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Sailing holidays (366)

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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366 Results  |  
8 Photos

Yacht | 5 Bedrooms | sleeps 10

Short stays welcome

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from £715 /night

£5004 - £6700 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
Unique experience guarantee, you will visit the must amazing bays in Croatia even in the world. Imagine your self somewhere between 300 small island not only beautiful but amazingly nice. We again guarantee you an amazing experience... What makes dolin so special is the very friendly crew this what says all the guests of the boat.  …see more

4 Photos

Houseboat | 10 Bedrooms | sleeps 20

1 night min stay

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from £124 /night

£867 - £14130 / week

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Key info:

  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
Le Cochinchine Cruise was built in traditional style with an elegant and modern beauty. The design of Le Cochinchine makes it be a strong and safe river cruise on Mekong River  …see more

7 Photos

Houseboat | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £182 /night

£1272 - £1993 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Air conditioning
  • Some pets are welcome - please contact the owner
Discover the French countryside from the deck of a luxury canal boat. Cruising in Burgundy on France's most beautiful canal you pass scenic countryside, ancient towns and villages, and past Cathedrals and Chateaux, stopping only to enjoy the superb local food and wine. We also have a range of other boats available for 2 to 10 people. These are in Burgundy and on the Midi  …see more

Featured properties

20 Photos

Yacht | 9 Bedrooms | sleeps 16

7 Nights min stay

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from £920 /night

£6440 - £12040 / week

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Key info:

  • Not suitable for children
  • No pets allowed
9 air-conditioned Dbl + Sngbed. cabins with ensuite Bath & WC Technical Data : Turkish flagged Ketch Gulet, Length over Deck 30.50 m, Beam 7.60 m, Draft 3.40 m, Engine 2 x 440 HP MAN Marine, Freshwater 10.000 lt, Fuel 8.000 lt.  …see more

24 Photos

Yacht | 5 Bedrooms | sleeps 8

7 Nights min stay

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from £4000 /night

£28000 - £30800 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Whether you want to cruise along the turquoise coast from Aegean to Mediterranean or hop on to Greek islands, you can create your own custom tailored itinerary or choose from our sample itineraries.  …see more

24 Photos

Yacht | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £3200 /night

£22400 - £28000 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Yacht Type: Gulet  …see more

8 Photos

Yacht | 1 Bedroom | sleeps 4

7 Nights min stay

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from £480 /night

£3360 - £4704 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
Our Gulet is a 15.00 meters wooden crewed yacht which launched in 2011.  …see more

13 Photos

Yacht | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £2000 /night

£14000 - £22400 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
32 meters Gulet, designed for chartering and launched in 2007 in Bodrum. She has 6 cabins for up to 12 guests. Two spacious master cabins are designed with two bathrooms in each. One with shower unit and basin, second one with toilet and basin.  …see more

24 Photos

Yacht | 6 Bedrooms | sleeps 10

7 Nights min stay

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from £1600 /night

£11200 - £28000 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
YACHT LX9  …see more

5 Photos

Yacht | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £800 /night

£5600 - £10150 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Gulet is a Luxury Yacht made in Bodrum. She has 6 air conditioned (2 Double and 4 Dbl/Sng) cabins for 12 passengers. Technical Data : Turkish flagged Transom Stern Gulet, Length over Deck 24.00 m, Beam 6.40 m, Draft 2.30 m, Engine 300 HP MAN Marine, Freshwater 8.000 l  …see more

17 Photos

Yacht | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £1000 /night

£7000 - £14000 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
B409  …see more

21 Photos

Yacht | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £8000 /night

£56000 - £72800 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Super gulet is a striking yacht that can sleep a total of 12 people on board and has approximately 7 crew members serving to pamper her vip guests .  …see more

8 Photos

Yacht | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £960 /night

£6720 - £8680 / week

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Key info:

  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Our Gulet is a Luxury Yacht made in Bodrum. She has 7 air conditioned (1 Master + 2 Double + 4 Twin) cabins for 14 passengers.  …see more

24 Photos

Yacht | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £720 /night

£5040 - £8400 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
2 VIP, and 2 double cabins, Captain cabin, 2 Seperate crew cabins.  …see more

