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Province of Arezzo Rentals

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2,499 Houses

Tuscany Villa Bellavista

Castiglion Fiorentino villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$161

Agriturismo Terra di Michelangelo - Mirolago

Caprese Michelangelo apartment

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$309

Luxury apartment on Picturesque Tuscan estate

Quota apartment

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$349

Beautiful Country House near Arezzo, Tuscany

Monte San Savino house

2 bedrooms / 1 bathroom / sleeps 4

“Perfect holiday setting” High standard of accommodation in a beautiful setting. Close enough to walk into nearest village. The house was comfortable, clean and the garden delightful. All our meals outside sitting in the sheltered area looking out over the olive trees with wonderful views. Good local amenities and not too far to travel before reaching places of interest. We loved everything about this house and are planning the next trip for later in the year. There is nothing negative to say - perfect.

Price per night from

$201

2BR 1BA Private Garden with Breathtaking view

Arezzo apartment

3 bedrooms / 1 bathroom / sleeps 4

Price per night from

$134

Fattoria di Arsicci, holiday house weekly rented.

Badia Tedalda villa

7 bedrooms / 6 bathrooms / sleeps 15

“Great house and surroundings in Badia Tedalda” We had a great time in this lovely located holiday house. A great swimming pool with a magnificant view. If you like a relaxed holiday this is the place. The lady who takes care of the house daily can also like to prepare a wonderfull dinner at the house. Reservation a few days in advance. Smashing Italian dishes !!!

Price per night from

$297

MAS THE LEADER OF HOLIDAY HOUSE

Castiglion Fiorentino villa

4 bedrooms / 3 bathrooms / sleeps 11

Responds fast! avg. 2 hours 40 minutes

Price per night from

$402

Casa Anna

Terranuova Bracciolini apartment

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$382

Private villa in the Cortona area for 18 persons. Pool, internal pool and A/C!

Brolio villa

9 bedrooms / 11 bathrooms / sleeps 24

Price per night from

$792

Typical house with lovely view and swimmingpool

Cortona house

4 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$483

Apartment Luna

Cortona apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$142

Cosy romantic house with garden and stunning views

Bucine house

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$137

Village Gebbia

Civitella in Val di Chiana house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$272

Super Panoramic Private Terrace in the Historical Centre of Cortona

Cortona apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 57 minutes

Price per night from

$101

La Casina, Fabulous 180 degree views of Tuscany

Anghiari house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$421

3 bedroom Cortona villa

Montalla house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$362

IL MANDORLO - BLUE

Arezzo b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$121

Big garden,own pool and wheelchairfriendly, pets

Oliveto house

3 bedrooms / 5 bathrooms / sleeps 6

Price per night from

$399

Typical house with private pool and stunning view

Cortona house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$486

Priello: Patio Apartment

Caprese Michelangelo apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 15 minutes

Price per night from

$134

Villa the Corchie

Cortona villa

5 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$434

Elegant Vacation Rental in Cortona Tuscany, Moses

Cortona house

4 bedrooms / 3 bathrooms / sleeps 9

“A beautiful palace in a heavenly location.” We loved our stay in the Moses Palace. It is centrally located in the gorgeous city of Cortona, and Roberto could not have been more helpful and accommodating for us.

Price per night from

$343

223 - Small Villa with Pool and Tennis Court

Terranuova Bracciolini villa

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 38 minutes

Price per night from

$211

IL MANDORLO - RED

Arezzo b&b

2 bedrooms / 1 bathroom / sleeps 2

Price per night from

$121

Casa Del Vescovo Restored Mountain Retreat - 12th century house.

Sansepolcro house

6 bedrooms / 6 bathrooms / sleeps 14

Price per night from

$326

Price per night from

$308

Romantic Luxury Apartment in Tuscany - Chianti

Rapale apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$148

Stunning views from ancient hilltop village

Anghiari apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$103

Colline House, in Tuscany, Residence Il Palazzo

Pergine Valdarno house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$80

Apartment "Leonardo"in cortona's country (2bd)

Cortona apartment

2 bedrooms / 1 bathroom / sleeps 3

“A place full of charm” We were three friends Spanish for a week and the room was unforgettable. The functional and bright apartment, located in a beautiful place, we loved it. Lorenzo, the owner is a lovely person and always willing to help beyond what we expected. Car is necessary to explore the region, which is wonderful. We are delighted and indeed the place again. Lorenzo and Silvia Thanks for your hospitality and for all you know, even by my ineptitude, which I appreciate from heart. You are wonderful and just hope to return.

