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Sailing holidays (356)

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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356 Results  |  
9 Photos

Yacht | 2 Bedrooms | sleeps 4

1 night min stay

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from £151 /night

£1052 - £1227 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Dormire in un luogo tranquillo e silenzioso a poca distanza da tutto cullati dal mare. In barca non è possibile fumare  …see more

13 Photos

Yacht | 1 Bedroom | sleeps 2

1 night min stay

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from £1000 /night

£7000 - £12250 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • 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

1 night min stay

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from £1000 /night

£7000 - £12250 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • 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

Featured properties

17 Photos

Yacht | 4 Bedrooms | sleeps 8

1 night min stay

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from £992 /night

£6943 - £13885 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
YACHT-LX8  …see more

21 Photos

Yacht | 5 Bedrooms | sleeps 10

1 night min stay

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from £8265 /night

£57852 - £75207 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • 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

13 Photos

Yacht | 6 Bedrooms | sleeps 12

1 night min stay

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from £2500 /night

£17500 - £28000 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • 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

8 Photos

Yacht | 4 Bedrooms | sleeps 8

1 night min stay

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from £625 /night

£4375 - £8750 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • 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

24 Photos

Yacht | 6 Bedrooms | sleeps 10

1 night min stay

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from £2893 /night

£20248 - £31934 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
YACHT LX9  …see more

15 Photos

Yacht | 7 Bedrooms | sleeps 12

1 night min stay

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from £940 /night

£6580 - £7875 / week

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Key info:

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

24 Photos

Yacht | 5 Bedrooms | sleeps 8

1 night min stay

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from £4546 /night

£31819 - £34711 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • 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

1 night min stay

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from £1488 /night

£10414 - £17356 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Yacht Type: Gulet  …see more

8 Photos

Yacht | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £689 /night

£4819 - £7009 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Special equipment: generator, air conditioning and more Charter possibilities: week charter, day charter, pets possible  …see more

24 Photos

Yacht | 1 Bedroom | sleeps 10

1 night min stay

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from £38 /night

£263 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Amazing location for one day trips for small or big groups near the Elifity islands  …see more

16 Photos

Yacht | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £3129 /night

£21901 - £32414 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
Our stewardess is a wonderful person, a professional athlete and an excellent host, who will take care of your meals, of yachts spotlessness and in fact everything you need while on board. Selecting this Sunseeker Yacht 75 you would be selecting the perfect holiday place, the perfect boat .  …see more

19 Photos

Houseboat | 50 Bedrooms | sleeps 50

Min stay varies throughout the year

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Halong Bay Cruise,Halong Cruises,halong bay,Halong day cruise,halong Tours  …see more

8 Photos

Yacht | 5 Bedrooms | sleeps 10

Short stays welcome

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from £739 /night

£5169 - £6921 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • 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

24 Photos

Houseboat | 24 Bedrooms | sleeps 48

1 night min stay

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from £202 /night

£1409 - £1444 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Ski
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Rates are Quoted Per Room in U.S Dollars, Rates are Nett and Inclusive of Taxes & Service Charges, Rates are Valid Until December 30th, 2014, Instant Confirmation, 100% Lowest Price Guarantee, Charter Rate applied for 24 Rooms, Free hotel pickup and drop-off included, Confirmation will be received at time of booking, Daily Departure.  …see more

24 Photos

Narrowboat | 2 Bedrooms | sleeps 6

1 night min stay

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Charter Rates are Quoted for Minimum 02 Person & Maximum for 6 Person in U.S Dollars, Charter Rates are Nett and Inclusive of Taxes & Service Charges, Charter Rates are Valid Until December 30th, 2014, 100% Lowest Price Guarantee, Instant Confirmation, Spacious with cozy ambiance, plenty private corners with large window for individual couple  …see more

24 Photos

Yacht | 11 Bedrooms | sleeps 23

1 night min stay

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from £68 /night

£470 - £8270 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Visiting Halong Bay & Bai Tu Long Bay, Vietnam? Golden Lotus Vessel's offering amazing low prices, stop searching and start saving - we've got the lowest prices guaranteed. And because all meals, accommodations, a variety of live entertainment and 2 days or 3 days activities are included onboard. Plus let you visit multiple places in Gulf of Tonkin HURRY - SALE ENDS SOON  …see more

24 Photos

Houseboat | 20 Bedrooms | sleeps 40

Very Good 4.5/5 

1 night min stay

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Visiting Halong Bay & Bai Tu Long Bay, Vietnam? Bhaya Classic Cruises offering amazing very low prices. Stop searching and start saving and because all meals, accommodations, a variety of live entertainment and 2 days, 3 days or 4 days activities are included onboard HURRY UP - SALE ENDS SOON!  …see more

