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54 Results   |  
16 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 7

1 night min stay

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from £100 / night

£694 - £840 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Pets welcome
Villa Manciano is a very typical old stone Holiday House. You are colse to the most beautiful places of Tuscany and Umbria: Cortona, Siena, Assisi, Montepulciano, Arezzo, Chianti, San Gimignano, Florence, Lucca....and many, many more. The Apartment is roomy and luxury  …see more

Excellent 5/5 

18 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

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from £43 / night

£295 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Tuscany Holiday House Castiglion Fiorentino Historical City Center Check-in 3.00 pm - 8.00 pm Check-out before/entro 11.00 am  …see more


24 Nov 2013

5/5

"Esperienza fantastica!!!"

Abbiamo trascorso un lungo fine settimana a casa di Claudia, è stata un'esperienza fantastica! la casa è bellissima e dotata di tutti i confort, si trova in un vicolo del centro storico...una merav… More

...e noi siamo qui ad aspettarvi! Il Capodanno è già organizzato con antipasti toscani, primi e .....FIORENTINA!!


20 Jul 2013

5/5

"Ottima Scelta!: Molto Pulito e Spazioso + Posizione Centrale"

In pieno centro storico ma con comodo parcheggio gratis per auto nelle immediate vicinanze.La zona del centro in cui è ubicato è molto silenziosa e immersa nella tranqullità più completa. Apparta… More


27 Jun 2013

5/5

"bellissima esperienza"

L’appartamento si presenta davvero bene: pulito, ordinato ed arredato in modo congruo per soddisfare le reali necessità di una famiglia in vacanza (senza particolari fronzoli, per intenderci). Molt… More

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11 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 6

2 Nights min stay

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from £37 / night

£256 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Tuscany Holiday House  …see more

Featured properties

17 Photos

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 2 Bedrooms / sleeps 4

Short stays welcome

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from £54 / night

£373 - £752 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
A few kilometres from Castiglion Fiorentino and Cortona, on the way up the slopes of the Montanina hill, at the top of which the ruins of an ancient castle can be seen through the vegetation, this typical farmhouse has recently been renovated while still maintaining its  …see more

20 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £40 / night

£276 - £500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
it is the ideal place if you are looking to relax and beautiful view  …see more

Excellent 5/5 

19 Photos

Castiglion Fiorentino / Montecchio Vesponi

B&B / 6 Bedrooms / sleeps 12

Excellent 5/5 

1 night min stay

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from £63 / night

£438 - £511 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Offriamo una vacanza all'insegna del benessere e del relax. Siamo vicino ai maggiori luoghi di interesse turistico della Toscana e dell'Umbria. Cortona, Montepulciano, Arezzo, Siena, Firenze, Pienza, il Lago Trasimeno, si raggiungono in meno di un'ora di macchina. Our  …see more


16 Aug 2015

5/5

"Lucia & Francesca - awesome and gracious hosts"

This place is your traditional Tuscan farmhouse with updated amenities like air-conditioning (you need this in the hot summer months in Tuscany), and swimming pool. The place is well-kept, the units … More


30 Apr 2015

5/5

"Che meraviglia!!!!!!!!!!!!"

Io e mio marito abbiamo trascorso il weekend di Pasqua presso questo nuovissimo Bed & breakfast appena ristrutturato. La struttura tipicamente Toscana si trova a pochi passi da Cortona e x noi è stat… More

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Excellent 5/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 2 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

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from £44 / night

£307 - £384 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Ideal to relax your body and your mind: beatiful landscape and trekking area; ideal place to visit all the central Italy: Arezzo, Cortona, Siena, Perugia, Assisi, La Verna, Camaldoli, Florence and also Rome.  …see more


6 May 2014

5/5

"Clean, modern house situated near excellent wine destinations"

Our hostess was very nice. We arrived the day after Easter and she made a plate of traditional Tuscan snacks for us upon our arrival. The house was spacious, clean, and modern. Internet connection was… More


5 Aug 2014

5/5

"Alles in Ordnung"

Wir waren im Juli leider nur für 3 Tage hier. Das Haus ist sauber und groß, es gibt zudem einen riesigen Außenbereich und eine himmlische Ruhe. Die Gastgeber sind super freundlich und zuvorkommen… More


24 Aug 2015

5/5

"Lovely accommodation"

