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536 Results  |  
15 Photos

Apartment | 5 Bedrooms | sleeps 10

1 night min stay

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from £35 /night

£240 - £2394 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
La pietra, i soffitti con travi a vista, le mezzane ed i mattoni mantengono il tipico aspetto rurale toscano. Il riscaldamento a pavimento alimentato dalla caldaia a legna e dai pannelli solari e il tetto ventilato sono in linea con l'idea di risparmio energetico e di n  …see more

11 Photos

Villa | 6 Bedrooms | sleeps 14

4 Nights min stay

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from £260 /night

£1820 - £2850 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Well loved 6 bedroom, 5 bathroom villa is situated in the midst of vast mature grounds & olive groves, not far from Arezzo, & very close to a lovely little town called Pergine, with all facilities. Private heated gated pool and hot tub! This location is fantastic!!!  …see more

16 Photos

Villa | 5 Bedrooms | sleeps 12

4 Nights min stay

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from £318 /night

£2226 - £4192 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Torre degli Elci is set in the greens of the Tuscan countryside, midst olives and cypress trees and just 4 km from Cortona. The name of the Villa derives from the old sighting tower which has testimonials from 13th and 14th century and which became a monastery  …see more

Featured properties

24 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £35 /night

£244 - £377 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
La splendida vista della dolce collina cortonese, il tranquillo parco e la quiete della campagna della Val di Chiana vi permetteranno di apprezzare l'armonia del vostro “nido” di vacanza. Il nido è, per noi, simbolo di dimora accogliente.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

7 Nights min stay

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from £231 /night

£1613 - £3468 / 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
Villa Mondello is in the heart of Tuscany,surrounded by 7 thousand square metres of parkland,private pool with Jacuzzy, fabulous panoramic terrace, free Wi-fi, rooms with frescoes.If you are less than 8 persons: ask for a discount! Villa Mondello is in the Tuscan countryside,12 beds,5 bathrooms, jacuzzi,private pool and panoramic terrace.  …see more

24 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £64 /night

£444 - £621 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
"Il Villino di Cortona", is a cozy house nestled in the heart of val di chiana: in an area rich in history and cultural attractions. Tuscany holiday house. (exclusive use property, house, pool, garden). The veranda is ideal to enjoy a rich and tasty breakfast, or to immerse yourself in the reading a good book.  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £35 /night

£244 - £377 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
La sua posizione strategica permette agli ospiti di assaporare appieno la tranquillità della vita di campagna e di raggiungere facilmente centri storici ed artistici dell'Italia centrale. “I Nidi di Cortona” è punto di partenza ideale per escursioni.  …see more

10 Photos

B&B | 3 Bedrooms | sleeps 10

1 night min stay

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from £43 /night

£300 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
B&B, Toscana, Piero della Francesca, Pesca, fiume lago, Sansepolcro, arte, animali ammessi, travi a vista, camino, bagno in camera, appartamento  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 16

Excellent 5/5 

7 Nights min stay

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from £335 /night

£2339 - £4436 / 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
Luxury villa located in the heart of Tuscany with wellness centre, large private park, heated swimming pool and fully stocked wine cellar 5 suite and 1 standard bedroom, it can give hospitality up to 16 persons. Wi-Fi internet connection.  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £52 /night

£360 / 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

21 Photos

House | 4 Bedrooms | sleeps 11

6 Nights min stay

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from £106 /night

£736 / 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

20 Photos

Villa | 4 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £93 /night

£649 - £2199 / week

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Key info:

  • Nearest beach 23 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Beautiful 800 year-old hilltop villa with stunning views , 4 bedrooms (sleeps 10) and private 12m x 6m pool. On border of Tuscany and Umbria, perfect for exploring local area. Fully restored, the house exudes character. ideal for large groups and families.  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £35 /night

£244 - £377 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
La villa di campagna “I Nidi di Cortona” è situata in campagna, presso il piccolo borgo rurale di San Marco in Villa (sec. XIV), ai piedi della collina su cui si distende la cittadina etrusca di Cortona.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £287 /night

£2009 - £2380 / week

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Key info:

  • Nearest beach 26 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
The Villa is set along a sun soaked hill where the garden extends into pretty olive groves and vineyards.  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 4

4 Nights min stay

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from £55 /night

£380 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
An lovely independent apartment - once the old bakery of the town. Nestled in the historic center of Castiglion Fiorentino with lovely views of the ancient buildings, the famous valleys "Val di Chio and Val di Chiana" and some of the surrounding hill towns.  …see more

