Villas in Tuscany and Apartments - Holiday Lettings - Holiday Rentals Tuscany

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  • Maremma (3)
  • Province of Arezzo (238)
  • Province of Florence (197)
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  • Province of Massa Carrara (34)
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1,069 Holiday homes

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

(4) Very Good 

16

Elba Island / Rio Nell'Elba

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £95 / night

£647 / week

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from £95 / 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

(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 £345 / night

£2199 - £4311 / week

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from £345 / night

Featured properties

(1) Excellent 

14

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

Province of Grosseto / Porto Santo Stefano

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
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 £87 / night

£604 - £733 / week

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from £87 / night

(2) Excellent 

16

Villa Cesare beach+playground at walking distance - Forte Dei Marmi villa sleeps 6

Province of Lucca / Forte Dei Marmi

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Villa Cesare is an independent house with 1000sqm garden, with plenty of outdoor spaces, this villa will enrich your summer between a fully equipped relaxing garden, a sunny beach at walking distance and convenient services at just a few steps on foot.This yellow house  …see more

from £388 / night

£2069 - £2156 / week

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from £388 / night

(2) Excellent 

39

Lavish 8BR Villa w pool only 10 Miles to Florence! - San Casciano in Val di Pesa villa sleeps 16

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano val di pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is considere  …see more

from £1121 / night

£7845 / week

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from £1121 / 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

21

Villa with pool near Cortona - Castiglion Fiorentino villa sleeps 8

Province of Arezzo / Castiglion Fiorentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This lovely stone villa is located on the hills between Arezzo (18km) and Cortona (12km), only few minutes from Castiglion Fiorentino (3km), a lovely medieval village dominating the green valleys of the Val di Chio and the Val di Chiana. This strategic position offers  …see more

from £259 / night

£1294 - £2587 / week

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from £259 / night

(1) Excellent 

24

Province of Florence / Sambuca

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £113 / night

£738 - £1346 / week

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from £113 / 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

(4) Very Good 

22

3 bedroom villa on beautiful Elba Island, privae terrace and garden, sleeps 8 - Porto Azzurro villa sleeps 8

Elba Island / Porto Azzurro

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Situated within the beautiful setting of the island, Villa Laura is an independent dwelling of 130m2, surrounded by a not fenced front garden (2000 m2) and private pine forest (2000 m2), which can accommodate up to 8 by ensuring a stay of utmost privacy and relaxation.T  …see more

from £62 / night

£432 - £604 / week

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from £62 / night

(6) Very Good 

20

Secluded villa with private pool Chianciano Terme - Chianciano Terme villa sleeps 10

Province of Siena / Chianciano Terme

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
The villa lies at 3 kms from the town of Chianciano Terme, one of the most popular thermal Spas in Italy. The villa is located among the hills dividing Val d'Orcia and Valdichiana. The whole property is for your private use and not shared with any other person. The vill  …see more

from £216 / night

£1294 - £2285 / week

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from £216 / 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

(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 £369 / night

£2578 - £4302 / week

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from £369 / night

(14) Excellent 

25

Villa Sole in Chianti :D - San Casciano in Val di Pesa villa sleeps 6

Province of Florence / San Casciano in Val di Pesa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 84 km
  • Swimming pool
A few minutes drive from Ponte Vecchio, among olivetrees and vineyards of the famous Chianti Wine, the villa is part of an ancient stone farmhouse, (13th century) carefully renovated.The Villa has a wonderful panoramic location, facing the incomparable Tuscany sunset.Th  …see more

from £259 / night

£949 - £1897 / week

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from £259 / 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

(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 £369 / night

£2578 - £4738 / week

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from £369 / night

(32) Excellent 

21

Tuscan Villa. Borgo Valecchie. Cortona - Montanare villa sleeps 10

Cortona / Montanare

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holida  …see more

from £203 / night

£1423 - £2544 / week

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from £203 / night

(5) Excellent 

24

La Villa - Aulla villa sleeps 8

Province of Massa Carrara / Aulla

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
La Villa is an elegant house built in the early years of the last century as a country retreat for a prosperous Genoese seafarer and his family. The style of the house reflects its origin, with beautiful tiled floors, marble staircase & windowsills, and large rooms wit  …see more

from £258 / night

£1800 / week

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from £258 / night

24

Province of Florence / Greve in Chianti

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £296 / night

£2069 - £3276 / week

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from £296 / 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

10

Cecina / Colle Mezzano

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 5 km
  • Swimming pool
  • Private garden

 …see more

from £105 / night

£733 - £6164 / week

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from £105 / night

49

Aulla / Pallerone

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £9 / night

£432 - £845 / week

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from £9 / night

(8) Very Good 

20

Podere San Regolo - Montaione villa sleeps 8

Province of Florence / Montaione

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
"Podere San Regolo" is a lovely independent villa situated down a quiet country road. It is surrounded by lovely gardens with private pool and views over the olive groves and Tuscan countryside. We restored the house to provide characterful and comfortable family accom  …see more

from £246 / night

£1725 / week

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from £246 / night

(1) Excellent 

24

Casa dei Noce - Pieve Santo Stefano villa sleeps 8

Province of Arezzo / Pieve Santo Stefano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
We bought the house back in 2004 as a ruin and spent the next 3 years creating a house that we ourselves would love to stay in and we are very proud of it The house is the last one up the valley with no near neighbours and has wonderful views which you can never tire of  …see more

from £150 / night

£1000 - £1480 / week

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from £150 / night

(25) Excellent 

22

3 bedroom Tuscan villa in medieval village of Sillico with lovely private swimming pool and terrace - Sillico villa sleeps 6