The accommodation is very welcoming, clean and comfortable. We experienced extremely hot weather and found the air conditioning in the bedrooms a great bonus. The location is restful and secure. Ma… More

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Excellent 5/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

3 Nights min stay

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from £164 / night

£1143 - £2317 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Magical Villa with private pool on top of Tuscany Hills. One hour drive to Florence, Siena, Perugia. Near to Cortona, Montepulciano and Arezzo.  …see more


6 Jun 2013

5/5

"Just wonderfull"

Going to Daniele’s villa on the mountain in Castiglion Fiorentino is a great experience, once I experienced it, I fell in love with the place, the atmosphere and the hospitality of the host. It is t… More


20 May 2013

5/5

"Simply couldn't be better!"

We will be returning here for the sixth time this year. Danielle is the perfect host and our return always feels like a 'coming home'. Nothing is too much trouble for him. The house is well equippe… More

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Excellent 5/5 

24 Photos

Castiglion Fiorentino / Orzale

Villa / 2 Bedrooms / sleeps 4

Excellent 5/5 

3 Nights min stay

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from £79 / night

£548 - £1088 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
ENCHAINTING VILLA with private POOL on top of TUSCAN HILLS. 10 minutes drive to the town of Castiglion Fiorentino. 25 to CORTONA. One hour to FIRENZE, PERUGIA and SIENA. 30 minutes to the TRASIMENO LAKE.  …see more


28 Jun 2015

5/5

"Fast zu schön, um wahr zu sein."

Am Hang gelegen ist die Aussicht bereits vom Frühstückstisch ein Traum. Am Tage hört man fast nur die Grillen zirpen und die Stille in der Nacht ist für uns Städter die pure Erholung. Das Haus is… More

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20 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 3

3 Nights min stay

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from £47 / night

£329 - £438 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
The picturesque Via San Lazzo, named after the characteristic small Romanesque church, winds along the massive Medieval walls surrounding the Etruscan town of Castiglion Fiorentino, once entered Porta Romana.  …see more

24 Photos

Castiglion Fiorentino / Santa Maria Alla Rassinata

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £157 / night

£1095 - £1577 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
In the Cortona countryside, 2 km from Castiglion Fiorentino. private garden wiht large pool.  …see more

Excellent 5/5 

12 Photos

Province of Arezzo / Castiglion Fiorentino

House / 6 Bedrooms / sleeps 13

Excellent 5/5 

7 Nights min stay

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from £337 / night

£2357 - £3055 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Il Ceriolo is a restored 18th century Tuscan farm house set on about five acres of land. The house includes six bedrooms and five baths, with a sleeping capacity of 13. A lovely pool is included. The pool is quite large and very private. An outdoor barbeque is ava  …see more


18 Jun 2015

5/5

"A TUSCAN DREAM"

Amazing idyllic home in a dreamlike setting. All the comforts of a modern home, in a centuries old house. Wonderful owners that know everything to do in the area. Food recommendations never disappoint… More


21 Apr 2013

5/5

"Charming, comfortable country villa, conveniently located."

Charming villa, comfortably accommodates 12 adults. Can be divided into 3 separate 2-bedroom apartments, each with its own kitchen/dining/bath and living area, or rented as one for use by a group. … More


4 Dec 2012

5/5

"Beautiful site"

This is a lovely villa located in the Tuscan country side outside Castiglione Fiorentino. The views of Cortona and castle Montechio lit up by the setting sun are marvelous. The gardens include a vin… More

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Excellent 5/5 

23 Photos

Province of Arezzo / Castiglion Fiorentino

Townhouse / 2 Bedrooms / sleeps 5

Excellent 5/5 

1 night min stay

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from £42 / night

£292 - £406 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
La casa è a metà strada tra Cortona e Arezzo che sono raggiungibili anche con i servizi di trasporto pubblico e rappresenta un ottimo punto di partenza per gite in Val d'Orcia, al Lago Trasimeno o per escursioni nelle valli e colline circostanti. Attrezzato centro spo  …see more


29 Apr 2015

5/5

"...migliore della prima volta!"

