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

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Water sports holidays (177)

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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177 Holiday homes

Filters applied: Trullo (521)

(6) Excellent 

1 / 26

Trullo rental in San Michele Salentino with swimming pool

Province of Brindisi / San Michele Salentino

2 bedroomsSleeps 77 nights min stay

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min stay

from $243 / night

$1697 - $2827 / week

Book Book View

from $243 / night

(7) Excellent 

1 / 16

Holiday trullo rental

Ostuni / Pascarosa

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $68 / night

$396 - $1357 / week

Book Book View

from $68 / night

(5) Excellent 

1 / 32

Holiday trullo with swimming pool in Santa Lucia, Monopoli

Monopoli / Santa Lucia, Monopoli

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $114 / night

$475 - $1346 / week

Book Book View

from $114 / night

Featured properties

(6) Excellent 

1 / 22

Holiday trullo with swimming pool in Cisternino

Province of Brindisi / Cisternino

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $272 / night

$2827 - $3732 / week

Book Book View

from $272 / night

1 / 16

Cisternino holiday trullo rental

Province of Brindisi / Cisternino

3 bedroomsSleeps 64 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min stay

from $244 / night

$1697 - $2646 / week

Book Book View

from $244 / night

(1) Excellent 

1 / 16

San Michele Salentino holiday trullo let

Province of Brindisi / San Michele Salentino

2 bedroomsSleeps 54 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay

from $80 / night

$555 - $792 / week

Book Book View

from $80 / night

(5) Excellent 

1 / 21

Ostuni holiday trullo rental

Province of Brindisi / Ostuni

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $57 / night

$509 - $803 / week

Book Book View

from $57 / night

(1) Excellent 

1 / 24

Holiday trullo with swimming pool in San Michele Salentino

Province of Brindisi / San Michele Salentino

4 bedroomsSleeps 6Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies

from $162 / night

$0 / week

Book Book View

from $162 / night

(3) Excellent 

1 / 24

Holiday trullo with swimming pool in Ostuni

Ostuni / Contrada Cervarolo

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $126 / night

$882 - $1103 / week

Book Book View

from $126 / night

(2) Excellent 

1 / 26

Holiday trullo with shared pool, golf nearby in Cisternino

Province of Brindisi / Cisternino

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $97 / night

$645 - $1448 / week

Book Book View

from $97 / night

1 / 30

Martina Franca holiday trullo rental

Province of Taranto / Martina Franca

3 bedroomsSleeps 202 nights min stay

  • 3 bedrooms
  • Sleeps 20
  • 2 nights min stay

from $68 / night

$0 / week

Book Book View

from $68 / night

(5) Excellent 

1 / 24

Trullo rental in Cisternino with swimming pool

Province of Brindisi / Cisternino

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $641 / night

$4484 - $8012 / week

Book Book View

from $641 / night

(2) Very Good 

1 / 29

Holiday trullo in Martina Franca

Province of Taranto / Martina Franca

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $176 / night

$1244 - $2601 / week

Book Book View

from $176 / night

(4) Excellent 

1 / 30

Ostuni holiday trullo rental

Ostuni / Contrada Cinera

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $283 / night

$1584 - $2432 / week

Book Book View

from $283 / night

1 / 19

Holiday trullo with swimming pool in Brindisi

Province of Brindisi / Brindisi

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $243 / night

$1697 - $2827 / week

Book Book View

from $243 / night

(1) Excellent 

1 / 24

Holiday trullo with swimming pool in Martina Franca

Province of Taranto / Martina Franca

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $542 / night

$3793 - $4190 / week

Book Book View

from $542 / night

(6) Very Good 

1 / 20

Holiday trullo in Locorotondo

Locorotondo / Contini

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $80 / night

$453 - $1176 / week

Book Book View

from $80 / night

1 / 8

Carovigno holiday trullo accommodation

Province of Brindisi / Carovigno

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies

from $114 / night

$1018 - $2092 / week

Book Book View

from $114 / night

(3) Excellent 

1 / 44

Holiday trullo rental

Province of Brindisi / Ostuni

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $427 / night

$2986 - $4343 / week

