Water sports holidays | Windsurfing, scuba-diving and sailing holidays

Water sports holidays (165)

If you're looking for an active break and aren’t afraid of getting wet, book one of these holiday homes near fantastic water sports destinations worldwide.


Water sports holidays by the sea allow you to spend energetic mornings on the water and lazy afternoons chilling on the beach. Inland destinations near lakes and rivers are less tied to the summer season and can offer great windsurfing, canoeing and sailing throughout the year.


If you’re planning an action-packed holiday, choose a villa or cottage with plenty of home comforts. You’ll really appreciate a bubbling Jacuzzi, steamy sauna or cosy log fire after an active day on the water.

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165 Holiday homes

Filters applied: Trullo

(70) Excellent 

24

Holiday trullo with swimming pool in Ostuni

Province of Brindisi / Ostuni

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Swimming pool
“Quiet and relaxing” Had a great holiday here. Keith was really helpful both before we arrived and once we were there. The directions to get there were perfect. There is loads of space and so our son loved running around and cooling off in the pool. Th
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from £199 / night

£1390 - £1975 / week

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from £199 / night

(18) Excellent 

29

Holiday trullo in Alberobello

Province of Bari / Alberobello

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
“Idyllic spot with amazing pool. Short drive to great restaurants.” Beautiful remote spot yet only a 5 min.drive from Alberobello. We have never had a more perfect pool - fabulous temperate which made for numerous lazy days with happy kids. Comfortable
…see more

from £110 / night

£680 - £1290 / week

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from £110 / night

(19) Excellent 

28

Holiday trullo in Alberobello

Province of Bari / Alberobello

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
“Lovely modern trullo with a beautiful view” We thoroughly enjoyed our stay at the trullo. The service from Alison, the property manager was excellent! We took a chance on an October stay hoping the weather would hold and it got a bit chilly but Alison
…see more

from £100 / night

£685 - £1430 / week

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from £100 / night

(1) Excellent 

12

Patu / Marina San Gregorio

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £43 / night

£212 - £678 / week

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from £43 / night

(5) Very Good 

24

Trullo rental in Castellana Grotte with swimming pool

Province of Bari / Castellana Grotte

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
“Simply FABULOUS” Stayed there with my husband, our 5 years old daughter, and another couple with their little son. We enjoyed the place, the environment and the attentively furnished house. It's located in a wide wonderful olive tree grove, where chil
…see more

from £77 / night

£534 - £831 / week

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from £77 / night

33

Province of Brindisi / Ostuni

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £32 / night

£221 - £864 / week

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from £32 / night

(2) Excellent 

19

Holiday trullo in Putignano

Province of Bari / Putignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Child friendly

from £56 / night

£272 - £424 / week

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from £56 / night

24

Holiday trullo with swimming pool, golf nearby in Martina Franca

Province of Taranto / Martina Franca

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £170 / night

£1229 - £1865 / week

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from £170 / night

(2) Excellent 

32

Holiday trullo in Campomarino

Maruggio / Campomarino

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.9 km
  • Child friendly
“Fantastic” Loved the place had every thing you need and more.Very peaceful but not far from the town and beaches.It really is a home from home.
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from £102 / night

£645 - £797 / week

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from £102 / night

(2) Very Good 

23

Holiday trullo rental

Monopoli / Capitolo

2 6 5 nights min

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

from £117 / night

£814 - £2034 / week

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from £117 / night

(3) Excellent 

31

Holiday trullo with shared pool, golf nearby in Cisternino

Province of Brindisi / Cisternino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly

from £52 / night

£352 - £1187 / week

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from £52 / night

24

Province of Bari / Alberobello

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

from £76 / night

£467 - £1087 / week

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from £76 / night

15

Salve / Pescoluse

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £85 / night

£509 - £712 / week

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from £85 / night

(14) Excellent 

20

Holiday trullo with swimming pool in Martina Franca

Province of Taranto / Martina Franca

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool

from £49 / night

£339 - £1017 / week

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from £49 / night

(2) Excellent 

23

Province of Brindisi / Latiano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £48 / night