24 Photos

Houseboat | 20 Bedrooms | sleeps 40

Very Good 4.5/5 

1 night min stay

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Visiting Halong Bay & Bai Tu Long Bay, Vietnam? Paloma Vessel's offering amazing low prices ..... Halong Bay & Bai Tu Long Bay Vietnam on Paloma Cruiser - "Longer Stay, More Overnights, Night Touring"  …see more

24 Photos

Houseboat | 11 Bedrooms | sleeps 23

Very Good 4.5/5 

1 night min stay

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
The Dragon's Pearl Junk is ideal for parties for larger groups (up to 23 people) or even incentive groups. Alternatively book a berth and get to meet new friends as you cruise the Halong Bay & Bai Tu Long Bay. Halong Bay & Bai Tu Long Bay cruising – Longer Stay, More Overnights, Night Touring!  …see more

24 Photos

Houseboat | 44 Bedrooms | sleeps 50

Very Good 4/5 

1 night min stay

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Ski
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Visiting Halong Bay & Bai Tu Long Bay Vietnam? Pelican Luxury Vessel's offering amazing low prices, stop searching and start saving - we've got the lowest prices guaranteed. And because all meals, accommodations, a variety of live entertainment and 2 days or 3 days activities are included onboard. Plus let you visit multiple places in Gulf of Tonkin HURRY - SALE ENDS SOON  …see more

24 Photos

Houseboat | 17 Bedrooms | sleeps 34

Excellent 5/5 

1 night min stay

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Visiting Halong Bay & Bai Tu Long Bay Vietnam? Luxury Syrena Vessel's offering amazing low prices, stop searching and start saving - we've got the lowest prices guaranteed. And because all meals, accommodations, a variety of live entertainment and 2 days or 3 days activities are included onboard. Plus let you visit multiple places in Gulf of Tonkin HURRY - SALE ENDS SOON  …see more

9 Photos

Yacht | 5 Bedrooms | sleeps 12

2 Nights min stay

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from £1239 /night

£8673 - £47306 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Le Capitaine et son équipage vous accueilleront à bord d'un luxueux yacht de 34 mètres dans la baie de Cannes. Séjournez dans votre cabine privée 2 ou 3 personnes tout confort.  …see more

8 Photos

Houseboat | 3 Bedrooms | sleeps 6

1 night min stay

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from £19 /night

£131 - £154 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • 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

13 Photos

Yacht | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £88 /night

£614 / week

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Key info:

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

15 Photos

Yacht | 2 Bedrooms | sleeps 4

Short stays welcome

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from £343 /night

£2396 - £2976 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Enjoy an exclusive sailing holiday in Sardinia on a professionally crewed sailing yacht.  …see more

10 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

7 Nights min stay

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from £153 /night

£1065 - £1681 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
Luxury Narrowboat holidays in the heart of England which offer a unique and relaxing way of discovering the English countryside and fascinating heritage. Beginners welcome, full training provided. Bed linen, towels, safety and boating equipment and WIFI is included in the holiday cost, fuel is extra.  …see more

12 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £153 /night

£1065 - £1681 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
Luxury Narrowboat holidays in the heart of England which offer a unique and relaxing way of discovering the English countryside and fascinating heritage. Beginners welcome, full training provided. Bed linen, towels, safety and boating equipment and WIFI is included in the holiday cost, fuel is extra.  …see more

16 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £153 /night

£1065 - £1681 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Luxury Narrowboat holidays in the heart of England which offer a unique and relaxing way of discovering the English countryside and fascinating heritage. Beginners welcome, full training provided. Bed linen, towels, safety and boating equipment and WIFI is included in the holiday cost, fuel is extra.  …see more

7 Photos

Yacht | 2 Bedrooms | sleeps 4

1 night min stay

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from £129 /night

£901 - £1219 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Her home port of Ca'n Picafort is situated in the bay of Alcudia on the north east coast of Majorca. Within two to four hours easy sailing are four well appointed marinas and numerous sheltered bays to anchor and bath. Menorca is only 27 miles away  …see more

4 Photos

Yacht | 3 Bedrooms | sleeps 6

Min stay varies throughout the year

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
motor boat / Cruiser Adventure & Leisure Therapy, Trips & Holidays For private charter with Skipper Boats, Beaches and Burgers Sea, Sand and Sausages Guitars, drums and songs Sand Therapy Life Coaching Drummer Boy Boat is a luxury 1982 Storebro Royal Cruiser 34ft with 2x Volvo Penta diesel 135hp engines  …see more

