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

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Check prices for these dates

Next weekend
18 Sep - 20 Sep
In two weeks
25 Sep - 27 Sep
In one month
9 Oct - 11 Oct
In two months
6 Nov - 8 Nov

Our top choices for Cortona guest houses

Free self parking

1. B&B San Francesco

B&B San Francesco
Cortona Old Town
8.8 out of 10, Excellent, (61 reviews)
"Lovely place, I looking the beautiful San Francesco church. Excellent breakfast!"
United Kingdom
Esther
The price is AED 291
AED 402 total
includes taxes & fees
21 Sep - 22 Sep
B&B San Francesco
Exterior

2. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (58 reviews)
"Beautiful setting, felt like we were staying in a castle! The beds were comfortable and the property was amazing. Highly recommend this place."
Canada
Heather
The price is AED 267
AED 294 total
includes taxes & fees
20 Sep - 21 Sep
Fondaco del Moro
Property entrance

3. Villa Sargiano

Villa Sargiano
Arezzo
8.8 out of 10, Excellent, (12 reviews)
"If you love nature, that's the perfect place to enjoy and relax. The property has all the amenities for families with kids: - space inside and outside - pool (opened during the summer season) - Kitchen - TV - air condition and heating system working properly and even together if needed. This always keeps the temperature you want. The property owner is flexible during the check-in time, very friendly and wants to guarantee you have the best experience staying in his Villa. The welcome bottle of...
United States
Giuseppe
The price is AED 364
AED 435 total
includes taxes & fees
13 Sep - 14 Sep
Villa Sargiano
Staircase

4. Palazzo Ninci

Palazzo Ninci
Civitella in Val di Chiana
8.8 out of 10, Excellent, (13 reviews)
"Posizione eccezionale nella piazza centrale di Civitella e con vista sulla val di chiana. Soggiorno un po’ piccolo e camera da letto in soffitta probabilmente non adatto a persone anziane ma altrimenti molto carino. Bagno spazioso. Torneremmo volentieri"
Italy
Maurizio
The price is AED 237
AED 260 total
includes taxes & fees
14 Sep - 15 Sep
Palazzo Ninci
Property grounds

5. Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (41 reviews)
"Beautiful property in a very beautiful location. Breakfast is very good and the staff is extremely helpful."
United Kingdom
Giulio
The price is AED 944
AED 1,056 total
includes taxes & fees
7 Oct - 8 Oct
Poggio Paradiso Resort & Spa
Dining

6. Palazzo Mosela Alla Porta

Palazzo Mosela Alla Porta
Montepulciano
9.0 out of 10, Wonderful, (199 reviews)
"Beautiful.property conveniently located with a variety of dining options"
United States
David
The price is AED 611
AED 689 total
includes taxes & fees
17 Sep - 18 Sep
Palazzo Mosela Alla Porta
Standard Room, 1 King Bed, Private Bathroom | Down comforters, soundproofing, WiFi (free), bed sheets

7. Santo Spirito

Santo Spirito
Saione
8.2 out of 10, Very Good, (55 reviews)
"A very nice room close to the old town in Arezzo. We really enjoyed the nice atmosphere and warm hospitality at Santo Spiritio."
United States
Håvard
The price is AED 240
AED 290 total
includes taxes & fees
24 Sep - 25 Sep
Santo Spirito
Interior detail

8. LA CORTE DEL RE SUITE AREZZO

LA CORTE DEL RE SUITE AREZZO
Arezzo Centro Storico
8.8 out of 10, Excellent, (32 reviews)
"A wonderful stay at a beautiful place! We loved our time here in Arezzo and highly recommend it."
United States
Amy
The price is AED 389
AED 470 total
includes taxes & fees
21 Sep - 22 Sep
LA CORTE DEL RE SUITE AREZZO
Front of property

9. Piccola Siesta b&b

Piccola Siesta b&b
Montepulciano
10.0 out of 10, Exceptional, (2 reviews)
"Great spot with a nice restaurant and pizzeria nearby!"
Canada
Darren
The price is AED 307
AED 354 total
includes taxes & fees
13 Sep - 14 Sep
Piccola Siesta b&b
Interior

10. SUGAR ROOMS Residenza d' Epoca

SUGAR ROOMS Residenza d' Epoca
Arezzo Centro Storico
10.0 out of 10, Exceptional, (34 reviews)
"The walls had faded frescoes throughout building. Excellent staff as noted earlier. Ricardo so excellent and patient to every visitor. Bedding excellent with modern bathroom"
United States
Patricia
The price is AED 792
AED 897 total
includes taxes & fees
21 Sep - 22 Sep
SUGAR ROOMS Residenza d' Epoca
Handrails in stairways

11. MontepulcianoLettings

MontepulcianoLettings
Montepulciano
10.0 out of 10, Exceptional, (6 reviews)
"The property is extremely well located near the start of the old town and was walkable to everywhere. Our room was small but very lovely and when we stuck our heads out of the window, we had an amazing view of the old town! The only problem was parking - we couldnt find any bc of a festival - but thats not the hotels fauot! Just be a bit organsjed - and i recommend parking behind the bus terminal (Eu10 per day)."
Australia
Charmaine
The price is AED 410
AED 468 total
includes taxes & fees
13 Sep - 14 Sep
MontepulcianoLettings
View from property

