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

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Tuscany

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2,531 Holiday homes

(23) Excellent 

33

Holiday villa with swimming pool in Poppi

Province of Arezzo / Poppi

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 160 km
  • Swimming pool
  • Child friendly
“Warm welcome, fabulous villa, idyllic setting.” Fantastic welcome from the family. Clean, spacious and full of character. Surrounded by woodland but also great views. On white road about 5km uphill from Poppi, roads a little narrow at times. Pool on  …see more

from £170 / night

£1017 - £2373 / week

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from £170 / night

(3) Very Good 

26

Holiday apartment rental

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Just as expected!” From our first enquiry, the owners were always so helpful and our stay at the Muricce was everything we wanted it to be. This is a wonderful place to stay, and to tour from. There is something to see or to visit in all directions.  …see more

from £82 / night

£445 - £924 / week

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from £82 / night

(11) Very Good 

31

Holiday farmhouse with shared pool in San Gimignano

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
“Fabulous holiday!” We had an absolutely great holiday in Tuscany. La Fontanella is ideally located to everything we wanted to do. 10 mins to beautiful San Giminiano, less than an hour to Florence, Siena and Chianti. Comfortable house, lovely terrace,  …see more

from £98 / night

£606 / week

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from £98 / night

(16) Excellent 

24

Holiday villa with swimming pool in Tuscany

Province of Pisa / Orentano

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A superb villa in a beautiful location” Whilst the brochure clearly shows it to be a high quality accommodation, the reality is even better. It has facilities to cater for all ages with a wonderful pool and an immense garden area. It is situated withi  …see more

from £362 / night

£2534 - £4229 / week

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from £362 / night

(8) Excellent 

41

Anghiari holiday villa rental

Province of Arezzo / Anghiari

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“Perfect balance between relaxation and activity” Villa Seccarille is the perfect hide away for rest and relaxation while offering enough to keep you busy and active providing the perfect balance for indulging guilt free in the local food and wine duri  …see more

from £358 / night

£2500 - £4500 / week

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from £358 / night

(26) Excellent 

20

Holiday farmhouse in Tuscany

Manciano / Saturnia

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
“The house made ​​us cry when we got there” We had the perfect stay at this house. We were 9 friends from sweden and one infant. The pool area was perfect, the house was fantastic and the views were stunning! The hosts also gave us an experience of  …see more

from £297 / night

£1526 - £2628 / week

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from £297 / night

(30) Excellent 

20

Holiday apartment in Colle di Val d'Elsa

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 medieval atmosphere and typically Sienese welcome are just a part of our fully-renovated holiday home that has maintained unaltered the rustic Tuscan details.Dietro Le Mura is in the very heart of Colle di Val d'Elsa, renowned for its artisan Crystal works.  …see more

from £68 / night

£458 / week

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from £68 / night

50

Holiday apartment in Tuscany

Province of Siena / Montalcino

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Suitable for children age 5+
The views from the terrace, the convenience of being right in the middle of things without needing a car to get food, lunch or dinner, and the beautifully renovated 17th century apartment.  …see more

from £278 / night

£1710 - £2137 / week

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from £278 / night

(14) Excellent 

24

Holiday apartment in Volterra

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
“Beautiful apartment in a stunning part of the world” We had an absolutely brilliant stay here. The holiday began with being picked up by Jill, there was a little bit of confusion with which apartment we were staying at but it was all in good spirits a  …see more

from £75 / night

£520 - £980 / week

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from £75 / night

(1) Excellent 

27

Holiday villa in Anghiari

Province of Arezzo / Anghiari

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa Monterosi has been renovated using traditional Tuscan and ecological material and yet has all the modern comforts. Outside you will find an original pizza oven, two furnished terraces with pergolas for eating al fresco, a private swimming pool and gorgeous garden.  …see more

from £170 / night

£848 - £1526 / week

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from £170 / night

(3) Excellent 

25

Holiday villa with swimming pool in Tuscany

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 completely renovated villa with private swimming pool located in Greve in Chianti. Featuring 10000 sf of living space the villa is offered for rent according to each group size, from a minimum of 8 to a maximum of 18 ppl occupancy.  …see more

from £671 / night

£4701 - £8548 / week

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from £671 / night

(6) Excellent 

20

Apartment rental in Tuscany

Province of Lucca / Lucca

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Nearest beach 35 km
  • Car not necessary
  • Air conditioning
“More than an Apartment, a romantic dream!” I want to reccomend this Apartment Palazzo Orsucci in Lucca to all those presons who appreciate art, culture and italian style. We decided to have some days beetween Lucca and Florence. The descriptions an  …see more

from £105 / night

£636 - £755 / week

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from £105 / night

(16) Excellent 

25

Farmhouse accommodation in Tuscany with swimming pool

Province of Lucca / Gugliano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly
“Perfect mid term break” We, 2 families from The Netherlands, stayed in Casa a Corte during the kids (6 - 11) mid term break from school (3rd week in October) . We had a lovely week with beautiful weather (21 - 25 degrees), delicious food and great com  …see more

