Penna San Giovanni Holiday Rentals

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Our top choices for Penna San Giovanni holiday rentals

Vicolo Malavolta 7 Rooms and Suites

Vicolo Malavolta 7 Rooms and Suites
Altidona
10.0 out of 10, Exceptional, (2)
"Camera pulita e confortevole"
Italy
Ruggero Massimo
The price is AU$124
includes taxes & fees
26 Dec - 27 Dec
Vicolo Malavolta 7 Rooms and Suites

Relais Villa Fornari

Relais Villa Fornari
Camerino
9.6 out of 10, Exceptional, (25)
"Personale molto gentile e accogliente. La struttura molto bella e curata. Il ristorante interno eccellente!"
Italy
laura
The price is AU$184
includes taxes & fees
26 Dec - 27 Dec
Relais Villa Fornari

Di Sabatino Resort

Di Sabatino Resort
Centro Storico
9.0 out of 10, Wonderful, (88)
"Perfect place, spotless"
United States
Christian
Di Sabatino Resort

Mondomini - Charming cottage with view on the sea

Mondomini - Charming cottage with view on the sea
Campofilone
10.0 out of 10, Exceptional, (7)
"We stayed at the other property at Mon Domini, though we originally booked the cottage. There was a mix up and Livia upgraded us. The other property was so nice a full one bedroom, one bathroom downstairs apartment with a huge patio right in the middle of the olive groves. The purpose of our visit was genealogy in Cupra Marittima and this was just a few minutes' drive down the beach. We cooked dinner in the beautifully appointed kitchen each night and enjoyed the view. The winding drive was easy...
United States
Leesa C.
The price is AU$246
includes taxes & fees
3 Jan - 4 Jan 2026
Mondomini - Charming cottage with view on the sea

Palazzo Rossi

Palazzo Rossi
Sarnano
10.0 out of 10, Exceptional, (1)
"Palazzo Rossi is peaceful, relaxing and amazing! 😘"
United States
CHARLES
The price is AU$174
includes taxes & fees
13 Jan - 14 Jan 2026
Palazzo Rossi

Villa Road Sibillini Mountains

Villa Road Sibillini Mountains
Serra
10.0 out of 10, Exceptional, (1)
"Séjour reposant et au calme. L'endroit est un peu isolé mais idéalement placé pour visiter les environs et profiter d'une grande maison confortable dotée de tout ce qu'il faut. La journée était pluvieuse et donc c'était un désastre avec la boue, mais le propriétaire qui est très sympa et disponible, nous a dit qu'il allé mettre en place du gravier. C'est vraiment nécessaire. Petit déjeuner bon, mais proposer un yaourt ou des options à la farine complète peuvent faire la différence. "
France
Aldo
The price is AU$153
includes taxes & fees
19 Jan - 20 Jan 2026
Villa Road Sibillini Mountains

The Sibillini Chalet

The Sibillini Chalet
Sossasso
10.0 out of 10, Exceptional, (1)
"Great place, we will come back soon"
France
Joanna C.
The price is AU$193
includes taxes & fees
27 Dec - 28 Dec
The Sibillini Chalet

Holiday Residence Belohorizonte

Holiday Residence Belohorizonte
Macerata
9.2 out of 10, Wonderful, (21)
"We stayed at multiple locations on this trip and this was our favorite by far Very cute apartment and the host was very friendly and responsive. Highly recommend it to anyone "
United States
Kelly
Holiday Residence Belohorizonte

Vacation House The Laurels

Vacation House The Laurels
Venarotta
9.6 out of 10, Exceptional, (5)
"Maria and her husband were cordial and the place was perfect. Peace and quiet. And close enough to Ascoli Piceno and other highways when you need to travel around. I enjoyed it"
United States
Anonymous traveller
The price is AU$158
includes taxes & fees
8 Jan - 9 Jan 2026
Vacation House The Laurels

Villa Teloni, your exclusive place w/private pool

Villa Teloni, your exclusive place w/private pool
San Severino Marche
10.0 out of 10, Exceptional, (2)
"The villa is very nice. An absolute dream. "
Germany
Oliver G.
Villa Teloni, your exclusive place w/private pool

Holiday Home 'Bed and Breakfast Biancalana' with Mountain View, Private Terrace and Wi-Fi

Holiday Home 'Bed and Breakfast Biancalana' with Mountain View, Private Terrace and Wi-Fi
Petritoli
10.0 out of 10, Exceptional, (3)
"We loved our stay. The property is beautifully decorated with every comfort thought of. The breakfast surprise each day was delightful. Elena and Marco was so lovely to deal with and responsive with any questions we had. We highly recommend this gem. Thank you Elena and Marco 🙏"
United Kingdom
Sarah K.
The price is AU$365
includes taxes & fees
26 Dec - 27 Dec
Holiday Home 'Bed and Breakfast Biancalana' with Mountain View, Private Terrace and Wi-Fi

Porto Sant Elpidio: Nice apartment, recently constructed, located at ground floor in the beautiful coastal town of Porto Sant'Elpidio

