Penna Holiday Rentals

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Check prices for these dates

Tonight
22 Sept - 23 Sept
Tomorrow
23 Sept - 24 Sept
This weekend
26 Sept - 28 Sept
Next weekend
3 Oct - 5 Oct

Holiday Rentals in Penna

Hu Norcenni Girasole Village
Exterior

Hu Norcenni Girasole Village

4.0 star property
8.6 out of 10, Excellent, (304)
"Great friendly fun camp site"
Hu Norcenni Girasole Village
Camping Village Il Poggetto
Seasonal outdoor pool

Camping Village Il Poggetto

3.0 star property
8.0 out of 10, Very good, (60)
"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 "
The price is AU$105
includes taxes & fees
25 Sept - 26 Sept
Camping Village Il Poggetto
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Exterior

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (63)
"We had booked the villa for our wedding week to host 23 of our closest friends and family. It exceeded expectations in everyway, the views are breathtaking, the outside living areas are perfect for hosting large lunches and dinners, all the rooms are beautiful, and Raffaella and her team made sure we had everything we needed and more during our stay. It is so peaceful and quiet to enjoy the true beauty of Tuscany but also so close to the local town for dinners and shopping. The list of...
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Tuscan villa with infinity salt private pool and jacuzzi on breathtaking view
Outdoor pool, a heated pool

Tuscan villa with infinity salt private pool and jacuzzi on breathtaking view

9.8 out of 10, Exceptional, (106)
"Awesome stay, everything needed was there and very friendly easy going host. "
Tuscan villa with infinity salt private pool and jacuzzi on breathtaking view
Borgo Argiano
Terrace/patio

Borgo Argiano

10.0 out of 10, Exceptional, (68)
"Very comfortable stay. "
The price is AU$503
includes taxes & fees
21 Oct - 22 Oct
Borgo Argiano
Relais Villa Belvedere
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Relais Villa Belvedere

9.2 out of 10, Wonderful, (67)
"Beautiful apartments and grounds with lovely views, Every one was very helpful and friendly. breakfast was very good, wish we could have stayed longer."
The price is AU$167
includes taxes & fees
12 Oct - 13 Oct
Relais Villa Belvedere
17th century farmhouse with private pool and Wi-Fi and air conditioning
Outdoor pool

17th century farmhouse with private pool and Wi-Fi and air conditioning

9.2 out of 10, Wonderful, (39)
"Our host Maurizio, added quite a few extra layers of enjoyment to our stay. A brilliant host who went above and beyond to make our holiday truely memorable! We have invited him to come stay with us when he visits Australia. As for the farm house it’s self, an amazing experience to live like a true Italian. If you want to experience country life, I recommend La Rustica! Thank you Maurizio and Simonetta. ❤️"
17th century farmhouse with private pool and Wi-Fi and air conditioning
Agriturismo La Ferrozzola
Seasonal outdoor pool

Agriturismo La Ferrozzola

9.4 out of 10, Exceptional, (9)
"Very nice agriturismo. "
Agriturismo La Ferrozzola
Farmhouse in the heart of the real chiantishire
Exterior

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (142)
"What a view! This location was all that we were hoping for. Thank you! "
Farmhouse in the heart of the real chiantishire
Villa Il Palagio
Front of property – evening/night

Villa Il Palagio

8.4 out of 10, Very good, (58)
"We stayed 2 nights and loved it! We have a 2 bedroom , 2 bath apartment and it was so spacious. We enjoyed the kind staff and the breakfast had a lot of choices. It was great"
Villa Il Palagio
The Florence Hills Resort & Wellness
View from room

The Florence Hills Resort & Wellness

8.8 out of 10, Excellent, (171)
"Great stay would recommend "
The Florence Hills Resort & Wellness
A Panoramic Tuscan Luxury - Villa Maria in Fronzano
Outdoor dining

A Panoramic Tuscan Luxury - Villa Maria in Fronzano

10.0 out of 10, Exceptional, (74)
"Beautifully maintained with all necessary amenities. Surprised to find fresh food and wine/ drinks at the house when we arrived with fresh cheese and homemade olive oil. Tommaso is a fantastic host would highly recommend"
A Panoramic Tuscan Luxury - Villa Maria in Fronzano
Charming Tuscan villa with private pool, wide garden and breathtaking view
Outdoor pool

