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

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Tuscany

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2,032 Holiday homes

(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 £1135 / night

£8383 - £9412 / week

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from £1135 / 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 £236 / night

£1681 / week

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from £236 / 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

£454 / week

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from £68 / 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 £660 / night

£4622 - £8404 / week

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from £660 / night

(5) Excellent 

25

Tuscany holiday cottage rental

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
“Beautiful relaxing vacation in the Tuscan hills!” It was a fantastic stay… we enjoyed very much the marvelous views of the sea and Elba island from our private terrace where we had breakfast and Italian aperitivo after a fantastic day at the beach! Th  …see more

from £127 / night

£757 / week

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from £127 / 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 £359 / night

£2513 - £4194 / week

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from £359 / 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 £127 / night

£757 - £1261 / week

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from £127 / night

(9) Excellent 

18

Holiday farmhouse with swimming pool in San Gimignano

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
“peaceful paradise” This villa met all our expectations. The view from the bedrooms and the terrace were spectacular. Location in small village was perfect. Villa had special arragements for food delivery from local restaurants. Vila was spotless an  …see more

from £83 / night

£555 - £1051 / week

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from £83 / 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

£463 - £715 / week

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from £85 / 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

(5) Very Good 

16

Province of Livorno / Cecina

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 5 km
  • Child friendly
  • Ask about pets

 …see more

from £34 / night

£211 / week

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from £34 / night

(1) Excellent 

10

Pisa / Marina di Pisa

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £37 / night

£244 / week

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from £37 / 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 £68 / night

£471 - £669 / week

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from £68 / 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 £47 / night

£324 / week

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from £47 / 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 £505 / night

£3530 / week

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from £505 / night

30

Holiday cottage with swimming pool, golf nearby in Tuscany

Province of Lucca / San Martino in Freddana

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 18 km
  • Swimming pool
  • Child friendly
(The house, the garden and the swimming pool is just for your private use). you will not have to share with other guests! Casa Mimi is an excellent choice for those who want to spend a romantic holiday in a tasteful and comfortable holiday home.The coast of the Versil  …see more

from £91 / night

£631 - £849 / week

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from £91 / 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 £274 / night

£1681 - £2101 / week

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from £274 / night

(10) Excellent 

29

Holiday farmhouse with swimming pool in Sant'Andrea di Compito

Province of Lucca / Sant'Andrea di Compito

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 27 km
  • Swimming pool
Charming farmhouse with private pool located in the beautiful Tuscan hills. Set in it's own olive grove with stunning scenery, this is a perfect base for families to explore Tuscany.  …see more

from £193 / night

£1350 - £1650 / week

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from £193 / night

(47) Excellent 

21

Holiday cottage in Montepulciano

Province of Siena / Montepulciano

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 158 km
  • Child friendly
  • Air conditioning
“Wish we could have stayed longer!!!” What a lovely stay we had at La Casina Toscana! Davide met us on our arrival date and gave us a very thorough tour of the property explaining where everything was and important information about the house. He was e  …see more

from £59 / night

£337 - £589 / week

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from £59 / night

15

Holiday villa with swimming pool in Tuscany

Province of Siena / Montisi

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Sun baked stone walls, hand made terracotta floors, chestnut beamed ceilings, pergolas twisted with the perfume of jasmine and wisteria, sitting out on your terrace overlooking your swimming pool,Soaking up the radiant glow of the sun setting over the Val d'Orcia V  …see more

from £145 / night

£1009 - £1219 / week

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from £145 / night

(6) Excellent 

20

Holiday apartment rental

Lucca / Lucca Historical Center

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 20 km
  • Child friendly
  • Car not necessary
“Great apartment right in centre of old town” Well furnished modern and clean apartment, in good location, surrounded by shops, bars and restaurants and of course the historic old buildings of Lucca. Has all you need - air con and wifi kept the family  …see more

from £122 / night

£853 / week

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from £122 / night

(5) Excellent 

32

Villa rental in Tuscany

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
“Lovely villa ,well positioned for Lucca ,Pisa & Florence” It is a lovely large villa with a great pool in a village within walking distance to restaurants,a train station to Lucca ,Pisa Florence Etc.The host was really knowledgeable helpful nothing wa  …see more

from £133 / night

£925 - £1639 / week

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from £133 / 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 £76 / night

