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Fossa del Lupo Holiday Rentals

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Our top choices for Fossa del Lupo holiday rentals

1. City / Village Apartment in Cortona with 1 bedrooms sleeps 2

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
10.0 out of 10, Exceptional, (8 reviews)
"This place was such a great find! So central and easily reachable. We really enjoyed our stay!"
United States
Julie R.
The price is NZ$191
includes taxes & fees
1 Sept - 2 Sept
City / Village Apartment in Cortona with 1 bedrooms sleeps 2

2. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (23 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is NZ$290
includes taxes & fees
2 Sept - 3 Sept
B&B Piccolo Hotel

3. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is NZ$254
includes taxes & fees
17 Sept - 18 Sept
CASA AMBRA

4. Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is NZ$159
includes taxes & fees
31 Aug - 1 Sept
Holiday home with panoramic terrace ideal for families and couples

5. La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (38 reviews)
"This was perfectly clean. The host was perfect."
United States
Michelle H.
The price is NZ$383
includes taxes & fees
2 Sept - 3 Sept
La Finestra sul Teatro

6. Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Shabby Chic House<br>(Independent & balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3 reviews)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is NZ$283
includes taxes & fees
31 Aug - 1 Sept
Cortona Shabby Chic House<br>(Independent & balcony)

7. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (40 reviews)
"Beautiful and peaceful resort! Hope to return soon❤️"
United States
Rheymarie
The price is NZ$232
includes taxes & fees
30 Sept - 1 Oct
iConic Wellness Resort

8. Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is NZ$190
includes taxes & fees
31 Aug - 1 Sept
Montecchio di Cortona

9. Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (12 reviews)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
The price is NZ$359
includes taxes & fees
31 Aug - 1 Sept
Cortonas Rooftop Nest

10. La casa di Laura

La casa di Laura
Cortona Old Town
10.0 out of 10, Exceptional, (1 review)
"Best sleep I’ve had in a long time. Very quiet area. Beautiful views. Absolutely gorgeous. Water and coffee were provided. Clean. Bruno was very patient with us with the language barrier. We also had trouble getting to the place because we were not getting service on our phone till we connected to WiFi. Bruno met us and showed us where to park after showing us the way to the apartment. Very steep climb up to the apartment from the parking area, but Cortona is overall steep. You will climb up...
United States
Angie F.
The price is NZ$337
includes taxes & fees
14 Sept - 15 Sept
La casa di Laura

11. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (24 reviews)
"Good house for one night. "
Germany
Heiner
The price is NZ$156
includes taxes & fees
30 Sept - 1 Oct
Artisti del Cavallo Tourism

12. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is NZ$223
includes taxes & fees
7 Sept - 8 Sept
Casale dell'Assiolo

13. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is NZ$259
includes taxes & fees
1 Sept - 2 Sept
San Michele al Borgo

14. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (192 reviews)
The price is NZ$172
includes taxes & fees
7 Sept - 8 Sept
Cameracaffè Centro

15. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is NZ$194
includes taxes & fees
1 Sept - 2 Sept
Vicolo Della Scala Rooms - La Luna

16. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (104 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is NZ$178
includes taxes & fees
22 Sept - 23 Sept
Residenza Fabroni

17. Holiday Apartment "Monastero" with Mountain View, Shared Pool & Wi-Fi

Holiday Apartment "Monastero" with Mountain View, Shared Pool & Wi-Fi
Cortona (AR)
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Die Anlage strahlt einen wunderbaren nostalgischen Charme aus. Elisa hat sich hervorragend um uns gekümmert. Per Whatsapp wurden sämtliche Fragen in Kürze geklärt. Cons: Die Terrasse ist kaum zu nützen, da vor allem am Abend die Mückenplage unangenehm ist. Die Fenster und Türen der Wohnung haben alle Fliegen- und Mückengitter."
Germany
Anonymous traveller
The price is NZ$1,154
includes taxes & fees
6 Sept - 7 Sept
Holiday Apartment "Monastero" with Mountain View, Shared Pool & Wi-Fi

18. Room 2 – Castel Brio: Charming Retreat in Castiglion del Lago

Room 2 – Castel Brio: Charming Retreat in Castiglion del Lago
Castiglione del Lago
The price is NZ$727
includes taxes & fees
31 Aug - 1 Sept
Room 2 – Castel Brio: Charming Retreat in Castiglion del Lago

19. Room 3 – Charming Castel Brio Resort in Castiglion del Lago

Room 3 – Charming Castel Brio Resort in Castiglion del Lago
Castiglione del Lago
The price is NZ$727
includes taxes & fees
31 Aug - 1 Sept
Room 3 – Charming Castel Brio Resort in Castiglion del Lago

20. Room 'Camera 5 - Castel Brio' with Shared Pool, Wi-Fi and Air Conditioning

Room 'Camera 5 - Castel Brio' with Shared Pool, Wi-Fi and Air Conditioning
Castiglione del Lago
The price is NZ$727
includes taxes & fees
31 Aug - 1 Sept
Room 'Camera 5 - Castel Brio' with Shared Pool, Wi-Fi and Air Conditioning
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 Fossa del Lupo Hotel Reviews

Find out more about Fossa del Lupo

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Fossa del Lupo holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Fossa del Lupo. 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 Fossa del Lupo. Seeing all the best attractions is bound to make you fall in love with Fossa del Lupo. Who knows, you may even be tempted to extend your 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 holiday 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 Fossa del Lupo short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Fossa del Lupo?

Yes, there are holiday rentals close to the most popular sights in Fossa del Lupo, 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 Fossa del Lupo has to offer?

La Dolce Collina: This holiday home rental outside Fossa del Lupo is located in a rural location, and has a garden, 1 hot tub and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and kitchenware.

How many holiday rentals are there in Fossa del Lupo?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Fossa del Lupo stay.

What’s there to see and do in Fossa del Lupo?

While exploring the area, visit family-friendly sights like Naturalistic Oasis La Valle, or get outside and enjoy nature at Isola Maggiore. Piazza della Repubblica and Cortona Cathedral are a couple of places you'll find in the wider area.

What’s a holiday rental in Fossa del Lupo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Fossa del Lupo. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip.