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. 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 CA $144
CA $205 total
includes taxes & fees
Aug 23 - Aug 24
Elegance and relaxation in an exclusive ground floor apartment flooded with light.

2. 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 CA $397
CA $397 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Apartment "Relax And Apartment" with Mountain View, Private Terrace & Wi-Fi

3. 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 CA $204
CA $273 total
includes taxes & fees
Sep 16 - Sep 17
Casa Gioia - Relaxation between Riccione, Rimini, and San Marino

4. 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 CA $116
CA $193 total
includes taxes & fees
Aug 31 - Sep 1
Cozy nest in the heart of Sassocorvaro, terrace with breathtaking views.

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 CA $123
CA $184 total
includes taxes & fees
Aug 19 - Aug 20
Beautiful self-catering flat for rent in the country

6. Villa Santarsa, 31 people, magnificent views and private pool, no neighbors

Villa Santarsa, 31 people, magnificent views and private pool, no neighbors
Sansepolcro
10.0 out of 10, Exceptional, (16 reviews)
"We had a great time, despite the heat. It's a bit of a drive up the mountain to Santarsa specifically, so make sure you have enough cars!"
United States
Donnacha F.
The price is CA $2,087
CA $2,989 total
includes taxes & fees
Sep 5 - Sep 6
Villa Santarsa, 31 people, magnificent views and private pool, no neighbors

7. 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 CA $186
CA $204 total
includes taxes & fees
Sep 7 - Sep 8
B&B Corte dei Turchi

8. L'Introvabile – Private Luxury Suite for 2 with Pool & Sauna – Cesena

L'Introvabile – Private Luxury Suite for 2 with Pool & Sauna – Cesena
Quartiere Rubicone
The price is CA $803
CA $921 total
includes taxes & fees
Aug 19 - Aug 20
L'Introvabile – Private Luxury Suite for 2 with Pool & Sauna – Cesena

9. Gio's Hygge Nest

Gio's Hygge Nest
Montegrimano
The price is CA $114
CA $159 total
includes taxes & fees
Sep 16 - Sep 17
Gio's Hygge Nest

10. Villa Mery, Holiday house in the hills of the Rimini Riviera, with private pool

Villa Mery, Holiday house in the hills of the Rimini Riviera, with private pool
Mondaino
10.0 out of 10, Exceptional, (11 reviews)
"We have spent a wonderful Family week in the Villa Mery. The house is big and well equipped and the pool is an great advantage."
Germany
Thomas F.
The price is CA $867
CA $1,450 total
includes taxes & fees
Aug 29 - Aug 30
Villa Mery, Holiday house in the hills of the Rimini Riviera, with private pool

11. Amazing 12-bed apartment with 4 bedrooms in Rimini, 30 meters from the beach

Amazing 12-bed apartment with 4 bedrooms in Rimini, 30 meters from the beach
San Giuliano a Mare
The price is CA $867
CA $1,180 total
includes taxes & fees
Aug 22 - Aug 23
Amazing 12-bed apartment with 4 bedrooms in Rimini, 30 meters from the beach

12. Apartment 'Incanto' with Organic Breakfast Included - Agriturismo Le Ceregne Bio

Apartment 'Incanto' with Organic Breakfast Included - Agriturismo Le Ceregne Bio
Pieve Santo Stefano
The price is CA $419
CA $620 total
includes taxes & fees
Aug 31 - Sep 1
Apartment 'Incanto' with Organic Breakfast Included - Agriturismo Le Ceregne Bio

13. Charming Apartment in Historic Bagno di Romagna

Charming Apartment in Historic Bagno di Romagna
Bagno di Romagna
The price is CA $358
CA $399 total
includes taxes & fees
Sep 5 - Sep 6
Charming Apartment in Historic Bagno di Romagna

14. DIMORA GUIDI 3 bedroom with A/C and 2 bathroom

DIMORA GUIDI 3 bedroom with A/C and 2 bathroom
Urbino
The price is CA $247
CA $255 total
includes taxes & fees
Aug 24 - Aug 25
DIMORA GUIDI 3 bedroom with A/C and 2 bathroom

15. 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 CA $175
CA $193 total
includes taxes & fees
Aug 23 - Aug 24
Locanda del Viandante

16. -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 CA $144
CA $246 total
includes taxes & fees
Aug 23 - Aug 24
-2 / 3-seater garage with private garden, swimming pool, park and spa

17. Property with pool and 2 accommodations,in the hills between Misano and Riccione

Property with pool and 2 accommodations,in the hills between Misano and Riccione
Emilia-Romagna
The price is CA $867
CA $991 total
includes taxes & fees
Aug 30 - Aug 31
Property with pool and 2 accommodations,in the hills between Misano and Riccione

18. Charming studio apartment in a relais with pool in the hills

Charming studio apartment in a relais with pool in the hills
Emilia-Romagna
The price is CA $397
CA $450 total
includes taxes & fees
Sep 7 - Sep 8
Charming studio apartment in a relais with pool in the hills

19. Prestigious apartment with two double bedrooms in a Relais with a pool

Prestigious apartment with two double bedrooms in a Relais with a pool
Emilia-Romagna
The price is CA $499
CA $561 total
includes taxes & fees
Sep 17 - Sep 18
Prestigious apartment with two double bedrooms in a Relais with a pool

20. Holiday Home 'Domus Giò Giò' with Sea View, Wi-Fi, and Air Conditioning

Holiday Home 'Domus Giò Giò' with Sea View, Wi-Fi, and Air Conditioning
Saludecio
The price is CA $434
CA $578 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Home 'Domus Giò Giò' with Sea View, Wi-Fi, and Air Conditioning
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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.