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

Holiday Homes in Province of Arezzo

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Top Cities in Province of Arezzo

A hillside town with historic buildings, a church, and vineyards.
Holiday HomesHoliday Homes

Cortona

Cortona

Our top choices for Province of Arezzo holiday homes

A stone-paved alleyway flanked by old buildings with traditional architecture, leading to a covered passageway.

1. Welcome to Villa Dolce Vita - your private paradise in Tuscany

Welcome to Villa Dolce Vita - your private paradise in Tuscany
Pieve Vecchia
8.4 out of 10, Very good, (6 reviews)
"Perfect for a couple. The villa is beautiful and on large grounds. We used the pool every day. Very close to other towns, restaurants, etc, but a car is recommended. "
Canada
Darren B.
The price is €413
includes taxes & fees
24 Aug - 25 Aug
Welcome to Villa Dolce Vita - your private paradise in Tuscany
A rustic window with a view of a lush green landscape, including trees and distant buildings.

2. Casa La Cella - for exclusive use with heated pool and sauna

Casa La Cella - for exclusive use with heated pool and sauna
Salutio
9.6 out of 10, Exceptional, (5 reviews)
"We had a great time in the house. The house is very beautiful and we had a pleasant stay. We would like to send some fotos from the house so you can “upgrade” it on your website. The pictures don’t do the house justice. Where do we send the pictures?"
Denmark
Werner N.
Casa La Cella - for exclusive use with heated pool and sauna
A dining area with a wooden table, a vase of flowers, and a white cabinet with drawers.

3. Stunning town house Cortona, Tuscany. Private courtyard & rooftop terrace.

Stunning town house Cortona, Tuscany. Private courtyard & rooftop terrace.
Cortona Old Town
10.0 out of 10, Exceptional, (1 review)
"A great house. It has everything you need for a very comfortable stay. Its location is good, very close to the town centre."
United States
Iain W.
Stunning town house Cortona, Tuscany. Private courtyard & rooftop terrace.
A living room with a sofa and a coffee table, an open kitchen with a dining area, and a brick archway.

4. Casa Vinalia inside the Etruscan walls of Cortona

Casa Vinalia inside the Etruscan walls of Cortona
Cortona Old Town
10.0 out of 10, Exceptional, (9 reviews)
"Great views comfortable accommodation well equipped kitchen this place has everything you need for a great stay. Quick walk to the center of town lots of shops restaurants and historic sites to see, the people of Cortona are pleasant and welcoming and oh the views of the valley!"
United States
Alex G.
Casa Vinalia inside the Etruscan walls of Cortona
A clear swimming pool with a stone building in the background.

5. Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue

Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue
Caprese Michelangelo
10.0 out of 10, Exceptional, (43 reviews)
"Federica and Giuseppe were wonderful hosts - great communication throughout the stay and always available. The house was immaculate and well presented. The pool and facilities (swing, table tennis, football pitch etc) were superb. Views were incredible and the area was so peaceful. Highly recommend this villa for a restful break!"
United Kingdom
siobhan M.
Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue
A pool area with lounge chairs and umbrellas, a stone building with a tower, and a clear blue pool.

6. Casa Fantone. Villa with private pool and large fenced park for absolute privacy

Casa Fantone. Villa with private pool and large fenced park for absolute privacy
Poppi
10.0 out of 10, Exceptional, (123 reviews)
"Very clean, big house, nice oven, cozy, amazing view, big pool, close to arezzo and firenze with a very kind owner of the house. "
Germany
Patrick H.
Casa Fantone. Villa with private pool and large fenced park for absolute privacy
A stone building with a tower, surrounded by a garden with flowers and candles.

7. Rural family house in the Casentino with exclusive pool & gardens. Pet friendly

Rural family house in the Casentino with exclusive pool & gardens. Pet friendly
Arezzo
9.8 out of 10, Exceptional, (31 reviews)
"We really enjoyed our stay in Casentino. We loved the quite area, the little towns around and the garden. Our dog also felt at home."
Germany
Nina
Rural family house in the Casentino with exclusive pool & gardens. Pet friendly
A stone building with a wrought iron gate, a stone pathway, and a view of the countryside.

