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478 Results  |  
19 Photos

Farmhouse | 1 Bedroom | sleeps 4

4 Nights min stay

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from £56 /night

£386 - £620 / week

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Late Deal: save up to €310 (approx. £248)

Key info:

  • Nearest beach 130 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Modern apartments with fully equipped kitchen and dishwasher, elegant bathrooms with shower/hairdryer, WI-FI, own horse stable at the house, large swimming pool (7 x 14 m, max. depth 1.50 m) with water cascade, bikes for rent, triangle Florence - Siena - Arezzo, Outlet  …see more

21 Photos

Farmhouse | 3 Bedrooms | sleeps 7

Excellent 5/5 

4 Nights min stay

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from £79 /night

£547 - £904 / week

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Key info:

  • Nearest beach 130 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Modern apartments with fully equipped kitchen and dishwasher, elegant bathrooms with shower/hairdryer, WI-FI, own horse stable at the house, large swimming pool (7 x 14 m, max. depth 1.50 m) with water cascade, bikes for rent, triangle Florence - Siena - Arezzo, Outlet  …see more

21 Photos

Villa | 7 Bedrooms | sleeps 14

Excellent 5/5 

4 Nights min stay

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from £237 /night

£1654 - £3562 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
18° century Villa, well restored, private heated pool, private romantic garden with gazebo for dining al fresco. Ideal for family reunion, families with childreen or for group of friends. Very comfortable Villa well with heated pool, garden, gazebo.  …see more

Featured properties

23 Photos

Villa | 6 Bedrooms | sleeps 14

Excellent 5/5 

3 Nights min stay

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from £194 /night

£1357 - £2460 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A splendid farm house of 18° century in stone, isolated, with a lot of space around the house with a pergola to stay and eat "al fresco". The swimming pool, in fantastic sight on the valley, offers to our guests a very relaxing and agreable holidays in Tuscany. A splendid farm house of 18° century in stone, isolated and relaxing. Ideal for family or friends group.  …see more

21 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

6 Nights min stay

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from £85 /night

£594 - £764 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Charming small villa near Cortona, large gardens and olive grove with views of the surrounding hills. A/C and Wi-Fi throughout. The perfect base to explore Tuscany and Umbria. Very comfortable, fully equipped. Stunning countryside. Free GPS, Italian cell phone,laptop. Swimming pools/thermal spas. Great restaurants. Short walk to village.  …see more

11 Photos

Cottage | 2 Bedrooms | sleeps 5

Excellent 5/5 

7 Nights min stay

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from £110 /night

£764 - £1311 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
A former outbuilding of an old Tuscan villa, Poggiobello is a masterpiece of traditional rural architecture with high quality accommodation, extremely welcoming, tastefully furnished in the typically Tuscan style.  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £85 /night

£590 - £1018 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Situated in the heart of the Tuscan countryside, this bright and modern Villa is 32 km from Siena or Arezzo and 60km from Florence  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £47 /night

£323 - £340 / week

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Key info:

  • Suitable 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 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

2 Nights min stay

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from £48 /night

£331 - £552 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Seni detached apartment of an ancient tuscan country house, private garden in a small country village near by Corotna, the famous meieval town. Swimming pool and traditional tuscan food lessons available  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £63 /night

£435 - £509 / week

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Key info:

  • Nearest beach 120 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Tuscan holiday garden apartment right next to the centre of sunny Sansepolcro. Wonderful tuscan town off the beaten track for tourists. Great place from which to take trips to places like Arezzo, Siena, Florence, Assisi, Gubbio, Perugia and many many more.  …see more

21 Photos

Farmhouse | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £138 /night

£960 - £1440 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Charming country house with private pool to rent at 1 mile from Cortona – sleeps 6+1 From 1200€ to 1800€ a week  …see more

11 Photos

B&B | 6 Bedrooms | sleeps 8

2 Nights min stay

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from £79 /night

£552 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
A sensitively converted mansion with bright rooms, the Antiche Mura is in a quite street and has medieval walls. It's just a short walk away from the main sights in Arezzo (DK Family Guide Italy)  …see more

18 Photos

Cottage | 3 Bedrooms | sleeps 10

3 Nights min stay

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from £103 /night

£721 - £1188 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Si tratta di un immobile tipico rurale toscano con grande spazio all'aperto in posizione strategica per visita città d'arte e attività all'area aperta.  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £56 /night

£387 - £772 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Peaceful setting in Tuscan hills. Easy access to shops, museums art and culture.  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £49 /night