£333 / week

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from £48 / night

(2) Very Good 

9

Locorotondo / Contini

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly

from £58 / night

£356 - £556 / week

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from £58 / night

18

Province of Bari / Locorotondo

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £60 / night

£339 - £1026 / week

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from £60 / night

31

Holiday trullo rental

Province of Brindisi / Cisternino

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly

from £52 / night

£352 - £1145 / week

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from £52 / night

(8) Excellent 

24

Trullo rental in Cisternino with swimming pool

Province of Brindisi / Cisternino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool

from £536 / night

£3750 - £6950 / week

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from £536 / night

(4) Very Good 

49

Holiday trullo with swimming pool in Ceglie Messapica

Ceglie Messapica / Contrada Olmo

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £111 / night

£594 - £2619 / week

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from £111 / night

(6) Excellent 

26

Province of Brindisi / San Michele Salentino

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool

from £146 / night

£1017 - £2119 / week

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from £146 / night

(1) Very Good 

28

Trullo rental in Locorotondo with shared pool

Province of Bari / Locorotondo

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly

from £51 / night

£339 - £509 / week

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from £51 / night

(2) Excellent 

41

Holiday trullo with shared pool in Pascarosa

Ostuni / Pascarosa

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 13 km
  • Swimming pool

from £122 / night

£848 - £1568 / week

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from £122 / night

(11) Excellent 

29

Holiday trullo with swimming pool in Ceglie Messapica

Province of Brindisi / Ceglie Messapica

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool

from £140 / night

£978 - £1956 / week

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from £140 / night

(6) Excellent 

22

Holiday trullo with swimming pool in Cisternino

Province of Brindisi / Cisternino

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 20 km
  • Swimming pool
  • Child friendly

from £339 / night

£2543 - £2967 / week

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from £339 / night

(2) Excellent 

55

Castellana Grotte holiday trullo rental

Province of Bari / Castellana Grotte

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Suitable for children age 5+

from £97 / night

£678 - £1695 / week

Enquire View

from £97 / night

(3) Very Good 

17

Province of Brindisi / Ceglie Messapica

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly

from £43 / night

£297 / week

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from £43 / night

10

Holiday trullo rental

Province of Bari / Alberobello

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 22 km
  • Swimming pool

from £212 / night

£1356 - £1865 / week

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from £212 / night

(1) Excellent 

19

Province of Lecce / Lecce

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 20 km
  • Child friendly
  • Air conditioning

Pricing unknown

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Pricing unknown

97

Holiday trullo in Selva

Fasano / Selva

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 6 km
  • Air conditioning
  • Private garden

from £128 / night

£712 - £1043 / week

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from £128 / night

(4) Excellent 

24

Holiday trullo with swimming pool in Contrada Cervarolo

Ostuni / Contrada Cervarolo

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Swimming pool
“Peaceful spot, excellent accommodation, good restaurants abound!” Good flight with Ryanair to/from Bari/Brindisi, car hire at airport very convenient. Route supplied from airport to the villa where everything was spotless. Accommodation was excellen
…see more

from £86 / night

£600 - £750 / week

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from £86 / night

(1) Excellent 

40

Trullo rental in Locorotondo with shared pool

Province of Bari / Locorotondo

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly

from £102 / night

£678 - £1967 / week

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from £102 / night

(4) Excellent 

24

Holiday trullo in Locorotondo

Province of Bari / Locorotondo

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 15 km
  • Child friendly
  • Pet friendly

from £51 / night

£424 - £1068 / week

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from £51 / night

20

Holiday trullo with swimming pool in Ceglie Messapica

Ceglie Messapica / Contrada Olmo

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £90 / night

£630 - £1120 / week

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from £90 / night

(4) Very Good 

18

Monopoli holiday trullo rental

Province of Bari / Monopoli

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £93 / night

£611 - £1017 / week

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from £93 / night

(8) Excellent 

21

Province of Brindisi / Ostuni

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £43 / night

£379 - £614 / week

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from £43 / night

13

Holiday trullo rental

Ostuni / Marina d'Ostuni

3 6 2 nights min

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

from £128 / night

£1017 - £6314 / week

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from £128 / night

(11) Very Good 

20

Locorotondo / Contini

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £60 / night

£382 - £875 / week

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from £60 / night

(3) Excellent 

21

Mesagne holiday trullo rental

Province of Brindisi / Mesagne

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 13 km
  • Child friendly
  • Air conditioning

from £68 / night

£475 / week

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from £68 / night

(13) Excellent 

16

Province of Brindisi / Ostuni

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £56 / night

£356 - £1729 / week

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from £56 / night

1