10 Photos

Yacht | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £400 /night

£2800 - £4760 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Full air-conditioned. For up to 12 guests in 6 cabins each with a private shower and electric toilet facilities  …see more

8 Photos

Yacht | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £480 /night

£3360 - £6720 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Our Gulet is a traditional Turkish gulet with a rounded stern. After a total re-fit in 2008 this elegant yacht now looks and feels brand new. Captain Ali is always ready to hoist the sails and give his guests a true Blue Cruise experience in Turkey.  …see more

23 Photos

Yacht | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £680 /night

£4760 - £8120 / week

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Key info:

  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Miss Angel, Bodrum built gulet, is designed for a comfortable blue cruise and have 5 cabins that can accommodate 10 guests.  …see more

8 Photos

Yacht | 3 Bedrooms | sleeps 6

1 night min stay

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from £440 /night

£3080 - £5600 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Gallery, Bar, dining table, lounge seating area  …see more

15 Photos

Yacht | 7 Bedrooms | sleeps 12

7 Nights min stay

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from £720 /night

£5040 - £6048 / week

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Key info:

  • Not suitable for children
  • No pets allowed
The ship is built in 1993 in Bodrum and completely renovated and renewed in 2013  …see more

11 Photos

Yacht | 8 Bedrooms | sleeps 17

7 Nights min stay

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from £852 /night

£5959 - £10360 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Air-conditioned throughout, she offers spacious accommodation for up to 17 guests in five double bed cabins, two twin bed cabins, and one double bed + single bed cabin. Each cabin has its own private WC and shower facility including a separately enclosed shower unit.  …see more

13 Photos

Yacht | 1 Bedroom | sleeps 2

7 Nights min stay

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from £720 /night

£5040 - £6720 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Feel the Mediterranean breeze on your face... Our Yacht is One of the most beautiful and brand new gullets in Bodrum  …see more

10 Photos

Yacht | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £760 /night

£5320 - £9800 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
2 Master and 4 Dbl + Sngbed. cabins with ensuite Bath & WC Technical Data: Turkish flagged Ketch Gulet, Length over Deck 25.00 m, Beam 6.30 m, Draft 3.00 m, Engine 500 HP Fiat Marine, Freshwater 8.000 lt, Fuel 6.000 lt.  …see more

20 Photos

Houseboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £69 /night

£482 - £1296 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Experience a cruise in Kumarakom and Alleppey backwaters while soaking in the breathtaking natural surroundings Kerala has to offer and a personal chef on board offers the best local flavors.All meals provided : welcome drink, lunch,evening snacks,dinner and breakfast. Children under 5 yrs stay free of charge & children over 5 yrs or adult is charged 1400 with extra mattress  …see more

9 Photos

Yacht | 4 Bedrooms | sleeps 8

6 Nights min stay

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from £424 /night

£2968 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Air conditioning
  • No pets allowed
Luxury Nautor Swan sailing yacht.  …see more

24 Photos

Yacht | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £1684 /night

£11788 / week

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Key info:

  • Great for children of all ages 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
Sailing in the comfort of a world class boutique hotel On gullet Eleganza everything for your comfort is taken care of.You will not only be experiencing a truly enriching cultural exchange with local people, but also an exciting adventure diving in crystal clear waters.  …see more

24 Photos

Yacht | 2 Bedrooms | sleeps 4

Excellent 5/5 

5 Nights min stay

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from £303 /night

£2120 - £2650 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children over
  • Car not necessary
  • No pets allowed
For an amazing and unforgettable holiday this year charter the beautiful sailing yacht 'Shanti' and cruise the Ionian islands in style.  …see more

22 Photos

Narrowboat | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £131 /night

£912 - £1537 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
luxury, narrowboat, river wey, river thames, relaxing, peaceful, scenic Full instruction given, novices welcome. Buoyancy aids provided.  …see more

23 Photos

Yacht | 12 Bedrooms | sleeps 24

Excellent 5/5 

Short stays welcome

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from £67 /night

£467 - £641 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Yacht "LEONARDO" is inviting you for unforgettable week cruise among the Croatian islands , best option to visit the beauty of Croatia. Our trips starts every Sunday from Dubrovnik , we visit islands Mljet , Hvar , Brac , Solta ,Korcula , Sipan and Split town... Choose your pleace on the deck and just watch how scenario is changing around you ... half board included..  …see more

