Holiday Rentals in Province of Arezzo

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Top Cities in Province of Arezzo

Arezzo which includes a city
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Arezzo

Arezzo

Featured Holiday Rentals in Province of Arezzo

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Outdoor dining

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

9.6 out of 10, Exceptional, (69)
"Samantha’s apartment was wonderful! The terrace was dreamy, with views and sunsets that I will remember for a long time! Apertivos and evenings sitting outside were lovely! The location is quiet and convenient. Lacking only a few refinements, the apartment is very desirable. "
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Relais Villa Belpoggio - Residenza d'Epoca
View from property

Relais Villa Belpoggio - Residenza d'Epoca

9.8 out of 10, Exceptional, (35)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
Relais Villa Belpoggio - Residenza d'Epoca
Farmhouse in the hills with panoramic view and swimming pool
Pool

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (70)
"We‘ve spent two wonderful weeks with our two year old daughter and our dog. The house is beautifully located in the hills with no direct neighbours. The view is fantastic and we felt immediately at home in this beautiful house. We had a wonderful time and our hosts were just lovely. (We cannot say anything about the pool - except that it is huge - because we were there out of season in March when the pool was closed.)"
Farmhouse in the hills with panoramic view and swimming pool
Casina in authentic Tuscany
Exterior

Casina in authentic Tuscany

9.8 out of 10, Exceptional, (64)
"This is a charming house in a small town outside Cortona. Easily located near all the things you would want to see in the area. The host treated us like family and had homemade treats and wine waiting for our arrival. The house is perfectly suited for 4 people to stay and had a lot of charm. If you are looking to escape the hustle of daily life and relax this is the perfect location. "
Casina in authentic Tuscany
Villa with pool and garden
Pool

Villa with pool and garden

Villa with pool and garden
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
Pool

Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

9.8 out of 10, Exceptional, (40)
"This is a lovely, updated home in a fantastic location to use as base for Tuscan/ Umbrian day trips. The town of Camucia has all conveniences, many within walking distance including groceries, restaurants and the train station (@ 10 min). Cortona is a short drive up the hill. We spent most evenings in the house and really appreciated the comfortable living area. The kitchen was well equipped for any meal but we mainly used it for morning coffee/breakfast. It was too early in the season to use...
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
Castello di Gargonza
Exterior

Castello di Gargonza

3.0 star property
9.2 out of 10, Wonderful, (39)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
Castello di Gargonza
Romantic detached cottage with pool, in a farm between Arezzo and Florence
Pool

Romantic detached cottage with pool, in a farm between Arezzo and Florence

9.6 out of 10, Exceptional, (5)
"Very quiet place off the beaten track. You need a car to get to town. Owner was very nice and helpful. Apartment is small but has everything that is needed. To get to the bath room at night is a little challenging but we managed. We would rent it again if we come to the area."
Romantic detached cottage with pool, in a farm between Arezzo and Florence
17th century farmhouse with private pool and Wi-Fi and air conditioning
Outdoor pool

17th century farmhouse with private pool and Wi-Fi and air conditioning

9.4 out of 10, Exceptional, (36)
"Our host Maurizio, added quite a few extra layers of enjoyment to our stay. A brilliant host who went above and beyond to make our holiday truely memorable! We have invited him to come stay with us when he visits Australia. As for the farm house it’s self, an amazing experience to live like a true Italian. If you want to experience country life, I recommend La Rustica! Thank you Maurizio and Simonetta. ❤️"
17th century farmhouse with private pool and Wi-Fi and air conditioning
Residence Le Chiuse -Casa Marrone
Pool

Residence Le Chiuse -Casa Marrone

10.0 out of 10, Exceptional, (15)
"We were 4 adults and a 2 year old child and we had an amazing week here. Anna and Dino are very welcoming and it's easy to feel at home. We would recommend this place to anyone!"
Residence Le Chiuse -Casa Marrone
Charming Tuscan villa with private pool, wide garden and breathtaking view
Outdoor pool

