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Fossa del Lupo Vacation Rentals

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Fossa del Lupo vacation rentals

A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

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.
$108 nightly
The price is $113
Sep 1 - Sep 2
Total with taxes and fees
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

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
$152 nightly
The price is $172
Sep 2 - Sep 3
Total with taxes and fees
B&B Piccolo Hotel
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

3. CASA AMBRA

CASA AMBRA
Cortona Old Town
$131 nightly
The price is $147
Sep 17 - Sep 18
Total with taxes and fees
CASA AMBRA
A park with picnic tables, a playground, and a gravel path.

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

Holiday home with panoramic terrace ideal for families and couples
Cortona
$94 nightly
The price is $94
Aug 31 - Sep 1
Total with taxes and fees
Holiday home with panoramic terrace ideal for families and couples
A view from a window overlooking a courtyard with stone buildings and a tower.

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.
$225 nightly
The price is $230
Sep 2 - Sep 3
Total with taxes and fees
La Finestra sul Teatro
A staircase with two lit lanterns on the wall.

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
$164 nightly
The price is $167
Aug 31 - Sep 1
Total with taxes and fees
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
$118 nightly
The price is $137
Aug 31 - Sep 1
Total with taxes and fees
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.
$112 nightly
The price is $112
Aug 31 - Sep 1
Total with taxes and fees
Montecchio di Cortona
A balcony with a clear view of a distant landscape, a stone building, and a glass of orange juice.

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.
$212 nightly
The price is $216
Aug 31 - Sep 1
Total with taxes and fees
Cortonas Rooftop Nest
A view through a window with a mesh screen, displaying a sunset sky and buildings in the background.

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.
$190 nightly
The price is $194
Sep 24 - Sep 25
Total with taxes and fees
La casa di Laura
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

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
$83 nightly
The price is $96
Sep 9 - Sep 10
Total with taxes and fees
Artisti del Cavallo Tourism

12. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
$116 nightly
The price is $132
Sep 13 - Sep 14
Total with taxes and fees
Casale dell'Assiolo
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

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
$128 nightly
The price is $145
Sep 9 - Sep 10
Total with taxes and fees
San Michele al Borgo
A view of a historic town with prominent buildings and a church tower.

14. Cameracaffè Centro

Cameracaffè Centro
Arezzo Centro Storico
8.6 out of 10, Excellent, (192 reviews)
"Very convenient and a beautifull terrasse to have breakfast with an amazing vue on Arezzo!"
France
Alexandre
$85 nightly
The price is $101
Aug 31 - Sep 1
Total with taxes and fees
Cameracaffè Centro
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

15. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
$99 nightly
The price is $113
Sep 9 - Sep 10
Total with taxes and fees
Vicolo Della Scala Rooms - La Luna
An arched doorway leading to a building with a wooden door and a staircase.

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
$83 nightly
The price is $96
Aug 31 - Sep 1
Total with taxes and fees
Residenza Fabroni
A swimming pool with stone edges, surrounded by greenery and a view of a hill with a castle-like structure in the background.

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 traveler
$678 nightly
The price is $683
Sep 6 - Sep 7
Total with taxes and fees
Holiday Apartment "Monastero" with Mountain View, Shared Pool & Wi-Fi
A room with a bed, two chairs, a cabinet, and a wall-mounted lamp.

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

Room 2 – Castel Brio: Charming Retreat in Castiglion del Lago
Castiglione del Lago
$426 nightly
The price is $430
Aug 31 - Sep 1
Total with taxes and fees
Room 2 – Castel Brio: Charming Retreat in Castiglion del Lago
A room with a bed, a sofa, a lamp, and a view of the outdoors.

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

Room 3 – Charming Castel Brio Resort in Castiglion del Lago
Castiglione del Lago
$426 nightly
The price is $430
Aug 31 - Sep 1
Total with taxes and fees
Room 3 – Charming Castel Brio Resort in Castiglion del Lago
A bedroom with a bed, bedside table, lamp, and a mirror on the wall.

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
$426 nightly
The price is $430
Aug 31 - Sep 1
Total with taxes and fees
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

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Fantastic stay!"
Mark 1-night trip
Posted 6 hours ago
Precise Tale Poggio Alla Sala

Find out more about Fossa del Lupo

Everything you need to know about Fossa del Lupo 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 Fossa del Lupo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Fossa del Lupo vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Fossa del Lupo vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Fossa del Lupo. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Fossa del Lupo in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $96 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Fossa del Lupo rentals

At Expedia, we put the best Fossa del Lupo 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 Fossa del Lupo 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 Fossa del Lupo 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 Fossa del Lupo. 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 a vacation rental in Fossa del Lupo?

Yes, you can find vacation rentals near popular sights in Fossa del Lupo, or you can go with a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Fossa del Lupo?

La Dolce Collina: You might want to consider this Fossa del Lupo vacation home rental for your stay. It is located in a rural location and has a garden, a hot tub, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and kitchenware.

How many vacation rentals are there in Fossa del Lupo?

With 3 Expedia vacation rentals, you're sure 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 larger area.

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

A vacation rental is a private property you can book for a few weeks or just a few days in Fossa del Lupo. Vacation rentals feature extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a family trip.