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Penna San Giovanni Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Penna San Giovanni vacation rentals

A wooden chair with a white cloth draped over it, positioned next to a window with a view of greenery outside.

1. Small cottage near the Sibillini Mountains

Small cottage near the Sibillini Mountains
Marche
9.0 out of 10, Wonderful, (2 reviews)
"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 CA $113
CA $174 total
includes taxes & fees
Sep 30 - Oct 1
Small cottage near the Sibillini Mountains
A wooden double door with a decorative glass window above it, set in a brick wall with a potted plant beside it.

2. Palazzo Rossi

Palazzo Rossi
Sarnano
10.0 out of 10, Exceptional, (1 review)
"Palazzo Rossi is peaceful, relaxing and amazing! 😘"
United States
CHARLES
The price is CA $154
CA $169 total
includes taxes & fees
Oct 1 - Oct 2
Palazzo Rossi
A stone building with a wooden door, shutters, and a tiled roof.

3. Affittacamere Castelmanardo

Affittacamere Castelmanardo
Amandola
The price is CA $82
CA $90 total
includes taxes & fees
Oct 20 - Oct 21
Affittacamere Castelmanardo
A cozy living room with a stone fireplace, a television, and a Christmas tree decorated with lights.

4. Villa Road Sibillini Mountains

Villa Road Sibillini Mountains
Serra
10.0 out of 10, Exceptional, (3 reviews)
The price is CA $82
CA $111 total
includes taxes & fees
Oct 11 - Oct 12
Villa Road Sibillini Mountains
A hotel room with two single beds, a small round table, a lamp, a radiator, and a window with curtains.

5. Giaginti House

Giaginti House
San Clemente
The price is CA $232
CA $263 total
includes taxes & fees
Sep 28 - Sep 29
Giaginti House
A narrow stone staircase flanked by stone walls, ascending to a building entrance.

6. The Sibillini Chalet

The Sibillini Chalet
Sossasso
10.0 out of 10, Exceptional, (1 review)
"Great place, we will come back soon"
France
Joanna C.
The price is CA $129
CA $158 total
includes taxes & fees
Sep 28 - Sep 29
The Sibillini Chalet
A swimming pool with a gazebo and potted plants.

7. Residenza delle Grazie

Residenza delle Grazie
Cossignano
The price is CA $158
CA $176 total
includes taxes & fees
Sep 28 - Sep 29
Residenza delle Grazie
A spa area with a hot tub, wooden steps, and lounge chairs.

8. Di Sabatino Resort

Di Sabatino Resort
Centro Storico
9.0 out of 10, Wonderful, (98 reviews)
"Beginning with the welcome and helpful advance call from Valerio and Yassmine, my stay only got better. Valerio arranged for tours and conveniences and Yassmine ensured that my dining experience was superb! All staff, including the dining room hostess, were marvelous. The property is perfectly located and convenient, very clean, and comfortable. I will return!"
United States
Nicholas
The price is CA $128
CA $147 total
includes taxes & fees
Oct 11 - Oct 12
Di Sabatino Resort
A large stone building with a swimming pool, surrounded by a paved area and a tree.

9. Villa Serena - Homelike Villas

Villa Serena - Homelike Villas
Sant'Angelo in Pontano
Villa Serena - Homelike Villas
A swimming pool with a view of rolling hills and a clear sky.

10. Apartment/ flat - Monterubbiano

Apartment/ flat - Monterubbiano
Monterubbiano
9.0 out of 10, Wonderful, (8 reviews)
"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...
Germany
Mandy H.
The price is CA $130
CA $159 total
includes taxes & fees
Sep 28 - Sep 29
Apartment/ flat - Monterubbiano
An outdoor wooden table with benches, surrounded by a stone wall and a wooden fence, with a view of a green landscape in the background.

