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

Pennabilli Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Pennabilli holiday rentals

A modern kitchen with a central island, a dining area with a long table, and a chandelier.

1. 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 AU$212
includes taxes & fees
2 Sept - 3 Sept
Elegance and relaxation in an exclusive ground floor apartment flooded with light.

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 AU$198
includes taxes & fees
1 Sept - 2 Sept
Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.
A modern living room with a white sofa, a coffee table, and a TV mounted on the wall. There is a plant on the coffee table and a small shelf with decorative items.

3. Gio's Hygge Nest

Gio's Hygge Nest
Montegrimano
The price is AU$163
includes taxes & fees
23 Sept - 24 Sept
Gio's Hygge Nest
Two wine glasses on a table with a view of greenery and hills in the background.

4. 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 AU$401
includes taxes & fees
3 Sept - 4 Sept
Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi
A wooden chair facing a scenic view of rolling hills and a mountain range under a clear sky.

5. 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 AU$190
includes taxes & fees
30 Aug - 31 Aug
Beautiful self-catering flat for rent in the country
A table set outdoors with a view of mountains, including a basket of pastries, cups of coffee, and a bottle of water.

6. 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 AU$195
includes taxes & fees
2 Sept - 3 Sept
Locanda del Viandante
An open-air bedroom with a bed, a table with a vase, and a chair.

7. Bubble room

Bubble room
Castelci
The price is AU$605
includes taxes & fees
23 Sept - 24 Sept
Bubble room
A bedroom with a bed, bedside tables, a nightstand, a wall-mounted air conditioner, and a door leading to a bathroom.

8. 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 AU$277
includes taxes & fees
7 Sept - 8 Sept
Casa Gioia - Relaxation between Riccione, Rimini, and San Marino
A bedroom with a stone wall, a bed, a wardrobe, a balcony with chairs, and a view of buildings.

9. Le Terrazze sul Fiume

Le Terrazze sul Fiume
Santa Sofia
The price is AU$140
includes taxes & fees
16 Sept - 17 Sept
Le Terrazze sul Fiume

10. Apartment in the Historic Village of Verucchio

Apartment in the Historic Village of Verucchio
Verucchio
The price is AU$479
includes taxes & fees
27 Sept - 28 Sept
Apartment in the Historic Village of Verucchio
A building entrance with a stone wall, a wooden pergola, and a potted plant.

11. Chic Apartment with Outdoor Serenity

Chic Apartment with Outdoor Serenity
San Sepolcro
10.0 out of 10, Exceptional, (10 reviews)
"Close to town center and the garden was great for morning coffee. Kitchen had everything needed for quick meals."
United States
Anonymous traveller
The price is AU$197
includes taxes & fees
21 Sept - 22 Sept
Chic Apartment with Outdoor Serenity
A stone building with a pool, surrounded by trees and outdoor seating.

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 AU$251
includes taxes & fees
26 Sept - 27 Sept
-2 / 3-seater garage with private garden, swimming pool, park and spa

13. La Nocina

La Nocina
Santa Sofia
The price is AU$315
includes taxes & fees
2 Sept - 3 Sept
La Nocina
A café with a counter labeled 'Joy' and a variety of food items displayed in a glass case.

14. Charming Apartment in Historic Bagno di Romagna

Charming Apartment in Historic Bagno di Romagna
Bagno di Romagna
The price is AU$333
includes taxes & fees
5 Sept - 6 Sept
Charming Apartment in Historic Bagno di Romagna
A courtyard with stone buildings, arched doorways, and outdoor seating.

15. 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 AU$189
includes taxes & fees
7 Sept - 8 Sept
B&B Corte dei Turchi
A rooftop terrace with a red building, a paved walkway, and a view of a forested hill.

16. Residence Città Ideale

Residence Città Ideale
Urbino
7.4 out of 10, Good, (6 reviews)
The price is AU$117
includes taxes & fees
13 Sept - 14 Sept
Residence Città Ideale
A stone building with a wooden door, surrounded by lush greenery and a clear sky.

17. farmhouse calcinaia on the lake APARTMENT BARN 4/6 PLACES SWIMMING POOL park sp

farmhouse calcinaia on the lake APARTMENT BARN 4/6 PLACES SWIMMING POOL park sp
arezzo
10.0 out of 10, Exceptional, (1 review)
"Immerso nella natura con alloggio spazioso e completo di tutto. Perfetta organizzione e comunicazione da parte di Francesco chi ci ha dato anche utili consigli sul da farsi e vedere nei paraggi. Consigliato!"
Italy
Riccardo B.
The price is AU$353
includes taxes & fees
26 Sept - 27 Sept
farmhouse calcinaia on the lake APARTMENT BARN 4/6 PLACES SWIMMING POOL park sp
A swimming pool with wooden deck, white lounge chairs, and umbrellas.

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

Room 'Resort Villa Paola - Camera Tordo' with Sea View, Wi-Fi and Air Conditioning
Longiano
The price is AU$301
includes taxes & fees
7 Sept - 8 Sept
Room 'Resort Villa Paola - Camera Tordo' with Sea View, Wi-Fi and Air Conditioning
A table set outdoors with a view of a vineyard and a distant landscape.

19. the SERVITU 'apartment 4/6 places, swimming pool, spa park

the SERVITU 'apartment 4/6 places, swimming pool, spa park
arezzo
The price is AU$381
includes taxes & fees
26 Sept - 27 Sept
the SERVITU 'apartment 4/6 places, swimming pool, spa park
A rustic outdoor dining area with wooden tables and chairs, hanging birdcages, and a view of greenery.

20. Beb 1416 Room with Shared Terrace, Shared Garden, and Wi-Fi

Beb 1416 Room with Shared Terrace, Shared Garden, and Wi-Fi
ANGHIARI
10.0 out of 10, Exceptional, (1 review)
"I greatly enjoyed my stay at this beautiful and unique apartment. It was captivatingly decorated with antiques and appointed with all needed amenities. the hosts were charming and helpful, and made every effort to make me feel at home and my stay comfortable. If I had the time, I believe a longer stay would have been quite pleasant."
United States
Andrew P.
The price is AU$173
includes taxes & fees
26 Sept - 27 Sept
Beb 1416 Room with Shared Terrace, Shared Garden, and Wi-Fi
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

Grand Hotel Rimini

Grand Hotel Rimini

10/10 Excellent
"Our 4 day stay was pleasant . The staff is friendly but slow at times , more at the restaurant when ordering . The rooms are nice and clean , but the beds are a bit uncomfortable and room needs to be cooler."
ADAM 4-night trip
Posted 3 weeks ago
Grand Hotel Rimini

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 favourite 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 depend 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 AU$66 per night. Entering your travel dates in the search wizard might find you 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?

Holiday Home in Tuscany with Private Garden: This holiday home rental outside of Pennabilli is located in a rural location, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.