Air conditioned apartments and villas to rent in Province of Arezzo

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719 Holiday homes

Filters applied: Air conditioning (721)

(2) Very Good 

11

Province of Arezzo / Arezzo

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Ask owner if suitable for children
  • Car not necessary
  • Air conditioning

 …see more

from £48 / night

£331 - £620 / week

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from £48 / night

21

Tuscan Villa With Private Pool And Amazing Views - Lucignano villa sleeps 8

Province of Arezzo / Lucignano

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
Casa Luisa is a completely refurbished 3 bedroom property. It is located between Lucignano and Sinalunga, about 10 mins from the A1 Betolle toll. The houses in the tiny hamlet are mainly farms and the sheep one can hear in the distance have bells around their necks and  …see more

from £108 / night

£750 - £2200 / week

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from £108 / night

(32) Excellent 

24

Tuscan Villa. Borgo Valecchie. Cortona - Montanare villa sleeps 10

Cortona / Montanare

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holida  …see more

from £205 / night

£1435 - £2566 / week

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from £205 / night

(5) Excellent 

24

Gorgeous five bedroom villa, game room, outdoor p - Cortona villa sleeps 10

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Cortonese hillside, La Fortezza and the ancient wall which encloses the town, dominate the view of the surrounding hillside.Guests have exclusive use of the delightful 12x6 swimming pool, with Roman steps, which lies in an extremely panoramic position and from where  …see more

from £146 / night

£1018 - £3166 / week

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from £146 / night

(1) Excellent 

28

Province of Arezzo / Foiano Della Chiana

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £43 / night

£360 - £543 / week

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from £43 / night

37

Garibaldi, splendid apt in the centre Cortona - Cortona apartment sleeps 6

Province of Arezzo / Cortona

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
Garibaldi is a finely furnished and welcoming apartment, located on the first floor of a historic building having the same name of the Piazza that leads into the promenade in the centre of Cortona. The architecture of each area is enhanced by the choice of tones and fur  …see more

from £87 / night

£653 - £740 / week

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from £87 / night

21

Villa with pool near Cortona - Castiglion Fiorentino villa sleeps 8

Province of Arezzo / Castiglion Fiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This lovely stone villa is located on the hills between Arezzo (18km) and Cortona (12km), only few minutes from Castiglion Fiorentino (3km), a lovely medieval village dominating the green valleys of the Val di Chio and the Val di Chiana. This strategic position offers  …see more

from £261 / night

£1305 - £2609 / week

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from £261 / night

(1) Excellent 

14

Province of Arezzo / Cortona

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £70 / night

£261 - £396 / week

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from £70 / night

(14) Excellent 

25

Sleeping in an ancient medieval Tower - Sansepolcro apartment sleeps 4

Province of Arezzo / Sansepolcro

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Ask owner if suitable for children
  • Car not necessary
  • Air conditioning
The Medieval Tower is in the center of Sansepolcro with its entrance on the main street, just 50 meters far from the central square. The Tower is the perfect place to spend an unforgettable holiday in a real medieval tower located in the heart of Sansepolcro. You ente  …see more

from £74 / night

£482 / week

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from £74 / night

(1) Excellent 

20

Province of Arezzo / Arezzo

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £140 / night

£870 - £1479 / week

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from £140 / night

(4) Excellent 

16

Province of Arezzo / Cavriglia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 150 km
  • Child friendly
  • Air conditioning

 …see more

from £53 / night

£366 / week

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from £53 / night

10

Grecale - PI2012_226 - Cortona apartment sleeps 3

Province of Arezzo / Cortona

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Grecale is a part of the beautiful apartment complex, Poggio al Vento. The apartments are located in the same farmstead, which has been tastefully renovated to retain much of the original character and features. Ideal for a couple or a family, the apartments retain a wa  …see more

from £56 / night

£392 - £688 / week

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from £56 / night

(2) Excellent 

19

Arezzo / Antria

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £57 / night

£348 / week

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from £57 / night

12

Col di leccio, beautiful panoramic stone cottage - Cortona cottage sleeps 10

Province of Arezzo / Cortona

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Col di Leccio is a beautiful property made up of two stone cottages which enjoy a wonderful hilly position, a few minutes from the medieval town Cortona. Each house consists of two floors which host a cosy siting room with sofa and tv, dining area, fully fitted kitchen,  …see more

from £187 / night

£1305 - £2174 / week

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from £187 / night

(1) Excellent 

15

Restored, classic Tuscan farmhouse with pool and jacuzzi in the village of Monte San Savino - Monte San Savino apartment sleeps 7

Province of Arezzo / Monte San Savino

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden
Country farm-house completely restored in the village of Monte San Savino, immersed in the Touscany country near Arezzo, Siena e Cortona, only 4 km of walk far from the castle of Gargonza. Inside simple but comfortable bedrooms with a sight beams, television and a livin  …see more

from £61 / night

£609 - £870 / week

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from £61 / night

6

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

 …see more

from £87 / night

£609 / week

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from £87 / night

(2) Very Good 

32

Nice villa in Tuscany hills with large garden and private pool, sleeps 9 - Capolona villa sleeps 9