16 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £108 /night

£755 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
A quiet and charming setting for you to enjoy country living. Cottage Grande is part of a working organic farm or agriturismo. It offers a real taste of the Tuscan traditions along with all the modern comforts you will appreciate for your family vacation.  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 7

Excellent 5/5 

7 Nights min stay

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from £220 /night

£1534 - £2156 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This is a place to enjoy an authentic Tuscan experience. Close to the historic town of Cortona and set in acres of olives and pastures - this beautiful 17th century newly renovated Mill House with private pool has been painstakingly restored.  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £80 /night

£557 / 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
"Perfect for half terms holidays - without any increase in the general rate" . Casa Serena is a really charming little house/villa is set in the middle of olive grove and surrounded Tuscan woodland, and provides privacy and serenity for a truly relaxing vacation.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 9

Very Good 4/5 

7 Nights min stay

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from £115 /night

£803 - £1609 / 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
A villa sleeps up tp 9 guests, 5 bedroom , three bathrooms (one with a hydro-massage bath). Outside, Private Pool, Hydro tub, badminton. gym, sauna, table tennis and more. Good location for touring Tuscany, the Chianti and many hill towns. A great family hoiday home.  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £67 /night

£468 - £565 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Apartment Roland is a fun and stylish and inexpensive home set in the foothills of Cortona are two individual and lovely properties with spacious gardens, magnificent private pool, tennis court and many wonderful features.  …see more

11 Photos

Villa | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £172 /night

£1202 / week

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Key info:

  • Nearest beach 25 km
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Coppa di Sopra is an elegant and enchanting villa overlooking one of Tuscany's favorite valleys - “Coppa di Sopra is a magical place.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £78 /night

£542 - £642 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Suitable for children over
  • 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 proeprty is great for half term school holidays as well as the longer summer family holidays in Tuscany.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

Short stays welcome

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from £75 /night

£525 - £775 / 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 The old stone pizza oven is available for pizza and other barbecue specialties.  …see more

16 Photos

Apartment | 4 Bedrooms | sleeps 20

Excellent 5/5 

2 Nights min stay

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from £66 /night

£462 - £616 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Casa vacanze con centro benessere e piscina all'aperto. Giardino panoramico nella campagna toscana. Ottimo punto di partenza per escursioni a piedi o in bicicletta verso le foreste casentinesi. Centro benessere con sauna, bagno turco, idromassaggio e grotta del sale. Possibilità di degustare e acquistare prodotti tipici. Possibilità di prima colazione su richiesta.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £139 /night

£968 - £1737 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
exceptional, Good value. Villa Sonia ioffers a fabulous Tuscan home for two to 14 guests! Fantastic views, Private Pool, Tranquility, Relaxation and much more.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 5

Very Good 4.5/5 

Short stays welcome

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from £78 /night

£542 - £714 / week

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Key info:

  • Nearest beach 26 km
  • Swimming pool
  • Suitable for children over
  • 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

13 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £80 /night

£557 - £670 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa August' provides a good value family holiday in Tuscany, Cortona. With its huge swimming pool, tennis court, barbecues and lots of space both inside and out, this is a perfect for young/teenage families to enjoy the area.  …see more

26 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £181 /night

£1267 - £2412 / week

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Key info:

  • Nearest beach 23 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
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

18 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £69 /night

£480 - £601 / 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

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £78 /night

£542 - £642 / week

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Key info:

  • Nearest beach 27 km
  • Swimming pool
  • Suitable for children over
  • 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

23 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £219 /night

£1533 - £2863 / 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

24 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

7 Nights min stay

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from £254 /night

£1775 - £2944 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This beautifully restored six bed-roomed and 5 bathroom villa sleeps up to 12 guests with amazing - "wow" views offering peace and tranquility. Villa Castalani offers a compelling combination of Tuscan tradition and fresh 'farmhouse' style.  …see more

13 Photos

Villa | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

7 Nights min stay

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from £157 /night

£1097 - £1952 / 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

23 Photos

Condo | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £70 /night

£488 - £600 / 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, perfect for a quiet romantic time in Tuscany  …see more

21 Photos

Villa | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £115 /night

£805 - £1059 / week

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Key info:

  • Nearest beach 14 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Why have so many people fallen in love with the charm of Cortona? Although the central area of this lovely and ancient city is well known to many, there remains the secret and ever-so-charming quarter where this hidden gem will inspire and charm you.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 20