Sono ritornata presso questa struttura per la seconda volta. C'ero stata con mio marito e due figli adolescenti lo scorso anno che aveva appena aperto e eravamo stati magnificamente, ma questa volta … More


4 Sep 2014

5/5

"The right place to enjoy your holiday"

I've spent five days at Le Finestre di San Michele with a Group of friends. The apartment is really nice, big, confortable and with a huge view. The owner and her daughter are so kind and friendly. We… More

I'm really happy to hear you spent nice days at Le finestre di San Michele. Looking forward to seeing you again I'm going to prepare some other fruit jams and juices to submitt to your judgement. Thank you Maria Rita


10 Sep 2014

5/5

"old town house a Castiglion Fiorentino"

ho soggiornato nell'appartamento "le finestre di San Michele " con 4 amici durante le feste per il patrono. L'appartamento, molto accogliente, spazioso, luminoso è arredato con cura, funzionalità e … More

Sono felice di sapere che avete trascorso dei bei giorni a Castiglion Fiorentino . Spero che il prossimo anno il Rione di Porta Romana vinca il Palio così da permettervi, se tornerete, di partecipare anche alla festa della vittoria che si tiene proprio nella piazza sotto casa (incrociamo le dita). Vi ringrazio per aver scelto Le finestre di San Michele per il vostro soggiorno a Castiglion Fiorentino e spero che ne parlerete con i vostri amici. Grazie Maria Rita

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Excellent 5/5 

18 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 12

Excellent 5/5 

3 Nights min stay

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from £94 / night

£657 - £1402 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
La casa è dotata di tutti i confort per una piacevole vacanza in tranquillità e relax. Piscina grande per rinfrescarsi nelle giornate estive e grande vasca idromassaggio riscaldata situata all'esterno con vista sulle colline di Castigion Fiorentino. Nel Giardino, dot  …see more


13 May 2015

5/5

"very good house to rent"

the place is beautiful! there is full of peace and incredible landscape around the house! very good swimming pool, there is also a Iacuzzi swimming pool with warm water! it is a very confortable hous… More


13 May 2015

5/5

"good place at good price"

it was the first time, we come in italy, we have rent this house because good price and there is a lot of bedrooms!! the owners is very friendly, we have free wifi connection in the house, the swimmin… More


12 May 2015

5/5

"I love this place!"

It was a very relaxing holiday! the house and the countryside give us peace and quiet. it was an hot week, but the house was fresh and breezy. the swimming pool is very nice and there is a beautiful… More

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Excellent 5/5 

8 Photos

Province of Arezzo / Castiglion Fiorentino

House / 2 Bedrooms / sleeps 5

Excellent 5/5 

2 Nights min stay

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from £45 / night

£309 - £567 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Struttura piccola ma confortevole, capace di farvi passare le vostre vacanze in un luogo fantastico immerso nel verde, ma allo stesso tempo vicino alle principali città del centro della toscana. www.lamontanina.altervista.org  …see more


24 Nov 2014

5/5

"Une petite merveille..."

Nous avons séjourné dans cette jolie maison en pierre typiquement Toscane, au charme fou, maison située dans un cadre absolument magnifique, des oliviers à perte de vue, un jolie jardin bien fleur… More

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Excellent 5/5 

15 Photos

Castiglion Fiorentino / Montecchio Vesponi

Studio / sleeps 3

Excellent 5/5 

Min stay varies

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from £37 / night

£258 / week

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Key info:

  • Nearest beach 150 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Big and bright studio apartment in Montecchio Vesponi, Castiglion Fiorentino with parking and WiFi  …see more


15 Apr 2014

5/5

"Beautiful, tranquil location with plenty of nearby attractions."

Owners very welcoming and hospitable. They could not do enough to make sure we were comfortable. They even came out to rescue us on two occasions when we couldn't find our way back! Spacious accom… More

Thank you Margaret! It was lovely to meet you and Steve and we hope you both have a fabulous Easter. Hope to see you again one day, either here in Tuscany or in your part of the woods. xxx

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21 Photos

Castiglion Fiorentino / Montecchio Vesponi

House / 4 Bedrooms / sleeps 11

6 Nights min stay

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from £84 / night

£584 - £1497 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Strategic location to visit TUSCANY. Full packages available with tours (wine, food, historical, religious and many others).  …see more

15 Photos

Province of Arezzo / Castiglion Fiorentino

Cottage / 4 Bedrooms / sleeps 10

2 Nights min stay

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from £126 / night

£876 - £1460 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
Spinabbio è il luogo ideale per passare al meglio le vostre vacanze tra relax e cultura.Potrete visitare la vicinissima Cortona,Arezzo,Siena e Perugia.  …see more

