Penna Holiday Rentals from NZ$127: Search Short-Term Rentals

Q: 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 electric kettle. You can relax into your holiday with a garden and a library.

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Holiday Rentals in Penna

Enjoy a sea view from the covered porch of this cabin, which features a dining area with a table and chairs.

"I would definitely recommend and would go back in a heartbeat "

Relax by the serene pool surrounded by lush greenery and palm trees.

"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 "

includes taxes & fees

25 Aug - 26 Aug

Relax by the serene pool surrounded by lush greenery and lavender, with comfortable lounge chairs and umbrellas.

"Anna is very attentive and really helpful. She really does want you to have the best time and experience in her home. The location is good as long as you don’t mind a little drive. The house and grounds are STUNNING! We loved our stay and would go back. The weather wasn’t great when we went but we still utilised the pool and hot tub when possible. Our children also loved the place and we all had fun regardless of weather. Thanks Anna"

Relax by the serene pool surrounded by lush greenery and a tranquil atmosphere.

"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"

Enjoy a bright and airy space with a sliding glass door leading to a garden view.

"Great stay would recommend "

Relax in a charming outdoor space surrounded by lush greenery and a stone wall.

"Quaint, authentic and comfy. "

Guests can enjoy a refreshing swim in the pool surrounded by lush greenery and a soothing water feature.

"It was clean and safe."

Relax by the serene pool surrounded by lush greenery and a charming stone building.

"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. ❤️"

Traditional stone building with a charming entrance, surrounded by potted plants and a wooden door.

"The house was beautiful and the location was wonderfully quiet and set back from the main road. It’s quaint and cozy. There’s a short gravel road up to the cottage but it’s an easy drive. I would definitely book again."

Relax by the serene pool surrounded by lush greenery and rolling hills.

"Perfect location for a family reunion with our adult children and their partners. We had a wonderful time."

Relax by the serene pool, surrounded by lush views and comfortable seating.

"Beautiful apartments and grounds with lovely views, Every one was very helpful and friendly. breakfast was very good, wish we could have stayed longer."

includes taxes & fees

24 Aug - 25 Aug

Relax and socialize in this serene outdoor space, surrounded by breathtaking views and comfortable seating.

"Very comfortable stay. "

Relax by the serene pool surrounded by lush greenery and trees.

"Lovely villa in Tuscany the kids really enjoyed it thankyou! "

Relax by the serene pool surrounded by lush greenery and a historic building with a distinctive arched entrance.

"Very clean, big house, nice oven, cozy, amazing view, big pool, close to arezzo and firenze with a very kind owner of the house. "

Experience a luxurious villa with a spacious main building, adjacent guest house, and serene garden surroundings.

"We had a company retreat at this amazing location. Everyone was in love with the place and the facilities!"

Relax on the furnished terrace with a table and chairs, surrounded by potted plants and a railing, offering a serene view of the distant mountains.

"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"

Relax in a serene garden setting with a table and chair, surrounded by lush greenery and a vase of fresh flowers.

"We enjoyed a relaxing week in this beautiful apartment surrounded by lush gardens with a view of the Tuscan hills. Our host was charming and welcoming. "

Relax by the serene pool surrounded by lush greenery and tall trees.

"Its a nice place but it is on top of a hill with a really small road to it...almost no place to pass another car. When we arrived the host thought we would arrive the day after, so we had to wait for another hour for the key. The house was fine, big enough, nice bedrooms and living room and kitchen is fine. The pool is great! The winery is super and really tastefull! We had a nice vacation."

Enjoy cooking in this well-equipped kitchen with a stainless steel stove, oven, and brick oven.

"Warm; clean; comfortable; well-located to everything—including parking. Quiet street-level apt with great caffe-Pasticceria a stone’s throw from front door. We very much enjoyed our stay there for 1 wk."

Relax in a serene hot tub surrounded by a peaceful landscape.

"We enjoyed every minute of our stay! The house is beautiful, as well as the garden and the swimming pool. Andrea and Francesca are excellent hosts and amazing cooks. We have had the best dinners, no restaurants needed! We really recommend staying at Villa Carda for a fantastic holiday!"

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Top Penna Hotel Reviews

Dievole Wine Resort

10/10 Excellent

"Stay was great, staff was very friendly and helpful. We had a great wine tour and tasting. Enjoyed the beautiful views. We woukd stay here again."

La Certosa di Pontignano

10/10 Excellent

"Our stay at La Certosa di Pontignano was a truly memorable experience. The historic charm of the property combined with the serene Tuscan landscape creates a magical and peaceful atmosphere that’s hard to match. The rooms were comfortable, the grounds beautifully maintained, and the staff welcoming and attentive. While we did encounter a small issue during our stay, it was addressed promptly and resolved to our complete satisfaction, which we greatly appreciated. The overall experience far outweighed this minor hiccup. The historical significance of the location adds a special depth to the visit—walking through centuries-old cloisters and gardens while enjoying the beauty of Tuscany is something we won’t forget. We would gladly return and highly recommend it to anyone looking for a unique and tranquil retreat."

Relais Vignale & Spa

10/10 Excellent

"My friend and I had such a relaxing time at Relais!! We both got amazing massages from Natalie, the staff helped me figure out how to get to Rome after, the rooms were GORGEOUS, the pool was spectacular and got great poolside drinks, and the food/wine was the best!!! Stay here for a romantic and relaxing getaway surrounded by Tuscany’s beautiful rolling hills and vineyards. Would definitely come back!"

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This is truly my favorite place in the world—peaceful, beautiful, and filled with the kindest staff. I’m so glad we found it. I didn’t want to leave and joked with my family that I might just run away and stay forever. The location and scenery are absolutely stunning. We enjoyed fantastic meals during our stay—even though the Michelin-starred restaurant wasn’t open, the other dining options were exceptional."

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 favorite 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 depends 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 NZ$127 per night. Entering your travel dates in the search wizard you might find 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 electric kettle. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Penna?

Choose from 6 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 Mulino Ad Acqua 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.

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Penna Holiday Rentals

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Holiday Rentals in Penna

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

Camping Village Il Poggetto

Camping Village Il Poggetto

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

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

Villa Il Palagio

Villa Il Palagio

The Florence Hills Resort & Wellness

The Florence Hills Resort & Wellness

PICTURESQUE VIEWS OLIVE VINEYARDS EAT DRINK PURE RECREATION

PICTURESQUE VIEWS OLIVE VINEYARDS EAT DRINK PURE RECREATION

Villa Norcenni Aparthotel

Villa Norcenni Aparthotel

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

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

Farmhouse in the heart of the real chiantishire

Farmhouse in the heart of the real chiantishire

Luxury vacation home with fantastic views, pool, 4 bedrooms, 2 bathrooms

Luxury vacation home with fantastic views, pool, 4 bedrooms, 2 bathrooms

Relais Villa Belvedere

Relais Villa Belvedere

Borgo Argiano

Borgo Argiano

Typical Tuscan Country House

Typical Tuscan Country House

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

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

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

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

A Panoramic Tuscan Luxury - Villa Maria in Fronzano

A Panoramic Tuscan Luxury - Villa Maria in Fronzano

A wonderful country house in the heart of Chianti

A wonderful country house in the heart of Chianti

Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif

Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

Holiday Villa With Swimming Pool In Arezzo.

Holiday Villa With Swimming Pool In Arezzo.

Top Penna Hotel Reviews

Dievole Wine Resort

Find out more about Penna

Find out more about Penna

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Explore a world of travel with Expedia

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