Penna San Giovanni Holiday Rentals

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Our top choices for Penna San Giovanni holiday rentals

Di Sabatino Resort

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

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 HK$599
HK$659 total
includes taxes & fees
29 Dec - 30 Dec
Vicolo Malavolta 7 Rooms and Suites

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

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 HK$873
HK$961 total
includes taxes & fees
29 Dec - 30 Dec
Relais Villa Fornari

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 HK$823
HK$988 total
includes taxes & fees
29 Dec - 30 Dec
The Sibillini Chalet

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 HK$852
HK$938 total
includes taxes & fees
12 Jan - 13 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 HK$613
HK$778 total
includes taxes & fees
19 Jan - 20 Jan 2026
Villa Road Sibillini Mountains

THE ATTACK WITH PANORAMIC TERRACE IN THE HEART OF THE HISTORICAL CENTER

THE ATTACK WITH PANORAMIC TERRACE IN THE HEART OF THE HISTORICAL CENTER
Centro Storico
10.0 out of 10, Exceptional, (4)
"Easy to find, easy entry, great communication, very very clean, cosy and great beds too! The location is terrific and the town is a real gem."
United States
Joanna B.
The price is HK$814
HK$979 total
includes taxes & fees
5 Jan - 6 Jan 2026
THE ATTACK WITH PANORAMIC TERRACE IN THE HEART OF THE HISTORICAL CENTER

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 HK$823
HK$1,262 total
includes taxes & fees
3 Jan - 4 Jan 2026
Mondomini - Charming cottage with view on the sea

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 HK$640
HK$805 total
includes taxes & fees
7 Jan - 8 Jan 2026
Vacation House The Laurels

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 HK$640
HK$988 total
includes taxes & fees
7 Jan - 8 Jan 2026
Small cottage near the Sibillini Mountains

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 HK$1,647
HK$2,259 total
includes taxes & fees
29 Dec - 30 Dec
Riviera delle Palme - "Boschetto sul Mare" farmhouse - Pet friendly

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 HK$778
HK$942 total
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

sea view apartment

sea view apartment
San Tommaso Tre Archi
The price is HK$576
HK$832 total
includes taxes & fees
2 Jan - 3 Jan 2026
sea view apartment

A DUE PASSI

A DUE PASSI
Piattoni-Villa Sant'Antonio
The price is HK$640
HK$1,168 total
includes taxes & fees
29 Dec - 30 Dec
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 HK$1,874
HK$2,321 total
includes taxes & fees
29 Dec - 30 Dec
Holiday Home "Casa degli Ulivi" with Private Pool and Wi-Fi

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 HK$988
HK$1,619 total
includes taxes & fees
3 Jan - 4 Jan 2026
Mondomini - Charming country house with views on sea, hills and mountains

Description of apartments

Description of apartments
Centro Storico
The price is HK$782
HK$947 total
includes taxes & fees
29 Dec - 30 Dec
Description of apartments

Lovely apartment overlooking the beach at Lido tre Archi di Fermo

Lovely apartment overlooking the beach at Lido tre Archi di Fermo
San Tommaso Tre Archi
The price is HK$640
HK$909 total
includes taxes & fees
30 Dec - 31 Dec
Lovely apartment overlooking the beach at Lido tre Archi di Fermo

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 HK$2,287
HK$2,598 total
includes taxes & fees
9 Jan - 10 Jan 2026
Villa in the countryside on the Sibillini mountain
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

Search for holiday rentals in Penna San Giovanni on Expedia! You can easily find your home rentals, villas, holiday apartments in Penna San Giovanni using one of the methods below:

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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.