Book Book View

from $427 / night

(2) Excellent 

1 / 20

Trullo rental in Ostuni with swimming pool

Province of Brindisi / Ostuni

3 bedroomsSleeps 9Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies

from $211 / night

$1469 - $4337 / week

Book Book View

from $211 / night

(1) Excellent 

1 / 32

Holiday trullo in Campomarino

Maruggio / Campomarino

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies

from $68 / night

$475 - $871 / week

Book Book View

from $68 / night

(1) Excellent 

1 / 22

Martina Franca holiday trullo rental

Province of Taranto / Martina Franca

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $102 / night

$668 - $1470 / week

Book Book View

from $102 / night

(2) Excellent 

1 / 25

Holiday trullo in Polignano a Mare

Province of Bari / Polignano a Mare

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from $68 / night

$0 / week

Book Book View

from $68 / night

1 / 24

Holiday trullo with swimming pool in Santa Lucia, Monopoli

Monopoli / Santa Lucia, Monopoli

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $107 / night

$702 - $1403 / week

Book Book View

from $107 / night

(3) Good 

1 / 20

Contrada San Gerardo holiday trullo rental

Monopoli / Contrada San Gerardo

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $102 / night

$714 - $2366 / week

Enquire Enquire View

from $102 / night

(4) Excellent 

1 / 5

Ostuni holiday trullo rental

Province of Brindisi / Ostuni

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $102 / night

$713 - $2217 / week

Book Book View

from $102 / night

(6) Very Good 

1 / 16

Alberobello holiday trullo rental

Province of Bari / Alberobello

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay

from $91 / night

$0 / week

Book Book View

from $91 / night

1 / 20

Otranto holiday trullo rental

Otranto / Diso-Marittima

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay

from $112 / night

$1110 / week

Book Book View

from $112 / night

1 / 25

Holiday trullo rental

Province of Brindisi / Cisternino

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $97 / night

$645 - $1408 / week

Book Book View

from $97 / night

(1) Excellent 

1 / 16

Holiday trullo rental

Province of Ascoli Piceno / Venarotta

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $91 / night

$509 - $792 / week

Book Book View

from $91 / night

1 / 20

Holiday trullo with swimming pool in Ceglie Messapica

Ceglie Messapica / Contrada Olmo

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $126 / night

$882 - $1529 / week

Book Book View

from $126 / night

(3) Very Good 

1 / 24

Holiday trullo in Locorotondo

Province of Bari / Locorotondo

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $68 / night

$566 - $1425 / week

Book Book View

from $68 / night

1 / 17

Holiday trullo with shared pool in Ostuni

Ostuni / Ostuni Centre

2 bedroomsSleeps 33 nights min stay

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min stay

from $153 / night

$0 / week

Book Book View

from $153 / night

(1) Excellent 

1 / 12

Holiday trullo in Marina San Gregorio

Patu / Marina San Gregorio

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $57 / night

$283 - $905 / week

Book Book View

from $57 / night

1 / 24

Holiday trullo in Martina Franca

Province of Taranto / Martina Franca

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $66 / night

$586 - $705 / week

Book Book View

from $66 / night

(1) Excellent 

1 / 35

Holiday trullo in Cisternino

Province of Brindisi / Cisternino

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies

from $79 / night

$792 / week

Book Book View

from $79 / night

(4) Very Good 

1 / 23

Castellana Grotte holiday trullo rental

Province of Bari / Castellana Grotte

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $127 / night

$882 - $2205 / week

Enquire Enquire View

from $127 / night

(11) Excellent 

1 / 20

Holiday trullo with swimming pool in Martina Franca

Province of Taranto / Martina Franca

2 bedroomsSleeps 3Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies

from $57 / night

$396 - $1075 / week

Book Book View

from $57 / night

1 / 13

Otranto holiday trullo rental

Otranto / Diso-Marittima

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay

from $147 / night

$1103 / week

Book Book View

from $147 / night

1 / 24

Holiday trullo with swimming pool in Cisternino

Province of Brindisi / Cisternino

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $114 / night

$792 - $2036 / week

Book Book View

from $114 / night

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