A historic European town square with stone buildings, green shutters, and outdoor seating areas.

Cottages in Province of Arezzo

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Top Cities in Province of Arezzo

A historic square with a prominent tower, a church with a bell tower, and a café area.
CottagesCottages

Arezzo

Arezzo

Our top choices for Province of Arezzo cottages

A garden with mature trees, a stone pathway, and a metal fence.

1. Cottage " I due Pini"

Cottage " I due Pini"
Cortona
10.0 out of 10, Exceptional, (46 reviews)
"nice little flt with proper bthroom, terrsse, over the 14 dys it ws good resort to come down, to cook, to sleep well - but unfortuntly there re lot of dogs round which re brking for hours in the night."
Germany
Klaus W.
Cottage " I due Pini"
A stone house with a garden featuring red flowers and tall green grass.

2. Rustic Retreat With Pool

Rustic Retreat With Pool
Lucignano
Rustic Retreat With Pool
Outdoor dining

3. Purgatorio house, a typical Tuscan structure with pool, surrounded by nature.

Purgatorio house, a typical Tuscan structure with pool, surrounded by nature.
RAGGIOLO
10.0 out of 10, Exceptional, (9 reviews)
"It was a great stay and Laura is a very friendly and helpful host who was also able to give excellent tips for trips. But also the cottage and pool were fantastically beautiful. We enjoyed it very much."
Germany
Britta S.
Purgatorio house, a typical Tuscan structure with pool, surrounded by nature.
Outdoor dining

4. Ciucola house, typical Tuscan structure with pool, surrounded by nature

Ciucola house, typical Tuscan structure with pool, surrounded by nature
Raggiolo (Ar)
9.6 out of 10, Exceptional, (4 reviews)
"We have spend almost 8 weeks in thuis house and it was wonderfull. Beautifull house, great hostess, wonderfull nature and a picturesque village with a great restaurant. It is so quiet, the online sound you hear are the birds. What more can you ask for? Laura and Daniella are perfect hostesses, they made us feel very much at home. The house is perfect to visit Tuscany (car needed!), supermarket at 15 min drive. The garden is wonderfull for relaxing with the swimming pool and jacuzzi. I would...
Netherlands
Ruud L.
Ciucola house, typical Tuscan structure with pool, surrounded by nature
Outdoor dining

5. Paolina house, typical Tuscan structure with pool, surrounded by nature

Paolina house, typical Tuscan structure with pool, surrounded by nature
ORTIGNANO RAGGIOLO
10.0 out of 10, Exceptional, (3 reviews)
"Just perfect !"
France
Pierre-Yves B.
Paolina house, typical Tuscan structure with pool, surrounded by nature
A rustic brick building with a small balcony and a stone wall.

6. Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana.

Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana.
Castiglion Fiorentino
9.8 out of 10, Exceptional, (29 reviews)
"Beautiful house and area. Quiet and private. Very friendly and helpful hosts."
United Kingdom
Sam K.
Charming Cottage with Pool, Nestled in the Heart of Val Di Chiana.
A patio with a table and chairs, surrounded by lush greenery and a mountainous backdrop.

7. House with garden

House with garden
Bibbiena
9.0 out of 10, Wonderful, (16 reviews)
"We had a wonderful time, although it was very hot. Inside the house the temperature was good. The owners were very friendly and helpful. It is a enverionment with a lot of hills and forests and small old Italian city's"
Netherlands
Anonymous traveler
House with garden
A stone building with a pitched roof, a central doorway, and two side windows.

8. Quaint cottage with pool

Quaint cottage with pool
Anghiari
9.2 out of 10, Wonderful, (29 reviews)
"Great location, Beautiful views, Ideal place for those who value tranquility and silence, Well-maintained surroundings and garden, Large pool for relaxation"
United States
Anonymous traveler
Quaint cottage with pool
An outdoor café with stone arches, tables, and chairs. A clock tower is visible in the background.

