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Stay in Val di Chiana aretina's best hotels!

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Awesome: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our Top Picks Lowest Price First Star rating and price Top Reviewed

Monastero Di Cortona Hotel & Spa

Hotel in Cortona Old Town, Cortona

Located in an ancient monastery and boasting a garden, Monastero Di Cortona Hotel & Spa is set in Cortona. This hotel offers free WiFi throughout, a bar and air-conditioned rooms. I liked everything, the staff was incredibly kind, amazingly clean and beautiful, the spa was terrific, best stay ever.

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9.6
Exceptional
169 reviews
Avg. price/night:
$286
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Hotel Arezzo Sport College

Hotel in Arezzo

Featuring an outdoor pool and a hot tub, Hotel Arezzo Sport College Hotel is located in Arezzo, 1.2 mi from the Cathedral. Guests can enjoy a restaurant and a bar on site. Off-street parking. Quiet room. Clean.

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9
Awesome
635 reviews
Avg. price/night:
$67
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Villa Loggio Winery and Boutique Hotel

Hotel in Cortona

Offering a garden with an outdoor pool, Villa Loggio Winery and Boutique Hotel is 9.3 mi from Cortona. Free Wi-Fi access is available throughout. Beautiful accommodations & grounds. Staff and Chef Patricias meals were outstanding!!

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9.4
Awesome
256 reviews
Avg. price/night:
$228
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Villa Santa Margherita

Hotel in Cortona Old Town, Cortona

Overlooking the Valdichiana Valley, the Villa Santa Margherita is set in a historic building adjacent to Cortona’s city walls. We thought the location was super because it was on the edge of the town away from the city center and thus the noise! Yet very easy to walk there, even for my 90 year old mother! It's a bit uphill to the town center but then it's all downhill when you're tired and ready to head back. The views from our windows (we had 2 rooms) were spectacular! The rooms were very clean and quite comfortable. Great towels, soft pillows! Angela was delightful and quite helpful, and we enjoyed conversing with her. Breakfast was very good with lots of choices. There's even some self serve machines in an alcove off of the foyer for drinks (soda, water, snacks) and coffee. Parking is secure (gated) and we appreciated that. Wish we could have stayed longer. Would definitely stay there again on our next visit to Cortona!

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9.1
Awesome
121 reviews
Avg. price/night:
$84
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Villa Schiatti

Hotel in Cortona

Villa Schiatti is located in Castiglion Fiorentino, a 10-minute drive from Cortona. It offers free parking, free WiFi, panoramic views, and rooms and apartments with cable TV and bathroom. The villa is lovely - the staff are unbelievably friendly and helpful. The prices were teh cheapest out of any others we stayed in. Very close to Cortona town, and also to many other places. The rooms are big and it really is like staying in a villa in Tuscany! Pool gorgeous. The restaurant was gourmet and the view of the landscape breathtaking.

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9.4
Awesome
566 reviews
Avg. price/night:
$93
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Relais & Châteaux Il Falconiere

Hotel in Cortona

This splendid 17th century manor lies in the Tuscan countryside, just outside Cortona. It features a Michelin-starred restaurant, and a luxury wellness center with outdoor and indoor pools. The property is large and peaceful. Rolling hills, grapevines, fruit trees and roses along the paths.

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9.1
Awesome
163 reviews
Avg. price/night:
$284
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Hotel Villa Marsili, BW Signature Collection

Hotel in Cortona Old Town, Cortona

This property offers a Special Protection Program, including a free health insurance during your stay. It was a long search on Booking before I came across this hotel and I was a bit reluctant to reserve it first since it was a non-refundable rate. Finally, it turned out to be the best hotel I ever stayed in! The location is perfect, near the center of Cortona, where the vallet service can still easily park your car in the neighbouring streets. We were welcomed very warmly by the staff and this warm and personalised customer service stayed the same all throughout our stay. But what was the most unexpected is those 'little' extras they do to please their guests - there was a free apero offered in the afternoon and also biscuits and dessert wine in the evening, on a self-service basis in their lobby. Also in the lobby, you can find tons of books on the region so you can plan your visit. The staff gives you lots of tips too. The breakfast is incredible. And the central location of the hotel makes it super easy to stroll around in Cortona (tip: make it after the day tourists left, or before they arrive, the wandering masses along the streets do take away from the charm of the town).

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9.7
Exceptional
196 reviews
Avg. price/night:
$100
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Borgo San Felice

Hotel in Castelnuovo Berardenga

Borgo San Felice is located in Castelnuovo Berardenga in the heart of the Chianti wine district. It offers spacious rooms with antique furnishings, a swimming pool, and panoramic views. The property and the grounds and the landscape was magnificent.

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9.5
Exceptional
123 reviews
Avg. price/night:
$455
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Cortona Resort-Le Terre Dei Cavalieri

Hotel in Cortona

Le Terre dei Cavalieri is a beautiful estate set in countryside 4.3 mi from pretty Cortona containing a well-restored 18th-century farmhouse and villa with their own outdoor pool. Perfect location, beautiful room, great restaurant at the property. Perfect stay!

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9.4
Awesome
114 reviews
Avg. price/night:
$137
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Cortona Resort & Spa - Villa Aurea

Hotel in Cortona

Boasting a free wellness center and an outdoor pool with bar service, Cortona Resort & Spa is a 5-minute drive from Cortona. It is an 18th-century villa with free WiFi surrounded by 98 ft² of... Descriptions of the property were entirely correct and it and particularly the grounds were impeccably maintained. Early during our stay I had a fall in Cortona and was immobilised and the care, concern, and treatment by all staff was exceptional - providing crutches, meals, drinks, etc to our villa, etc. Such caring and delightful people simply added to the wonderful environment

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9.2
Awesome
443 reviews
Avg. price/night:
$208
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