2 Nights min stay

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from £69 /night

£479 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
L'agriturismo Borgo Tramonte gode di un panorama meraviglioso. Per chi ama fare trekking è l'ideale essendo ai confini del Parco Nazionale delle Foreste Casentinesi. La nostra cucina è semplice e genuina, con prodotti freschi di zona. Il clima è piacevole e collinare.  …see more

27 Photos

Villa | 5 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £150 /night

£1049 - £2097 / week

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Key info:

  • Nearest beach 160 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Prestigious Tuscan villa with dominant panoramic views of beautiful Italian valley. Great position for privacy yet close to a small town with an open air market, shops, restaurants.  …see more

9 Photos

Farmhouse | 12 Bedrooms | sleeps 46

2 Nights min stay

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from £1283 /night

£8976 - £14960 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
Find here your natural place for a peaceful holiday stay. We will create your ideal mix between relax and action. Children will enjoy the outdoor acitivities and our special programms. Adults will find an oasis of silence and nature. Please contact me for your special and custom-made offer!  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 5

2 Nights min stay

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from £93 /night

£647 - £1030 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
The ideal apartment for a family with one or two children. Table tennis, table football, a new playground, pool, all the animals... your children will love it!  …see more

5 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £69 /night

£479 / week

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Key info:

  • Suitable for children over
  • No pets allowed
camera matrimoniale campagna lucignano siena arezzo paintball outlet quiete colazione  …see more

20 Photos

House | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £86 /night

£600 - £750 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
A beautifully situated, fully restored and private, historical Tuscan house sleeping up to 5 people, situated in its own lovely gardens with a beautiful private 1.5 meter deep pool.  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

4 Nights min stay

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from £349 /night

£2438 - £4394 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Lovingly restored in 2004 Villa Orlando sleeps 8 people comfortably with four bedrooms, all with en-suite bathrooms with showers. This villa is perfect for families or groups that like to spend time enjoying the outdoors.  …see more

23 Photos

Villa | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £121 /night

£847 - £1274 / 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

22 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £55 /night

£385 / 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
If you are looking for somewhere to spend your holiday which is relaxing and comfortable, with places of interest and stunning landscapes all within easy reach, then you are in the right place. The house has been recently refurbished so it is cosy with many facilities.  …see more

18 Photos

Villa | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

7 Nights min stay

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from £168 /night

£1175 - £3100 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Spacious five-bedroom villa, fully equipped for 10, (extra rooms available), with 2 terraces, solar heated private pool, very children-friendly. Explore ancient hilltop towns with cobbled streets and great restaurants.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 7

Excellent 5/5 

7 Nights min stay

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from £86 /night

£599 - £1112 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Casale il Giuncheto: in the heart of the Tuscany (about 35 km from Florence and Arezzo and near Chianti castle), for yours relax vacations, in the splendid context of Chianti roads. Weekly rent of independent country house with swimming pool - 7 beds - 200 sqm. Only 10 km, the famous Outlets: Prada, Gucci, Fendi, Dolce e Gabbana, Ferragamo, Armani, Zegna, YSL.  …see more

22 Photos

Villa | 8 Bedrooms | sleeps 19

3 Nights min stay

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from £355 /night

£2480 - £2650 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Residenza Poggio Pellicciaia is a 16 acres property,immersed in the green of Tuscany. Here you can find everything to enjoy a perfect and relaxing holiday also with your dogs. Close to the best cities of Tuscany like Firenze and Siena.  …see more

16 Photos

Villa | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £158 /night

£1103 - £1838 / 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
  • Private garden
3 bedrooms Tuscan country villa in panoramic location with private swimming pool , private garden and parking . Five minutes away from the beautiful medieval city of Cortona and the famous cooking school I Gustasapori  …see more

15 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £122 /night

£854 - £1368 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
The Villa has 2 double rooms, a room with 2 queen beds and 1 single bed and another room with 2 single beds, 3 restrooms and one toilet. All rooms are in the first floor.  …see more

6 Photos

Villa | 1 Bedroom | sleeps 4

3 Nights min stay

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from £62 /night

£428 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Delizioso villino immerso tra gli ulivi che guarda la collina di Cortona. La vallata distesa davanti a voi, il silenzio e la riservatezza sono i punti forti di questa villa con ampio giardino posta in una località stategica della Toscana.  …see more