Pennabilli Holidays from £141

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

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.
Hotel Sorriso

Hotel Sorriso

Marina Centro
Save 100% on your flight
£141
per person
25 Sept - 29 Sept
found 1 day ago
Return flight included
London (LON) to Bologna (BLQ)
7.2/10 Good! (25 reviews)
we had an amazing time. the staff were so friendly and accommodating when our travel plans changed. their breakfast is also really really good.

Reviewed on 28 Sept 2024

Astoria Suite Hotel

Astoria Suite Hotel

Marina Centro
Save 100% on your flight
£201
per person
25 Sept - 29 Sept
found 1 day ago
Return flight included
London (LON) to Bologna (BLQ)
8.8/10 Excellent! (226 reviews)
Good stay -facilities good

Reviewed on 20 Jun 2026

Sina Brufani

Sina Brufani

Old Town Perugia
Save 100% on your flight
£361
per person
21 Sept - 24 Sept
found 1 day ago
Return flight included
London (LON) to Ancona (AOI)
9.2/10 Wonderful! (661 reviews)
Natural Village Resort

Natural Village Resort

Save 100% on your flight
£254
per person
21 Sept - 27 Sept
found 1 day ago
Return flight included
London (LON) to Ancona (AOI)
8.4/10 Very good! (123 reviews)
I can't speak highly enough of our trip to this resort. It really is a small village that has all the amenities you need. It is very family-focused where I would think most, if not all guests were families with young / teen children. It is pet-friendly, plenty of guests with their dogs which was lovely to see. The staff were remarkable, helpful everywhere we went and serviced us with care. The place has a great community pool, fit for all ages, has a shallow end for the little ones, a medium bit for older kids, and a deep-end for the stronger swimmers. They have a private beach area, already setup with chairs and umbrellas. There's staff on the beach as well to assist. On the beach is a seaside restaurant. Reservations are required but it was lovely sitting on the patio, overlooking the sea. The cottages themselves fit our needs. We are a family of 5 so we got the two bedroom. A little kitchen, dining area (although we had most meals outside on the porch), master bedroom for the parents, one bedroom with two beds, and a bed in the lounge. Bathroom was nice and modern. There was always entertainment happening throughout the day and evening which was included. There are small shops and restaurants that come with an extra cost but you also have the option to go off resort to shop or eat as long as you have a vehicle.

Reviewed on 19 Jul 2026

San Felice Residence

San Felice Residence

Historic Center
£279
per person
19 Sept - 21 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to Bologna (BLQ)
8.4/10 Very good! (18 reviews)
Check in was super hard. We didn’t get the self check in link and the host didn’t respond to messages on Expedia

Reviewed on 23 May 2026

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 Corallo Rimini

Hotel Corallo Rimini

Viale Vespucci 46 Rimini RN
£44
14 Sept - 15 Sept
includes taxes & fees
8.6/10 Excellent! (208 reviews)
"The Hotel does not look like the photos, which appear very fresh and smart and the room was not. It was very clean but room was tired, paint job of the rooms makes it look like a 1* hotel, outdoor furniture rusted with sea water. Hard pillows, crusted shower floor. For what I paid I was expecting ..."

Reviewed on 11 Aug 2026

Hotel Corallo Rimini
Hotel Avana Mare

Hotel Avana Mare

Viale Gaetano Genghini Rimini RN
Fully refundableReserve now, pay when you stay
£23
7 Sept - 8 Sept
includes taxes & fees
8/10 Very good! (146 reviews)
"great staff and location"

Reviewed on 8 Jul 2026

Hotel Avana Mare
Grand Hotel Rimini

Grand Hotel Rimini

Parco Federico Fellini Rimini RN
£200
13 Sept - 14 Sept
includes taxes & fees
8.4/10 Very good! (356 reviews)
"Our 4 day stay was pleasant . The staff is friendly but slow at times , more at the restaurant when ordering . The rooms are nice and clean , but the beds are a bit uncomfortable and room needs to be cooler."

Reviewed on 6 Aug 2026

Grand Hotel Rimini
See all 2,433 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.

Stay near popular Pennabilli attractions

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.
See properties

Orto dei Frutti Dimenticati

Enjoy an outing to Orto dei Frutti Dimenticati during your stay in Pennabilli. Stroll along the seaside or visit the cathedral while you're in the area.
See properties

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.
See properties

Valle del Marecchia

Commune with nature and explore the great outdoors at Valle del Marecchia during your travels in Pennabilli. Wander the seaside or discover the area's mountain views.
See properties

Chiesa del Santuario della Madonna delle Grazie

Chiesa del Santuario della Madonna delle Grazie is just one of the places to see in Pennabilli, so why not enjoy the other things to explore during your travels? Discover the mountain views while you're in the area.
See properties

What to do in Pennabilli

FORTRESS AT SUNSET

San Leo : Entrance Ticket to the Fortress and Cagliostro’s Prison

£10
per adult
San Leo : Entrance Ticket to the Fortress and Cagliostro’s Prison
Entrance Ticket - Titanus Museum: Multimedia Experience

Entrance Ticket - Titanus Museum: Multimedia Experience

£5
per adult
Entrance Ticket - Titanus Museum: Multimedia Experience
San Marino Self-Guided Walking Tour of the Old Town

San Marino Self-Guided Walking Tour of the Old Town

£9
per adult
San Marino Self-Guided Walking Tour of the Old Town
See all activities in Pennabilli

Frequently asked questions

How much does a Pennabilli travel package cost?
The most affordable Pennabilli travel package is £141, 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.