overall, we were very satisfied with the stay. The house is located in a very quiet and outside. Elettra was very accommodating. Thank you 🙂

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Arezzo
  5. Penna