from £194 / night

£1356 - £3094 / week

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from £194 / night

(21) Excellent 

43

Tuscany holiday apartment rental

San Gimignano / Castel San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
“Brilliant location, fantastic views and the warmest of welcomes.” We have just returned from Casa Verbena having had a fabulous time. The accommodation is very spacious and exceptionally clean and well equipped. The pictures of the apartment do not il  …see more

from £85 / night

£467 - £721 / week

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from £85 / night

(7) Excellent 

25

Tuscany holiday villa rental

Province of Lucca / Coreglia Antelminelli

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
“Wonderful Truly Italian Villa” We have spent in Villa Della Rocca an amazing week last August. It was an unforgettable experience, everything here is wining your favour – comfortable and spacious house, spectacular and breathtaking view of a mountain  …see more

from £128 / night

£763 - £1272 / week

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from £128 / night

(1) Excellent 

33

Holiday villa with shared pool in Tuscany

Roccalbegna / Triana, Italy

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 67 km
  • Swimming pool
  • Child friendly
You will enjoy a medieval cottage recently renovated wth all modern facilities and stunning views across the valley, unspoilt countryside, a common pool for the 9 cottages of this hamlet and not far away hot springs and picturesque villages selling genuine products.Culi  …see more

from £69 / night

£479 - £680 / week

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from £69 / night

(9) Excellent 

24

Orentano holiday villa rental

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
We speak English, French, Spanish and Italian and are available for any request or tourist itinerary  …see more

from £365 / night

£2556 - £4697 / week

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from £365 / night

(5) Excellent 

21

Holiday villa with swimming pool in Tuscany

San Gimignano / Casaglia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
“An awesome villa in the Tuscan hills” A wonderfully restored church with plenty of character. Privacy with trees and hedges. Fab and accessible pool. Well equipped kitchen. An amazing welcome pack. We cycled from here to San Gimignano and to Monterigg  …see more

from £128 / night

£848 - £1950 / week

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from £128 / night

(16) Excellent 

20

Lucca holiday villa rental

Province of Lucca / Lucca

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
“Puccini and Prosecco!” This villa, set in a tiny hamlet, perched on the side of a mountain, is a delight! The house has been beautifully restored, retaining original features but making no compromises in providing high quality bedrooms, bathrooms and  …see more

from £260 / night

£1800 - £2750 / week

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from £260 / night

14

Massa / Marina di Massa

2 6 7 nights min

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

 …see more

from £49 / night

£342 - £855 / week

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from £49 / night

23

Province of Florence / Borgo San Lorenzo

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 150 km
  • Child friendly

 …see more

from £31 / night

£214 - £419 / week

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from £31 / night

(2) Excellent 

24

Holiday apartment in Monte Argentario

Province of Grosseto / Monte Argentario

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Wonderful apartment overlooking the Tuscan coastline, for those seeking a perfectly peaceful holiday, a few meters from the water, where you will only hear the splash of the waves against the rocks.. 2 Bedrooms, 3 bathrooms, a big living room with open space kitchen. WI  …see more

from £213 / night

£1367 - £1795 / week

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from £213 / night

(5) Very Good 

17

Campo nell'Elba / Sant'Ilario

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

 …see more

from £65 / night

£364 - £428 / week

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from £65 / night

(4) Excellent 

19

Holiday farmhouse with swimming pool in Tuscany

Province of Siena / San Casciano dei Bagni

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Farm estate living in Tuscany is pretty special, truly a unforgettable place to stay with fantastic owners” Great place to stay to truly get away and enjoy the relaxing Tuscany life. The chef at home was fantastic and the local shopping 5-10 minutes a  …see more

from £204 / night

£678 - £1899 / week

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from £204 / night

(2) Excellent 

23

Villa rental in San Casciano in Val di Pesa with swimming pool

Province of Florence / San Casciano in Val di Pesa

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa "Casale San Casciano" is a 200 sqm independent villa with private pool and garden (sleeps up to 12 people).The Villa is located in the typical context of the Chianti area, surrounded by vineyards, olive-trees and small woods.  …see more

from £223 / night

£1411 - £2436 / week

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from £223 / night

(11) Excellent 

53

Holiday villa in Tuscany

Poggibonsi / Staggia Senese

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
“Best vacation ever!” Our entire experience at Villa Vianci was beyond expectations. We travelled with 4 generations, ages 3 1/2 to 85! The villa was spectacular, spacious & immaculate. The pictures on line don't do it justice. Tommasso & Chiara we  …see more

from £509 / night

£3560 / week

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from £509 / night

13

Province of Florence / Certaldo

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £240 / night

£1710 / week

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from £240 / night

(1) Excellent 

9

Province of Siena / Pienza

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 98 km
  • Swimming pool
  • Child friendly

