A mountainous landscape with terraced fields, a winding road, and a village with traditional buildings.

Pennabilli Holiday Rentals

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Our top choices for Pennabilli holiday rentals

1. Sweet home in the forest with mountains view - perfect for family and relax

Sweet home in the forest with mountains view - perfect for family and relax
Emilia-Romagna
The price is NZ$227
includes taxes & fees
2 Oct - 3 Oct
Sweet home in the forest with mountains view - perfect for family and relax

2. Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.

Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.
Sassocorvaro
The price is NZ$241
includes taxes & fees
29 Sept - 30 Sept
Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.

3. Gio's Hygge Nest

Gio's Hygge Nest
Montegrimano
The price is NZ$219
includes taxes & fees
18 Oct - 19 Oct
Gio's Hygge Nest

4. Casa Gioia - Relaxation between Riccione, Rimini, and San Marino

Casa Gioia - Relaxation between Riccione, Rimini, and San Marino
Emilia-Romagna
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our stay very much! It is in a peaceful location that is very quiet and beautiful. We stayed for three weeks and it became like our home. The apartment was clean and as described. We would stay there again!"
United States
Chad B.
The price is NZ$339
includes taxes & fees
23 Sept - 24 Sept
Casa Gioia - Relaxation between Riccione, Rimini, and San Marino

5. Le Terrazze sul Fiume

Le Terrazze sul Fiume
Santa Sofia
The price is NZ$170
includes taxes & fees
28 Sept - 29 Sept
Le Terrazze sul Fiume

6. Apartment in the Historic Village of Verucchio

Apartment in the Historic Village of Verucchio
Verucchio
The price is NZ$529
includes taxes & fees
23 Sept - 24 Sept
Apartment in the Historic Village of Verucchio

7. Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi

Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi
Sant'Agata Feltria
The price is NZ$429
includes taxes & fees
1 Oct - 2 Oct
Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi

8. Dolce Rosa Centro Storico

Dolce Rosa Centro Storico
Sansepolcro
9.6 out of 10, Exceptional, (13 reviews)
"Ottimo rapporto qualità prezzo camera carina... un unico neo mancavano i tappi di vasca e bidet..."
Italy
Sergio
The price is NZ$109
includes taxes & fees
12 Oct - 13 Oct
Dolce Rosa Centro Storico

9. Beautiful self-catering flat for rent in the country

Beautiful self-catering flat for rent in the country
URBANIA
9.2 out of 10, Wonderful, (37 reviews)
"We had an excellent time in this lovely, cosy and fully equipped accommodation. The host was extraordinarily kind and helpful so we felt welcome and at home."
Germany
Joerg G.
The price is NZ$247
includes taxes & fees
18 Oct - 19 Oct
Beautiful self-catering flat for rent in the country

10. Residence Città Ideale

Residence Città Ideale
Urbino
7.4 out of 10, Good, (6 reviews)
The price is NZ$141
includes taxes & fees
24 Sept - 25 Sept
Residence Città Ideale

11. -2 / 3-seater garage with private garden, swimming pool, park and spa

-2 / 3-seater garage with private garden, swimming pool, park and spa
sansepolcro (arezzo)
9.6 out of 10, Exceptional, (4 reviews)
"Es waren traumhafte Tage. So extrem ruhig ..... Richtig entspannend. Alles da zur Selbstversorgung an Küchenutensilien. Alles sehr sauber. Der Besitzer sehr freundlich und bemüht. Wir fahren nächstes Jahr wieder hin ..... Aber länger. Sehr empfehlenswert"
Austria
Margit H.
The price is NZ$307
includes taxes & fees
23 Sept - 24 Sept
-2 / 3-seater garage with private garden, swimming pool, park and spa

12. Locanda del Viandante

Locanda del Viandante
Anghiari
9.0 out of 10, Wonderful, (6 reviews)
"客室は清潔で、とても可愛いかったです。宿泊場所からの眺望は感動します。 朝食が人生でベスト朝食でした!"
Japan
Tatsuya
The price is NZ$241
includes taxes & fees
23 Sept - 24 Sept
Locanda del Viandante

13. Tranquil 2-Bedroom Apartment in Historic Bagno di Romagna

Tranquil 2-Bedroom Apartment in Historic Bagno di Romagna
Bagno di Romagna
The price is NZ$365
includes taxes & fees
23 Sept - 24 Sept
Tranquil 2-Bedroom Apartment in Historic Bagno di Romagna

14. La Nocina

La Nocina
Santa Sofia
The price is NZ$438
includes taxes & fees
23 Sept - 24 Sept
La Nocina

15. Bubble room

Bubble room
Castelci
The price is NZ$745
includes taxes & fees
13 Oct - 14 Oct
Bubble room

16. Nero D'Avorio Aparthotel & SPA

Nero D'Avorio Aparthotel & SPA
Rimini
8.8 out of 10, Excellent, (78 reviews)
"Very nice close to airport."
United Kingdom
Julie
The price is NZ$141
includes taxes & fees
23 Sept - 24 Sept
Nero D'Avorio Aparthotel & SPA

17. Riflessi di Lago – Agriturismo with Experiences, Breakfast Included - Le Ceregne Bio

Riflessi di Lago – Agriturismo with Experiences, Breakfast Included - Le Ceregne Bio
Pieve Santo Stefano
The price is NZ$573
includes taxes & fees
25 Sept - 26 Sept
Riflessi di Lago – Agriturismo with Experiences, Breakfast Included - Le Ceregne Bio

18. B&B Corte dei Turchi

B&B Corte dei Turchi
Longiano
9.2 out of 10, Wonderful, (17 reviews)
"Great location and good quality restaurants."
United Kingdom
Murat
The price is NZ$266
includes taxes & fees
27 Sept - 28 Sept
B&B Corte dei Turchi

19. Ca Moro - Rooms and Apartments

Ca Moro - Rooms and Apartments
Rimini Historic Center
10.0 out of 10, Exceptional, (1 review)
"Great property! Newly built with modern facilities. Perfect location to be close to the city. Only thing missing was a full size mirror."
United Kingdom
Mehak
The price is NZ$295
includes taxes & fees
19 Oct - 20 Oct
Ca Moro - Rooms and Apartments

20. B&B La Volpina

B&B La Volpina
Viserbella
10.0 out of 10, Exceptional, (3 reviews)
"Tutto... ........Perfetto.......................!!"
Italy
Francesco
The price is NZ$164
includes taxes & fees
24 Sept - 25 Sept
B&B La Volpina
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 Pennabilli Hotel Reviews

Find out more about Pennabilli

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Pennabilli holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Pennabilli. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Pennabilli. Seeing all the best attractions is bound to make you fall in love with Pennabilli. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Pennabilli short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Pennabilli?

Yes, there are holiday rentals in Pennabilli close to Orto dei Frutti Dimenticati, or you can select a more secluded option if you're looking for a relaxing stay. Pennabilli is known for its cathedral and seaside. Make sure you have time to check out the art and temples during your trip.

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

Stunning, historic 18c Farmhouse - with Private Pool (sleeps 12-13): This holiday home rental outside Pennabilli is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Pennabilli?

Choose from 3 Expedia holiday rentals in Pennabilli for a memorable holiday.

What’s there to see and do in Pennabilli?

Orto dei Frutti Dimenticati and Valle del Marecchia are a couple of scenic spots to enjoy the outdoors, whereas Mateureka Museum of Calculation is one of the cultural attractions. Porta San Francesco and Chiesa del Santuario della Madonna delle Grazie are a couple of places you'll find in the wider area.

What’s a holiday rental in Pennabilli like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pennabilli. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a family getaway.