
Holiday houses in Penna
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Top-rated holiday rentals in Penna
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Other great holiday rentals in Penna
Guest favourite

Home in Loro Ciuffenna
5 out of 5 average rating, 7 reviewsExclusive 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 reviewsApartment 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 reviewsBorgo 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 reviewsApartment 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 reviewsVilletta 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 reviewsCastello 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 reviewsAgriturism 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 reviewsCasa 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 🙂
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- Santa Maria Novella
- Duomo di Firenze
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- Ponte Vecchio
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
- Teatro Verdi
- Nelson Mandela Forum
- Palazzo Vecchio
- Palazzo Medici Riccardi