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Castiglion Fiorentino

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  • Brolio (2)
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from £300 / night

£2095 - £3055 / week

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(5) Excellent 5/5 

1 / 12

Holiday home with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

House / 6 Bedrooms / sleeps 13

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £300 / night

£2095 - £3055 / week

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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 available, along with alfresco dining.  …see more

from £144 / night

£1008 - £1943 / week

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(3) Excellent 5/5 

1 / 18

Castiglion Fiorentino holiday villa rental

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

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from £144 / night

£1008 - £1943 / week

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Magnificent villa with swimming pool between Arezzo and Cortona  …see more

from £150 / night

£1044 - £2288 / week

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(8) Excellent 5/5 

1 / 22

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £150 / night

£1044 - £2288 / week

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Inside the Villa Various paintings of flowers and colours of Tuscany hang on the walls bringing nature indoors. The living room is plain and simple, starting with the stone walls where the fireplace stands. Here you can take a relaxing break while watching satellite T  …see more

Featured properties

from £160 / night

£1118 - £2267 / week

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(2) Excellent 5/5 

1 / 24

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

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from £160 / night

£1118 - £2267 / week

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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

from £83 / night

£576 - £1475 / week

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1 / 21

Holiday home with swimming pool in Montecchio Vesponi

Castiglion Fiorentino / Montecchio Vesponi

House / 4 Bedrooms / sleeps 11

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

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from £83 / night

£576 - £1475 / week

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Strategic location to visit TUSCANY. Full packages available with tours (wine, food, historical, religious and many others).  …see more

from £123 / night

£857 - £1765 / week

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1 / 14

Holiday villa in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

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from £123 / night

£857 - £1765 / week

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Holiday property located in Tuscany in Castiglion Fiorentino. Close location to many touristic attractions like Cortona, Arezzo, Siena, Montepulciano, Montalcino, Chianti, Florence and many more makes it a fantastic place for family holidays.  …see more

from £97 / night

£679 - £822 / week

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1 / 16

Holiday apartment with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 7

  • Swimming pool
  • Suitable for children over 5
  • Pets welcome

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from £97 / night

£679 - £822 / week

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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

from £358 / night

£2500 - £5000 / week

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1 / 24

Montecchio Vesponi holiday villa rental

Castiglion Fiorentino / Montecchio Vesponi

Villa / 9 Bedrooms / sleeps 18

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

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from £358 / night

£2500 - £5000 / week

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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

from £119 / night

£828 - £972 / week

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1 / 15

Holiday barn rental

Province of Arezzo / Castiglion Fiorentino

Barn / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

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from £119 / night

£828 - £972 / week

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Villa Manciano is the ideal place to stay in Tuscany, for relax and also for daily drives into the best places of Tuscany and Umbria  …see more

from £137 / night

£953 - £2667 / week

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1 / 8

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 6 Bedrooms / sleeps 12

  • Swimming pool
  • Ask owner if suitable for children
  • Car advised
  • Air conditioning

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from £137 / night

£953 - £2667 / week

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Situated on the border between Tuscany and Umbria, this lovely country villa has been recently built in perfect harmony with the surrounding territory.  …see more

from £138 / night

£965 / week

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1 / 24

Holiday farmhouse in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 4 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

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from £138 / night

£965 / week

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An ideal choice for those who love nature and art, in an authentic and elegant environment. Highly recommended for families with children. The feature of the farm is quiet and respect for the environment At the dining room of the homeowner you can book dinners made with local produce.  …see more

from £164 / night

£1143 - £2072 / week

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1 / 21

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner

Add to shortlist

from £164 / night

£1143 - £2072 / week

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Villa with swimming pool near Cortona, with stunning view over the olive groves and the town of Castiglion Fiorentino  …see more

from £89 / night

£622 - £922 / week

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1 / 36

Holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

Apartment / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed

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from £89 / night

£622 - £922 / week

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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

from £196 / night

£1367 - £2554 / week

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(3) Excellent 5/5 

1 / 23

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 5 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £196 / night

£1367 - £2554 / week

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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

from £68 / night

£475 - £677 / week

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(12) Excellent 5/5 

1 / 24

Holiday cottage in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Cottage / 2 Bedrooms / sleeps 4

  • Nearest beach 27 km
  • Swimming pool
  • Suitable for children over 5
  • Car essential

Excellent 5/5 

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from £68 / night

£475 - £677 / week

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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

from £59 / night

£407 - £605 / week

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(3) Very Good 4.5/5 

1 / 24

Holiday villa with shared pool in Brolio

Castiglion Fiorentino / Brolio

Villa / 1 Bedroom / sleeps 2

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Very Good 4.5/5 

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Not on the map

from £59 / night

£407 - £605 / week

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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

from £81 / night

£565 - £641 / week

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(9) Excellent 5/5 

1 / 24

Holiday cottage with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Cottage / 2 Bedrooms / sleeps 4

  • Nearest beach 25 km
  • Swimming pool
  • Suitable for children over 5
  • Car essential

Excellent 5/5 

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from £81 / night

£565 - £641 / week

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*** 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

from £75 / night

£522 - £770 / week

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(7) Very Good 4.5/5 

1 / 24

Holiday cottage with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Cottage / 3 Bedrooms / sleeps 5

  • Nearest beach 26 km
  • Swimming pool
  • Suitable for children over 5
  • Car essential

