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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Pennabilli holiday rentals

A terrace with a table and chairs overlooking a valley with vineyards.

1. Alloggio al San Girolamo

Alloggio al San Girolamo
Longiano
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful place and host. Comfortable bed and good size room with an amazing country view. Breakfast was well prepared with homemade breads. Highly recommended. "
United States
Sara
The price is Rp1.824.395
Rp2.006.835 total
includes taxes & fees
15 Nov - 16 Nov
Alloggio al San Girolamo
A building with a balcony, multiple windows, and a door.

2. 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 Rp1.044.207
Rp1.148.628 total
includes taxes & fees
16 Nov - 17 Nov
Dolce Rosa Centro Storico
A table set outdoors with a view of mountains, including a basket of pastries, cups of coffee, and a bottle of water.

3. Locanda del Viandante

Locanda del Viandante
Anghiari
9.2 out of 10, Wonderful, (7 reviews)
"This is really one of those Dinner destinations that has rooms to stay too! 🙂 Beautiful location, and great food, I would have liked to have stayed longer!"
United States
Kenneth
The price is Rp2.280.566
Rp2.508.543 total
includes taxes & fees
15 Nov - 16 Nov
Locanda del Viandante
A multi-story hotel with a swimming pool, outdoor seating, and palm trees.

4. Nero D'Avorio Aparthotel & SPA

Nero D'Avorio Aparthotel & SPA
Rimini
8.8 out of 10, Excellent, (81 reviews)
"Very nice close to airport."
United Kingdom
Julie
The price is Rp1.213.222
Rp1.414.817 total
includes taxes & fees
8 Dec - 9 Dec
Nero D'Avorio Aparthotel & SPA
A bedroom with a stone wall, a bed, a wardrobe, a balcony with chairs, and a view of buildings.

5. Le Terrazze sul Fiume

Le Terrazze sul Fiume
Santa Sofia
The price is Rp1.673.499
Rp1.840.849 total
includes taxes & fees
16 Nov - 17 Nov
Le Terrazze sul Fiume
A rooftop terrace with a red building, a paved walkway, and a view of a forested hill.

6. Residence Città Ideale

Residence Città Ideale
Urbino
7.4 out of 10, Good, (6 reviews)
The price is Rp1.463.996
Rp1.710.738 total
includes taxes & fees
8 Dec - 9 Dec
Residence Città Ideale
A balcony with a white sofa, a chair, and a TV on a cabinet.

7. Residence Aida

Residence Aida
3.0 star property
Rimini
9.6 out of 10, Exceptional, (4 reviews)
"Mr Andrea was an excellent host - very helpful and spoke good English- apartment was roomy and comfortable - only fault was no jug for making tea and no toaster"
United States
Jane
The price is Rp1.093.422
Rp1.303.106 total
includes taxes & fees
18 Nov - 19 Nov
Residence Aida
A courtyard with stone buildings, arched doorways, and outdoor seating.

8. 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 Rp1.571.009
Rp1.728.110 total
includes taxes & fees
15 Nov - 16 Nov
B&B Corte dei Turchi
A sectional sofa with a chaise, positioned against a plain wall, on a wooden floor.

9. La Corte dei Servi - Locazione Turistica

La Corte dei Servi - Locazione Turistica
Sansepolcro
The price is Rp3.267.508
Rp3.594.259 total
includes taxes & fees
16 Nov - 17 Nov
La Corte dei Servi - Locazione Turistica
A compact bedroom with a bed, a bedside table, a mirror, and a small round table.

10. Feel Good

Feel Good
Torre Pedrera
The price is Rp1.106.267
Rp1.257.031 total
includes taxes & fees
15 Nov - 16 Nov
Feel Good
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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Find holiday rentals that suit your style

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Top Pennabilli Hotel Reviews

A terrace with a table set for two, overlooking a valley with mountains in the distance.
Hotel Cesare

Hotel Cesare

Hotel Cesare
San Marino

10/10 Excellent

As pictured. Staff and room were great
United Kingdom
Kim
Reviewed November 9, 2026
Hotel Cesare

Find out more about Pennabilli

Search for holiday rentals in Pennabilli on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Pennabilli using one of the methods below:

  • View our selection of featured holiday rentals in Pennabilli
  • Use the map to find apartments and other holiday homes in the Pennabilli neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pennabilli while they last

Look no further and take a look at our great range of rental properties in Pennabilli!

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.

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.