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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Penna holiday rentals

A courtyard with a fountain, a pergola with flowers, and a building with a bell tower.

1. Relais Villa Belpoggio - Residenza d'Epoca

Relais Villa Belpoggio - Residenza d'Epoca
Loro Ciuffenna
9.8 out of 10, Exceptional, (36 reviews)
"We had fantastic time here! The property is so beautiful and special! The views are stunning and the breakfast was very delicious! Hope we will come again! Special thanks to Tania who was very friendly and nice all the time!"
Germany
Kristina
The price is ₹14,976
₹16,473 total
includes taxes & fees
7 Dec - 8 Dec
Relais Villa Belpoggio - Residenza d'Epoca
A cozy living room with a stone wall, a wine rack, and two sofas.

2. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (27 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ₹8,948
₹9,842 total
includes taxes & fees
9 Nov - 10 Nov
Villa Cassia di Baccano
A wooden table with two chairs on a balcony, overlooking a lush green landscape with trees and hills.

3. Casa Vacanze Le Fornaci

Casa Vacanze Le Fornaci
Pergine Valdarno
9.8 out of 10, Exceptional, (7 reviews)
"Very nice hotel with friendly stad"
Denmark
Lisette
The price is ₹10,780
₹12,176 total
includes taxes & fees
15 Nov - 16 Nov
Casa Vacanze Le Fornaci
A swimming pool with lounge chairs and umbrellas, surrounded by stone walls and a landscaped area with trees.

4. Relais Villa Belvedere

Relais Villa Belvedere
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (77 reviews)
"True Tuscan style, beautiful views and a lovely breakfast."
Canada
Janet
The price is ₹9,658
₹10,783 total
includes taxes & fees
9 Nov - 10 Nov
Relais Villa Belvedere
A stone building with a yellow sign reading "b&b erioico".

5. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
The price is ₹12,055
₹14,097 total
includes taxes & fees
8 Dec - 9 Dec
L' Eroico
A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

6. Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.4 out of 10, Exceptional, (49 reviews)
"Roberto, his wife and his staff were all round great. Very friendly helpful and great service. We were very happy to find this authentic castle/village to stay in Tuscany."
Canada
Iain
The price is ₹25,758
₹28,752 total
includes taxes & fees
12 Nov - 13 Nov
Castello di Gargonza
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

7. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (82 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is ₹24,619
₹27,506 total
includes taxes & fees
15 Nov - 16 Nov
Terre di Baccio
An arched stone bridge with a white building on the right, featuring a balcony with plants.

8. Locanda Antico Borgo

Locanda Antico Borgo
Civitella in Val di Chiana
9.2 out of 10, Wonderful, (21 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 ₹9,300
₹10,229 total
includes taxes & fees
13 Nov - 14 Nov
Locanda Antico Borgo
A wooden structure with a circular door, surrounded by a garden with string lights and a view of distant mountains.

9. LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
The price is ₹14,989
₹17,018 total
includes taxes & fees
9 Nov - 10 Nov
LE BOTTI FIORENTINE
Pool

10. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (44 reviews)
"It was wonderful!"
United States
Wade
The price is ₹7,030
₹8,370 total
includes taxes & fees
8 Nov - 9 Nov
iConic Wellness Resort
A modern living room with a television, a sliding glass door leading to a patio with outdoor furniture.

11. The Florence Hills Resort & Wellness

The Florence Hills Resort & Wellness
Pelago
8.8 out of 10, Excellent, (180 reviews)
"Enjoyed our stay and breakfast was great. "
Canada
Linda
The price is ₹6,280
₹7,332 total
includes taxes & fees
30 Nov - 1 Dec
The Florence Hills Resort & Wellness
A restaurant named 'SALUMERIA FOCACCE E VINI' with outdoor seating and a stone facade.

12. Limehome Arezzo Duomo

Limehome Arezzo Duomo
Arezzo Centro Storico
9.0 out of 10, Wonderful, (6 reviews)
"I really liked the brand new room. Nice design and super comfy bed. Plus free coffee is a nice addition to the experience there. Loved it. Plus my personal highlight were the nice views into the historical center of Arezzo."
Germany
Florian
The price is ₹6,054
₹8,516 total
includes taxes & fees
10 Nov - 11 Nov
Limehome Arezzo Duomo
A stone building with arched windows and a gravel driveway.