Very Good 4.5/5 

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from £75 / night

£522 - £770 / week

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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

from £155 / night

£1080 - £2590 / week

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(2) Excellent 5/5 

1 / 24

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 11

  • Nearest beach 128 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

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from £155 / night

£1080 - £2590 / week

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Opened in 2010 .Beautiful villa in panoramic position with private pool in the countryside 8/11persons.Peaceful e charming location, ideal for families or groups. 4 bedroom / 6 bathroom. Only 10km from Cortona , 10 min from the village of Castiglion Fiorentino.  …see more

from £181 / night

£1263 - £2331 / week

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1 / 9

Holiday villa rental

Province of Arezzo / Castiglion Fiorentino

Villa / 4 Bedrooms / sleeps 8

  • Not suitable for children
  • Car not necessary
  • No pets allowed

Add to shortlist

Not on the map

from £181 / night

£1263 - £2331 / week

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Casale Fiorentinaandnbsp;is a beautiful stone farmhouse located inandnbsp;Castiglion Florentinoandnbsp;amidst the Tuscan country side with its olive groves and rich vineyards.andnbsp; Theandnbsp;kitchenandnbsp;opens onto the outside dining area, a covered porch  …see more

from £97 / night

£677 - £750 / week

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1 / 18

Castiglion Fiorentino holiday apartment rental

Province of Arezzo / Castiglion Fiorentino

Apartment / 2 Bedrooms / sleeps 5

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner

Add to shortlist

from £97 / night

£677 - £750 / week

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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

from £191 / night

£1335 - £2294 / week

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1 / 24

Holiday farmhouse with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Farmhouse / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £191 / night

£1335 - £2294 / week

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Villa / Farmhouse / Home in Castiglion Fiorentino with 4 bedrooms sleeps 8  …see more

from £140 / night

£974 - £1705 / week

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1 / 24

Brolio holiday farmhouse rental

Castiglion Fiorentino / Brolio

Farmhouse / 6 Bedrooms / sleeps 13

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £140 / night

£974 - £1705 / week

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Villa / Farmhouse / Home in Castiglion Fiorentino with 6 bedrooms sleeps 13  …see more

from £200 / night

£1399 - £2331 / week

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1 / 20

Holiday villa in Santa Maria Alla Rassinata

Castiglion Fiorentino / Santa Maria Alla Rassinata

Villa / 7 Bedrooms / sleeps 14

  • Not suitable for children
  • Car not necessary
  • Pets welcome

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Not on the map

from £200 / night

£1399 - £2331 / week

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Villa Romanaandnbsp;is sited in the middle of an uninhabited medieval village enjoying the privacy and serenity of nature and old time places.andnbsp; Welcoming up toandnbsp;14 people,andnbsp;the villa is comfortably furnished with period furniture and medieval  …see more

from £83 / night

£577 - £1206 / week

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1 / 24

Castiglion Fiorentino holiday home rental

Province of Arezzo / Castiglion Fiorentino

House / 3 Bedrooms / sleeps 6

  • Not suitable for children
  • No pets allowed

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from £83 / night

£577 - £1206 / week

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This attractive holiday property, located within the grounds of the owners' home, has been tastefully decorated and furnished to a good standard. The house is in a private property and has a private garden and terraces with furniture, perfect for dining al fresco. Th...  …see more

from £240 / night

£1677 - £3096 / week

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1 / 24

Home rental in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

House / 6 Bedrooms / sleeps 13

  • Not suitable for children
  • No pets allowed

Add to shortlist

from £240 / night

£1677 - £3096 / week

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This magnificent stone house is spacious and set in a superb location, with uninterrupted views of the Chiana valley. Here you can enjoy the peace and quiet of your surroundings. The living space extends over three floors, with several entrances from the outside. The...  …see more

from £162 / night

£1130 - £2152 / week

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1 / 26

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

Villa / 6 Bedrooms / sleeps 12

  • Nearest beach 23 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

from £162 / night

£1130 - £2152 / week

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In the shadows of Castiglion Fiorentino, This impeccable and charming villa is perfect for touring Cortona, Pienza, Montepulciano and many of the Tuscan hill towns. It is perfect for family reunions, a vacation for friends - but always, something special to enjoy  …see more

from £65 / night

£454 - £500 / week

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1 / 18

Holiday home with shared pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

House / 2 Bedrooms / sleeps 4

  • Nearest beach 23 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

from £65 / night

£454 - £500 / week

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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

from £307 / night

£2143 / week

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1 / 20

Holiday manor house with swimming pool in Santa Maria Alla Rassinata

Castiglion Fiorentino / Santa Maria Alla Rassinata

Manor House / 7 Bedrooms / sleeps 14

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £307 / night

£2143 / week

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Family friendly villa Luxury villas Villas in Tuscany for groups  …see more

from £69 / night

£483 - £1044 / week

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1 / 22

Villa rental in Castiglion Fiorentino with shared pool

Province of Arezzo / Castiglion Fiorentino

Villa / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • No pets allowed

Add to shortlist

from £69 / night

£483 - £1044 / week

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This lovely accommodation set in Tuscany, Italy, has 3 bedrooms and 4 bathrooms, and it is perfect for those who are looking for peace and quiet. This pet-friendly property comes with a swimming pool and an Internet connection.  …see more
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