6 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 6

1 night min stay

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from £73 / night

£511 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
Apartament for a family with all confortability. Ideal holiday for visit the best city of Tuscany.  …see more

12 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 2 Bedrooms / sleeps 6

1 night min stay

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from £37 / night

£256 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
B&B val di chio, B&B val di chiana, Casa vacanze Arezzo, casa vacanze val di chio, casa vacanze val di chiana, casa vacanze Toscana, Casa vacanze Castiglion Fiorentino.  …see more

7 Photos

Province of Arezzo / Castiglion Fiorentino

Townhouse / 2 Bedrooms / sleeps 5

2 Nights min stay

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from £47 / night

£329 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Grazioso e comodo appartamento con giardino e garage, a Castiglion Fiorentino (Toscana). 2 camere da letto, max 5 ospiti. Per un tranquillo periodo di vacanza. A 10 Km da Cortona, 15 Km da Arezzo, 50 Km da Perugia, 60 Km da Siena, 90 Km da Firenze.  …see more

12 Photos

Province of Arezzo / Castiglion Fiorentino

Guest house / 1 Bedroom / sleeps 3

3 Nights min stay

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from £42 / night

£292 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
In the historical centre of Castiglion Fiorentino in a quiet area is this independant Tuscan style one bedroom home with amazing views of the the Tuscan landscape and a private outside courtyard. Perfect base to explore Tuscany and Umbria  …see more

17 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 1 Bedroom / sleeps 2

Min stay varies

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Pricing unknown

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Key info:

  • Great for children of all ages
  • Pets welcome
This cozy apartment is located in the beautiful setting of the Tuscan hills, in the center of the medioeval village of Castiglion Fiorentino. Few minutes away from Cortona, close to Pienza, Montepulciano, Siena, Florence, Pisa.. the perfect location to explore Tuscany!  …see more

14 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 1 Bedroom / sleeps 4

1 night min stay

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from £48 / night

£331 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Historical Centre Apartment + terrace in centre WIFI  …see more

18 Photos

Province of Arezzo / Castiglion Fiorentino

B&B / 3 Bedrooms / sleeps 2

1 night min stay

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from £53 / night

£368 - £427 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Relax, eco sostenibilità, campagna, piscina e buona tavola, sono le caratteristiche che ci distinguono e che vi faranno apprezzare maggiormente le bellezze di questa parte della Toscana.  …see more

24 Photos

Castiglion Fiorentino / Montecchio Vesponi

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £365 / night

£2555 - £5110 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury villa with swimming pool, indoor pool and sauna near Cortona – sleeps 18+6 SPECIAL 10% SPRING DISCOUNT on full occupancy valid in April and May Possibility to add 6 extra beds  …see more

24 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £365 / night

£2555 - £5110 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Magnifica is an old country residence, skilfully restored and transformed into an exclusive private retreat. A 4 acres park, with Italian style garden and olive trees, surround the property.  …see more

Very Good 4.5/5 

24 Photos

Castiglion Fiorentino / Brolio

Villa / 1 Bedroom / sleeps 2

Very Good 4.5/5 

7 Nights min stay

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from £59 / night

£413 - £614 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
San Regolo in Brolio is a lovely brand new hamlet with a small collection of villas located on the edge of the village of San Regolo, and is within easy walking distance of the centre of the village.  …see more


13 Jan 2012

5/5

"Fantastico!"

We stayed for one week in this fantastic villa, one of a cluster of villas but with your own garden, sun loungers and patio you never feel like you are surrounded by other people. Villa Mimosa was… More


31 Aug 2012

5/5

"un petit paradis / ideal pour rayonner dans la region"

Nous avons sejourné pour la deuxième année consécutive à San Regolo, dans la villa fiorella qui fait partie du petit ensemble de la caza de vacanciones. L'emplacement est merveilleux, la piscine … More


27 Feb 2014

4/5

"Comfortable stay in a good location."

