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. Apartment 'Sotto Le Mura' with Wi-Fi

Apartment 'Sotto Le Mura' with Wi-Fi
Anghiari
The price is NZ$157
includes taxes & fees
16 Aug - 17 Aug
Apartment 'Sotto Le Mura' with Wi-Fi

2. Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi

Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi
Anghiari
The price is NZ$177
includes taxes & fees
2 Sept - 3 Sept
Holiday Home 'Appartamento Sotto Gli Olivi' with Wi-Fi

3. Le Terrazze sul Fiume

Le Terrazze sul Fiume
Santa Sofia
The price is NZ$208
includes taxes & fees
8 Sept - 9 Sept
Le Terrazze sul Fiume

4. Room 'Resort Villa Paola - Camera Ibis' with Sea View, Wi-Fi and Air Conditioning

Room 'Resort Villa Paola - Camera Ibis' with Sea View, Wi-Fi and Air Conditioning
Longiano
The price is NZ$494
includes taxes & fees
23 Aug - 24 Aug
Room 'Resort Villa Paola - Camera Ibis' with Sea View, Wi-Fi and Air Conditioning

5. Room 'Resort Villa Paola - Camera Merlo' with Sea View, Wi-Fi and Air Conditioning

Room 'Resort Villa Paola - Camera Merlo' with Sea View, Wi-Fi and Air Conditioning
Longiano
The price is NZ$345
includes taxes & fees
3 Sept - 4 Sept
Room 'Resort Villa Paola - Camera Merlo' with Sea View, Wi-Fi and Air Conditioning

6. Elegance and relaxation in an exclusive ground floor apartment flooded with light.

Elegance and relaxation in an exclusive ground floor apartment flooded with light.
Carpegna
The price is NZ$251
includes taxes & fees
22 Aug - 23 Aug
Elegance and relaxation in an exclusive ground floor apartment flooded with light.

7. 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$235
includes taxes & fees
7 Sept - 8 Sept
Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.

8. Gio's Hygge Nest

Gio's Hygge Nest
Montegrimano
The price is NZ$198
includes taxes & fees
6 Sept - 7 Sept
Gio's Hygge Nest

9. A cosy farmhouse surrounded by nature!

A cosy farmhouse surrounded by nature!
Marche
The price is NZ$2,568
includes taxes & fees
16 Aug - 17 Aug
A cosy farmhouse surrounded by nature!

10. 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$241
includes taxes & fees
19 Aug - 20 Aug
Beautiful self-catering flat for rent in the country

11. 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$538
includes taxes & fees
1 Sept - 2 Sept
Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi

12. -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$300
includes taxes & fees
23 Aug - 24 Aug
-2 / 3-seater garage with private garden, swimming pool, park and spa

13. 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$235
includes taxes & fees
22 Aug - 23 Aug
Locanda del Viandante

14. 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$357
includes taxes & fees
7 Sept - 8 Sept
Casa Gioia - Relaxation between Riccione, Rimini, and San Marino

15. Bubble room

Bubble room
Castelci
The price is NZ$729
includes taxes & fees
3 Sept - 4 Sept
Bubble room

16. Chic Apartment with Outdoor Serenity

Chic Apartment with Outdoor Serenity
San Sepolcro
The price is NZ$278
includes taxes & fees
7 Sept - 8 Sept
Chic Apartment with Outdoor Serenity

17. 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$401
includes taxes & fees
14 Aug - 15 Aug
Tranquil 2-Bedroom Apartment in Historic Bagno di Romagna

18. Farfalle e Fiori – Agriturismo with Experiences, Breakfast Included - Le Ceregne Bio

Farfalle e Fiori – Agriturismo with Experiences, Breakfast Included - Le Ceregne Bio
Pieve Santo Stefano
The price is NZ$598
includes taxes & fees
19 Aug - 20 Aug
Farfalle e Fiori – Agriturismo with Experiences, Breakfast Included - Le Ceregne Bio

19. Residence Città Ideale

Residence Città Ideale
Urbino
7.4 out of 10, Good, (6 reviews)
The price is NZ$146
includes taxes & fees
20 Aug - 21 Aug
Residence Città Ideale

20. B&B Corte dei Turchi

B&B Corte dei Turchi
Longiano
9.2 out of 10, Wonderful, (15 reviews)
"Great location and good quality restaurants."
United Kingdom
Murat
The price is NZ$260
includes taxes & fees
3 Sept - 4 Sept
B&B Corte dei Turchi
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

Everything you need to know about Pennabilli 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 Pennabilli 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 Pennabilli holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Pennabilli holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pennabilli. 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 Pennabilli 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 Pennabilli holiday rentals we have selected for you start as low as NZ$96 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pennabilli rentals

At Expedia, we put the best Pennabilli 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 Pennabilli 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 Pennabilli 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 Pennabilli. 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 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.