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Our top choices for Penna holiday rentals

Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (23 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is 3.144.721 ₫
3.459.285 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Villa Cassia di Baccano

La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.4 out of 10, Exceptional, (35 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (71 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio

THE MONNA LISA RESORT

THE MONNA LISA RESORT
Arezzo
9.2 out of 10, Wonderful, (9 reviews)
"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "
United States
Bart
THE MONNA LISA RESORT

L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (12 reviews)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
L' Eroico

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
8.8 out of 10, Excellent, (3 reviews)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is 3.159.574 ₫
3.659.423 ₫ total
includes taxes & fees
18 Jan - 19 Jan
Casa Vacanze Squarcialupi

Villa La Ginestra

Villa La Ginestra
Subbiano
9.6 out of 10, Exceptional, (5 reviews)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
Villa La Ginestra

La Murata

La Murata
Rapolano Terme
9.0 out of 10, Wonderful, (11 reviews)
"Amazingly beautiful place! Wish i could have stayed longer to enjoy the view but was just passing through. The apartment was so cute and clean. Any family would enjoy staying here. I would stay here again if i were in the area."
United States
Elizabeth
The price is 3.905.622 ₫
4.418.582 ₫ total
includes taxes & fees
15 Jan - 16 Jan
La Murata

DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (27 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
DormiVeglia B&B

Two-room Apartment for 3 People With Kitchen and Private Bathroom

Two-room Apartment for 3 People With Kitchen and Private Bathroom
Arezzo
8.0 out of 10, Very good, (1 review)
"The property is in a great location in Arezzo and the owner communicated clearly, thoroughly with us and this was much appreciated since we are still novice VRBO users. Not having a designated parking spot caused some frustration when we ended up finding an open spot a block away. "
United States
Robert
The price is 3.671.952 ₫
4.222.745 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Two-room Apartment for 3 People With Kitchen and Private Bathroom

Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.4 out of 10, Exceptional, (3 reviews)
"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."
United States
Gregory
The price is 3.365.956 ₫
3.794.351 ₫ total
includes taxes & fees
7 Feb - 8 Feb
Casa Vacanze Le Fornaci

Beautiful Lux Apartment Chianti Firenze Area Italy

Beautiful Lux Apartment Chianti Firenze Area Italy
Barberino Tavarnelle
The price is 11.709.634 ₫
14.315.718 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Beautiful Lux Apartment Chianti Firenze Area Italy

B&B da Ronald...a Pian del Papa

B&B da Ronald...a Pian del Papa
Pratovecchio Stia
8.0 out of 10, Very good, (11 reviews)
"Venlig betjening Primitivt Ingen varmt vand Meget koldt værelse"
Denmark
Mikael
B&B da Ronald...a Pian del Papa

Podere La Chiusella

Podere La Chiusella
Rapolano Terme
9.4 out of 10, Exceptional, (30 reviews)
"Et sjarmerende lite B&B. Har nok vært utrolig vakkert i sine glansdager, men områdene rundt bærer preg av lite vedlikehold. Leiligheten var helt grei for en overnatting. Gulvet på badet var ikke rent. Når vi tørket opp etter oss ble håndkleet møkkete. Men overnattingen var helt grei alt i alt. Når vi skulle sjekke ut var det ikke et menneske å se, resepsjonen var stengt. Endte med å sette nøklene i døra og dra da alt var betalt ved bestilling."
Norway
Elisabeth
Podere La Chiusella

Relais Villa Belvedere

Relais Villa Belvedere
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (70 reviews)
"Very nice place"
United States
Maria
The price is 2.507.136 ₫
2.803.748 ₫ total
includes taxes & fees
23 Jan - 24 Jan
Relais Villa Belvedere

Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (20 reviews)
"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "
United Kingdom
Mr Andy
The price is 3.143.414 ₫
3.457.755 ₫ total
includes taxes & fees
7 Feb - 8 Feb
Locanda Antico Borgo

Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola

B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.0 out of 10, Very good, (73 reviews)
"Stayed in the top floor room with the terrace and seating area. Definitely a great decision. Arrezo was the starting point of our Tuscany tour and glad we spent an extra night and day. Great room super convenient to town and the train station. "
United States
Edward
The price is 1.802.595 ₫
2.166.453 ₫ total
includes taxes & fees
28 Jan - 29 Jan
B&B 52cento

Antella Residence

Antella Residence
Bagno a Ripoli
8.8 out of 10, Excellent, (6 reviews)
"Appartamento grande e pulito. Comodo. Fornito di ogni confort. La titolare è gentile e disponibile (al checkout però abbiamo provato a chiamarla per consegnare le chiavi ma non ha risposto nessuno è abbiamo dovuto lasciarle sul bancone della reception chiusa). Struttura silenziosa. Un po' di rumore dalla caldaia e dai termosifoni ma niente di insopportabile. La mattina abbiamo sentito un po' di rumori dovuti ad altri ospiti poco civili. Ad ogni modo, è un ottimo posto per alloggiare e girare nei...
Italy
Nunzia
The price is 3.505.185 ₫
3.855.550 ₫ total
includes taxes & fees
26 Jan - 27 Jan
Antella Residence

Room in Apartment - Two-room Apartment

Room in Apartment - Two-room Apartment
Arezzo
10.0 out of 10, Exceptional, (1 review)
"A little tricky to locate but friendly staff and very walkable to see the sites."
Canada
Thelma
The price is 3.212.958 ₫
3.717.851 ₫ total
includes taxes & fees
18 Jan - 19 Jan
Room in Apartment - Two-room Apartment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Penna Hotel Reviews

Frequently asked questions

Are there holiday rentals in Penna?

Yes, there are holiday rentals close to the most popular sights in Penna, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Penna?

Choose from 3 Expedia holiday rentals in Penna for a memorable holiday.

What can I see and do in Penna?

While exploring the area, visit family-friendly sights like Borgo di Vescine - Tenute di Castelvecchi, or get outside and enjoy nature at Piazza Guido Monaco. Croce del Pratomagno and Franciscan Monastery of St. Francis are a couple of places you'll find in the wider area.

What are holiday rentals like in Penna?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Penna. Holiday rentals feature extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.