23 Photos

Houseboat | 1 Bedroom | sleeps 2

2 Nights min stay

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from £79 /night

£552 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Some pets are welcome - please contact the owner
quiet and tranquility The house boat is a bit of a distance from Amsterdam centre, so you can escape the hustle and bustle after a packed day of exploring and have peace and tranquillity at the apartment, chilling with the birds and water  …see more

15 Photos

Narrowboat | 2 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £166 /night

£1161 - £2274 / week

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Key info:

  • Suitable for children over
  • Pets welcome
Luxury wide beam narrow boat canal holiday for up to 6 on a wide beam boat with everything you need for a relaxing break on the Kennet and Avon Canal. Silk bedding, Pocket sprung mattresses, electric bikes, jacuzzi: your comfort in mind every step of the way. Smoking is allowed on the boat, but only on the outside decks. Please do not smoke inside.  …see more

24 Photos

Yacht | 12 Bedrooms | sleeps 29

Excellent 5/5 

Short stays welcome

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from £67 /night

£467 - £641 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Yacht "LEONARDO" is inviting you for an unforgettable week cruise among the Croatian islands , best option to visit the beauty of Croatia. Our trips starts every Sundays from Dubrovnik , we visit islands Mljet , Hvar , Brac , Solta ,Korcula , Sipan and Split town. Choose your pleace on the deck and just watch how scenario is changing around you ... Half board included..  …see more

24 Photos

Yacht | 12 Bedrooms | sleeps 24

Short stays welcome

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from £67 /night

£467 - £611 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
Yacht "LEONARDO" is inviting you for an unforgettable week cruise among the Croatian islands , 7 half boards included ( breakfest & lunch ). Our trips starts every Sunday from Dubrovnik , we visit islands Mljet , Hvar , Brac , Solta ,Korcula , Sipan and Split town. Choose your pleace on the deck and just watch how scenario is changing around you ....  …see more

24 Photos

Houseboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £87 /night

£606 - £1544 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Two luxury, 100% smoke-free rooms on a boat, and en suite bathrooms, free WiFI. After a busy day in the center you can enjoy the grand view of the eastern docklands on the deck terrace on a nice summer's day. Also suitable for 2 quests. Stay on the water in the Venice of the North: Amsterdam.  …see more

24 Photos

Yacht | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £219 /night

£1527 - £1781 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
Luxury Yacht in Vilanova Grand Marina, Sitges, Barcelona. 4 suit bedrooms, sleeps 8. Weel located, it is a really nice experience to live in a Yacht. Enjoy it!!!  …see more

16 Photos

Narrowboat | 1 Bedroom | sleeps 6

3 Nights min stay

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from £75 /night

£520 - £742 / week

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Key info:

  • Suitable for children over
  • Car not necessary
  • No pets allowed
The Royal Canal has a mysterious element and is unique in the amount of towns small and big that it passes through on its way from Dublin to the Shannon. There is a local canal society in each town who work hard to keep the canal clean and welcoming to you.  …see more

15 Photos

Narrowboat | 3 Bedrooms | sleeps 6

Short stays welcome

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from £143 /night

£997 - £1421 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Price Includes: Full boat inventory, all fuel, car parking, bed linen, towels, boating tuition on arrival, pump out tokens, welcome pack including tea towels, washing-up liquid, soap, toilet rolls. Buoyancy aids are available on request.  …see more

17 Photos

Houseboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £63 /night

£435 - £758 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Swallow Tail is the sister boat to The Painted Lady. She is moored at Blagdon Water, a 35 acre wildlife and natural habitat located not far from the North Devon coast. Visitors can enjoy the rare opportunity of sharing the environment with the wildlife, local walking and cycle routes and fishing at the lake.  …see more

8 Photos

Houseboat | 3 Bedrooms | sleeps 6

1 night min stay

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from £19 /night

£131 - £166 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Fully Air conditioned, Best House Keeping System, Dedicated courtesy full staff, Quality of food, Managed by people with international exposure with star hotels. Best safety systems, Certified by concerned Gov. departments. Imported duvets and pillows, additional beds Equipped with satellite tv, LCD 42" tv, Dvd player with mike, facility to play different table games,  …see more