The local rep, Marianna, was friendly and helpful. The villa is well located for exploring locally on foot and by car. Because of the bad weather we spent more time inside the villa rather than al fr… More

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Very Good 4.5/5 

13 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

Very Good 4.5/5 

7 Nights min stay

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from £150 / night

£1050 - £1131 / week

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Key info:

  • Nearest beach 27 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Just a short distance from the medieval town of Castiglion Fiorentino is "Casa Usignoli". This very old manor house dates back to 1759. It has been fully renovated to provide a stylish family home with 5 large bedrooms and two bathrooms.  …see more


12 Sep 2013

5/5

"Perfekter Toskanaurlaub mit Freunden und Kindern"

Nach langer Anreise erwartete uns ein freundlicher Empfang und ein sehr netter Vermieter. Die Ausstattung des Hauses sowie des Geländes (Pool, Liegen, Gartenmöbel) sind hervorragend. Der Vermieter w… More


13 Jun 2013

5/5

"Un posto incantevole"

Un posto incantevole. La casa è molto bella e funzionale. Un vecchio casale del 1700 ristrutturato ma che conserva ancora il fascino del tempo. La casa è molto tranquilla, pulita e con tutti gli op… More


6 Sep 2013

4/5

"Echt Italie"

Een prachtig huis op een mooie plek. Rust, stilte, uitzicht. Het huis is ruim, schoon en prima verzorgd. Heerlijk zwembad. Je hebt een eigen auto nodig, want het huis ligt heerlijk afgelegen. Hier gaa… More

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Excellent 5/5 

23 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

7 Nights min stay

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from £210 / night

£1464 - £1831 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Good value Tuscan Home for families or friends, Private pool, beautiful views, lots of space both inside and out. Additional facilities can be provided - A chef to prepare a lovely lunch or dinner for that special occasion, a concierge serve with local insight,  …see more


13 Mar 2013

5/5

"Lovely family vacation"

Clean, comfortable and spacious. These are important when choosing a vacation home and Daniella certainly has all of this. Te bedrooms are very comfortable, clean bathrooms, a full kitchen with just … More


17 Feb 2013

5/5

"Beautiful Setting, Fantastic View, Charming Host"

We have stayed at this villa 3 times and will be staying there again this May (2013). Our first stay was for 2 weeks in 2001. We were a party of 6 including my 80 year old mother. We appreciated th… More


11 Feb 2013

5/5

"exceptional place: Peaceful and our Perfect home form Home"

We did enjoy our two weeks here. It was home from home. Relaxed and care free. The property was clean and bright, everything for our needs. Of course, we do not have a pool at home - and this is what… More

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21 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 5

Short stays welcome

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from £63 / night

£438 - £657 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
The Madonnina Agriturismo is very quiet, in a very sunny location with wonderful view over the Valdichiana valley.  …see more

28 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 6 Bedrooms / sleeps 12

1 night min stay

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from £188 / night

£1314 - £2555 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Car advised
  • No pets allowed
villa with pool near Cortona  …see more

Excellent 5/5 

20 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 9

Excellent 5/5 

4 Nights min stay

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from £120 / night

£836 - £2402 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
The villa, of recent reconstruction, is positioned on the hills next to the characteristic town of Castiglion Fiorentino, in the middle of the Chiana valley and Chio valley amidst nature and art.  …see more


13 May 2013

5/5

"Magical !!"

Magical large architected stone villa in a wonderful rural setting with fabulous views of Tuscany and nearby Castiglion Fiorentino hill town - topped off with a large infinity pool and large surroundi… More

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18 Photos

Province of Arezzo / Castiglion Fiorentino

House / 5 Bedrooms / sleeps 11

7 Nights min stay

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from £238 / night

£1661 - £2154 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Magnificent villa in a beautiful hillside position with breathtaking views, close to the medieval walled village of Castiglion Fiorentino.  …see more

20 Photos

Province of Arezzo / Castiglion Fiorentino

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £73 / night

£511 - £979 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
It is the ideal place if you are looking to relax, private pool and beautiful view  …see more

20 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 1 Bedroom / sleeps 2

7 Nights min stay

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from £32 / night

£219 - £376 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
it is the ideal place if you are looking to relax  …see more

33 Photos

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 2 Bedrooms / sleeps 4

1 night min stay

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from £104 / night

£723 - £1380 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Ancient farmhouse of peasant origins, situated on the top a small hill in the heart of Valdichiana, at approx. 4 km from Castiglion Fiorentino, characteristic village with all kind of shop, restaurants and facilities.  …see more

