Horse riding holiday villas and apartments Tuscany | Holiday Lettings

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  • Maremma (7)
  • Province of Arezzo (925)
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  • Province of Massa Carrara (159)
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5,663 Holiday homes

Filters applied: Horse riding (5,663)

(16) Excellent 

24

Villa Colombai: elegant with luxury pool & park - Orentano villa sleeps 12

Province of Pisa / Orentano

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Colombai is a great location for a family or group of friends who want to visit the main attractions of Tuscany, thanks to its strategical position only 5 km away from the highway connecting Florence, Pisa, Lucca and other important cities. It is the perfect locat  …see more

from £372 / night

£2600 - £4340 / week

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from £372 / night

(8) Excellent 

41

Villa Seccarille - Anghiari villa sleeps 12

Province of Arezzo / Anghiari

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
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 - £3750 / week

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from £358 / night

(1) Excellent 

10

Pisa / Marina di Pisa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £39 / night

£272 / week

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from £39 / night

Featured properties

(25) Excellent 

20

Country villa surrounded by stunning Tuscan landsc - Saturnia farmhouse sleeps 12

Manciano / Saturnia

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
Country house, 4 bedrooms en suite upstairs ( 1 extra bedroom just aut the corner is available on demand with no air condition price not included ), hall with fireplace, dining room and spacious kitchen downstairs.The house is surrounded by a paved floor with on  …see more

from £305 / night

£1479 - £2696 / week

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from £305 / night

(29) Excellent 

20

Amazing Tuscan holiday apartment in the historical Town centre of Colle di Val d'Elsa, sleeps 4 - Colle di Val d'Elsa apartment sleeps 4

Province of Siena / Colle di Val d'Elsa

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 50 km
  • Child friendly
  • Pet friendly
The Dietro Le Mura holiday home has been completely renovated and is located in the historical town centre of Colle di Val d'Elsa, a characteristically medieval town steeped in history. The apartment is on the first floor, has its own entrance and possible parking  …see more

from £69 / night

£466 - £578 / week

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from £69 / night

18

Il Geraneo - Comano house sleeps 6

Province of Massa Carrara / Comano

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 45 km
  • Swimming pool
The property is a spacious house perfect for a family (sleeps 6 or 7). Holidaying in this beautiful old village has the convenience of being close to all local amenities, and having views out across the hills. Enjoy the short walk from the piazza (100m) where you par  …see more

from £180 / night

£1050 / week

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from £180 / night

(3) Excellent 

22

Province of Massa Carrara / Marina di Carrara

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £52 / night

£345 / week

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from £52 / night

(2) Excellent 

23

Beautifully restored villa near Lucca with private - Ponte a Moriano villa sleeps 8

Lucca / Ponte a Moriano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool
Beautifully restored Liberty style villa in a village location near Lucca with 4 large bedrooms each of which can be configured as twin or double bedded rooms given prior notice 2 bathrooms with showers only, no bath. Each shower has an alarm to summon help in case assi  …see more

from £125 / night

£870 - £957 / week

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from £125 / night

(10) Very Good 

31

Le Fontanelle - rustic farm buildings with pool - San Gimignano farmhouse sleeps 5

Province of Siena / San Gimignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Nestled in a centuries-old complex of farm-house buildings, just 10 minutes drive from the medieval "skyscraper" fortress town of San Gimignano...Le Fontanelle is the perfect place to soak in Tuscany's sunshine, culture, food and fun.An easy drive from Pi  …see more

from £100 / night

£622 / week

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from £100 / night

(43) Excellent 

25

Lovingly restored stone-built Tuscan barn - San Gimignano house sleeps 4

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
Podere Torricchi is a small collection of beautifully renovated 16th Century farm buildings converted into houses and apartments. Set on a hill the entire site has stunning views of the rolling Tuscan countryside. I'l Granario' is a house set on two floors, tastefully r  …see more

from £90 / night

£625 - £900 / week

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from £90 / night

41

Province of Pisa / Canneto

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 28 km
  • Child friendly
  • Pet friendly

 …see more

from £35 / night

£156 - £172 / week

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from £35 / night

15

Massa / Ronchi

4 7 2 nights min

  • 4 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £156 / night

£1035 / week

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from £156 / night

(2) Good 

26

Montecatini Terme / Pieve a Nievole

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly

 …see more

from £175 / night

£1380 / week

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from £175 / night

(1) Excellent 

10

Scarlino / Scarlino Scalo

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £44 / night

£302 / week

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from £44 / night

(3) Very Good 

30

Villa Stella di Mare on the Tuscan coast with pool - Ansedonia house sleeps 6

Orbetello / Ansedonia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Stella di Mare has a large comfortable terrace with a full sea view perfect for relaxing and outdoor dining. It is 500m from the glorious sandy expanse of the 7km long Feniglia beach and pine forest reserve. A free minibus takes people down to the beach every hour  …see more

from £75 / night

£518 - £1298 / week

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from £75 / night

(1) Very Good 

17

Province of Grosseto / Principina a Mare

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £65 / night

£371 - £1121 / week

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from £65 / night

(1) Excellent 

6

Buggiano / Borgo a Buggiano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 40 km
  • Child friendly
  • Car not necessary

