Top Vacation Homes in Province of Arezzo in 2026

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

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Top Cities in Province of Arezzo

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

A historic town with colorful buildings, a prominent clock tower, and terracotta-tiled roofs.

Our top choices for Province of Arezzo vacation homes

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

Pieve Vecchia

Darren B.

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

Salutio

Werner N.

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

Caprese Michelangelo

siobhan M.

4. Pet friendly home in Arezzo with WiFi

Arezzo

Vincent H.

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

Arezzo

Nina

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

Poppi

Patrick H.

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

Torreone

8. Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

cortona

Zülal E.

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

Bibbiena AR

"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...

Marcel R.

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

Laterina

Luca G.

AED 4,347 total

includes taxes & fees

26 Sep - 27 Sep

11. Lovely home in Castiglion Fiorentino

Castiglion Fiorentino

12. Holiday home surrounded by olive groves and pine forest

Cortona

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

Montevarchi Area

David C.

14. beautiful tuscan villa with pool, ideal for groups

Cortona

"Our hosts were very gracious and concerned that we had all we needed for a good stay. They even brought us a basket of vegetables from which we made a great soup. We loved the peace and quiet of the area and the views as the daylight changed. So good to have a wash machine and a place to easily dry clothes. This beautiful traditional old Tuscan villa has all the amenities needed for modern life. "

Margaret S.

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

Cavriglia

Mohammed S.

16. Typical Tuscan Residence near the farm la Vialla

Ponina

"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...

Cor D.

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

Stia

Adam G.

18. Podere Casorbica with free parking, large garden, private pool.

cortona

Joost B.

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

Pieve Santo Stefano

John B.

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

Cortona Old Town

John B.

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Top Province of Arezzo Hotel Reviews

Relais Villa Baldelli

10/10 Excellent

"Beautiful setting, extremely friendly staff, good food. Would definitely stay here again!"

Monastero di Cortona Hotel & Spa

10/10 Excellent

"I never write hotel reviews, but this hotel was so exceptional that I had to share my experience. The room was beautiful, spotless, and incredibly comfortable, with thoughtful turn-down service every evening. The staff were truly the most attentive and welcoming I’ve ever experienced. They helped arrange pickup from the train station, made restaurant reservations, and went above and beyond in so many little ways. Those small details made me feel genuinely cared for. The breakfast was lovely and served in such a beautiful setting — the perfect way to start the day. I absolutely loved my stay here and would come back to Cortona for this hotel alone. A truly special place with exceptional hospitality. Highly recommend!"

Il Falconiere - Relais e Chateaux

10/10 Excellent

"Il Falconiere treats you as a true guest. Welcoming, courteous and professional were all staff members. Food truly excellent and with the Michelin star, you will enjoy a sumptuous meal, ample portions, amuse bouche at meal's start with a surprise dessert tray with little bites. All staff you interact with are well trained and genuinely friendly and still professional. Our room was in the origjnal residence and had a modern bathroom, lovely size bedroom, anti room with a second desk. In the salon, upon entering the suite, you will find "gifts" left for guests with seating if wishing to entertain. Our group, 4 persons, were very impressed with accommodations, meals and courteous staff. Of course, owner and chef, Silvia Baracchi, too was gracious coming to tables in the evening, welcoming guests and if passed anyone during day, always smiled a buon giorno to one and all. A delightful experience and wonderful to share with good friends."

Chapter Chianti, a Member of Design Hotels

8/10 Good

"The property is beautiful and newly renovated. Surrounded by olive trees and tuscan hills. The stay was very pleasant and the staff is very friendly. However, the management needs to improve two things. Firstly, the hotel is extremely understaffed. This means you wait for everything (e.g. I waited for a pool towel for 40 min). Even though the staff is very engaged they simply don’t have the manpower to attend to all guests. Secondly, the agressive in-hotel pricing policy makes for an unpleasant element. The hotel asks to be paid 20 eur for an avocado toast for breakfast, which is unacceptable. An espresso costs 5 eur or a bottle of water by the pool costs 7 eur. Comparing these prices to hotels/restaurants etc. in Tuscany makes you wonder why is this hotel so expensive."

Vacation Homes in Province of Arezzo

Change your mind

Treat yourself

Be picky

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Top Cities in Province of Arezzo

Arezzo

Loro Ciuffenna

Our top choices for Province of Arezzo vacation homes

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

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

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

4. Pet friendly home in Arezzo with WiFi

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

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

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

8. Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

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

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

11. Lovely home in Castiglion Fiorentino

12. Holiday home surrounded by olive groves and pine forest

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

14. beautiful tuscan villa with pool, ideal for groups

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

16. Typical Tuscan Residence near the farm la Vialla

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

18. Podere Casorbica with free parking, large garden, private pool.

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

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

Find vacation rentals that suit your style

Top Province of Arezzo Hotel Reviews

Relais Villa Baldelli

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