16 Photos

Yacht | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £848 /night

£5936 - £7632 / week

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Key info:

  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Sailing yacht MUSTO Is ready for rent weekly Starting every Saturday afternoon To next Friday at 17:00 pm Starting from marmaris turkey Four people crew on board,captain,mariners ,cook and hostess Fuel and food shopping ,vat is not included  …see more

14 Photos

Houseboat | 2 Bedrooms | sleeps 5

Excellent 5/5 

Short stays welcome

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from £66 /night

£456 - £838 / week

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Key info:

  • Nearest beach 15 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Clouded Yellow is a House Boat located on a 3 acre lake at Blagdon Water. She enjoys the privacy and seclusion of her own 3 acres with fishing and wildlife in abundance. Proximity to the North Devon and Cornwall coasts make a great base for exploring the two counties.  …see more

19 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

Min stay varies

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Beautiful boutique style narrowboat. Spacious and cosy available for canal holidays or use as houseboat accommodation instead of a hotel. Easy access to lovely countryside. Available all year because we have a solid fuel stove and central heating. £130 per night -(1 bed used) FREEDOM OF THE CANALS. £80 per night per bed - BOAT REMAINS STATIONARY.  …see more

4 Photos

Yacht | 2 Bedrooms | sleeps 4

1 night min stay

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from £170 /night

£1188 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
Yacht, Canarias Islands, holiday, open sea, adventure, Tenerife, Atlantic Ocean.  …see more

13 Photos

Yacht | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £85 /night

£594 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
No large companies we offer great service and personal contact  …see more

20 Photos

Narrowboat | 1 Bedroom | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £120 /night

£838 / week

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Key info:

  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Holiday aboard a traditional, self catering narrowboat. Bluebell is moored at Tewitfield Marina on the lock-free Lancaster Canal, 6 minutes drive from J35 off the M6, taking in coastline, city and the beautiful North West countryside.  …see more

4 Photos

Houseboat | 6 Bedrooms | sleeps 2

1 night min stay

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from £85 /night

£594 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Alleppey Houseboat,Kumarakom Houseboat  …see more

12 Photos

Houseboat | 2 Bedrooms | sleeps 3

Very Good 4.5/5 

2 Nights min stay

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from £63 /night

£436 - £672 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 27 km
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
Located in a quiet spot, yet close to the historic city centre. Every modern comfort, including central heating and AC, TV, Wifi internet. Theatres, cinemas and museums, but also waterways and lakes are close by. Leiden is centrally located, with Amsterdam, Rotterdam and the seaside town of The Hague 20-40 minutes away.  …see more

13 Photos

Yacht | 1 Bedroom | sleeps 3

1 night min stay

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from £39 /night

£268 - £327 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
THIS IS NOT A NORMAL CHARTER HOLIDAY. You will be sailing with some liveaboard yachties who know the area well and who will happily share their life style with like minded people. Neither will you be sharing the boat with other guests. Whether you are one, two or three  …see more

15 Photos

Houseboat | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £273 /night

£1908 / week

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Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
CENTRAL LONDON DESIGNER 2-3 BEDROOM 2 BATHROOM NARROW-BOAT-HOME WITH PRIVATE USE OF ATTACHED DESIGNER GARDEN IN THE HEART OF CHARMING LITTLE VENICE! SEE PHOTOS!  …see more

21 Photos

Houseboat | 3 Bedrooms | sleeps 9

Excellent 5/5 

1 night min stay

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from £19 /night

£127 - £254 / week

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Shahbaaz Houseboats truly represents a model craft in all the houseboats of Kashmir for its opulence, spaciousness and decorum. Its interior designing is based on traditional and classical patterns of famous woodcarving of Kashmir. Having well furnished  …see more

17 Photos

Narrowboat | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

1 night min stay

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from £153 /night

£1065 - £1564 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
A beautiful narrowboat which guests can drive themselves, an ideal holiday for those who like to explore the River Thames at their own pace. Enjoy peace & tranquility. Pets welcome  …see more