8. Casa Belvedere – Tuscan charm with breathtaking views just steps from Cortona

Casa Belvedere – Tuscan charm with breathtaking views just steps from Cortona
Torreone
Casa Belvedere – Tuscan charm with breathtaking views just steps from Cortona
A stone house with a covered patio, a gravel driveway, and a lush green lawn.

9. Pet friendly home in Arezzo with WiFi

Pet friendly home in Arezzo with WiFi
Arezzo
10.0 out of 10, Exceptional, (1 review)
"Une belle maison, avec tous les équipements moderne, particulièrement propre, dotée d'un beau jardin, dans un petit village à proximité d'Arezzo.Idéal pour visiter le Val di Chiana et ses magnifiques villages.Un hôte particulièrement efficace et serviableNous avons adoré."
France
Vincent H.
Pet friendly home in Arezzo with WiFi
An outdoor seating area with wicker chairs and thatched umbrellas, overlooking a body of water with a distant view of mountains.

10. Lovely home in Castiglion Fiorentino

Lovely home in Castiglion Fiorentino
Castiglion Fiorentino
Lovely home in Castiglion Fiorentino
A rustic kitchen with a wooden table, benches, a fireplace, and brick arches.

11. Holiday Home "Altrove" with Private Pool, Private Terrace & Wi-Fi

Holiday Home "Altrove" with Private Pool, Private Terrace & Wi-Fi
Laterina
10.0 out of 10, Exceptional, (1 review)
"Bella struttura inun borgo medievale tranquillo proprietari presenti e simpatici giardino tenuto perfettamente consigliato"
Italy
Luca G.
The price is €1,224
includes taxes & fees
22 Sept - 23 Sept
Holiday Home "Altrove" with Private Pool, Private Terrace & Wi-Fi
A swimming pool with a view of a town and distant landscape.

12. Holiday home surrounded by olive groves and pine forest

Holiday home surrounded by olive groves and pine forest
Cortona
8.0 out of 10, Very good, (1 review)
Holiday home surrounded by olive groves and pine forest
A stone archway with a potted tree, a wooden fence, and a view of a green landscape with hills.

13. Cozy home in Bibbiena AR with private swimming pool, can be inside or outside

Cozy home in Bibbiena AR with private swimming pool, can be inside or outside
Bibbiena AR
10.0 out of 10, Exceptional, (1 review)
"Wir waren 1 Woche in dem Haus, wir hatten leider Pech mit dem Wetter, aber Licio (der Eigentümer) hat sich sehr gut um uns gekümmert und uns viele Vorschläge für Aktivitäten gemacht. Das Grundstück ist riesig und besonders für einen Urlaub mit Hund geeignet, da es rundum sehr gut abgesichert und eingezäunt ist. Unserem Hund hat es sehr gut gefallen. Licio war sehr zuvorkommend und hat mehrmals den Pool für uns gereinigt. Auch der spontane Besuch unserer Freunde war kein Problem - Licio brachte...
Germany
Marcel R.
Cozy home in Bibbiena AR with private swimming pool, can be inside or outside
A rustic stone archway leading to a balcony with a view of distant hills.

14. Typical Tuscan Residence near the farm la Vialla

Typical Tuscan Residence near the farm la Vialla
Ponina
9.2 out of 10, Wonderful, (15 reviews)
"Leuk knus huis. Wel jammer dat het zicht op het dal beperkt is tot 1 raam in de bij slaapkamer. Dit is eigenlijk de enige locatie waar je vanuit/vanaf het huisje een mooi uitzicht hebt (en maak je ook zeker veel gebruik van). Super goed ontvangen bij aankomst (vrij laat) en er werd meteen het nodige aan eten aangeboden. Zelfs zelfgemaakte spaghetti. Minpuntjes zijn wel de zitjes en het parkeren. Bij het huis heb je niet echt een zitje om in de zon te zitten (wel bij het verderop gelegen...
Netherlands
Cor D.
Typical Tuscan Residence near the farm la Vialla
A clear blue swimming pool with a tiled deck, surrounded by lush greenery and a tall tree.