 …see more

from £53 / night

£366 / week

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from £53 / night

(1) Very Good 

8

Province of Grosseto / Grosseto

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £48 / night

£319 / week

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from £48 / night

(11) Very Good 

24

Province of Lucca / Viareggio

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

 …see more

from £41 / night

£285 - £466 / week

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from £41 / night

(22) Excellent 

19

Casa Boccina - 19th century Tuscan Farmhouse - Piana di Lucca farmhouse sleeps 10

Lucca / Piana di Lucca

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 28 km
  • Swimming pool
Casa Boccina is an early 19th century Tuscan farmhouse set in fourteen acres of gardens and forest by Monte San Quirico, a village just outside of Lucca. It is only a five minutedrive/ 35 minute walk from the beautiful walled city of Lucca. It is 14 acres of mostly fla  …see more

from £270 / night

£1850 - £3400 / week

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from £270 / night

(7) Excellent 

20

Relax in the countryside of Tuscany - Collodi guest house sleeps 10

Pescia / Collodi

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
Available holiday home with three bedrooms, two terraces, two bathrooms, kitchen, dining room, living room, hall, fireplace, wood-burning oven, barbecue, private pool, private parking, private garden of 2000sqm. The house is furnished and complete with all the necessary  …see more

from £86 / night

£561 - £923 / week

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from £86 / night

(6) Excellent 

64

Villa Acacia - Fiesole villa sleeps 12

Province of Florence / Fiesole

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
This 17th century villa occupies a hillside on the old road to Bologna, just fifteen minutes north of the city centre. It has its own 4500 square foot garden, with a swimming pool that occupies one of the natural terraces where lemon trees used to be cultivated in a gr  …see more

from £348 / night

£2218 - £4348 / week

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from £348 / night

19

Elba Island / Campo nell'Elba

2 5 6 nights min

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £69 / night

£483 / week

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from £69 / night

(14) Excellent 

24

Monte Argentario, Cala Piccola, Porto S.Stefano - Cala Piccola apartment sleeps 6

Monte Argentario / Cala Piccola

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly
Dear Guests We are pleased to present this very beautiful villa located on the most extreme point of the Argentario coast, perched on top of a rocky cliff that drops straight down into the sea and offers a breathtaking view. The position of this beach villa makes it un  …see more

from £233 / night

£1259 - £1595 / week

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from £233 / night

(9) Excellent 

18

3 bedroom farmhouse in the picturesque Tuscan hills boasting private pool, terrace and garden, sleeps 6 - San Gimignano farmhouse sleeps 6

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. With distant views over hills, out to sea towards Livorno and Pisa. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere  …see more

from £86 / night

£574 - £1087 / week

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from £86 / night

(5) Excellent 

25

Charming, rural Tuscan cottage with terrace and stunning sea view, sleeps 4 - Casale Marittimo cottage sleeps 5

Province of Pisa / Casale Marittimo

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly
Lovely , elegant cottage in Casale Marittimo (Pisa),at only 10 Km from the beaches (Marina di Bibbona or Cecina Mare) and close to sites of historical, artistic and archeological interest (e.g. 25 minute drive to Volterra; 1 hour to Florence, Siena and Lucca, 40 minute  …see more

from £130 / night

£776 / week

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from £130 / night

(9) Excellent 

24

Villa Gourmet: pool, park, food & wine - Orentano villa sleeps 14

Province of Pisa / Orentano

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 45 km
  • Swimming pool
Villa Gourmet is a 1700 renovated Tuscan Villa with salt water swimming pool, park and unique outdoor lounge and eating area by the pool. The villa for 14 guests is modern and fully-equipped with all comforts. Gourmet meals are offered on request. During your stay we wi  …see more

from £372 / night

£2600 - £4779 / week

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from £372 / night

(11) Excellent 

24

Secluded, traditional Italian villa with private grounds, pool and terrace, sleeps 7 - Bagni di Lucca villa sleeps 7

Province of Lucca / Bagni di Lucca

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly
TOTALLY PRIVATE AND DETATCHED TRADITIONAL ITALIAN VILLA. PRIVATE POOL---- FREE WIFI Great for family fun, sharing with friends or as a romantic getaway. Good sized pool (7m x 4.5m), sun terrace and shaded dining area with BBQ. All rooms have stunning views. Vil  …see more

from £114 / night

£800 - £1450 / week

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from £114 / night

20

Agriturismo Podere Torricella- Rosa e ginepro- - Montagnana Val di Pesa apartment sleeps 6