12. Antica Quercia & Spa

Antica Quercia & Spa
Chianciano Terme
7.8 out of 10, Good, (33 reviews)
"Beautiful and charming hotel with spacious rooms. The staff is very welcoming and makes you feel like home. I highly recommend this hotel. "
France
Anaïs
The price is AED 324
AED 365 total
includes taxes & fees
4 Oct - 5 Oct
Antica Quercia & Spa
Exterior

13. Domus Volumnia Country House

Domus Volumnia Country House
Perugia
9.2 out of 10, Wonderful, (42 reviews)
"Quiet location, very good breakfast, courteous staff. Beautiful property with outdoor pool and many lounge chairs."
Canada
Christopher
The price is AED 381
AED 432 total
includes taxes & fees
13 Oct - 14 Oct
Domus Volumnia Country House
Restaurant

14. Borgo Nuovo San Martino

Borgo Nuovo San Martino
Bucine
6.8 out of 10, (10 reviews)
"Definitely going back in the summer"
United States
Josimar
The price is AED 401
AED 458 total
includes taxes & fees
21 Sep - 22 Sep
Borgo Nuovo San Martino
Reception

15. Anna Boccali Resort

Anna Boccali Resort
Corciano
9.2 out of 10, Wonderful, (13 reviews)
"My family and I loved Anna Boccali Resort. The place looks great and feels really nice. It's a well kept too and the staff is super friendly and added to the great experience we had. Would love to come back again later!"
United States
Jacob
The price is AED 798
AED 878 total
includes taxes & fees
26 Sep - 27 Sep
Anna Boccali Resort
Front of property - evening/night

16. Residenza il Punto

Residenza il Punto
Perugia
9.8 out of 10, Exceptional, (72 reviews)
"Romina and Gonzalo were amazing hosts! We enjoyed our breakfast. The views were amazing!! Highly recommend!!!"
United States
Antonella
The price is AED 540
AED 607 total
includes taxes & fees
13 Sep - 14 Sep
Residenza il Punto
Front of property

17. Times Suites Guesthouse - Etruria Collection

Times Suites Guesthouse - Etruria Collection
Old Town Perugia
9.2 out of 10, Wonderful, (30 reviews)
"Honestly the bed was hard as a rock,"
United States
Ariel
The price is AED 411
AED 465 total
includes taxes & fees
13 Oct - 14 Oct
Times Suites Guesthouse - Etruria Collection
Apartment, Balcony, Park View (Pegaso) | Valley view

18. Villa Bizzi

Villa Bizzi
Città di Castello
The price is AED 1,748
AED 1,923 total
includes taxes & fees
22 Sep - 23 Sep
Villa Bizzi
Luxury Suite, City View. | WiFi (free), bed sheets

19. Baglioni Art Suite - Luxury Art Perugia

Baglioni Art Suite - Luxury Art Perugia
Old Town Perugia
The price is AED 488
AED 550 total
includes taxes & fees
13 Sep - 14 Sep
Baglioni Art Suite - Luxury Art Perugia
Restaurant

20. Castello Di Petroia Relais

Castello Di Petroia Relais
Gubbio
9.8 out of 10, Exceptional, (47 reviews)
"It was an amazing stay! Very beautiful and peaceful! The stuff was super friendly. The breakfast and specially dinner were amazing!"
United States
Emma
The price is AED 567
AED 641 total
includes taxes & fees
23 Sep - 24 Sep
Castello Di Petroia Relais
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 Cortona Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Truly a stunning boutique hotel that sits in the perfect place within the walled village of Cortana, Really enjoyed my 3 nights here mid trip. The staff have been trained exceptionally well. Zero pretention, impeccable service. The calm ( so quiet), amenities such as the spa and pool area, the breakfast and restaurants, and staff ( mgt, Eleanora, Matteo, Spa leads), attention to details, views from my window, coupled with the energy of the hotel are stand outs. Do treat yourself to a couple massages or treatments. Very fair pricing, and after all the walking and travel, so worth it. I had a massage my first day and my last, that were sandwiched between two other stays in Tuscany, SO glad I did. Tips: Little micro laundry place right at the bottom of the hill that was perfect to do my laundry for my last leg of my vacation. Day trip to Arezzo was so easy and amazing. Attended mass at 6pm on Sunday at a beautiful church above Cortana at the highest elevation. Lovely. They even have a little gift shop in the church. And the first weekend of the month there is a massive antiques fair in the Grand Piazza. 500 vendors. Recommend. There are other stunning boutique hotels within Cortano. Honestly feel this is your best pick. In off seasons this hotel may consider becoming a school of sorts for family businesses in the area, to act as a training academy of sorts for younger generation family members to ensure success."
Jolie 3-night trip
Posted 3 hours ago
Monastero di Cortona Hotel & Spa