£530 / week

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from £76 / night

(32) Excellent 

24

Holiday villa rental

Province of Lucca / Capannori

18 39 3 nights min

  • 18 bedrooms
  • Sleeps 39
  • 3 nights min
  • Nearest beach 47 km
  • Swimming pool
  • Child friendly
Luxury Casale on the hills of lucca with a stunning view. The ideal place for large group of people.Living nature, fun, and culture!!  …see more

from £2185 / night

£7311 - £9160 / week

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from £2185 / 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 £295 / night

£1513 - £2606 / week

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from £295 / night

(6) Very Good 

38

Massa / Marina di Massa

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.35 km
  • Child friendly

 …see more

from £34 / night

£280 - £695 / week

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from £34 / night

(5) Very Good 

18

Holiday farmhouse letting

Province of Pistoia / San Marcello Pistoiese

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
Il Metato is a perfectly restored self-catering apartment in a rustic Farmhouse with its outdoor mountain pool, nestled in the depths of the Tuscan hills within easy reach of Florence, Lucca and Pisa.The Farmhouse with its panoramic pool is just a 2 Kms far from San Mar  …see more

from £71 / night

£427 - £644 / week

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from £71 / 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 £169 / night

£841 - £1513 / week

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from £169 / night

(2) Excellent 

26

Province of Arezzo / Sansepolcro

9 23 Min stay varies

  • 9 bedrooms
  • Sleeps 23
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £715 / night

£2101 - £4505 / week

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from £715 / 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 £69 / night

£479 - £580 / week

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from £69 / night

(6) Excellent 

64

Villa rental in Tuscany with swimming pool

Province of Florence / Fiesole

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Beautiful tuscan villa with a view” The Villa Le Terazze is beautiful! It fit our purposes perfectly. We had 9 family members staying there and held a small wedding ceremony in the yard. The garden and views are fabulous and the space of the villa wor  …see more

from £337 / night

£2143 - £4202 / week

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from £337 / 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 £127 / night

£841 - £1933 / week

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from £127 / night

(3) Excellent 

24

Holiday home in Catagnana

Barga / Catagnana

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly
Il Casale degli Ulivi is a renovated farmhouse, is located in a quiet area surrounded by greenery, about 2.5 km from the center of Barga (one of the 100 most beautiful villages in Italy just outside the Garfagnana). The property consists of a 6 hectares of land with for  …see more

from £121 / night

£842 - £1267 / week

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from £121 / night

(4) Excellent 

19

Province of Grosseto / Sticciano Scalo

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Child friendly

 …see more

from £43 / night

£295 - £379 / week

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from £43 / night

17

Apartment rental in Foiano Della Chiana with shared pool

Province of Arezzo / Foiano Della Chiana

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
Beautiful country estate situated in the vicinity of Cortona, a charming medieval town in the south of Tuscany, close to the well-known cities full of art of Siena, Arezzo and Perugia. Surrounded by picturesque Tuscan countryside, this property comprises three typical s  …see more

from £67 / night

£464 - £870 / week

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from £67 / night

(1) Excellent 

24

Townhouse rental in Tuscany

Province of Grosseto / Pereta

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Child friendly
Casa Bella Vista is a beautiful characteristic 2 bedroom house in the heart of the village which has been lovingly restored to high standards, with original wooden beams and exposed stone walls maintaining that Tuscan charm. It is beautifully furnished and is very spaci  …see more

from £65 / night

£450 / week

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from £65 / 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 £359 / night

£2513 - £4618 / week

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from £359 / 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 £169 / night

£597 - £967 / week

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from £169 / night

(3) Excellent 

18

Florence / South Florence

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Nearest beach 105 km
  • Child friendly
  • Pet friendly

 …see more

from £85 / night

£551 / week

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from £85 / night

65

Province of Florence / Greve in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool

 …see more

from £55 / night

£383 / week

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from £55 / 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