£340 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
the property is settled in an ancient courtyard, perfectly renewed and keeped, with flowers and wonderful grass area. perfect for children who can enjoy outside activities. Cortona is a very famous and tipycal Italian medieval town where enjoy italian quiet life.  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £435 /night

£3040 - £3840 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury air-conditioned villa with private pool to rent close to Arezzo – sleeps 10  …see more

21 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £382 /night

£2672 - £3816 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Other activities available nearby: Horseback Riding, Hot Air Balloon Flights, Thermal Spas, Wine Tours, Bike Rental, Nature Hikes  …see more

13 Photos

Cottage | 1 Bedroom | sleeps 3

Excellent 5/5 

7 Nights min stay

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from £43 /night

£296 - £480 / week

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Key info:

  • Suitable for over 5s only
  • Car essential
  • May take pets – please enquire
  • Private garden
If you are looking for a place to rest surrounded by nature and quite of Tuscany, this is the place for you. Sun, olive plants and a nice BBQ to prepare your special meals! In addition, a number of charming villages not far away to visit  …see more

13 Photos

House | 1 Bedroom | sleeps 2

3 Nights min stay

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from £92 /night

£642 / week

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Key info:

  • Swimming pool
  • Suitable for over 5s only
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Maria Luisa is a beautiful apartment furnished in a Tuscan style, decorated with quality furnishing and mere steps away from a marvelous swimming pool. Nestled in a park surrounded by cypress trees it offers a charming and relaxing holiday. On request, guests can have meals cooked for them by a private chef beside the pool.  …see more

19 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £73 /night

£509 - £848 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
Huge space, big garden, quiet place, tuscany center, wonderful landscape, Beautiful, spacious house, wonderful large garden.  …see more

23 Photos

Villa | 8 Bedrooms | sleeps 17

2 Nights min stay

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from £400 /night

£2799 - £5300 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Welcome our guests, offer Kindness, Attention and constant but discreet Presence: we wish your stay is an oasis where you “feel” as back Home.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 20

Excellent 5/5 

7 Nights min stay

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from £343 /night

£2400 - £3520 / week

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Key info:

  • Nearest beach 130 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Panoramic Villa with heated pool located in the heart of Tuscany, ideal base for daily excursions in the Chianti area and in the cities of Florence and Siena. Five minutes walking from Golf Club.  …see more

7 Photos

Farmhouse | 6 Bedrooms | sleeps 6

2 Nights min stay

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from £73 /night

£505 - £844 / week

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Key info:

  • Nearest beach 150 km
  • Suitable for children of all ages
  • May take pets – please enquire
The farmhouse is located on the oriental Chianti's hills, in the middle of triangle Siena-Arezzo-Firenze.The apartment has 2 double bedroom, 2 bathrooms an open kitchen/dining room with a double sofa bed. Direct access to a terrace equipped by the pool.  …see more

11 Photos

Apartment | 4 Bedrooms | sleeps 5

2 Nights min stay

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from £79 /night

£552 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Welcome to “Casale il Granaio”, a magic place in the heart of Valdichiana, bordering on Umbria, a few km from Trasimeno lake and in the middle between the cities of Arezzo and Perugia. From here is easy also to reach Montepulciano, Siena, Pienza, Rapolano and Spoleto.  …see more

4 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £73 /night

£509 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Stefano recently restored his home maintaining its historical charm and showcasing its 14 foot ceilings and spacious art filled rooms. Lose yourself in the charm of this historical treasure.  …see more

12 Photos

Villa | 3 Bedrooms | sleeps 5

Very Good 4/5 

7 Nights min stay

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from £85 /night

£590 - £990 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
700 years ago, San Silvestro was a little church - now it's a charming rental villa and excellent value too!  …see more

12 Photos

Villa | 4 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £136 /night

£950 - £1590 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This unpretentious, large house has the authentic flavour of times past and glorious views up to Cortona. The pool was built in 2008 with safety in mind: it's 3 ft 9 ins deep and completely fenced for total peace of mind.  …see more

11 Photos

Farmhouse | 4 Bedrooms | sleeps 4

1 night min stay

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from £52 /night

£361 - £653 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
The farmhouse is located on the oriental Chianti's hills, in the middle of triangle Siena-Arezzo-Firenze.The apartment has a double bedroom, a bathroom with showeran and an open kitchen/dining room with a double sofa bed. Direct access to a terrace equipped by the pool.  …see more

10 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £56 /night

£392 - £552 / week

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Key info:

  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
A splendid cottage for two happily located between Florence, Siena & Arezzo and just 10 minutes walk to the village of Moncioni.  …see more

