Sailing holidays

Sailing holidays (39)

Family sailing holidays aren’t just an opportunity for budding skippers to wear silly hats and control the tiller all holiday long – the plus points are rather more numerous than that. Just think about it: you can set sail whenever you like, sailing from one beautiful location to another at the turn of a wheel. Best of all, you don’t have to put up with heaving beaches. Just find your own deserted stretch of sand or an isolated cove, moor up and enjoy the sunshine and quiet. Sailing doesn’t have to be an activity holiday, you know.

The more competent sailors among you might like to take the wheel yourself on one of our yachts in Spain or Greece. Or, for a little added luxury, you can hire your own private skipper.

For families in which there’s an even split between sea legs and landlubbers, there’s the sailing holiday compromise of renting a holiday home that has the use of its own boat and private mooring. Check out these sailing adventures in the Caribbean and along the coast of England.

But if sailing sounds just a little too involving for what’s supposed to be a relaxing holiday, there is the more tranquil option of a houseboat. Either stay put or pootle merrily around the waterways of England and the Netherlands. Whichever appeals more, you should definitely step aboard soon.

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39 Holiday homes

(3) Average 

11

Marne-la-Vallee / Torcy

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Pet friendly

from £35 / night

£218 - £583 / week

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from £35 / night

(3) Excellent 

43

San Diego holiday houseboat rental

California / San Diego

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly

from £200 / night

£1395 / week

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from £200 / night

(15) Excellent 

12

Holiday yacht with golf nearby in Puerto de la Duquesa

Manilva / Puerto de la Duquesa

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“Spectacular Boat, Spectacular location and the most amazing hosts ever” we have just returned from "Vivionne 111", the boat is presented in pristine mint condition and has every facility you could need for your holiday. in a most beautiful harbour wit  …see more

from £130 / night

£850 - £1270 / week

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from £130 / night

(33) Excellent 

14

Holiday houseboat in Srinagar

Kashmir / Srinagar

6 15 1 night min

  • 6 bedrooms
  • Sleeps 15
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £49 / night

£339 / week

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from £49 / night

10

Holiday yacht with golf nearby in Venice

City of Venice / Venice

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £96 / night

£609 - £1835 / week

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from £96 / night

(1) Very Good 

30

Holiday houseboat with golf nearby in Srinagar

Kashmir / Srinagar

8 18 1 night min

  • 8 bedrooms
  • Sleeps 18
  • 1 night min
  • Private garden

from £17 / night

£125 / week

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from £17 / night

44

Houseboat rental in Srinagar with golf nearby

Kashmir / Srinagar

27 50 1 night min

  • 27 bedrooms
  • Sleeps 50
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £97 / night

£726 / week

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from £97 / night

(5) Excellent 

18

Houseboat rental in Chertsey with golf nearby

Surrey / Chertsey

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £70 / night

£600 - £810 / week

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from £70 / night

(1) Excellent 

8

Holiday houseboat in Srinagar

Kashmir / Srinagar

10 15 1 night min

  • 10 bedrooms
  • Sleeps 15
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £41 / night

£283 / week

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from £41 / night

24

Holiday yacht rental

Tenerife / Las Galletas

3 6 7 nights min

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

from £435 / night

£3044 / week

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from £435 / night

8

Houseboat rental in Srinagar with golf nearby

Kashmir / Srinagar

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly

from £30 / night

£192 / week

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from £30 / night

(20) Excellent 

7

Holiday houseboat with golf nearby in Loch Ness

Scottish Highlands / Loch Ness

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Ask about pets

from £167 / night

£770 - £1362 / week

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from £167 / night

(3) Excellent 

6

Amalfi Coast / Salerno

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Car not necessary

from £22 / night

£153 / week

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from £22 / night

(2) Excellent 

7

Srinagar ski houseboat to rent.

Kashmir / Srinagar

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ski
  • Child friendly

Pricing unknown

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Pricing unknown

(1) Excellent 

10

Communaute d'Agglomeration du Pays Ajaccien / Ajaccio

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Swimming pool

Pricing unknown

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Pricing unknown

4

Nans-les-Pins / Nans les Pins

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 40 km
  • Child friendly
  • Pet friendly

Pricing unknown

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Pricing unknown

13

Ski yacht to rent in Halong Bay

Quang Ninh Province / Halong Bay

14 32 1 night min

  • 14 bedrooms
  • Sleeps 32
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ski

from £307 / night

£2146 / week

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from £307 / night

(28) Excellent 

4

Llangattock holiday narrowboat rental

Crickhowell / Llangattock

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 75 km
  • Child friendly
  • Car not necessary

from £213 / night

£1489 - £2330 / week

Enquire View

from £213 / night

11

Holiday houseboat rental

Kashmir / Srinagar

10 20 1 night min

  • 10 bedrooms
  • Sleeps 20
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £41 / night

£41 / week

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from £41 / night

5

Houseboat rental in Srinagar with golf nearby

Kashmir / Srinagar

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £41 / night

£283 / week

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from £41 / night

46

Kós / Kos Town

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Nearest beach 2 km
  • Child friendly
  • Air conditioning

from £1087 / night

£7609 / week

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from £1087 / night

7

Srinagar holiday houseboat rental

Kashmir / Srinagar

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly

from £100 / night

£700 / week

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from £100 / night

8

Maine et Loire / Grez Neuville

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £174 / night

£1044 / week

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from £174 / night

48

Kós / Kos Town

16 36 7 nights min

  • 16 bedrooms
  • Sleeps 36
  • 7 nights min
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary

from £1566 / night

£10957 / week

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from £1566 / night

(3) Excellent 

12

St. Vincent and the Grenadines / St. Vincent

4 6 1 night min

  • 4 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

from £312 / night

£2178 / week

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from £312 / night

(10) Excellent 

31

Florida Keys / Key West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

from £806 / night

£5640 / week

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from £806 / night

5

Batangas Province / Nasugbu

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Ask owner if suitable for children

from £138 / night

£960 / week

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from £138 / night

12

California / San Diego

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Ask owner if suitable for children

from £198 / night

£1210 - £1701 / week

Book View

from £198 / night

44

Florida Keys / Key West

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool

from £565 / night

£3952 / week

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from £565 / night

8

Broward County / Pembroke Park

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £8549 / night

£59839 / week

Book View

from £8549 / night

13

California / San Diego

2 5 2 nights min

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

from £198 / night

£1210 - £1701 / week

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from £198 / night

20

Province of Barcelona / Urbanitzacio Rat Penat, Sitges

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Car not necessary

from £1740 / night

£12174 / week

Book View

from £1740 / night

(6) Very Good 

41

California / San Diego

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Suitable for children age 5+

from £222 / night

£1371 - £2349 / week

Book View

from £222 / night

(2) Excellent 

21

Great Abaco Island / Treasure Cay

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Car not necessary

from £775 / night

£5420 / week

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from £775 / night

15

California / San Diego

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Ask about pets

from £166 / night

£1009 - £2107 / week

Book View

from £166 / night

(5) Excellent 

15

California / San Diego

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly

from £158 / night

£968 - £2107 / week

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from £158 / night

42

Grand Bahama Island / Freeport

2 8 5 nights min

  • 2 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

from £81 / night

£565 / week

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from £81 / night

34

Halkidiki Region / Kalives, Chalkidiki

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £653 / night

£4174 / week

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from £653 / night

22

Kashmir / Srinagar

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ski

from £20 / night

£20 / week

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from £20 / night

1