Pieve Fosciana / Sillico

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Close to Castelnuovo di Garfagnana the capital of the Garfagnana valley, Sillico is a delightful medieval village dating back as far as 1500's when it was home to one of the most notorious bandits of the region, Il Moro. The village sits 700 meters above sea level and o  …see more

from £130 / night

£604 - £1250 / week

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from £130 / night

(16) Excellent 

20

Beautiful Tuscan Villa, stunning views, outdoor pool - Lucca villa sleeps 10

Province of Lucca / Lucca

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Villa Villenia is a 16th century villa built on a valley side in a small village just north of the wonderful Tuscan city of Lucca. There are stunning views from the garden across the hills. There are many excellent restaurants in the locality: supermarkets are nearby. T  …see more

from £260 / night

£1800 - £2750 / week

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from £260 / night

35

Villa in the Chianti hills - Malva villa sleeps 14

Loro Ciuffenna / Malva

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
For those who love nature and the Tuscany countryside, our country villa “Oliveta” is the ideal holiday destination in Tuscany. The villa is located on the Aretine Chianti hills, in a lovely countryside area at the foot of Pratomagno mountain and along to the histor  …see more

from £125 / night

£949 - £1725 / week

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from £125 / night

(1) Excellent 

4

Villa Sonia, Cortona Tuscany - Cortona villa sleeps 6

Province of Arezzo / Cortona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
Villa Sonia is for sure, a really special property tucked away on the sleepy hillside of Cortona and, just a short distance form the enchanting franciscan monastery of Le Celle. Villa Sonia is perfect for four to 12 guests.This ancient stone farmhouse dates back to the  …see more

from £209 / night

£1457 - £1465 / week

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from £209 / night

(1) Excellent 

13

Province of Pisa / Santa Luce

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly

 …see more

from £87 / night

£513 - £647 / week

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from £87 / night

(3) Very Good 

25

Massa / Marina di Massa

1 6 3 nights min

  • 1 bedroom
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 800 km
  • Child friendly

 …see more

from £87 / night

£432 / week

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from £87 / night

17

Villa Marella - Forte Dei Marmi villa sleeps 10

Province of Lucca / Forte Dei Marmi

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
The fully fenced-in villa finds itself in a tranquil private road surrounded by a lush Mediterranean garden. Its closeness to the golden beaches of Forte dei Marmi makes it the perfect place to enjoy seaside holidays in Tuscany. Much to guest's delight, there is a  …see more

from £444 / night

£3104 - £5173 / week

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from £444 / 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 £124 / night

£863 - £949 / week

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from £124 / night

22

Villa Angela - Orentano villa sleeps 12

Province of Pisa / Orentano

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Elegant, functional, comfortable and tastefully furnished, Villa Angela is one of the best designed and out fitted villas we’ve seen for a while. Built on two floors Villa Angela has many traditional features typical of Tuscan barns such as the criss cross detailing  …see more

from £284 / night

£1983 - £3707 / week

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from £284 / night

24

Province of Florence / Polcanto

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool

 …see more

from £216 / night

£1035 / week

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from £216 / night

(3) Excellent 

24

Elba Island / Rio Nell'Elba

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from £117 / night

£811 / week

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from £117 / night

20

Villa Olmo - Radicofani villa sleeps 14

Province of Siena / Radicofani

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The villa lies in a hilly location with stunning panoramic views of the surrounding hills and mountains, about 8 km from the village of Radicofani. It is an ideal starting point for enjoying the tranquility of the surrounding mountainous landscape and on the other to ma  …see more

from £432 / night

£2069 - £3018 / week

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from £432 / night

(1) Good 

4

House in Elba island - Porto Azzurro villa sleeps 2

Elba Island / Porto Azzurro

8 2 5 nights min

  • 8 bedrooms
  • Sleeps 2
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Characteristic villa from 1950, located in front of Mola beach, just 50 meters away from the sea, along the provincial road Porto Azzurro/Portoferraio.The villa is surronded by a private garden with the typical mediterranean vegetation as secular pines, olive trees, ole  …see more

from £130 / night

£776 / week

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from £130 / night

11

Marciana / Procchio

3 9 4 nights min

  • 3 bedrooms
  • Sleeps 9
  • 4 nights min
  • Nearest beach 0.5 km
  • Child friendly
  • Pet friendly

 …see more

from £104 / night

£725 / week

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from £104 / night

(1) Excellent 

29

Province of Grosseto / Grosseto

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool

 …see more

from £690 / night

£4311 - £12069 / week

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from £690 / night

Top Destination reviews

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
La Capanna 2 - Upper
Beautifully situated

Fabulous views, lovely garden, very comfortable accommodation. Great for exploring garfagnana. Would recommend … 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
Ponte Vecchio accomodation, Florence Oltrarno area
Best Location

Great location to explore the key areas of Florence. Everything you will need in an apartment. Very helpful input from the owner. As a family with teenagers we found the space tight but we were never there except to sleep so it was not an is … 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

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