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

Pennabilli Vacation Rentals

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Our top choices for Pennabilli vacation 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
$129 nightly
The price is $129
Oct 4 - Oct 5
Total with taxes and fees
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
$136 nightly
The price is $136
Oct 1 - Oct 2
Total with taxes and fees
Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.

3. Gio's Hygge Nest

Gio's Hygge Nest
Montegrimano
$124 nightly
The price is $124
Oct 5 - Oct 6
Total with taxes and fees
Gio's Hygge Nest

4. Residence Città Ideale

Residence Città Ideale
Urbino
7.4 out of 10, Good, (6 reviews)
$65 nightly
The price is $77
Sep 30 - Oct 1
Total with taxes and fees
Residence Città Ideale

5. Apartment in the Historic Village of Verucchio

Apartment in the Historic Village of Verucchio
Verucchio
$289 nightly
The price is $301
Sep 30 - Oct 1
Total with taxes and fees
Apartment in the Historic Village of Verucchio

6. 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
$189 nightly
The price is $189
Oct 26 - Oct 27
Total with taxes and fees
Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi

7. Le Terrazze sul Fiume

Le Terrazze sul Fiume
Santa Sofia
$83 nightly
The price is $91
Oct 3 - Oct 4
Total with taxes and fees
Le Terrazze sul Fiume

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
$56 nightly
The price is $62
Oct 12 - Oct 13
Total with taxes and fees
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.
$140 nightly
The price is $140
Oct 13 - Oct 14
Total with taxes and fees
Beautiful self-catering flat for rent in the country

10. -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.
$176 nightly
The price is $176
Sep 30 - Oct 1
Total with taxes and fees
-2 / 3-seater garage with private garden, swimming pool, park and spa

11. 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
$111 nightly
The price is $123
Sep 30 - Oct 1
Total with taxes and fees
B&B Corte dei Turchi

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
$124 nightly
The price is $136
Sep 30 - Oct 1
Total with taxes and fees
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
$207 nightly
The price is $207
Sep 30 - Oct 1
Total with taxes and fees
Tranquil 2-Bedroom Apartment in Historic Bagno di Romagna

14. Angiolieri Flexrent - Abyssinia

Angiolieri Flexrent - Abyssinia
Riccione
$155 nightly
The price is $160
Sep 30 - Oct 1
Total with taxes and fees
Angiolieri Flexrent - Abyssinia

15. Elegant Countryside Retreat

Elegant Countryside Retreat
Città di Castello
9.4 out of 10, Exceptional, (29 reviews)
"Enjoyed evenings near that fireplace, really nice ambiance when winding down after excursions into town. Garden’s a good spot to chill if you want some fresh air as well."
United States
Anonymous traveler
$286 nightly
The price is $286
Oct 1 - Oct 2
Total with taxes and fees
Elegant Countryside Retreat

16. Bubble room

Bubble room
Castelci
$422 nightly
The price is $422
Oct 13 - Oct 14
Total with taxes and fees
Bubble room

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
$325 nightly
The price is $325
Oct 1 - Oct 2
Total with taxes and fees
Riflessi di Lago – Agriturismo with Experiences, Breakfast Included - Le Ceregne Bio

18. Apartment 'Sotto Le Mura' with Wi-Fi

Apartment 'Sotto Le Mura' with Wi-Fi
Anghiari
$108 nightly
The price is $108
Oct 1 - Oct 2
Total with taxes and fees
Apartment 'Sotto Le Mura' with Wi-Fi

19. San Martino Flexrent - Abissinia Real Estate

San Martino Flexrent - Abissinia Real Estate
Riccione
$159 nightly
The price is $163
Sep 30 - Oct 1
Total with taxes and fees
San Martino Flexrent - Abissinia Real Estate

20. Astoria Suite Hotel

Astoria Suite Hotel
4.0 star property
Marina Centro
8.8 out of 10, Excellent, (228 reviews)
"Italy vacation; stayed a few days in Rimini at the Astoria Suite Hotel. Great staff, Front Desk, Bar, Restaurant, Housekeeping, everyone were super helpful and friendly. Great hotel near beach (literally a 1/2 block walk). Close to everything. If we find our way back to Rimini, we will be staying at the Astoria Suite Hotel. Thanks"
United States
Richard
$147 nightly
The price is $171
Oct 18 - Oct 19
Total with taxes and fees
Astoria Suite Hotel
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pennabilli vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pennabilli vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pennabilli in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $80 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pennabilli rentals

At Expedia, we put the best Pennabilli vacation 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 vacation.

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 vacation rentals in Pennabilli?

Yes, there are vacation rentals in Pennabilli close to Orto dei Frutti Dimenticati, or you can choose a more secluded option if you want 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 vacation home rentals in Pennabilli?

Stunning, historic 18c Farmhouse - with Private Pool (sleeps 12-13): This vacation home rental outside Pennabilli is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Pennabilli?

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

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 larger area.

What’s a vacation rental in Pennabilli like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Pennabilli. Vacation rentals feature extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family trips.