9. Bucine Hideaway With Pool

Bucine Hideaway With Pool
Bucine
Bucine Hideaway With Pool
A rustic stone building with a tiled roof, a small patio with a table and chairs, and a garden area with potted plants.

10. Cottage in Val di Chiana

Cottage in Val di Chiana
Castiglion Fiorentino
9.8 out of 10, Exceptional, (48 reviews)
"Simply charming with everything you need."
United States
Anonymous traveler
Cottage in Val di Chiana
A building with a stone facade, multiple balconies with flower boxes, and a garage door.

11. Heavenly Tuscan cottage a perfect romantic retreat for couples

Heavenly Tuscan cottage a perfect romantic retreat for couples
Badia tedalda
8.8 out of 10, Excellent, (10 reviews)
"Delightful, very well equipped, the owner was very friendly and helpful and gave us lots of ideas for great walks. A fantastic location if you love the Apennines!"
United Kingdom
Peter F.
Heavenly Tuscan cottage a perfect romantic retreat for couples
An outdoor dining area with a table set for a meal, surrounded by greenery and a stone building in the background.

12. Tuscan Retreat With Pool

Tuscan Retreat With Pool
Lucignano
Tuscan Retreat With Pool
A stone building with a tiled roof, a wooden door, and a small porch.

13. House With Panoramic View

House With Panoramic View
Cortona
House With Panoramic View
A wooden pergola with a view of a valley and mountains.

14. Le Mogli house, typical Tuscan structure with pool, surrounded by nature

Le Mogli house, typical Tuscan structure with pool, surrounded by nature
Raggiolo
9.8 out of 10, Exceptional, (16 reviews)
"Laura is a wonderful hostess. She welcomed us warmly and gave us many tips. The house is very beautiful and furnished with great attention to detail. The pool and the garden are fantastic. We felt very comfortable and will definitely come back. Thank you Laura"
Germany
Hanne W.
Le Mogli house, typical Tuscan structure with pool, surrounded by nature
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a clear sky.

15. Cottage in Loro Ciuffenna

Cottage in Loro Ciuffenna
Loro Ciuffenna
10.0 out of 10, Exceptional, (11 reviews)
"Hills surrounded by olive trees painted a lovely picture everywhere you looked."
United States
Anonymous traveler
Cottage in Loro Ciuffenna
A patio with a table and chairs under a white umbrella, overlooking a scenic view.

16. Il ponticello Cortona Charmful cottage in the woods 5 min from Cortona

Il ponticello Cortona Charmful cottage in the woods 5 min from Cortona
Cortona
Il ponticello Cortona Charmful cottage in the woods 5 min from Cortona
A swimming pool with a view of distant mountains and a clear sky.

17. Detached Villa for 6-pers. With Outdoor Swimming Pool

Detached Villa for 6-pers. With Outdoor Swimming Pool
Loro Ciuffenna
Detached Villa for 6-pers. With Outdoor Swimming Pool
A stone building with a central entrance, multiple windows, and a covered porch.

18. Charming Cottage in the Heart of Tuscany

Charming Cottage in the Heart of Tuscany
Toscana
Charming Cottage in the Heart of Tuscany
A stone building with ivy and potted plants, a clear sky, and a distant view.

19. Detached cottage with pool

Detached cottage with pool
Anghiari
9.2 out of 10, Wonderful, (34 reviews)
"A beautiful fusion of rustic charm with comfort, loved every second spent around that gorgeous swimming pool!"
United States
Anonymous traveler
Detached cottage with pool
A stone house with a patio, surrounded by well-maintained gardens and tall trees.

20. Cottage in Tuscany With Pool & Olive Groves

Cottage in Tuscany With Pool & Olive Groves
Lucignano
Cottage in Tuscany With Pool & Olive Groves
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 Province of Arezzo Hotel Reviews

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"The property was beautiful and convenient to the train station. Our suite was spacious and clean. The staff were amazing and made our stay memorable. A daily highlight was the breakfast. Highly recommend this amazing property."
kimberly 2-night trip
Posted 1 day ago
Il Falconiere - Relais e Chateaux

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