Porto Sant Elpidio: Nice apartment, recently constructed, located at ground floor in the beautiful coastal town of Porto Sant'Elpidio
Porto Sant'Elpidio
9.4 out of 10, Exceptional, (22)
"Great visit, check in was easy and straightforward. Ideal location for us with 10 minute walk to the beach, which was beautiful."
United Kingdom
David K.
The price is AU$184
includes taxes & fees
5 Jan - 6 Jan 2026
Porto Sant Elpidio: Nice apartment, recently constructed, located at ground floor in the beautiful coastal town of Porto Sant'Elpidio

Small cottage near the Sibillini Mountains

Small cottage near the Sibillini Mountains
Marche
9.0 out of 10, Wonderful, (2)
"This is a most delightful place to stay in the heart of a very pretty and friendly town. We were warmly welcomed by the Hosts family who kindly gave us some delicious local olive oil and honey. The place was spotless, equipped with all we needed and has a most beautiful secluded garden with shade and comfortable chairs and table. We stayed an extra night as it was so enjoyable. We would recommend it very highly to anyone wanting a quiet and delightful place to stay at a most reasonable cost."
United Kingdom
Annie F.
The price is AU$193
includes taxes & fees
8 Jan - 9 Jan 2026
Small cottage near the Sibillini Mountains

Agave Resort

Agave Resort
Massignano
Agave Resort

Villa in the countryside on the Sibillini mountain

Villa in the countryside on the Sibillini mountain
Montefortino
10.0 out of 10, Exceptional, (1)
"Everything was great. "
United States
Gregg E.
The price is AU$507
includes taxes & fees
21 Jan - 22 Jan 2026
Villa in the countryside on the Sibillini mountain

Riviera delle Palme - "Boschetto sul Mare" farmhouse - Pet friendly

Riviera delle Palme - "Boschetto sul Mare" farmhouse - Pet friendly
Cupra Marittima
10.0 out of 10, Exceptional, (3)
"It's a lovely remote location, quiet but close enough to the village and the beach. The contact with the owner is great, he really took care for us, so we would enjoy the holiday even more. We were with a party of 5 adults and a big dog, and none of us has something to complain about. It was just super!"
Netherlands
Terence K.
The price is AU$439
includes taxes & fees
27 Dec - 28 Dec
Riviera delle Palme - "Boschetto sul Mare" farmhouse - Pet friendly

Mondomini - Charming country house with views on sea, hills and mountains

Mondomini - Charming country house with views on sea, hills and mountains
Campofilone
10.0 out of 10, Exceptional, (8)
"Alles gut nette und hilfsbereite Gastgeberin Anfangs stört etwas das Autobahnrauschen aber auch das blendet man aus da die Umgebung so schön ist"
Germany
Wolfgang R.
The price is AU$316
includes taxes & fees
26 Dec - 27 Dec
Mondomini - Charming country house with views on sea, hills and mountains

A DUE PASSI

A DUE PASSI
Piattoni-Villa Sant'Antonio
The price is AU$227
includes taxes & fees
8 Jan - 9 Jan 2026
A DUE PASSI

Holiday Home "Casa degli Ulivi" with Private Pool and Wi-Fi

Holiday Home "Casa degli Ulivi" with Private Pool and Wi-Fi
tolentino
10.0 out of 10, Exceptional, (1)
"Pros: Alles is echt wat ze omschrijven, het uitzicht is geweldig, mooi zwembad en fantastische wifi en airco"
Netherlands
Anonymous traveller
The price is AU$446
includes taxes & fees
29 Dec - 30 Dec
Holiday Home "Casa degli Ulivi" with Private Pool and Wi-Fi

Wooden retreat "MY HOUSE", near sea and mountains, ideal for tourists to relax

Wooden retreat "MY HOUSE", near sea and mountains, ideal for tourists to relax
Marche
The price is AU$172
includes taxes & fees
8 Jan - 9 Jan 2026
Wooden retreat "MY HOUSE", near sea and mountains, ideal for tourists to relax
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 Penna San Giovanni Hotel Reviews

Find out more about Penna San Giovanni

Everything you need to know about Penna San Giovanni 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 Penna San Giovanni 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 Penna San Giovanni holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Penna San Giovanni holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Penna San Giovanni. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Penna San Giovanni 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 Penna San Giovanni holiday rentals we have selected for you start as low as AU$246 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Penna San Giovanni rentals

At Expedia, we put the best Penna San Giovanni 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 Penna San Giovanni 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 Penna San Giovanni 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 Penna San Giovanni. 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

Can I find holiday rentals in Penna San Giovanni?

Yes, there are holiday rentals close to the most popular sights in Penna San Giovanni, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Penna San Giovanni has to offer?

Exclusive villa with pool for weddings and retreats, wi-fi air-con: This holiday home rental outside of Penna San Giovanni is located in the mountains, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 13 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Penna San Giovanni?

Choose from 3 Expedia holiday rentals in Penna San Giovanni for a memorable holiday.

What’s there to see and do in Penna San Giovanni?

While exploring the area, visit family-friendly sights like Infernaccio Gorge, or get outside and enjoy nature at Fiastra Abbey Nature Reserve. In the wider area, you’ll find Archaeological Park of Urbs Salvia and Pallotta Castle.

What’s a holiday rental in Penna San Giovanni like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Penna San Giovanni. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.