Arezzo / Capolona

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Caterina is a nice villa with large garden and private swimming pool. Located in Casavecchia (Capolona) a few Km far from Arezzo on Tuscany hills, Villa Caterina enjoys a spectacular view over the city of Arezzo.Villa Caterina is equipped with 3 spacious bedrooms  …see more

from £112 / night

£783 / week

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from £112 / night

(52) Excellent 

51

Casa Leana - Farmhouse - HEATED Pool & Games Room - Anghiari villa sleeps 10

Province of Arezzo / Anghiari

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 66 km
  • Swimming pool
  • Child friendly
Currently offering 15% discount for the only week left in 2016. Casa Leana is over 350 years old and brimming with gorgeous original features from chunky beamed, wood ceilings and exposed stone walls to the traditional tiled kitchen. We have also lavished a whole lot  …see more

from £248 / night

£1730 - £2630 / week

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from £248 / night

(6) Excellent 

40

Casa Terrazza: Grand Tuscan house in medieval village with large terrace for alfresco dining, sleeps 7 - Lucignano house sleeps 7

Province of Arezzo / Lucignano

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Casa Terrazza is located in Lucignano, one of the most outstanding examples of a fortified Tuscan mediaeval village. Casa Terrazza, is just a few steps away from restaurants and cafes.. Featuring a large terrace opening off main living area with views of the Val di Chi  …see more

from £130 / night

£853 - £1259 / week

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from £130 / night

31

Province of Arezzo / Loro Ciuffenna

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £69 / night

£392 - £1740 / week

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from £69 / night

17

Maestrale - Foiano Della Chiana apartment sleeps 4

Province of Arezzo / Foiano Della Chiana

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Beautiful country estate situated in the vicinity of Cortona, a charming medieval town in the south of Tuscany, close to the well-known cities full of art of Siena, Arezzo and Perugia. Surrounded by picturesque Tuscan countryside, this property comprises three typical s  …see more

from £69 / night

£480 - £900 / week

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from £69 / night

20

Luxury private villa with pool and beautiful views - Subbiano villa sleeps 12

Province of Arezzo / Subbiano

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
I Bassi is a private rental house with large grounds and no near neighbours. It is on the edge of the Casentino National Park and has incredibly beautiful views of green rolling hills and woods. It is only a 5km to the town of Subbiano which has shops and restaurants  …see more

from £250 / night

£1352 - £3440 / week

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from £250 / night

(1) Very Good 

15

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £87 / night

£522 - £696 / week

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from £87 / night

(1) Excellent 

20

Province of Arezzo / Castiglion Fiorentino

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning

 …see more

from £70 / night

£457 - £700 / week

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from £70 / night

48

Province of Arezzo / Civitella in Val di Chiana

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly

 …see more

from £87 / night

£696 - £1392 / week

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from £87 / night

24

Il Pescatore - Ambra villa sleeps 20

Province of Arezzo / Ambra

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxury large rental villa in Tuscany - Located on a hilltop in a private estate, right at the heart of splendid Tuscan countryside, encircled by vineyards and woodland yet within 1 mile of the local trattoria, this former farmhouse has been meticulously restored to crea  …see more

from £842 / night

£5890 - £7340 / week

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from £842 / night

16

Arezzo / Capolona

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £130 / night

£907 / week

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from £130 / night

(5) Excellent 

19

Casa Dei Sogni, Tuscan Villa, Private Pool, A/C - Pieve di Chio villa sleeps 6

Castiglion Fiorentino / Pieve di Chio

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
A place to feel at home in Tuscany.... Lovely air conditioned stone farmhouse situated within a small Tuscan borgo. The house offers high quality accommodation with outstanding views of the Val di Chio and Castiglion Fiorentino from the bedrooms, private pool and te  …see more

from £225 / night

£1680 - £2048 / week

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from £225 / night

10

Province of Arezzo / Castelfranco di Sopra

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £53 / night

£348 - £392 / week

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from £53 / night

(1) Very Good 

30

Arezzo / Capolona

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £61 / night

£340 - £392 / week

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from £61 / night

10

Arezzo / Capolona

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £80 / night

£560 / week

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from £80 / night

13

FarmHouse near CHIANTI and SIENA - Montebenichi apartment sleeps 3

Bucine / Montebenichi

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
Farmhouse "I Moraioli" is in Montebenichi in the heart of the Chianti hills. A unique panorama, a breathtaking view over a valley among the most beautiful and unspoilt ones of Tuscany and ... the view goes as far as the south of Crete Senesi with a view of the  …see more