 …see more

from £171 / night

£607 - £983 / week

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from £171 / night

(3) Excellent 

39

Holiday villa rental

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 £1154 / night

£8526 - £9573 / week

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from £1154 / night

17

Province of Pistoia / Serravalle Pistoiese

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £43 / night

£257 / week

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from £43 / night

(6) Very Good 

23

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
“Peaceful taste of Tuscany!!!!” Stayed here for a lovely, idyllic, December week. Amazing apartment with all home comforts. Loved walking through the village, stopping for pizza and fine wines :-) The views over the hills and vineyards are incredibly i  …see more

from £150 / night

£600 / week

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from £150 / night

(2) Excellent 

20

Tuscany holiday barn rental

Province of Florence / Cerreto Guidi

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 50 km
  • Child friendly
  • Air conditioning
Il Cigliere is the perfect refuge for those seeking an alternative holiday with all the comfort and privacy, surrounded by nature and fascinating thousands of years of historical and cultural traditions. Located between the hills of Cerreto Guidi overlooking the river A  …see more

from £70 / night

£488 - £590 / week

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from £70 / night

(5) Excellent 

56

Tuscany holiday villa rental

Lucca / Nozzano

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Child friendly
The owner will be always available for anything you need. Lucia lives in the basement of the Villa.  …see more

from £110 / night

£770 - £1748 / week

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from £110 / night

25

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 £294 / night

£2052 - £3248 / week

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from £294 / night

21

Holiday b&b in Tuscany

Montepulciano / Acquaviva di Montepulciano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Tenuta di Argiano a Montepulciano, located near MONTEPULCIANO, is surrounded by vineyards growing grapes for the famous local wines, Vino Nobile di Montepulciano and Rosso di Montepulciano, and is peaceful and quite. swimming pool and wifi . bikes tour, spa nearby, It  …see more

from £48 / night

£330 / week

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from £48 / night

(3) Excellent 

6

Manciano / Saturnia

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from £73 / night

£471 - £650 / week

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from £73 / night

(1) Excellent 

12

Orbetello / Ansedonia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Air conditioning

 …see more

from £116 / night

£428 - £1283 / week

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from £116 / night

13

Elba Island / Rio Marina

2 6 1 night min

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

 …see more

from £112 / night

£684 / week

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from £112 / night

(2) Excellent 

25

Holiday villa with swimming pool in Tuscany

Province of Siena / Montisi

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“An undiscovered treasure” A well appointed and comfortable villa facing south overlooking beautiful Tuscan countryside with the abbey S Anna Camprena in the distance. This abbey of the film English Patient fame. Montisi is a wonderful small village w  …see more

from £104 / night

£727 - £1048 / week

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from £104 / night

(2) Excellent 

21

Holiday farmhouse with swimming pool in Tuscany

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
“Stunning views, lovely house, helpful owner.” Cortona is a very picturesque medieval town and this villa is a longish walk from the town itself up a very windy road. The house is only a few years old but built in the style of the old houses. It has la  …see more

from £147 / night

£1026 - £1667 / week

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from £147 / night

Top Destination reviews

La Casina Toscana, central with parking and wi-fi
Clean, comfortable and cozy house with privacy and convenience to Montepuciano

We had a very enjoyable stay at Davide's house. It is a truly charming place offering the privacy you need as a family and at the same time the convenience of being close enough to walk to the Montepulciano town. The place was very clean and thoughtf … see more
Stone-built Tuscan villa an hour north of Lucca, p
Beautiful property, Beautiful location

We travelled as a group of six and found the property to be perfect; hugely spacious, wonderfully located and the highlight was the locally cooked meal served on the balcony overlooking the mountains as the sun went down! Also ideally located to visi … see more
Farm holidays in Chianti
A Christams dream

This year my husband and I decided to spend Christmas on our own, in the Chianti countryside. La Capanna delle Cozzole is just the perfect location: very quiet, romantic and private location. In the village you can find top quality food, wine and d … see more
Merville House in Centre Florence with Wifi access
Excellent place to stay!"

I stayed for almost 2 weeks at the end of November. The apartment is well appointed and comfortable. There was a grocery store just down the street and I enjoyed cooking in the complete kitchen. Location of the apartment was great. It was a pretty ea … see more
Tuscan Villa - Close to Lucca & Skiing (Abetone)
Magnificent Fully Equip Villa

Owners couldn't do enough for us. The views are breathtaking with a wonderful friendly restaurant just walking distance from villa. Pool is a added bonus, especially exploring the city all day. Great location, beautiful mountains surround the villa. … see more
44 feet sailing boat with crew
Exclusive experience

We had a day cruise on this sailing boat, we decided to have the boat just for the two of us and to agree for lunch on board. It's been a great day, skipper and co- skipper are extremely nice, food was great, is was a sunny day and the Gulf of the Po … see more

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