Villas with a pool Tuscany | Apartments to rent with swimming facilities | Holiday Lettings

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Tuscany

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11,553 Holiday homes

Filters applied: Swimming pool (11,553)

(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

(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 £193 / night

£1345 - £3068 / week

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from £193 / night

(5) Excellent 

16

Holiday villa with shared pool in Tuscany

Florence / Piazzale Michelangelo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Great location for a relaxing break” We enjoyed a very relaxing few days at Villa Bottai. Federica and her father were very kind and helpful, and the villa is comfortable and in a great location: peaceful, but with local shops, etc. a short walk away  …see more

from £210 / night

£1350 / week

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from £210 / 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

(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 £97 / night

£601 / week

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from £97 / 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

(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

(13) Excellent 

17

Holiday apartment rental

Province of Arezzo / Ambra

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
“Lovely accomodation, clean, modern and well looked after with a large pool” Had a lovely time at Vepri. Really enjoyed the lovely large pool. The accommodation was modern, spacious and very well looked after. Vepri is a small complex of apartments  …see more

from £43 / night

£295 - £479 / week

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from £43 / night

(15) Very Good 

26

Holiday apartment in Punta Ala

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Ottimo per famiglie con bambini, spazi con mini club, piscina per adulti e bambini  …see more

from £55 / night

£379 - £1933 / week

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from £55 / night

22

Tuscany holiday villa rental

Province of Grosseto / Castiglioncello Bandini

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
An extraordinary restored villa with an outdoor swimming pool in a large mature garden. It has a spectacular view from 600 metres above sea level. Original works of art by renowned sculptors.  …see more

from £277 / night

£1933 - £2942 / week

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from £277 / 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 £1135 / night

£8383 - £9412 / week

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from £1135 / 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

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

(32) Excellent 

24

Tuscany holiday apartment accommodation

Province of Siena / Gaiole in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
“A Little Corner of Heaven” This was our fourth visit to Gaiole in Chianti and our third stay in this apartment. The apartment is modern, well furnished and equipped and spotlessly clean. The garden is beautiful and a real bonus. It is a wonderful  …see more

from £60 / night

£420 - £665 / week

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from £60 / 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

(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

(3) Very Good 

57

Province of Florence / Florence

1 3 6 nights min

  • 1 bedroom
  • Sleeps 3
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool

 …see more

from £110 / night

£765 / week

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from £110 / 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

(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

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 £289 / night

£2017 - £3194 / week

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from £289 / night

(11) Excellent 

21

Tuscany holiday cottage rental

Montepulciano / Gracciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Really worth staying!” My partner and I spent a glorious week this spring at agriturismo Il Salarco surrounded by vineyards and idyllic rolling countryside. The owner, an English lady called Laura, made us both feel really welcome, was fabulously know  …see more

from £68 / night

£370 - £1732 / week

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from £68 / night

24

Holiday apartment in Punta Ala

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly
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 £55 / night

£379 - £1933 / week

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from £55 / night

(10) Excellent 

10

Province of Siena / Sovicille

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 72 km
  • Swimming pool
  • Child friendly

 …see more

from £38 / night

£530 - £2206 / week

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from £38 / 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 £109 / night

£757 - £1718 / week

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from £109 / 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

(4) Excellent 

36

Holiday villa with swimming pool in Tuscany

Province of Pistoia / Castelvecchio

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Wonderful holiday home in beautiful surroundings!” I stayed in this gorgeous house in October for a long weekend and loved every minute. The house is extremely well equipped and very beautifully renovated. The views from the house are incredible and t  …see more

from £137 / night

£837 - £2087 / week

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from £137 / night

(1) Very Good 

17

Province of Florence / Londa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

 …see more

from £51 / night

£379 - £572 / week

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from £51 / 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

35

Cortona / Bagnolo

5 12 Min stay varies

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

 …see more

from £181 / night

£967 - £2143 / week

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from £181 / night

(22) Excellent 

19

Tuscany holiday farmhouse rental

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
“Great villa for the whole family” We visited Casa Boccina for the second time in June. It is such a great villa to take all the family on holiday. There are plenty of recreational facilities provided to keep eveyone occupied. Our Grandchildren enjoyed  …see more

from £350 / night

£2000 - £3600 / week

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from £350 / night

(21) Excellent 

20

Tuscany holiday home rental

Province of Lucca / Bagni di Lucca

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Hidden treasure in Tuscan mountains” Fantastic. House hidden up in the mountains in a lovely village. Breathtaking scenery, House is wonderfully rustic but with all mod cons. Be prepared to walk loads, up and down cobbled lanes. The pool was a Go  …see more

from £85 / night

£589 - £925 / week

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from £85 / 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 £211 / night

£1009 - £1765 / week

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from £211 / night

(4) Excellent 

23

Tuscany holiday home rental

Province of Florence / Fiesole

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 113 km
  • Swimming pool
  • Child friendly
“Perfect gateaway :)” A really lovely place in a beautiful setting. We were looking for a getaway place to relax and to re-charge and we have found a perfect spot. Wth such a beautiful and peaceful surroundings, you will even forget about the fact tha  …see more

from £55 / night

£383 / week

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from £55 / 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 £211 / night

£1471 - £3353 / week

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from £211 / night

(3) Excellent 

24

Tuscany holiday farmhouse rental

Province of Arezzo / Chiusi della Verna

4 5 Min stay varies

  • 4 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
wonderful surroundings, inmidst nature, pool, calm, great garden/lawn, perfect place to spend your holidays with a mixture of relax and cultural tripideal for family or group of friendshiking, mountainbiking, relax, silence, nature, sightseeing, cultural events  …see more

from £85 / night

£547 - £1085 / week

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from £85 / 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

(14) Excellent 

31

Holiday villa with swimming pool in Tuscany

Province of Lucca / Bagni di Lucca

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 68 km
  • Swimming pool
  • Child friendly
“Amazing villa in a fantastic location.” The villa was incredible. The terrace and the pool meant that we were able to eat all meals outside with a view to die for. The furnishings were excellent and the villa is extremely well stocked. The extra touch  …see more

from £118 / night

£841 - £1261 / week

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from £118 / night

(14) Excellent 

51

Holiday villa with swimming pool in Tuscany

Province of Pisa / Montecatini Val di Cecina

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Unique and awesome experience!” The Torre di Belforti is a very unique and special holiday rental in a less traveled, quiet and beautiful part of Tuscany. The Belforti Tower stands high over an authentic medieval castle complex where real people li  …see more

from £172 / night

£1198 - £2127 / week

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from £172 / 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

(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 £219 / night

£1387 - £2395 / week

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from £219 / 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