37 Photos

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £118 / night

£825 - £1599 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Old farmhouse of peasant origins, where on the ground floor you can still appreciate the old stables. Located 1,5 km away from the town of Castiglion Fiorentino which can also be reached on foot.  …see more

36 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £91 / night

£636 - £964 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
In a panoramic and quiet position, walking distance to the village of Castiglion Fiorentino, one of the most important villages in the Valdichiana with shops, restaurants and all kinds of facilities, we find a cottage divided into two pleasant apartments,  …see more

17 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £46 / night

£319 - £573 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
it is the ideal place if you are looking to relax and beautiful view  …see more

13 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 1 Bedroom / sleeps 3

3 Nights min stay

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from £44 / night

£307 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Large Sunny Studio aprtment in Historical Centre with Garden and Wifi  …see more

Very Good 4/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Cottage / 3 Bedrooms / sleeps 5

Very Good 4/5 

Short stays welcome

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from £77 / night

£534 - £615 / week

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Late Deal: save up to €176 (approx. £129)

Key info:

  • Nearest beach 26 km
  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Late availability, Good value Family Holiday Tuscany, Perfect for half term holidays as well as extended summer vacations in Tuscany. One of three, lovely detached cottages lovingly restored with large pool and gardens. Large pizza oven, private terraces and pergolas.  …see more


3 Oct 2011

5/5

"A Taste of Tuscan Tranquility"

We found this wonderful little house by chance while on a touring holiday in September 2011. The owners were very helpful in accomodating us for a last minute booking & prepared the house in a matter … More


25 May 2011

5/5

"Lovely place full of character."

From each room there is a great view and our small terrace was perfect for us to eat and relax. Rooms were clean and cosy, pretty much all we needed for the week. The main town is a drive away (4 mi… More


15 May 2011

5/5

"Relaxation for us adventure for the kids!"

An inexpensive find in Tuscany. A two-week stay here in august 2011 proved better than anticipated. It has lots of charm and its setting meant that my wife and I were able to relax, catch up on a fe… More

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Excellent 5/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Cottage / 2 Bedrooms / sleeps 4

Excellent 5/5 

Short stays welcome

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from £83 / night

£578 - £610 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
*** Extra guests? There is also a separate studio available which has additional bed and bathroom should you require additional space. The property is great for half term school holidays as well as the longer summer family holidays in Tuscany.  …see more


27 Jul 2013

5/5

"our family are happy to have found the little village"

we have enjoyed our holidays to Tuscany for the last four years and chose to stay here for a second year. The cottage (le Stella) has lots of space for us and, the additional studio attached was very … More


27 Sep 2012

5/5

"Romantic, clean cottage, splendid view, lovely silence; unique location."

Whenever we plan a vacation we have following criteria in mind: comfortable, clean housing, privacy, far from all noise, nice view, close to cultural highlights, pleasant climate, swimming facility. N… More

Greetings Tinus and Jeanne It seems a while ago now, but happy memories of meeting the two of you and our many conversations. We are so very pleased that your 8 nights at Il Borgo recharged your batteries and gave you so much pleasure. We really do look forward to seeing you both again. THis coming year, the owners are planning many improvements which should make your return even more enjoyable. Our very best wishes to you both.


10 Aug 2012

5/5

"Top value, an enjoyable experience"

We all agreed, nice cottage. everything you need, you find in the kitchen. very nice pool 30 meters from the cottage. Perfect customer service from the owner incl. information about the traveling and … More

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Excellent 5/5 

24 Photos

Province of Arezzo / Castiglion Fiorentino

Cottage / 2 Bedrooms / sleeps 4

Excellent 5/5 

Short stays welcome

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from £77 / night

£534 - £585 / week

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Late Deal: save up to €191 (approx. £140)

Key info:

  • Nearest beach 27 km
  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
There is also a separate studio with additional bed and bathroom if you need more space . Great value family holiday homes in Tuscany, Large pool and amazing views. Perfectly to tour Tuscany and Umbria including the towns of Cortona, Pienza, Arezzo, Assisi, Siena etc  …see more


4 Sep 2014

5/5

"Happy Holiday!"

First thanks to Rosino for a warm welcome to our family and the extra help they gave us with our plans and tours. Plus the nice touches of fresh fruit, olive oil and one when we arrived - all very kin… More


29 Jun 2013

5/5

"The Great Escape!"