Charming Tuscan villa with private pool, wide garden and breathtaking view

10.0 out of 10, Exceptional, (121)
"Very clean, big house, nice oven, cozy, amazing view, big pool, close to arezzo and firenze with a very kind owner of the house. "
Charming Tuscan villa with private pool, wide garden and breathtaking view
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Outdoor dining

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

10.0 out of 10, Exceptional, (8)
"This home was outstanding from the moment we arrived. There were 6 adults and we had plenty of room to gather together. The courtyard is lovely for early morning coffee or evening wine. Close to everything that Cortona offers."
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Luxury Cortona view hilltop Villa
Outdoor dining

Luxury Cortona view hilltop Villa

10.0 out of 10, Exceptional, (47)
"The location and accommodations are perfect for a family. Nestled in the Italian countryside providing easy access to the nearby renaissance villages, art and landscapes and the people of Italy. The accommodations that Mieke has provided will only put a smile on your face."
Luxury Cortona view hilltop Villa
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
Pool

Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

9.2 out of 10, Wonderful, (45)
"We liked our stay very much"
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
Private Villa with private pool, WIFI, A/C, patio, panoramic view, parking, close to Montepulciano
Dining

Private Villa with private pool, WIFI, A/C, patio, panoramic view, parking, close to Montepulciano

8.4 out of 10, Very good, (23)
"Everything’ we could have wished for. Wonderfully private Glorious garden Brilliant swimming pool Smiling and generous owner who could not do enough Incredibly helpful caretaker. Everything was excellent"
Private Villa with private pool, WIFI, A/C, patio, panoramic view, parking, close to Montepulciano
Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city
Pool

Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city

10.0 out of 10, Exceptional, (27)
"Fabio and Loretta were incredible guests and went above and beyond to welcome us and make us feel at home. Their space has a lot of room and can definitely make an extended stay of it. The yard and amenities were fantastic and the location is great for day trips to wine country in Tuscany. I actually wish we had more time in the nearby city center of Arezzo because it was great. Overall, we will absolutely recommend this stay and would love to return and stay again! Thank you both so much for...
Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city
Villa Luciano - Holiday Country Villa in Arezzo
Pool

Villa Luciano - Holiday Country Villa in Arezzo

9.2 out of 10, Wonderful, (33)
"Very nice place to stay. Lots of charm and the challenging drive provided amazing views. Nice place to stay for the price."
Villa Luciano - Holiday Country Villa in Arezzo
Villa Cicogna Private Villa, sleeps 2 -10 guests
Pool

Villa Cicogna Private Villa, sleeps 2 -10 guests

10.0 out of 10, Exceptional, (5)
"Our family stayed here for a local wedding and enjoyed the charm of this quiet town and comfortable villa. The hosts were super responsive and welcoming, making sure we had everything we needed for a pleasant stay. Our toddler loved running around and swimming every day in the pool. The location is perfect to drive to nearby cities with parking provided. Would love to visit again!"
The price is €117
includes taxes & fees
7 Aug - 8 Aug
Villa Cicogna Private Villa, sleeps 2 -10 guests
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
Property grounds

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

9.8 out of 10, Exceptional, (30)
"We love our stay st Ca de Santi. Everything was great and the property is really amazing. You feel the Tuscany atmosphere."
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
Private Villa in Tuscany 30%OFF
Fridge, microwave, oven, stovetop

Private Villa in Tuscany 30%OFF

10.0 out of 10, Exceptional, (12)
"Loved this place just driving thru Tuscan countryside to get there! Large house perfect for group. Has everything you need. Great restaurants in Lucignano. Lucignano is great walking walled town. Very quiet & beautiful! You’re 30-40 minutes from Siena, Cortona, Montepulciano. Close to great hiking, biking & great wineries, I didn’t want to leave! Hostess was very friendly & helpful & even helped us with reservations. Any say enough good things about it!!"
Private Villa in Tuscany 30%OFF
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Gorgeous hotel, very helpful and friendly staff, stunning pool and spa. Loved everything about this hotel! Just know that it’s an uphill walk to get there from the town center. "
Jordan 2-night trip
Posted 6 days ago
Monastero di Cortona Hotel & Spa