Montespertoli / Montagnana Val di Pesa

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
Romantic and cosy apartment with wooden beams and terracotta floors within a farm with pool and green area, can accommodate up to 6 people using the sofa bed in the living-room/kitchen. The apartment has a large kitchen equipped with outdoor patio where you can eat, dou  …see more

from £121 / night

£690 / week

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from £121 / night

(21) Excellent 

60

San Gimignano / Pancole

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 90 km
  • Child friendly
  • Air conditioning

 …see more

from £48 / night

£289 - £419 / week

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from £48 / night

24

Province of Grosseto / Scansano

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 25 km
  • Child friendly
  • Ask about pets

 …see more

from £56 / night

£388 / week

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from £56 / night

(2) Excellent 

21

Villa Cicaleta within walking distance to Cortona - Cortona farmhouse sleeps 7

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
Surrounded by olive groves and a 3000sqm private garden, the fenced-in holiday villa offers absolute peace and quiet at only 1,5 kilometres from the Etruscan Cortona, which can be easily reached on foot. The Trasimeno lake with its nice beaches and islands is at 8km and  …see more

from £148 / night

£1035 - £1294 / week

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from £148 / night

(3) Excellent 

31

Province of Arezzo / Badia Agnano

9 22 Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £216 / night

£1509 - £3440 / week

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from £216 / night

(3) Excellent 

25

Beautiful, historic 9 bedroom Tuscan villa on stunning grounds - Greve in Chianti villa sleeps 18

Province of Florence / Greve in Chianti

9 18 1 night min

  • 9 bedrooms
  • Sleeps 18
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Benedetta is a beautiful historic residence that has been for many years the pulsating heart of the Folonari family, a renowned name in the Italian wine business. Dating back to the early 1800, the villa is located at the center of the family's agricultural  …see more

from £677 / night

£4742 - £8621 / week

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from £677 / night

(2) Excellent 

29

Farmhouse close to Florence, 2 bedrooms, shared outdoor pool, brilliant views - Greve in Chianti farmhouse sleeps 6

Province of Florence / Greve in Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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 £104 / night

£689 - £1216 / week

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from £104 / night

(13) Excellent 

24

Le Volpaie: 2 bedroom apartment with balcony overlooking stunning Tuscan countryside, shared pool and garden - Volterra apartment sleeps 6

Province of Pisa / Volterra

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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

(3) Excellent 

11

Acacia apartment in Tuscan holiday cottage - San Dalmazio apartment sleeps 3

Province of Pisa / San Dalmazio

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
The apartment has an independent entrance which faces onto a large field , lush vegetation surrounds the entire property of over 11,000 square meters, guaranteeing tranquillity and privacy.Agriturismo Segarelli uses a geothermal energy as heating (Green energy). So you  …see more

from £61 / night

£414 / week

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from £61 / night

17

Prato / Figline

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £74 / night

£514 - £1974 / week

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from £74 / night

23

Stylish house by Tuscan Beach - Marina di Massa house sleeps 4

Massa / Marina di Massa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
This modern house is stylish with a large garden, mountain views and close to the beach and situated between sea and mountains. Marina di Massa is an upmarket seaside town with pristine beaches 20 km long and yachting resorts along the coast. Versilia is the Tuscan ente  …see more

from £90 / night

£500 - £1030 / week

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from £90 / night

(1) Excellent 

24

Villa Paradiso - Radda in Chianti villa sleeps 14

Province of Siena / Radda in Chianti

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The house has been lovingly restored and furnished with careful attention and eye for detail.The lovely gardens, which are to the rear of the property have an array of aromatic plants such as lavender with shady corners and a magnificent pergola for dining outdoors. Pri  …see more

from £243 / night

£1696 - £3279 / week

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from £243 / night

Top Destination reviews

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

We had a great family fortnight in Alla Marginetta. The villa is immaculate and has all you could want for and more. Everything was clean and new - we spent many hours playing pool, swimming, exploring the mountain and the river, barbecues, open fi … see more
Caprignana, private pool, WIFI, wood oven, views!
Lovely stay for 2 families with teenagers

We were 2 families - totally 11 peoples - with children from 12 to 18 years. We rented the entire house, and had all the teenagers staying at the upper floor. The house is really nice - big kitchen area, nice big rooms, and good bathrooms - and we … see more
Mengarino 
Outstanding view and fabulous infinity pool.

Marco and Simonetta were the most helpful hosts we have ever met. Nothing was too much trouble, and we had a fantastic holiday. … see more
La Lecciatina - La Rosa
Fantistica Holidays in an amazing nature

It awas the second time we enjoyed the peace and tranquillity of la Lecciatina every day. It was a perfect stay with beautiful surroundings, absolute quiet and a charming authentic Tuscan accommodation. The views of Tuscany from the apartment and th … see more
Montecarlo 
Very relaxing with wonderful views

We had a great time at the villa with our hosts looking after us really well without us noticing they were even there. There were wonderful views from the garden down the Lucca valley with plenty of different seating options outside to suit or needs … see more
La Capanna 2 - Upper
Beautifully situated

Fabulous views, lovely garden, very comfortable accommodation. Great for exploring garfagnana. Would recommend … see more

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