12 Photos

Narrowboat | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £128 /night

£891 - £1537 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
luxury, narrowboat, river wey, river thames, relaxing, peaceful, scenic Full instruction given, novices welcome. Buoyancy aids provided.  …see more

24 Photos

Yacht | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £1490 /night

£10425 - £12177 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
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

13 Photos

Yacht | 1 Bedroom | sleeps 4

2 Nights min stay

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from £60 /night

£414 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Not suitable for children
  • Car advised
  • No pets allowed
4 person Yacht in port olimpic + 4 bikes to use +cook food + fast wifi... 5min walk to beaches and 15 to city centre right in the middle of all the clubs & restaurants  …see more

8 Photos

Yacht | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £71 /night

£497 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
4 person Yacht in port olimpic + 4 bikes to use +cook food + fast wifi... 5min walk to beaches and 15 to city centre right in the middle of all the clubs & restaurants  …see more

12 Photos

Houseboat | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £99 /night

£693 - £1157 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Change your perspective of a vacation rental and stay in this beautiful houseboat, located in the city centre of Amsterdam, close to the museums, Vondelpark, Leidseplein, the Flower Market and many other highlights. Only best reviews of previous guests!  …see more

21 Photos

Houseboat | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £98 /night

£684 - £763 / week

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Key info:

  • Nearest beach 15 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
Close to Central Station, comfortable, stylish, quiet and romantic. Three rooms for just the two of you. Own entrance. Great breakfast, bikes and Canadian canoe included.  …see more

13 Photos

Yacht | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £593 /night

£4151 - £5907 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Imagination is a 46 foot catamaran with 3 double en-suite cabins available for charter in St Vincent and the Grenadines. Half board to all-inc is available. We sail the beautiful islands of the Grenadines such as Bequia, Tobago Cays and Mayreau. Come catch your dinner The captain is a PADI Scuba Diving Instructor and Imagination has 10 tanks on board.  …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
  • Car not necessary
  • 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

13 Photos

Houseboat | 2 Bedrooms | sleeps 6

30 Nights min stay

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from £137 /night

£958 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • No pets allowed
Stunning floating home with a roof deck and 360 degree views of the San Francsico Bay. Teak floors, split level, architecturally gorgeous home with a dozen sky lights, huge windows, glass encased dining room and gas fireplace. Located in a unique houseboat community.  …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:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
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

13 Photos

Yacht | 3 Bedrooms | sleeps 6

Min stay varies throughout the year

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from £176 /night

£1227 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
Motor Yacht, sleeps six, short walk to sandy beaches in picturesque port in northern Brittany. Fully equipped galley with ceramic hob, fridge, washing machine, microwave etc. In short - a dream vessel that guarantees a holiday to die for!  …see more

16 Photos

Yacht | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £877 /night

£6133 - £7885 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • 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

Yacht | 2 Bedrooms | sleeps 4

Excellent 5/5 

5 Nights min stay

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from £100 /night

£700 - £2800 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
We offer the chance to sail the Caribbean aboard a crewed Catamaran. You can stop in most harbours and inlets and explore the islands in the way they were meant to be seen - from the sea. As part of the package, we serve 3 homely meals a day onboard. A crewed yacht that sails the windward islands of the Caribbean ranging from Grenada through to Martinique.  …see more

10 Photos

Yacht | 4 Bedrooms | sleeps 10

1 night min stay

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from £629 /night

£4402 - £5282 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • No pets allowed
Overnight Cruises, Charters, Phuket Sailing, Crewed sailing in Phuket, We provide a competent crew, Chef and masseuse as part of the cruise.  …see more

15 Photos

Houseboat | 11 Bedrooms | sleeps 33

1 night min stay

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from £4 /night

£26 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
Our houseboats is moored on the west side of Nigeen Lake presenting the breathtaking view of the lake and the mountains. Our houseboats are well furnished with new constructed bathrooms having all the the modern facilities. We also provide exciting offers and discounts.  …see more

20 Photos

Houseboat | 22 Bedrooms | sleeps 50

1 night min stay

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from £13 /night

£90 - £93 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Halong Galaxy Cruise, Galaxy Premium Cruise, Halong bay Cruises, best boat in Halong bay, Halong bay Vietnam vacation Trip quality is guaranteed.  …see more

23 Photos

Houseboat | 28 Bedrooms | sleeps 50

Excellent 5/5 

1 night min stay

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from £12 /night

£84 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Halong bay tour, Halong bay cruise, Halong Galaxy Cruise Guest must contact with cruise management at least 24h before departure date.  …see more