Penna Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Penna holiday rentals

A rustic room with a stone wall, wooden furniture, and a breakfast buffet.

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 RM651
RM716 total
includes taxes & fees
15 Nov - 16 Nov
Relais Villa Belpoggio - Residenza d'Epoca
A cozy living room with a stone wall, a fireplace, a bookshelf, and a coffee table with books.

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 RM385
RM424 total
includes taxes & fees
15 Nov - 16 Nov
Villa Cassia di Baccano
An outdoor patio with brick flooring, tables, and chairs, surrounded by greenery and a view of a grassy landscape.

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 RM472
RM532 total
includes taxes & fees
16 Nov - 17 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 RM436
RM487 total
includes taxes & fees
15 Dec - 16 Dec
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 RM519
RM607 total
includes taxes & fees
15 Nov - 16 Nov
L' Eroico
An arched stone bridge with a white building on the right, featuring a balcony with plants.

6. 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 RM471
RM518 total
includes taxes & fees
15 Dec - 16 Dec
Locanda Antico Borgo
Outdoor pool

7. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (45 reviews)
"It was wonderful!"
United States
Wade
The price is RM299
RM356 total
includes taxes & fees
2 Dec - 3 Dec
iConic Wellness Resort
A modern living room with a television, a sliding glass door leading to a patio with outdoor furniture.

8. 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 RM267
RM312 total
includes taxes & fees
30 Nov - 1 Dec
The Florence Hills Resort & Wellness
A swimming pool with a curved edge, surrounded by a brick deck. In the background, there is a building with a tiled roof and a garden with various trees and shrubs.

9. 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 RM443
RM500 total
includes taxes & fees
16 Nov - 17 Nov
Villa La Ginestra
A wooden cabin with a curved roof, a wooden deck, and a gravel path leading to the entrance.

10. LE BOTTI FIORENTINE

LE BOTTI FIORENTINE
Reggello
The price is RM643
RM730 total
includes taxes & fees
15 Nov - 16 Nov
LE BOTTI FIORENTINE
A clear blue pool with lounge chairs and umbrellas, surrounded by trees and a hill in the background.

11. Relais Santa Margherita

Relais Santa Margherita
Capolona
8.0 out of 10, Very good, (6 reviews)
"Man entspannt gerne am Pool und der Bar."
Germany
Anonymous traveller
Relais Santa Margherita
A spa area with a stone-walled arch, a hot tub, and a small window.

12. DormiVeglia B&B

DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (31 reviews)
"Amazing, warm, sweet, lovely, such a gem of a place!"
American Samoa
Melissa Hyun Joo
The price is RM475
RM541 total
includes taxes & fees
16 Nov - 17 Nov
DormiVeglia B&B
A historic town with medieval architecture, including a castle and church, surrounded by lush greenery.

13. 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 RM656
RM721 total
includes taxes & fees
15 Nov - 16 Nov
Palazzo Tarlati Residenza d'Epoca
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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Find out more about 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
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  • 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.