Charming Tuscan villa with private pool, wide garden and breathtaking view

10.0 out of 10, Exceptional, (123)
"Very clean, big house, nice oven, cozy, amazing view, big pool, close to arezzo and firenze with a very kind owner of the house. "
Charming Tuscan villa with private pool, wide garden and breathtaking view
Typical Tuscan Countryside Cottage near Florence
Property grounds

Typical Tuscan Countryside Cottage near Florence

10.0 out of 10, Exceptional, (28)
"Magdalena was super helpful letting us know what places there were in the area! The cottage was a great place to stay, and looks better than the pictures! Absolutely an amazing place to stay!"
Typical Tuscan Countryside Cottage near Florence
Large Watermill Villa near Florence - Mountain views
Outdoor pool

Large Watermill Villa near Florence - Mountain views

8.0 out of 10, Very good, (7)
"thank you"
Large Watermill Villa near Florence - Mountain views
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
A heated pool

Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl

10.0 out of 10, Exceptional, (41)
"We celebrated our 25th wedding anniversary with friends. It was a beautiful property with the most amazing views. This family owned and operated property was well taken care of. The service was exceptional."
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Outdoor pool

BEAUTIFUL VILLA with private Pool in the heart of Chianti

10.0 out of 10, Exceptional, (26)
"Great villa great view fantastic hostage "
BEAUTIFUL VILLA with private Pool in the heart of Chianti
PICTURESQUE VIEWS OLIVE VINEYARDS EAT DRINK PURE RECREATION
Outdoor dining

PICTURESQUE VIEWS OLIVE VINEYARDS EAT DRINK PURE RECREATION

9.8 out of 10, Exceptional, (51)
"Great location in the heart Chianti. The host was very welcoming and the apartment was perfect. very comfortable bed and very quiet location. Nice terrace and pool but unfortunately the weather wasnt warm enough for us to enjoy the pool. There is a dirt road to get to the apartment but very easy to navigate so dont be worried about it. Thank you Babette, we hope to have the pleasure of going back sometime."
PICTURESQUE VIEWS OLIVE VINEYARDS EAT DRINK PURE RECREATION
Residence Poggio del Golf
Daily buffet breakfast (EUR 12.50 per person)

Residence Poggio del Golf

9.2 out of 10, Wonderful, (9)
"Wir waren mit unseren Kindern 5 Nächte im Ressort und es hat uns grundsätzlich gut gefallen. Wären da nicht die folgenden negativen Punkte: Kein Restaurant, keine Bar - trotzdem es bei Expedia in der Angebotsbeschreibung stand. Müll auf der unteren Terrasse - da stand eine alte rostige Waschmaschine und ein halb aufgerissen und halb noch verpackter Holzzaun - Verletzungsgefahr und unschön anzusehen. Die Markise unten auf der Terrasse war vergammelt und machte in Summe keine Lust auf einen...
Residence Poggio del Golf
Borgo Argenina
Panoramic Apartment, 2 Bedrooms, Balcony, Hill View | Terrace/patio

Borgo Argenina

9.8 out of 10, Exceptional, (22)
"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "
Borgo Argenina
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 Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Of all the beautiful places we stayed on our Italy trip, this was, hands down our favorite. From the moment we pulled up, we were met by staff to take our luggage and drive us to the reception area for check in. We were greeted by a friendly staff members, given a tour of the property and information we might need for our stay. The property is breathtakingly stunning. Our room was absolutely beautiful and the perfect blend of luxury and rustic, Tuscan charm. The dinner we had at one of their restaurants was incredible and the staff attentive in the best way possible- while allowing us the time to savor the delicious meal, converse and just take in all the beautiful atmosphere. We booked time together at their Spa, which we enjoyed, and my husband had a relaxing sports massage. The breakfast in the morning had the greatest variety, attentive staff and quality choices that we have ever experienced. We can’t recommend Castelló di Spaltenna enough, truly a magical place, nestled in the heart of the Chianti region."
Malinda 1-night trip
Posted 5 days ago
Castello di Spaltenna- Small Luxury Hotels of the World

Find out more about Penna

Find out more about Penna

Everything you need to know about Penna holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Penna holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Penna holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Penna holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Penna. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Penna holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Penna holiday rentals we have selected for you start as low as AU$105 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Penna rentals

At Expedia, we put the best Penna holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Penna rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Penna holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Penna. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 an espresso 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. 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.