Penna San Giovanni Vacation Rentals from CA $163: Short-Term Rentals for 2026

Q: What's the top vacation rental in Penna San Giovanni?

Casali Costadoro : You might want to consider this Penna San Giovanni vacation home rental for your stay. It is located near the beach and has a terrace, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Penna San Giovanni vacation rentals

1. Affittacamere Castelmanardo

Amandola

CA $102 total

includes taxes & fees

Sep 12 - Sep 13

2. Sibilroom - Rooms & Wellness

Amandola

CA $151 total

includes taxes & fees

Aug 20 - Aug 21

3. Palazzo Rossi

Sarnano

CHARLES

CA $200 total

includes taxes & fees

Aug 20 - Aug 21

4. Giaginti House

San Clemente

CA $260 total

includes taxes & fees

Aug 17 - Aug 18

Couples treatment rooms, sauna, hot tub, steam room, Turkish bath

5. Di Sabatino Resort

Centro Storico

Nicholas

CA $163 total

includes taxes & fees

Sep 1 - Sep 2

6. Villa Road Sibillini Mountains

Serra

"My wife, two teenage children, and two other teenage traveling companions visited Montefortino and it was an all around amazing time and experience! The host and his wife treated us all like family the moment we arrived and he wouldn't rest until he knew everyone was feeling perfectly bliss. They cooked and fed us like kings and queens our entire stay. He insisted on obliging us on any question or simple inquiry to learn more about and enjoy everything in the absolutely beautiful region and...

Brant I.

CA $170 total

includes taxes & fees

Sep 10 - Sep 11

7. Il Rustico di Palazzo Rossi

Sarnano

CA $373 total

includes taxes & fees

Aug 23 - Aug 24

8. The Sibillini Chalet

Sossasso

Joanna C.

CA $157 total

includes taxes & fees

Sep 1 - Sep 2

9. Charming Apartment Maison all'arco

Corridonia

CA $142 total

includes taxes & fees

Sep 11 - Sep 12

Comfort Apartment, 1 Bedroom | View from room

10. Holiday Residence Belohorizonte

Macerata

Kelly

CA $163 total

includes taxes & fees

Sep 8 - Sep 9

11. Vicolo Malavolta 7 Rooms and Suites

Altidona

Ruggero Massimo

CA $160 total

includes taxes & fees

Sep 2 - Sep 3

12. Vacation House The Laurels

Venarotta

Anonymous traveller

CA $222 total

includes taxes & fees

Aug 24 - Aug 25

Coffee/tea maker, fridge, microwave, oven

13. Description of apartments

Centro Storico

CA $182 total

includes taxes & fees

Aug 18 - Aug 19

14. Relais Villa Fornari

Camerino

laura

CA $169 total

includes taxes & fees

Aug 24 - Aug 25

15. In Country Luxury Lodges

Sentino

CA $189 total

includes taxes & fees

Sep 1 - Sep 2

16. Apartment/ flat - Monterubbiano

Monterubbiano

"We rented a pet-friendly apartment with a pool. We were given an apartment that contained sticky, incomplete dishes, extremely stained mattresses, unusable blankets, a non-functioning oven, a broken shower head, a dirty shower, very unkempt grounds, broken garden furniture, and green, diseased pool water. We couldn't let our dogs out of the house because the landlord's aggressive dog kept attacking, biting, and injuring them. We couldn't walk them. The landlord continued to let the dog run free...

Mandy H.

CA $174 total

includes taxes & fees

Sep 6 - Sep 7

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

Petritoli

Nik D.

CA $600 total

includes taxes & fees

Sep 11 - Sep 12

18. Casali Costadoro

Acquaviva Picena

Melis

CA $183 total

includes taxes & fees

Aug 13 - Aug 14

19. Mondomini - Charming cottage with view on the sea

Campofilone

"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...

Leesa C.