from £83 / night

£548 - £566 / week

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from £83 / night

(9) Excellent 

33

Villa Rosa - Heaven in Tuscany|Pool|WiFi|Cortona - Cortona villa sleeps 5

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
With essential private pool and (Free) Wi-Fi, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vibrant Cortona. Couples love it, families love it. It is heaven. A two bedroom, two bathrooms, fully furnished beautiful  …see more

from £235 / night

£1645 - £2023 / week

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from £235 / night

(3) Excellent 

21

Tuscan Family Villa Castiglioni, Pool easy access - Cortona villa sleeps 12

Province of Arezzo / Cortona

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 26 km
  • Swimming pool
  • Child friendly
This exceptional, luxurious and impeccable private estate in Castiglion Fiorentino offers seamless indoor-outdoor living in absolute comfort. Extraordinary views of both the famed Montechio Castle and, the Eternal Tuscan hill town of Castiglion Fiorentino can be easily  …see more

from £466 / night

£3256 - £4409 / week

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from £466 / night

(9) Excellent 

32

Cortona, Tuscan Retreat, Serene, WiFi, Pool, Bliss - Cortona house sleeps 5

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
Your holiday to Tuscany is special. You want a home that will provide you with the essential pool and of course the internet. You want to be close to the amenities but far enough away for privacy, seclusion and relaxation. We would love to welcome you to Villa Rosa w  …see more

from £235 / night

£1645 - £2023 / week

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from £235 / night

(1) Excellent 

23

Capuchi Cottage - Orzale condo sleeps 2

Castiglion Fiorentino / Orzale

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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. It provides an ine  …see more

from £78 / night

£542 - £660 / week

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from £78 / night

(1) Excellent 

24

Il Moro Novo - Montalla apartment sleeps 3

Cortona / Montalla

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Equipped with chairs, shades, and beach beds.It has been restored with respect for the original stile and all the furniture are antique, you will have a warm and relaxing feeling when you enter Il Moro Novo.The house is located just outside a small country village, so i  …see more

from £61 / night

£320 - £603 / week

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from £61 / night

24

Villa Montanina - Relax in Tuscany - Castel Focognano villa sleeps 15

Province of Arezzo / Castel Focognano

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
Villa Montanina is situated in the beautiful valley of the Casentino. The Villa have been renovated with materiaI typical of Tuscany.The pool is open from June to 1 October.The Tuscany Holiday Villa lies on the edge of a historic hamlet, Borgo Montanina, still today is  …see more

from £261 / night

£1566 - £3174 / week

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from £261 / night

(1) Excellent 

58

Province of Arezzo / Foiano Della Chiana

4 12 5 nights min

  • 4 bedrooms
  • Sleeps 12
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £305 / night

£1761 - £2414 / week

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from £305 / night

(1) Excellent 

53

La Terrazza sulla Valle - Cortona apartment sleeps 6

Province of Arezzo / Cortona

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
Beautifully freshly renovated 2 bedroom/2 bathroom apartment with a private terrace overlooking the Valley. Master bedroom with a big mirror closet, fireplace, stunning view of the valley from the window and access to private terrace. The other bedroom has a closet an  …see more

from £140 / night

£783 - £1087 / week

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from £140 / night

Top Destination reviews

Sansepolcro Garden apartment
Revisiting the magic of Sansepolcro

Though this was our first stay at Louise and Franco's wonderful house, it was our third visit to Sansepolcro. The garden apartment was spacious,comfortable and quintessentially Italian and though the March weather didn't lend itself to our using the … see more
Spacious and airy Volta Apartment - 2 bedrooms
Excellent apartment with friendly owner

We had a very warm welcome through Louise and her husband. What a wondeful flat, very spacious, lots of rooms and very much light through large windows. Louzise even purchased wine and some basic fod for the first days which was VERY generous and was … see more
Casa dei Sogni, Stefano - An attractive air conditioned stone farmhouse with Private Pool - set within a small Tuscan borgo
Not to be missed

This Tuscan farmhouse has been tastefully and sympathetically restored. It is situated at the top of the valley with spectacular views of the surrounding countryside. You do need a car to stay here but most of the towns and villages to be explored … see more
Casa Dei Sogni, Tuscan Villa, Private Pool, A/C
Not to be missed

This Tuscan farmhouse has been tastefully and sympathetically restored. It is situated at the top of the valley with spectacular views of the surrounding countryside. You do need a car to stay here but most of the towns and villages to be explored … see more
To Stones
Amazing Home Away From Home

The best first impression was to be greeted late at night by Ester and her partner in the dark and in poor weather just so we could find a parking spot and get situated in the property. Ester was amazing and has gone to great lengths to ensure her ho … see more
Stunning Tuscan villa with five bedrooms, private
A true TUSCAN experience. Better than words can describe.

It is quite a challenge to put into words a description of this place, the family and the amazing time we had at Vila Papale. The house and the entire property has so much history and character making this place a unforgettable experience. The garden … see more

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