Walking holiday villas and apartments Tuscany | Holiday Lettings

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  • Maremma (3)
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6,175 Holiday homes

Filters applied: Walking holidays (6,175)

Travellers going to Tuscany are booking September dates now. Secure your holiday home today and have the perfect trip.

(15) Very Good 

1 / 19

Sunny, upper floor Chianti apartment with large terrace and astounding views, sleeps 5

Greve in Chianti / Poggio alla Croce

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 100 km; Great for children of all ages ; Car advised;
Apartments Il Castagno is a family-run holiday houses rentals s in the central part of Toscana near to Firenze on one of the most beautiful hills of Chianti in the quiet and beautiful village of Poggio alla Croce (a few km from Greve). Danilo Becattini, the owner, symp  …see more

from £84 / night

£392 - £442 / week

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from £84 / night

(1) Excellent 

1 / 14

Gorgeous holiday villa rental with sea view in Tuscan seaport town of Porto Santo Stefano, sleeps 6

Province of Grosseto / Porto Santo Stefano

3 bedroomsSleeps 61 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; No pets allowed;
Details (DE) Die Halbinsel Monte Argentario mit ihren beiden Badeorten Porto Ercole und Porto Santo Stefano, liegt an der südlichen Küste der Toskana, 150 km nördlich von Rom. Der Monte Argentario erhebt sich wie eine Insel aus dem Meer, und durch eine von zwei schma  …see more

from £84 / night

£584 - £834 / week

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from £84 / night

1 / 13

Elba Island / Rio Marina

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £68 / night

£673 / week

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from £68 / night

Featured properties

1 / 14

Apartment in the center of Grosseto in Tuscany

Province of Grosseto / Grosseto

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Great for children of all ages ; Car not necessary; Air conditioning;
The apartment is in the walled part of the center of Grosseto. The railway station is a ten minute walk and there is a car park three minutes from the apartment. Buses are many and frequent to the beach, 20 minutes away or Florence and Sienna about an hour away.The apar  …see more

from £30 / night

£184 / week

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from £30 / night

(3) Excellent 

1 / 19

Elba Island / Patresi

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Some pets are welcome - please contact the owner;
 …see more

from £42 / night

£250 - £584 / week

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from £42 / night

(7) Excellent 

1 / 41

Villa Seccarille - Anghiari villa sleeps 12

Province of Arezzo / Anghiari

7 bedroomsSleeps 127 nights min stay

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Exceptional views. Sleeps 12. Pool, gardens, tennis court and basketballOriginally a 16th century farmhouse, Villa Seccarille is situated in 57 hectares of fields and woodlands, on the lower slopes of the Appennine Mountains. The villa offers breathtaking views of the s  …see more

from £358 / night

£2500 - £3250 / week

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from £358 / night

1 / 17

Province of Pistoia / Serravalle Pistoiese

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Suitable for children age 5+;
 …see more

from £42 / night

£250 / week

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from £42 / night

(3) Excellent 

1 / 16

Villa Bottai - Piazzale Michelangelo villa sleeps 8

Florence / Piazzale Michelangelo

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
Villa Bottai a splendid 13th Century Villa just 10 minutes from the historical centre of Florence. Together with Fulvio I have been renting this villa for the past 10 yrs.Recently the ground floor has been restored into 3 double bedroom, 2 bathrooms, 1 cloakroom/laundry  …see more

from £187 / night

£1120 - £1500 / week

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from £187 / night

(3) Excellent 

1 / 20

Province of Grosseto / Sticciano Scalo

1 bedroomSleeps 43 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 30 km; Great for children of all ages ;
 …see more

from £43 / night

£295 / week

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from £43 / night

(1) Poor 

1 / 26

Montecatini Terme / Pieve a Nievole

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 45 km; Swimming pool; Great for children of all ages ;
 …see more

from £170 / night

£1334 - £2667 / week

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from £170 / night

1 / 17

Sea view house in Versilia - Camaiore house sleeps 7

Province of Lucca / Camaiore

2 bedroomsSleeps 77 nights min stay

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 9 km; Great for children of all ages ;
This holiday home is located at the entrance of the hamlet of Santa Lucia, on the hills of Versilia, is a nice and comfortable semidetached house. In a light windy place, so that it is pleasant to stay on the terrace during the sunny season, the holiday apartment of 90s  …see more

from £46 / night

£321 - £625 / week

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from £46 / night

1 / 24

Province of Siena / Pienza

1 bedroomSleeps 35 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 5 nights min stay
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
 …see more

from £105 / night

£0 / week

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from £105 / night

(11) Excellent 

1 / 24

Le Volpaie: 2 bedroom apartment with balcony overlooking stunning Tuscan countryside, shared pool and garden