CA $236 total

includes taxes & fees

Sep 5 - Sep 6

20. A DUE PASSI

Piattoni-Villa Sant'Antonio

CA $164 total

includes taxes & fees

Sep 1 - Sep 2

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Top Penna San Giovanni Hotel Reviews

Il Girasole

10/10 Excellent

"I had a wonderful stay and would happily recommend this place to other travelers. The room was very clean, comfortable, and well maintained, making it easy to relax after a day of exploring. The property itself is cozy and full of charm, surrounded by beautiful nature that creates a peaceful atmosphere. What really made the experience special was the staff. Everyone was incredibly kind, welcoming, and always ready to help with a smile. The food was also excellent—fresh, delicious, and prepared with great care. Overall, it was a memorable stay, and I would definitely come back. Moez&Rana from Ottawa CANADA"

La pieve country house, villa, pool, relax, dreams house, sibillini, playground

10/10 Excellent

"Wij hebben genoten van een heerlijke week 'in the middle of nowhere'. Een plek waar je bijna geen behoefte meer hebt om iets anders te doen dan in en rondom het huis te hangen; na ja, behalve even een koffie doen in het slaperige dorpje Gualdo en van de Monte Sibillini genieten. Michele, de buurman, is een geweldige host."

LIDO Rooms and Apartments

10/10 Excellent

"I arrived around 9:00pm and I had been given clear instructions on how to get into the building including codes and the process was really easy I had a WhatsApp number and was in contact with management throughout giving me instructions on how to access my room My room had everything that I needed it was clean and really cozy when I put the bedside lights on The bathroom was spacious and really clean The room had amenities such as Tea Fruit tea and coffee and complimentary water in the mini fridge which was very welcome after a long travel x I was in Fermo to attend my nephews wedding he was marrying a local girl and unfortunately I had broken my travel iron on my Rome trip so I text management over WhatsApp to ask if they had one for me and they did!!! Which was a life saver thank you very much x I really enjoyed my stay at Lido it was in the perfect location for me right on the beach and also right in the middle of the late night markets which were amazing It is also close to an amazing gelato place just to the side of the hotel x you have to try I also loved the vending machines inside and outside of the apartments But remember if you want alcohol you have to have a Italian ID card but the lovely locals helped me with that x Thank you for making my stay in Fermo so relaxed x"

Colle Serrano Relais & SPA

10/10 Excellent

"A wonderful small relais. I mostly appreciated the kindness of the staff that made the stay really memorable. The spa is small but lovely and I particularly enjoyed the massage with Cristiana - book it if you have a chance. The dinner was excellent and I loved the wine list with lots of local wines to choose from. Overall I highly recommend this relais for a relaxing stay in Marche."

Find out more about Penna San Giovanni

Everything you need to know about Penna San Giovanni vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Penna San Giovanni vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Penna San Giovanni vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Penna San Giovanni vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Penna San Giovanni vacation rentals we have selected for you start as low as CA $163 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Penna San Giovanni rentals

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

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 vacation rentals in Penna San Giovanni?

Yes, we give you a choice of vacation rentals close to well known attractions in Penna San Giovanni, or you can go with a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Penna San Giovanni?

Casali Costadoro: You might want to consider this Penna San Giovanni vacation home rental for your stay. It is located near the beach and has a terrace, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

How many vacation rentals are there in Penna San Giovanni?

Choose from 5 Expedia vacation rentals in Penna San Giovanni for a memorable vacation.

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 larger area, you’ll find Archaeological Park of Urbs Salvia and Lame Rosse Rock Formations.

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

Vacation rentals are private properties where you can stay for a long or short time in Penna San Giovanni. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family gatherings.

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Check prices for these dates

Our top choices for Penna San Giovanni vacation rentals

1. Affittacamere Castelmanardo

2. Sibilroom - Rooms & Wellness

3. Palazzo Rossi

4. Giaginti House

5. Di Sabatino Resort

6. Villa Road Sibillini Mountains

7. Il Rustico di Palazzo Rossi

8. The Sibillini Chalet

9. Charming Apartment Maison all'arco

10. Holiday Residence Belohorizonte

11. Vicolo Malavolta 7 Rooms and Suites

12. Vacation House The Laurels

13. Description of apartments

14. Relais Villa Fornari

15. In Country Luxury Lodges

16. Apartment/ flat - Monterubbiano

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

18. Casali Costadoro

19. Mondomini - Charming cottage with view on the sea

20. A DUE PASSI

Find vacation rentals that suit your style

Top Penna San Giovanni Hotel Reviews

Il Girasole

Palazzo dei Mercanti - Historical Residence

La pieve country house, villa, pool, relax, dreams house, sibillini, playground

LIDO Rooms and Apartments

Best Western Hotel I Colli

Di Sabatino Resort

Hotel Villa Pigna

San Paolo Hotel

Colle Serrano Relais & SPA

Find out more about Penna San Giovanni

Frequently asked questions

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