Pennabilli Holidays from £410

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Your Pennabilli Holiday

Reserve a Pennabilli holiday package and focus on what counts — enjoying yourself. No more planning hassles, just more time to experience the best of this lively city, such as its medieval heritage and spectacular views. Make your trip to Pennabilli even more enjoyable by going sightseeing. Mateureka Museum of Calculation, Orto dei Frutti Dimenticati and Chiesa del Santuario della Madonna delle Grazie are among the leading attractions you'll want to explore. That dream Pennabilli holiday is just clicks away. Explore flights, hotels and more on Expedia for a getaway that's tailored just for you.

Top Pennabilli Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Natural Village Resort

Natural Village Resort

4 out of 5
Save 100% on your flight
per person
11 Sept - 18 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to Ancona (AOI)
8.4/10 Very Good! (106 reviews)
It was so peaceful, entire facility from the private beach to the pool and family friendly property were top notch.

Reviewed on 3 Jul 2025

Hb Hotels Orchidea Blu

Hb Hotels Orchidea Blu

3 out of 5
Torre Pedrera
Save 100% on your flight
per person
7 Sept - 14 Sept
found 1 day ago
Return flight included
London (LON) to Bologna (BLQ)
8/10 Very Good! (13 reviews)
Hotel Mamiani & Relaxing Spa Urbino

Hotel Mamiani & Relaxing Spa Urbino

4 out of 5
per person
15 Sept - 22 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Rimini (RMI)
8.4/10 Very Good! (350 reviews)
Peaceful location, clean rooms. Need car to reach the city center. SPA not accessed

Reviewed on 15 Aug 2021

Hotel Kim

Hotel Kim

2 out of 5
Save 100% on your flight
per person
23 Sept - 30 Sept
found 8 hours ago
Return direct flight included
Manchester (MAN) to Bologna (BLQ)
7.8/10 Good! (12 reviews)
Hotel Polo

Hotel Polo

4 out of 5
Marina Centro
Save 100% on your flight
per person
14 Sept - 21 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to Bologna (BLQ)
8.6/10 Excellent! (516 reviews)
Excellent hotel and very helpful staff. The breakfast was the best I’ve ever had - so many options; you will find something you like!

Reviewed on 23 Jul 2025

Pennabilli Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Federico Fellini Intl. Airport (RMI)
Population
980
Max Temp Winter
10ºC
Max Temp Summer
27ºC
Top Sights
Montebello Castle, Skypark Parco Avventura and Cathedral of San Leo

Top hotels in Pennabilli

Hotel Avana Mare

Hotel Avana Mare

3 out of 5
Viale Gaetano Genghini, Rimini, RN
Fully refundableReserve now, pay when you stay
7.8/10 Good! (125 reviews)
"Staff were very helpful & friendly. Quiet area & a stones throw from the beach"

Reviewed on 17 May 2025

Get rates
Hotel Avana Mare
HOTEL YOUNG PEOPLE UNDER 40

HOTEL YOUNG PEOPLE UNDER 40

Viale Regina Elena 253, Rimini, RN
The price is £32 per night from 31 Aug to 1 Sept
£32
31 Aug - 1 Sept
includes taxes & fees
6.4/10 (10 reviews)
"Grazie molto"

Reviewed on 15 Jun 2025

HOTEL YOUNG PEOPLE UNDER 40
Hotel Radar

Hotel Radar

3 out of 5
Viale Giuseppe Giusti, 4, Rimini, RN
The price is £49 per night from 4 Aug to 5 Aug
£49
4 Aug - 5 Aug
includes taxes & fees
8.4/10 Very Good! (141 reviews)
"Right next to the beach, perfect for a small getaway"

Reviewed on 28 Jun 2025

Hotel Radar
See all 2,298 properties in Pennabilli
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

Mateureka Museum of Calculation

You can browse the exhibits at Mateureka Museum of Calculation, a museum with a story of its own, during your holiday in Pennabilli. Amble around the area's seaside or visit its cathedral.

Mateureka Museum of Calculation

Porta San Francesco

You can find out about the history of Pennabilli with a trip to Porta San Francesco. Take in the art scene and mountain views in the area.

Porta San Francesco

What to do in Pennabilli

San Leo Cashmere: Farm Experience

San Leo Cashmere: Farm Experience

£43
per adult
San Leo Cashmere: Farm Experience
View on the First Tower

Tourist visit of the UNESCO Historic Center of San Marino

£105
per adult
Tourist visit of the UNESCO Historic Center of San Marino
See all activities in Pennabilli

Frequently asked questions

How much does a Pennabilli travel package cost?
The most affordable Pennabilli travel package is £410, so your dream trip can become a reality — without the high price tag. Bundle flights, hotels and car rentals to custom build a package that matches your travelling style.
If I'm not able to travel, can I cancel my Pennabilli travel package?
Because we know life can be unpredictable, the answer is yes. To find out more, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may charge a fee if your booking is older than that.
How do I get a cheap travel package to Pennabilli?
You'll save loads of cash if you combine your flights, car rentals and hotels into a Pennabilli travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 properties all over the world, which means you'll always have plenty of options to choose from. Want to save even more? Add some interesting activities to your package deal to unlock even more bargains! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Pennabilli holidays?
We sure do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in instalments. Simply pick the payment plan best suited to your needs during the checkout process and take the stress out of budgeting for your next trip. Don't forget to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's manageable monthly instalment plans. If making small repayments each month sounds right for you, choose this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday in multiple transactions.
  • Low deposit holidays: When you spot an awesome deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock in your getaway.

Where should I stay in Pennabilli?
With popular attractions like Orto dei Frutti Dimenticati and Valle del Marecchia in this neighbourhood, look for a hotel positioned near either of them. Chiesa del Santuario della Madonna delle Grazie is another Pennabilli sight that people flock to.
What are the top hotels in Pennabilli?
One of the most popular places to stay in Pennabilli is Hotel il Duca del Montefeltro, in the neighbourhood of Scavolino. Wander the city by day and then relax in your comfortable room after sundown.
How far in advance should I book my Pennabilli holiday?
To land cheap prices, book nice and early. Air carriers typically advertise flight tickets, along with some of the lowest fares, around 12 months prior to departure. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway to Pennabilli, there are always lots of great deals on Expedia. Check them out now!
What does an Expedia Pennabilli travel package include?
Hotels, rental cars and flights, or any combination of the three — you decide! Whether you're venturing to Pennabilli with the entire family or enjoying a solo break, there's a bundle to suit every style and budget. Once you've made your booking, why not add on some activities?
What should I know before booking a Pennabilli travel package?
You'll pick up excellent savings when you bundle your hotels, flights and rental cars into a travel package. Plus, booking everything together makes trip planning much easier. So why waste your time or money? Whether you're putting together a ritzy romantic getaway or an affordable family break, take a look at our package deals today.
Can I choose my airline with a Pennabilli Expedia travel package?
Most definitely. Expedia has over 550 airline partners to select from worldwide. With so many choices, finding the perfect carrier to take you to Pennabilli will be a breeze.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.