Province of Pisa / Volterra

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 35 km; Swimming pool;
Le Volpaie is a perfect location in so many ways , for couples wanting a romantic getaway , for relaxing or exploring the outstanding countryside and history or for families wanting a quiet safe holiday spent around the pool and exploring the many beautiful Tuscany fea  …see more

from £75 / night

£520 - £980 / week

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from £75 / night

(11) Excellent 

1 / 26

Golf Hotel Punta Ala Rta appartamento - Punta Ala apartment sleeps 5

Castiglione Della Pescaia / Punta Ala

1 bedroomSleeps 57 nights min stay

  • 1 bedroom
  • Sleeps 5
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Swimming pool;
Bilocale a Punta Ala, con una camera matrimoniale con soggiorno con divano letto, angolo cottura bagno e antibagno. Posto auto, Aria condizionata. Biancheria per letti e bagno. Rta a Punta Ala immersa nel parco a 800 metri dallo stabilimento balneare, servizio navetta o  …see more

from £52 / night

£359 - £1917 / week

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from £52 / night

(5) Excellent 

1 / 68

A place among the olive trees: lovely four bedroom

Province of Lucca / San Lorenzo a Vaccoli

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 20 km; Swimming pool;
Welcome to the lovely Villa Checco, made of stones locally gathered over 150 years ago. The villa is recently renewed maintaining the original Tuscanian style, with terraced gardens and a swimming pool among the olive trees. Amenities and cultural spots at hand. Perfect  …see more

from £125 / night

£917 - £1667 / week

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from £125 / night

(3) Very Good 

1 / 57

Province of Florence / Florence

1 bedroomSleeps 36 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 6 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 100 km; Swimming pool;
 …see more

from £109 / night

£0 / week

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from £109 / night

(18) Excellent 

1 / 49

3 bedroom holiday apartment near Tuscan cities, staffed property with outdoor pool

San Gimignano / Castel San Gimignano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Great for children of all ages ;
The apartment is placed in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the olive  …see more

from £84 / night

£459 - £709 / week

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from £84 / night

1 / 27

Province of Arezzo / Cortona

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £84 / night

£547 - £1261 / week

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from £84 / night

1 / 6

Province of Florence / Palazzuolo Sul Senio

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner; Private garden;
 …see more

from £50 / night

£200 / week

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from £50 / night

(3) Excellent 

1 / 24

Elba Island / Rio Nell'Elba

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car essential;
 …see more

from £67 / night

£784 / week

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from £67 / night

1 / 22

Province of Florence / Borgo San Lorenzo

2 bedroomsSleeps 51 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car essential;
 …see more

from £38 / night

£263 - £380 / week

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from £38 / night

(1) Excellent 

1 / 8

Province of Grosseto / Santa Fiora

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Car advised; No pets allowed;
 …see more

from £42 / night

£292 / week

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from £42 / night

(1) Excellent 

1 / 29

Farmhouse close to Florence, 2 bedrooms, shared outdoor pool, brilliant views

Province of Florence / Greve in Chianti

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
We are farmhouse in the Chianti Classico area, in fact we produce red and white wine and also olive oil, extravergine and we offer some different flats.We offer apartments for rent with SWIMMING POOL, WIFI FREE IN EVERY HOUSE, FREE INTERNET POINT, INCLUDING AIR CONDI  …see more

from £100 / night

£666 - £1075 / week

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from £100 / night

(2) Excellent 

1 / 22

Province of Lucca / Lammari

5 bedroomsSleeps 11Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Ask owner if suitable for children;
 …see more

from £334 / night

£834 - £1417 / week

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from £334 / night

(23) Excellent 

1 / 20

Country villa surrounded by stunning Tuscan landsc

Manciano / Saturnia

4 bedroomsSleeps 12Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 30 km; Swimming pool;
Country house, 4 bedrooms en suite upstairs ( 1 extra bedroom is available on demand with no air condition ), hall with fireplace, dining room and spacious kitchen downstairs.The house is surrounded by a paved floor with on the West side a very nice veranda where  …see more

from £292 / night

£1417 - £2500 / week

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from £292 / night

(3) Excellent 

1 / 36

Villa Valentina - Montaione villa sleeps 8

Province of Florence / Montaione

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
The villa is located right outside the picturesque hamlet of Iano, whose origins date back to the Etruscan times. This is the territory of Montaione which lies on the triangle of the provinces of Pisa, Florence and Siena, ideal starting point to visit S. Gimignano, Volt  …see more

from £214 / night

£1492 - £2492 / week

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from £214 / night

(4) Excellent 

1 / 23

Pure 5 star Luxury in Tuscany-Jacuzzi-AC-wifi-S

Province of Siena / Pienza

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
New lower price - one of the nicest flat in Tuscany 5 star standard !!The apartment has its own entrance and occupies the whole 1st and top floors of this classical building next to the ancient city wall. Private parking, large roof terrace (55m2) with great views over  …see more

from £117 / night

£0 / week

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from £117 / night

(6) Excellent 

1 / 10

Province of Siena / Sovicille

2 bedroomsSleeps 52 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Nearest beach 72 km; Swimming pool; Great for children of all ages ;
 …see more

from £38 / night

£467 - £2100 / week

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from £38 / night

1 / 20

Province of Arezzo / Arezzo

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £134 / night

£1084 - £1375 / week

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from £134 / night

(5) Excellent 

1 / 28

Portoferraio / Magazzini

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
 …see more

from £59 / night

£0 / week

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from £59 / night

(3) Very Good 

1 / 33

1 bedroom apartment in impressive Tuscan barnhouse with swimming pool surrounded by olive trees

