Pennabilli Holiday Rentals

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Our top choices for Pennabilli holiday rentals

Residence in Marina Centro

Le Rose Spa Hotel
3.0 star property
9.2 out of 10, Wonderful, (250)
"This was a nice stay in a clean room with a sea view. Shower was small but more than adequate. Pool, easy beach access, gym and spa available. I would stay here again."
United States
Linda
Le Rose Spa Hotel

Townhouse in Sansepolcro

Dolce Rosa Centro Storico
9.6 out of 10, Exceptional, (13)
"Ottimo rapporto qualità prezzo camera carina... un unico neo mancavano i tappi di vasca e bidet..."
Italy
Sergio
Dolce Rosa Centro Storico

Apartment in Città di Castello

Elegant Countryside Retreat
The price is NZ$340
includes taxes & fees
10 Jan - 11 Jan 2026
Elegant Countryside Retreat

Townhouse in Anghiari

Locanda del Viandante
9.0 out of 10, Wonderful, (6)
"Smuk beliggenhed - meget autentisk på den gode måde"
Denmark
tina
The price is NZ$273
includes taxes & fees
3 Jan - 4 Jan 2026
Locanda del Viandante
4.0 star property
9.6 out of 10, Exceptional, (31)
"Excellent hotel. Staff were very helpful. The apartments were beautiful. Will definitely stay again the next time we visit Italy "
United States
Daren
The price is NZ$183
includes taxes & fees
21 Jan - 22 Jan 2026
Metropol Ceccarini Suite - Luxury apartments

Residence in Riccione

Hotel Ceccarini 9
4.0 star property
9.4 out of 10, Exceptional, (34)
"Beautiful suites in the center of Riccione"
Italy
Fabio
The price is NZ$205
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Ceccarini 9
8.8 out of 10, Excellent, (75)
"Very nice close to airport."
United Kingdom
Julie
Nero D'Avorio Aparthotel & SPA

Residence in Marina Centro

Residence del Sole
2.0 star property
9.2 out of 10, Wonderful, (15)
"Comoda e vicina a tutti i punti di interesse"
Italy
Anonymous traveller
Residence del Sole

Residence in Marina Centro

Astoria Suite Hotel
4.0 star property
8.8 out of 10, Excellent, (224)
"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
Astoria Suite Hotel

Residence in Riccione

D-Place Hotel & Suite
4.0 star property
9.0 out of 10, Wonderful, (37)
"Publicita enganosa. L’appartamento non è come nella foto "
Italy
Valeria
D-Place Hotel & Suite

Townhouse in Longiano

Alloggio al San Girolamo
10.0 out of 10, Exceptional, (10)
"L’accueil de Filippo et le site sont exceptionnels. Dans un environnement magnifique avec une vue sur les collines, Filippo est à l’écoute et plein d’attentions. De loin, le meilleur hébergement que j’ai connu avec un accueil chaleureux. Filippo est chaleureux et chacun s’y sentira bien"
France
Longueville
The price is NZ$178
includes taxes & fees
4 Jan - 5 Jan 2026
Alloggio al San Girolamo

Apartment in Urbino

Residence Città Ideale
7.4 out of 10, Good, (6)
The price is NZ$135
includes taxes & fees
11 Jan - 12 Jan 2026
Residence Città Ideale

Residence in Rimini

Atmosphere Suite Hotel
4.0 star property
8.8 out of 10, Excellent, (95)
"Great place to stay very clean etc"
Australia
Dion
The price is NZ$208
includes taxes & fees
30 Dec - 31 Dec
Atmosphere Suite Hotel

Apartment in Riccione

Angiolieri Flexrent - Abyssinia
Angiolieri Flexrent - Abyssinia

Residence in Rimini

Residence Aida
3.0 star property
9.0 out of 10, Wonderful, (2)
"Wir haben nichts zu bemängeln. Preis Leistung stimmt. Besonders empfehlenswert für Familien. Strand und Parkpletz in unmittelbarer Nähe. Wir danken Andrea für seine Gastfreundlichkeit und Hilfsbereitschaft."
Switzerland
Guelnur
The price is NZ$199
includes taxes & fees
13 Jan - 14 Jan 2026
Residence Aida

Apartment in Marina Centro

Embassy Aparthotel
8.4 out of 10, Very good, (5)
"Quiet location right near the beach and local cafes. High quality apartment with all facilities we required"
United Kingdom
Sham
The price is NZ$488
includes taxes & fees
31 Dec - 1 Jan 2026
Embassy Aparthotel

Residence in Marina Centro

Eurogarden
3.0 star property
8.0 out of 10, Very good, (19)
"Godt køkken, men der manglede en brødkniv, så det var en udfordring at skære brød Der stod at der var mulighed for at tilkøbe morgenmad, dette var ikke muligt i den periode vi var der i. Wi-DI var meget ustabilt"
Denmark
Anonymous traveller
The price is NZ$112
includes taxes & fees
20 Jan - 21 Jan 2026
Eurogarden
10.0 out of 10, Exceptional, (1)
"The apartment was clean and cozy. I thoroughly enjoyed my stay. It is located on Corso Giacomo Matteotti and directly across from the main town square. Although not in the walled, traditional historic center, its in a very convenient and central location for exploring the entire town. The host Francesca was extremely helpful and checked in often."
United States
Danna J.
The price is NZ$470
includes taxes & fees
28 Dec - 29 Dec
Teo's house is the ideal home for relaxation, centrally located in Anghiari

Apartment in Riccione

Flexrent Seafront - Abyssinia
10.0 out of 10, Exceptional, (1)
"Schnelle Kommunikation über WhatsApp. Schlüsselübergabe außerhalb von Check-in -Zeiten unkompliziert. Küchenutensilien austauschend, es fehlten uns nur noch einen Wasserkocher, einen Toster und der zweite Wohnungsschlüssel, die nach unserer Anfrage gleich bereitgestellt wurden. Nur 2 Geheminuten von schöner Promenade und vom Strand entfernt "
Germany
Tetyana O.
The price is NZ$567
includes taxes & fees
2 Jan - 3 Jan 2026
Flexrent Seafront - Abyssinia
10.0 out of 10, Exceptional, (1)
"Ottima esperienza per pulizia, posizione, arredi e comfort. Da ripetere."
Italy
Mariapia
Luxury Suites Collection - Shantung
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$135 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?

Nespoli: House / Villa -Hillside house in the middle of nature: This holiday home rental outside of Pennabilli is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a garden and a selection of books.

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.