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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Top Holiday Rentals in Penna

Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Relais Villa Belvedere

Aparthotel in Figline e Incisa Valdarno

9.0 out of 10, Wonderful, (71)
"Very nice place"
United States
Maria
The price is ₹8,951
₹10,004 total
includes taxes & fees
9 Dec - 10 Dec
Relais Villa Belvedere
View from room
The Florence Hills Resort & Wellness

Residence in Pelago

8.8 out of 10, Excellent, (175)
"Great stay would recommend "
United Kingdom
Luan
The Florence Hills Resort & Wellness
Terrace/patio
Borgo Argiano

Holiday Home in Castelnuovo Berardenga

10.0 out of 10, Exceptional, (73)
"Borgo Argiano is a beautiful property, very well run by Dario and staff. We highly recommend staying there if you are interested in exploring the Tuscan region. The apartments are large and they stock the kitchen for convenience It is also a winery and you could get a tour was well as a tasting of the delicious wines."
United States
Aurora
Borgo Argiano
Front of property – evening/night
Villa Il Palagio

Apartment in Rignano sull'Arno

8.6 out of 10, Excellent, (60)
"The best place in the region"
United Kingdom
Kamen
Villa Il Palagio
View from property
Relais Villa Belpoggio - Residenza d'Epoca

Residence in Loro Ciuffenna

9.8 out of 10, Exceptional, (35)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is ₹14,764
₹16,240 total
includes taxes & fees
9 Dec - 10 Dec
Relais Villa Belpoggio - Residenza d'Epoca
Panoramic Apartment, 2 Bedrooms, Balcony, Hill View | Terrace/patio
Borgo Argenina

Aparthotel in Gaiole in Chianti

9.8 out of 10, Exceptional, (22)
"A planned Tuscany trip in the making for over a year. Saw this property came up while doing research and had a wonderful and romantic history. The property was even more beautiful than the pictures posted. It definitely caters to all types of travellers. A perfect bed and breakfast stay. Definitely recommend and will be back again. "
Canada
Nancy
Borgo Argenina
Seasonal outdoor pool
Agriturismo La Ferrozzola

Holiday Home in Castellina in Chianti

9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
United States
Ruth
Agriturismo La Ferrozzola
Panoramic Apartment, Hill View (4) | Terrace/patio
Casa Vacanze Squarcialupi

Apartment in Castellina in Chianti

8.0 out of 10, Very good, (2)
"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 ₹10,795
₹12,504 total
includes taxes & fees
7 Jan - 8 Jan 2026
Casa Vacanze Squarcialupi
Terrace/patio
Casa Vacanze Le Fornaci

Apartment in Pergine Valdarno

9.4 out of 10, Exceptional, (3)
"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 ₹11,811
₹13,307 total
includes taxes & fees
3 Jan - 4 Jan 2026
Casa Vacanze Le Fornaci
Exterior
Podere La Chiusella

Aparthotel in Rapolano Terme

9.4 out of 10, Exceptional, (30)
"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
Seasonal outdoor pool
Mobile Home max 6 pax

Camping in Rignano sull'Arno

3.0 star property
8.0 out of 10, Very good, (65)
"Second stay at this property but got a 3 bed 2 bath cabin this time. Happy with most things could have had more housekeeping for a ten day stay. Great base to explore Tuscany excellent bar especially the staff as well as a nice restaurant "
Australia
Rebecca
Mobile Home max 6 pax
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 di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort

10/10 Excellent
"Amazing experience! The staff were very knowledgeable and helpful in setting up our dinner and wine tour. Room had a beautiful view. This was the best part of our journey through Italy. Keep up the great work! A+ "
Andre 1-night trip
Posted 3 weeks ago
Castello di Fonterutoli Wine Resort

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 a coffee maker. 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. Mulino Ad Acqua 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.