7 Photos

Villa | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £742 /night

£5194 - £6233 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Private Villa in Cortona Area, Near Montepulciano, Tuscany, Italy. Private Swimming Pool, sleeps 18. Beautiful gardens, green grass all year. Multiple family accommodation. Broadband, TV, DVD, iPod docks, table-tennis, bikes.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £48 /night

£331 / week

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Key info:

  • Nearest beach 170 km
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
We'd like you to spend your next holiday here with us in our "il Cuniglio" residence located in the slopes of the Casentino region, Tuscany. Discover the fabulous art, the rich history and culture of this area regenerating mind and spirit in our luscious countryside.  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £25 /night

£170 - £382 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Swimming Pool Great for children of all ages Car advised Log fire Some pets allowed - please contact owners Electricity, water, gas, independent heating Private parking Barbecue, Laundry Cradle and baby's chair  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

Excellent 5/5 

7 Nights min stay

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from £114 /night

£796 - £1720 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Charming Tuscan villa with a large private pool and breathtaking view.Typical detached farmhouse, 300 years old, remodelled and updated with a wide fenced private garden of 12 acres. It is 15 miles from Arezzo, 20 from Florence. A lot of alternatives to spend the time. Ideal base for daily excursions to Florence, Arezzo, Siena and Chianti area. Ideal for Golfers  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £37 /night

£255 - £679 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
The apartment Sant'Angelo is located just below the Etruscan City of Cortona in a beautiful residential complex which has been tastefully restored, maintaining the traditional characteristics of the antique oil mill that it once was. Video footage of apartment on Youtube is available on:http://youtu.be/wR2cgZSvDOM  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £91 /night

£632 - £944 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
In the surroundings of Cortona, one of the most wonderful cities of art in Tuscany, lies the Agriturismo Isolina, deep in the green hills of the valley Valdichiana.  …see more

20 Photos

Manor House | 9 Bedrooms | sleeps 20

7 Nights min stay

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from £229 /night

£1600 - £2480 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
It's a place characterized by its structure, made of stone, terracotta and wood, in the tranquility of cypress trees, olive trees and its natural authenticity.  …see more

12 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £92 /night

£640 - £1200 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Casa Patrizia is a typical holiday house. The villa has a completely independent apartment on the ground floor with two entrances, with private garden, veranda with table and chairs, elegantly furnished and decorated in typical Tuscan style.  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £55 /night

£384 - £680 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Dive in the pool of our rental house in Tuscany. A villa for your luxury vacation. Beautiful medieval stone hamlet situated in quiet and panoramic position between olive trees and woods of ancient chestnut trees, typical of Tuscany.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £55 /night

£384 - £880 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The il Borgo Agritourism Complex is near the historic Etruscan city of Cortona. It is in a beautiful country setting amongst olive trees, cypresses and sunflowers in the Chiana Valley.  …see more

15 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Short stays welcome

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from £92 /night

£640 - £1280 / week

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Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Old 13th century farmhouse furnished in style and surrounded by the Tuscan hills at just Km from Cortona and Lake Trasimeno. The property is divided in 4 bedrooms, 2 bathrooms, 2 living rooms, kitchen, and pantry.There is a swimming pool with panoramic terrace.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £85 /night

£592 - £912 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Agriturismo Antico Fio is an old country house from the XVIII century located in a medow overlooking the hillside of Poppi with the fabouluos Conti Guidi's castle.  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £58 /night

£400 - £680 / week

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Key info:

  • Swimming pool
  • Suitable 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

15 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £98 /night

£680 - £1480 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Independent stone house close to Cortona, a former middle age tower with terracotta floors and gothic windows. 8 sleeps, swimming pool  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 9

Very Good 4/5 

7 Nights min stay

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from £114 /night

£796 - £1596 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • 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

16 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £107 /night

£748 - £952 / week

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Key info:

  • Swimming pool
  • Suitable 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

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £83 /night

£580 - £636 / week

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Key info:

  • Nearest beach 27 km
  • Swimming pool
  • Suitable for over 5s only
  • Car essential
  • May take pets – please enquire
  • 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

18 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £68 /night

£476 - £596 / week

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Key info:

  • Nearest beach 23 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
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

13 Photos

Apartment | 1 Bedroom | sleeps 4

4 Nights min stay

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from £54 /night

£376 / week

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Key info:

  • Suitable 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

23 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £228 /night

£1592 - £2840 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • 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

23 Photos

Condo | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £70 /night

£484 - £595 / week

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Key info:

  • Swimming pool
  • Suitable 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