13. 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
The price is ₹9,761
₹11,051 total
includes taxes & fees
9 Nov - 10 Nov
Villa La Ginestra
Property entrance

14. Palazzo Tarlati Residenza d'Epoca

Palazzo Tarlati Residenza d'Epoca
Civitella in Val di Chiana
8.0 out of 10, Very good, (3 reviews)
"Small family-owned inn located in center of Civitella in Val di Chiana. Room was comfortable and included all we needed. It was cold upon check-in which the co-owner tried to remedy with a space heater. It took a while. The room warmed up after the first night. The other co-owner kindly offered me our first night complimentary. (Thank you again.). The breakfast was simple and included fruit, juice, yogurt, sliced cheese and cold cut, packages sweets, tea, coffee and water. The owners were...
United States
Marco
The price is ₹15,221
₹16,744 total
includes taxes & fees
15 Nov - 16 Nov
Palazzo Tarlati Residenza d'Epoca
A view of a historic town with prominent buildings and a church tower.

15. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (195 reviews)
"Pros: Nice staff. Good breakfast with a nice view. Cons: Old bed and can feel the metal springs in your back so poor sleep. Lots of beggars and vagrants at the entrance of building."
United States
Steven
The price is ₹8,520
₹10,009 total
includes taxes & fees
8 Nov - 9 Nov
Cameracaffè Centro
A spa area with a stone-walled arch, a hot tub, and a small window.

16. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (30 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is ₹10,131
₹11,568 total
includes taxes & fees
9 Nov - 10 Nov
DormiVeglia B&B
A modern hotel room with large windows, a bed, a desk, and a chair.

17. B&B 52cento

B&B 52cento
Arezzo Centro Storico
8.2 out of 10, Very good, (85 reviews)
"Very accessible and easy accommodation. Very pleasant room and reasonable breakfast. Within walking distance of train station and city centre."
Australia
Tina
The price is ₹7,964
₹9,396 total
includes taxes & fees
11 Nov - 12 Nov
B&B 52cento
A bedroom with a large bed, a chandelier, a mirror, and plants.

18. Bibi Boutique

Bibi Boutique
Arezzo Centro Storico
10.0 out of 10, Exceptional, (1 review)
"The BiBi was perfect for my needs. Its location is excellent, and the room had all the needed amenities. Fabio was a gracious host, orienting me to Arezzo and recommending a wonderful trattoria close by. I highly recommend and hope to return!"
United States
Carol
The price is ₹7,811
₹9,229 total
includes taxes & fees
16 Nov - 17 Nov
Bibi Boutique
A dining area with tables set for two, overlooking a vineyard with rows of grapevines and a distant building.

19. Residence Centanni

Residence Centanni
Bagno a Ripoli
9.4 out of 10, Exceptional, (16 reviews)
"Nice place to stay "
United States
Merri
The price is ₹21,698
₹24,080 total
includes taxes & fees
8 Nov - 9 Nov
Residence Centanni
A traditional interior with stone arches, a staircase, and a cozy seating area with a table.

20. Agriturismo La Ferrozzola

Agriturismo La Ferrozzola
Castellina in Chianti
9.4 out of 10, Exceptional, (9 reviews)
"Very nice agriturismo. "
United States
Ruth
The price is ₹11,975
₹13,591 total
includes taxes & fees
3 Dec - 4 Dec
Agriturismo La Ferrozzola
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

Castello Vicchiomaggio

Castello Vicchiomaggio

8/10 Good
"This was an enchanting place to stay, spectacular views and a wonderful daily breakfast."
Danette 2-night trip
Posted 8 hours ago
Castello Vicchiomaggio

Find out more about Penna

Holiday Rentals in Penna

Search for holiday rentals in Penna on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Penna using one of the methods below:

  • View our selection of featured holiday rentals in Penna
  • Use the map to find apartments and other holiday homes in the Penna neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Penna while they last

Look no further and take a look at our great range of rental properties in Penna!

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.

What are some of the best holiday rentals that Penna has to offer?

Borgo Argiano: This holiday home rental outside of Penna is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library.

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. San Pietro a Gropina and Croce del Pratomagno 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.