Price per night from

$67

Relax at the gates of Chianti

Bucine house

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$81

Cottage for 2 in the grounds of a farmhouse-Pool

Arezzo house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$181

Quintani Sole

Cortona apartment

1 bedroom / 2 bathrooms / sleeps 3

Price per night from

$91

Siena House, Residence in Tuscany, Farm Holiday

Pergine Valdarno apartment

2 bedrooms / 1 bathroom / sleeps 5

Price per night from

$122

Central Cortona Apartment at Quintani Luna

Cortona apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$94

Villa al Pozzo, private villa with pool near Cortona. 5 bedrooms and 5 bathrooms

Lucignano villa

5 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$377

Cells Farinaio

Cortona house

6 bedrooms / 4 bathrooms / sleeps 14

Price per night from

$240

Vepri A1 - Excellently located house.

Bucine house

2 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$77

Viewing 38 of 2,499
rentals in Province of Arezzo

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Top Destination reviews

Casa Fiordaliso
Charming

This place was exactly what we wanted! It was situated outside of Cortona, just a short easy drive. The cottage was charming Italian decor and was spotless. The kitchen was modern and equipped perfectly. There were only 2 of us, but a small family would fit perfectly too. The setting was absolutely wonderful. There are beautiful views of Cortona and other areas from the terrace. We were so comfortable and felt at home. Fiorella was the most wonderful hostess! We will return. … see more
Charming independent house in Tuscany Mulinmaria
Beautiful Tuscan experience!!!!!

I truly did not want to leave this charming and beautiful farmhouse!!! It's exactly what you picture a Tuscan house to be! From the antique decor, to the amazing patio and gardens!!!!! Everywhere you turn, there is another gorgeous garden! Nadia, the owner is a sweet and lovely woman and her love for this property shows! Her son came over one day and gave us tips on which towns to visit in Tuscany. We went to each one and loved them all!!! The home has a good central location for touring Tuscany and Umbria. We couldn't wait though to come back home after sight seeing to sit out and enjoy such gorgeous sunsets! I would absolutely stay at this house again. Thank you so much Nadia and we really hope to see you soon!!!!! … see more
Vecchio Frantoio traditional Tuscan Apartment
Wow !we were impressed

Wow, were we impressed???? You always wonder when you book on the web, but this apartment was everything, and more, than what we expected. My wife and I spent a full week at "Vecchio Frantoio. It was incredible in location, size, setting, and furnishings! We had arrived from Florence in a rental car and explored many hill-top towns in Tuscany throughout the week. Roberto and Rebecca were very helpful when needed, but we felt like we had our own home (even made friends with Cookie, the cat). The beds were comfortable, the kitchen well-stocked and functional, the bathroom very modern and nice tub, and we could have stayed an entire month (or more). We usually walked into Cortona as it was closer to walk than to drive and park in the central parking lot. Day trips included Siena, Pienza, and a drive around a large lake to the southeast. I can't wait to return to Vecchio Frantic for at least another week (hear "month".....). I would recommend this apartment to all of my friends and relatives. … see more
Holiday apartment on the ground floor of stunning stone built home in Arezzo, Tuscany, sleeps 4
Fantastic place for our first Tuscan Holiday...!!

This holiday was fantastic from start to finish. Great property with all facilities required. Sat out in the evening watching the sunset over Lucignano! Dario was brilliant and could not do enough to assist. We were lucky enough to try the homemade sleeping juice ( Dario's homemade red wine ) lemoncello and grappa. Good base from which we got the local bus to Arezzo and Siena and is a very easy and cost effective way to get around the sights. We were sad to leave and look forward to visiting again in the future. Dario is a superstar and we loved Dario's pizza !! see you soon Kevin and Rachel x … see more
Toscana Fantastica - Cortona, Villa Sleeps 6 large Pool, and Chef's Kitchen
Giusi & Dario's is Heaven on earth

We loved our week long stay at Giusi & Dario's. Where to begin? It was all so perfect!. The cottage is warm and welcoming. The grounds are immaculate. The view is breathtaking. The host, Giusi, is kind, gracious, generous and an excellent cook! Giusi cooked for us on our first night at the cottage - it was a wonderful experience with excellent food and wine. There's a trail for hiking a short distance to the top of a hill for a spectacular view of Lake Trasimeno. The pool is a great place to relax and watch the sunset (and take incredible pictures). Giusi & Dario's will be on our itinerary on our next trip back to Italy. … see more
Grace Hayloft-Il Fienile di Grazia
A great experience

We have had a great vacation in Castelfranco di Sopra, how to describe it? An enchanting place, a charming house, a great swimming pool and the most charming and friendly owners we've ever had! Grazia and Carlo have a way of making you feel welcome, almost part of the family even and overcompensated the few minor issues (mosquitos and warm nights). It's a great place to stay and we'll be back! Grazie mille Grazia and Carlo!!!!! … see more

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