15. Beautiful villa for 6 people with A/C, WIFI, private pool, TV, patio and pets allowed

Beautiful villa for 6 people with A/C, WIFI, private pool, TV, patio and pets allowed
Cavriglia
10.0 out of 10, Exceptional, (14 reviews)
"Really great stay here.The villa is absolutely beautiful on the outside and inside.Parking was easy (right in front of property).Location was beautiful and hosts were great."
United States
Mohammed S.
Beautiful villa for 6 people with A/C, WIFI, private pool, TV, patio and pets allowed
An outdoor dining area with multiple round tables set up for guests, surrounded by potted plants and trees.

16. Exclusive Villa 18th century, with pool. Fine winery in Chianti central Tuscany

Exclusive Villa 18th century, with pool. Fine winery in Chianti central Tuscany
Montevarchi Area
10.0 out of 10, Exceptional, (14 reviews)
"Great stay. Beautiful villa"
United Kingdom
David C.
Exclusive Villa 18th century, with pool. Fine winery in Chianti central Tuscany
A terrace with a table and chairs, a bottle of wine, and a view of a garden with a pathway.

17. Amazing countryside villa with private pool in Tuscany between Arezzo & Florence

Amazing countryside villa with private pool in Tuscany between Arezzo & Florence
Stia
9.8 out of 10, Exceptional, (49 reviews)
"A very nice property in a idyllic location. Very comfortable living space with fantastic views looking across Stia "
United Kingdom
Adam G.
Amazing countryside villa with private pool in Tuscany between Arezzo & Florence
A spacious kitchen with a wooden ceiling, a dining area with a wooden table, and a green appliance.

18. Holiday Home in Tuscany with Private Garden

Holiday Home in Tuscany with Private Garden
Pieve Santo Stefano (AR)
9.4 out of 10, Exceptional, (13 reviews)
"This home was just what we needed for a relaxing vacation, The living/dining room was spacious, and the location allowed us to explore both Tuscany and Romagna easily, Would definitely consider staying again!"
United States
Anonymous traveller
Holiday Home in Tuscany with Private Garden
A stone villa with a swimming pool surrounded by lush greenery and olive trees.

19. Stunning, historic 18c Farmhouse - with Private Pool (sleeps 12-13)

Stunning, historic 18c Farmhouse - with Private Pool (sleeps 12-13)
Pieve Santo Stefano
9.8 out of 10, Exceptional, (88 reviews)
"A wonderful and tranquil property in an excellent location. Plenty of room for all 11 of us and a wonderful pool. Great views of the lake and surrounding countryside. Excellent!"
United Kingdom
John B.
Stunning, historic 18c Farmhouse - with Private Pool (sleeps 12-13)
A narrow stone pathway leading to a building with a green door and terracotta pots.

20. Casa Bacco - private house with a remarkable garden in the centre of Cortona

Casa Bacco - private house with a remarkable garden in the centre of Cortona
Cortona Old Town
10.0 out of 10, Exceptional, (11 reviews)
"Great house in a great location. Be aware, lots of hills. Local restaurants and bars are excellent and a good place to base yourself to explore towns such as Montepulciano and Siena "
United States
John B.
Casa Bacco - private house with a remarkable garden in the centre of Cortona
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

Hotel San Michele

Hotel San Michele

10/10 Excellent
"Reception staff were extremely helpful when we were unloading and loading a great deal of wedding paraphernalia from the car before it went into the public carpark."
Helen 2-night trip
Posted 2 hours ago
Hotel San Michele

Find out more about Province of Arezzo

Province of Arezzo Holiday Homes information

Number of reviews
419
Accommodation
949 Holiday Homes
Lowest Price
€413
Highest Price
€1,224

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