
Holiday rentals in Penna
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Top-rated holiday rentals in Penna
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Penna
Top guest favourite

Flat in Pelago
5 out of 5 average rating, 24 reviewsBarn
KatherineRating, 5 stars3 weeks ago
We loved our stay here!! The view is absolutely beautiful. The apartment had everything we needed and it was super clean. There is also a train station right down the road for an easy train ride into Florence if that is something you are wanting to do. Would definitely recommend staying here!
Guest favourite

Flat in Loro Ciuffenna
5 out of 5 average rating, 37 reviewsCozy apartment on the Tuscan vineyard
RobertoRating, 5 stars1 month ago
Giulia and her family have these magnificent apartments surrounded by nature, where everything is made with soul. Photos don’t do justice to the beauty you’ll find here. From the moment you arrive, you feel the love of the villa’s owners: neat vineyards, thoughtful landscaping, flowers, cleanliness—it’s like a fairytale. If you’re looking for a place to relax and enjoy scenic views and birdsong, this is it. The hilltop location offers stunning views, and the grounds include a small church, vineyards, panoramic pool, playground, ping pong table, and a lovely resident donkey named Pedro. We appreciated the coffee machine with capsules for the whole stay, and the welcoming gift of wine and olive oil. Special thanks to Giulia for the amazing winery tour and tasting—we’ll definitely be back!
Guest favourite

Apartment in Monte San Savino
4.96 out of 5 average rating, 51 reviewsLa Foresteria | Granary House
RhiannonRating, 5 stars2 weeks ago
This place is even more beautiful than the photos show! We are travelling round Italy for our honeymoon and this has been our highlight. From the amazing grounds to the incredible food at the little restaurant it’s all been perfect. Thank you Marian for excellent communication and being so accommodating. What a fantastic place - Grazie!!
Guest favourite

Home in Loro Ciuffenna
4.93 out of 5 average rating, 44 reviewsI dream of a farm in Tuscany
FranziskaRating, 5 stars2 weeks ago
Raffaele and Federica are great hosts, they are always available and at the same time give you the necessary freedom. The accommodation is beautiful, especially the view from the terrace and the hot tub. The way to the accommodation is a bit adventurous, but you quickly get used to it. For all those who are looking for some peace and quiet for two and are not bothered by insects of any kind, this is the perfect accommodation!
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

Flat in Loro Ciuffenna
4.93 out of 5 average rating, 15 reviewsCasa Fiordaliso
IrinaRating, 5 stars3 weeks ago
MariaRita’s place was just as described - very clean and convenient. The kitchen was well stocked, the master bedroom bed was very comfortable, and the bathroom was squeaky clean. The location is very peaceful and quiet while being walking distance to restaurants and shops in town. Would happily stay here again!
Guest favourite

Apartment 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!
Top guest favourite

Flat 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
- Ponte Vecchio
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Mugello Circuit
- 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
- Teatro Verdi
- Palazzo Vecchio
- The Boboli Gardens
- Santa Maria della Scala
- Nelson Mandela Forum
- Teatro Tuscanyhall