11. Colle di Pietra - Colle di PIetra

Colle di Pietra - Colle di PIetra
Cessapalombo
9.6 out of 10, Exceptional, (4 reviews)
"We had a wonderful week in Cessapalombo. Tiziana and Nando were very hospitable, and even laid on a delicious lunch of local specialties for our last day. The accommodation is simple, but has everything you need, and the location of the house is stunning. If you want to get away from it all, we cannot recommend this place highly enough. In the day, butterflies dance and lizards dart around the lovely pool, and by night we were serenaded by crickets and the local peregrine falcons. The Monti...
United Kingdom
Kate F.
The price is CA $293
CA $718 total
includes taxes & fees
Sep 28 - Sep 29
Colle di Pietra - Colle di PIetra
A stone building with a balcony, surrounded by greenery and a clear sky.

12. Vacation House The Laurels

Vacation House The Laurels
Venarotta
9.6 out of 10, Exceptional, (5 reviews)
"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 CA $193
CA $222 total
includes taxes & fees
Sep 28 - Sep 29
Vacation House The Laurels
A balcony with a table and chairs, a bed with a white bedspread and rose petals, and a view of the countryside.

13. Holiday Residence Belohorizonte

Holiday Residence Belohorizonte
Macerata
9.0 out of 10, Wonderful, (22 reviews)
"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
The price is CA $97
CA $141 total
includes taxes & fees
Oct 1 - Oct 2
Holiday Residence Belohorizonte
A swimming pool with lounge chairs and a view of rolling hills.

14. Casali Costadoro

Casali Costadoro
Acquaviva Picena
9.0 out of 10, Wonderful, (2 reviews)
"Location stupenda Comfort e gentilezza "
Italy
Melis
The price is CA $111
CA $122 total
includes taxes & fees
Sep 28 - Sep 29
Casali Costadoro
A coastal road with a beach, buildings, and a clear blue sky.

15. Charming Apartment Maison all'arco

Charming Apartment Maison all'arco
Corridonia
The price is CA $114
CA $162 total
includes taxes & fees
Oct 5 - Oct 6
Charming Apartment Maison all'arco
A hallway with a wall mural of a castle and a heart symbol with text.

16. Description of apartments

Description of apartments
Centro Storico
The price is CA $145
CA $174 total
includes taxes & fees
Sep 28 - Sep 29
Description of apartments
A bedroom with a bed, bedside table, and a small desk with a chair.

17. Vicolo Malavolta 7 Rooms and Suites

Vicolo Malavolta 7 Rooms and Suites
Altidona
10.0 out of 10, Exceptional, (2 reviews)
"Camera pulita e confortevole"
Italy
Ruggero Massimo
The price is CA $130
CA $143 total
includes taxes & fees
Oct 17 - Oct 18
Vicolo Malavolta 7 Rooms and Suites
A view from a balcony overlooking a green landscape with hills and a clear sky.

18. Relais Villa Fornari

Relais Villa Fornari
Camerino
9.8 out of 10, Exceptional, (26 reviews)
"Personale molto gentile e accogliente. La struttura molto bella e curata. Il ristorante interno eccellente!"
Italy
laura
The price is CA $154
CA $169 total
includes taxes & fees
Sep 28 - Sep 29
Relais Villa Fornari
A private pool with lounge chairs, surrounded by lush greenery and a hill with a castle-like structure in the background.

19. Agave Resort

Agave Resort
Massignano
The price is CA $200
CA $317 total
includes taxes & fees
Sep 28 - Sep 29
Agave Resort
A covered outdoor area with a mattress, a checkered pathway, and a lawn.

20. Villa Garden

Villa Garden
Porto San Giorgio
The price is CA $86
CA $227 total
includes taxes & fees
Oct 6 - Oct 7
Villa Garden
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

Palazzo dei Mercanti - Historical Residence

Palazzo dei Mercanti - Historical Residence

10/10 Excellent
"Overall very good stay. Staff very helpful. Thought breakfast was excellent. Great to have parking although 17 Euro/night not ideal. Location excellent. Biggest negative was room was small but bed was very comfortable. Bath products could use an upgrade."
James 3-night trip
Posted 4 days ago
Palazzo dei Mercanti - Historical Residence

Find out more about Penna San Giovanni

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Penna San Giovanni. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Exclusive Use Private 2 BR Villa - Swimming Pool, Large Garden & Great Views: Visitors like this Penna San Giovanni vacation home rental. It is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a balcony, a terrace, and a garden so you can immerse yourself in your vacation.

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 Pallotta Castle 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.