Take three children and introduce them to Italy..... One week touring around the Amalfi and the other in Tuscany. Here we had our "real" family vacation and enjoyed this country retreat with its pool… More


23 Jun 2013

5/5

"great family vacation, lots to do and see"

This was a last minute family vacation, and we wanted to be in the Tuscan countryside and to experience some of the places we read about in the Tuscan Sun book. The cottage La Stelle was perfect for t… More

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Excellent 5/5 

23 Photos

Castiglion Fiorentino / Orzale

Condo / 1 Bedroom / sleeps 2

Excellent 5/5 

7 Nights min stay

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from £64 / night

£445 - £542 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
This romantic garden cottage, sits in the sleepy hamlet of Orzale and provides the perfect place to unwind and enjoy Tuscany. Simple, but charming accommodation - and a private pool. Capuchi cottage is immersed in the beautiful Tuscan country side. Private and cosy, p  …see more


21 Apr 2014

5/5

"Romantic Lovely and Memorable Honeymoon"

Thank you Terry for the opportunity to stay at Orzale and the little cottage. It was wonderful. After a few days in Venice and then Modena, the little cottage was a great place for us to enjoy the las… More

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Excellent 5/5 

15 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

Short stays welcome

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from £69 / night

£478 - £628 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Quiet location in old Tuscan villa. Large pool, spacious apartment with a lovely walk to shop and bar, Quiet peaceful location. Clean and bright family holiday rental. Lots of help if you need it with travel plans including visits to vineyards, cooking classes and more  …see more


18 Aug 2014

5/5

"The perfect holiday."

What a wonderful place to stay in the beautiful Tuscan countryside. I cannot offer enough praise for Villa Maria and our fantastic hosts Maria and Rinaldo. The house is located on the side of a hill … More


12 Sep 2013

5/5

"Lovely old rustic villa with great views."

Myself and three friends had a wonderful four weeks staying in the Villa Maria. The position of the villa is on a hillside with stunning views across the valley. The town of Castiglion Fiorentino is o… More


30 Jul 2013

5/5

"Absolutely gorgeous!"

We had the best time at Maria's beautiful place! Very nice apartment with two large and bright bed rooms, fans and mosquito nets at the windows (yeah!!). The surroundings were absolutely stunning, sit… More

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Very Good 4.5/5 

16 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

7 Nights min stay

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from £72 / night

£500 - £719 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
2 bedroom family apartment in Tuscany, with pool. Easy access to towns and the closest shop/bar and restaurant are within an easy stroll. A perfect family holiday with lots to do here and in our surrounding hill towns. Wine tours, Cooking classes and much more.  …see more


3 Apr 2015

5/5

"Just as green as Ireland - but with sunshine!"

We enjoyed our two weeks here and found the villa clean, comfortable and in a good location. It was easy to walk along to the local shop. bar and - a little further up a family restaurant. Great view… More


3 Apr 2015

4/5

"A warm welcome and a great time for us"

We are late to thank Maria and Terry for their help in making our vacation plans and for their warm welcome. Our cottage/apartment here was just what we expected -clean, comfortable and fantastic vie… More

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18 Photos

Province of Arezzo / Castiglion Fiorentino

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £67 / night

£464 - £504 / week

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Key info:

  • Nearest beach 23 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
The freshness of this charming garden apartment offering space and easy access to many of Tuscany's hill towns, vineyards and festivals., makes it a good choice for families (or friends) looking for something special and a lovely home in Tuscany  …see more

19 Photos

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 5

7 Nights min stay

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from £99 / night

£690 - £750 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Exceptional value for family holiday in Tuscany. Bright, modern, clean and easy to access. Two bedrooms, two bathrooms and lots of space inside and out.  …see more

Very Good 4/5 

21 Photos

Province of Arezzo / Castiglion Fiorentino

Cottage / 2 Bedrooms / sleeps 4

Very Good 4/5 

1 night min stay

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from £73 / night

£508 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Some pets are welcome - please contact the owner
  • Private garden
Tuscany, Private pool, value,  …see more


24 Aug 2015

4/5

"Peace and tranquility"

We had a great time, the pool was most welcome and the peace and tranquility much appreciated (only noise was the chickens next door!). It is quite remote but the stars were great and we even saw … More

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