Greve in Chianti / San Polo in Chianti

1 bedroomSleeps 35 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 5 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
The GIAGGIOLO apartment is on the first and top floor of this characteristic barn on the farm estate of Podere Albereto, in the heart of the Tuscan countryside on the rolling hills above Florence, overlooking the San Polo in Chianti valley. The estate of 10 hectares of  …see more

from £67 / night

£467 - £525 / week

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from £67 / night

(1) Excellent 

1 / 27

The flying house: 3 bedroom hilltop apartment wit

Province of Lucca / Camaiore

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 8 km; Swimming pool;
The Flying House overlooks the Versilia in Camaiore, near Lucca in Tuscany. The building is located on top of a hill facing the sea from where you can enjoy a panorama stretching from the Gulf of La Spezia to the island of Elba. On particularly clear days you can see th  …see more

from £250 / night

£1750 - £1859 / week

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from £250 / night

1 / 18

Castiglione Della Pescaia / Pian di Rocca

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Pets welcome;
 …see more

from £85 / night

£0 / week

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from £85 / night

(1) Excellent 

1 / 25

Province of Arezzo / Monte San Savino

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £278 / night

£1933 - £3782 / week

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from £278 / night

(11) Excellent 

1 / 21

charming cottage in peaceful country setting

Montepulciano / Gracciano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
The cottage is opposite the owner's house and consists of two double bedrooms, two bathrooms and a large living room with cooking area. The living area opens onto a patio and pergola and the downstairs bedroom also opens onto a small patio. There is access for the disa  …see more

from £67 / night

£384 - £1717 / week

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from £67 / night

1 / 15

La Cecinella Apartment 11 - Cecina Marina apartment sleeps 6

Elba Island / Cecina Marina

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
The Villaggio La Cecinella, of which Cecinella Apartment 11 is part, is a beautiful village located in Marina di Cecina, only few meters away from the sea. This structure offers apartments situated in the residence or in little private villas. The apartment is composed  …see more

from £52 / night

£362 - £1200 / week

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from £52 / night

1 / 34

Pisa / Marina di Pisa

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Pets welcome;
 …see more

from £85 / night

£0 / week

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from £85 / night

1 / 28

White Passion Villa - in Porto Santo Stefano -

Province of Grosseto / Porto Santo Stefano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
Gorgeous and exclusive apartment in a villa of 100sqm with garden. It is located in the famous Argentario and it is about 300 meters far from one of the most beautiful beach of Tuscany.The apartment is located 1 km far from Porto Santo Stefano in Pozzarello area. Due to  …see more

from £13 / night

£88 - £350 / week

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from £13 / night

1 / 19

Forsythia Cottage (V041) - Sarteano cottage sleeps 8

Province of Siena / Sarteano

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Typical country house, well restructured, Mount Amiata dominates the unique landscape surrounding this property. From the interiors which are refined but cosy, you understand the owners' passion. Very well furnished.On the first floor there is a living room with fi  …see more

from £179 / night

£1250 - £1900 / week

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from £179 / night

(8) Excellent 

1 / 31

Villa Alla Marginetta: 5 bedroom luxury villa with garden, gazebos and private pool

Province of Lucca / Pescaglia

5 bedroomsSleeps 117 nights min stay

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Nearest beach 45 km; Swimming pool; Great for children of all ages ;
We just received a cancellation, so we reduced 2 weeks in August from 3500 to 1999! A one off as we have never had a cancellation so late int he season before. Villa Alla Marginetta is a luxury Villa set on 6 acres of land and forest and has recently been refurbished to  …see more

from £227 / night

£1584 - £2917 / week

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from £227 / night

Top Destination reviews

House with private pool in quiet location, Siena
Paradise

This was a fantastic find - quite remote with a large garden and fabulous pool. It was an extremely peaceful rural area, but only around 10 minutes by car to the nearest town for supplies, and in a great location for sightseeing. The photos and d … see more
Le stanze del Boccaccio Certaldo Alto-medieval
excellent place

Dept. in the house of Boccaccio, what more do you want? Right in the old city of Certaldo, a good spot to explore Toscana by car on day trips.We loved it. Restaurants only a few steps away. But not recommended to people who look for a quite place, r … see more
Fattoria Vecchia Quercia
Unforgettable

We came to Italy from Canada to get married. As everyone knows, or can imagine, the experience of planning a wedding can be quite stressful...especially if you're trying to do it halfway across the globe and in a different language. After much rese … see more
Cascianella 
A little piece of paradise

This wonderful Villa is really well equipped, with a lovely decor, and is very comfortable. It felt like 'home' from the moment we arrived. There were 7 of us in the house and there is plenty of space inside and outside in the garden/pool areas … see more
Al Melo 
Heaven

Excellent quiet location for everyone who needs a peaceful and comfortable holiday! In reality, everything is even better than the description and the pictures of the website. Fabio and his family are perfect hosts and they guarantee you a perfect … 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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