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Sailing holidays (43)

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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Filters applied: Horse riding (43)

43 Results  |  
9 Photos

Yacht | 5 Bedrooms | sleeps 9

1 night min stay

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from £43 /night

£297 - £2152 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
a short walk from the airport turn right into marina cross the golden bridge directly to the Jasmine and next to the Jasmine can be found the famous dolphin adventure school great experience for all ages or trek to the top of monkey rock  …see more

24 Photos

Yacht | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

1 night min stay

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from £265 /night

£1855 - £2120 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
S/Y Ann Sofi Bavaria 44 based in Didim Marina, south west Turkey. Well equipped available to charter bareboat or skippered. 3 double cabins, master suite with shower room. Roomy cockpit. All safety and navigation equipment provided. 5 star luxury marina base Sail the Turkish coast and the Greek Dodacanese islands on a luxury yacht.  …see more

18 Photos

Yacht | 5 Bedrooms | sleeps 7

Excellent 5/5 

2 Nights min stay

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from £439 /night

£3067 - £3505 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Private Sailing Holidays in Greece and Turkey with Gourmet Chef - 2 professional crew (40+ years experienced Italian-Greek captain + hostess/co-skipper) Captain - with a remarkable past in the vest of a professional super yachts captain of over 60,000 NM in his  …see more

Featured properties

20 Photos

Narrowboat | 3 Bedrooms | sleeps 6

Short stays welcome

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from £113 /night

£789 - £1052 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Holidays in Paris, unusual lodgings, new experience  …see more

10 Photos

Narrowboat | 1 Bedroom | sleeps 4

3 Nights min stay

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from £120 /night

£838 / week

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Key info:

  • Nearest beach 0.2 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Bluebell Narrowboat Holidays is a family run small business which offers traditional canal boat holidays along 41 miles of lock free cruising on the Lancaster Canal. Come along with family or friends for a quality, slow-paced English getaway. One price all year. Call us to discuss your enquiry 01524 811196 07854 596989  …see more

12 Photos

Houseboat | 2 Bedrooms | sleeps 4

Min stay varies

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from £46 /night

£318 - £477 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
We can offer cruises on Connie at an extra cost depending on amount of days/nights. The skipper would not be on board over night. There is also a dinghy available for rowing on the canal. Excellent cycling on the canal tow path, bikes are available here. We can offer catered dinners on board, also a freezer full of frozen dinners of your choice.  …see more

9 Photos

Houseboat | 2 Bedrooms | sleeps 3

1 night min stay

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from £138 /night

£964 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Walk the Grand Canal to a unique Boat, Breakfast and Barge Trip experience. Enjoy Ireland's unique countryside from Dublin to Sallins in Co Kildare, stay overnight on "An Spideog" Barge and take the tiller the next morning for a day of Canal Boat Cruising. Grand Canal Walk approx: 15 km Self-Guided walk with map and info provided Full self-catering facilities  …see more

24 Photos

Yacht | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £228 /night

£1590 - £2650 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
  • Suitable for over 5s only
  • 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

11 Photos

Houseboat | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £1502 /night

£10513 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
Enjoy a unique cruise experience on the canals and rivers of South West France aboard the Cruisebarge 'easyvie'. Our half-board fare includes comfortable ensuite twin cabins complemented by a spacious lounge and a superb sun deck to watch the world go by.  …see more

7 Photos

Houseboat | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £106 /night

£737 - £1365 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
Self charter boating holidays on Loch Ness & the Caledonian Canal. Weekly and shortbreak hire available from April to October. No previous experience required as comprehensive instruction provided.Cruise through the spectacular scenery of Loch Ness and The Great Gle  …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

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

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

4 Photos

Yacht | 5 Bedrooms | sleeps 12

2 Nights min stay

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from £1239 /night

£8673 - £44153 / 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

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

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

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

Min stay varies

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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

12 Photos

Houseboat | 2 Bedrooms | sleeps 3

Very Good 4.5/5 

2 Nights min stay

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from £65 /night

£451 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 27 km
  • Suitable for children of all ages
  • 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

24 Photos

Houseboat | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £157 /night

£1096 - £1271 / week

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Rent between private individuals of this boat of quite wooden dream, at the heart of the marina of Banyuls sur Mer. Rent in half a day, in the day, in the weekend, weekly inquire!  …see more

17 Photos

Houseboat | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £61 /night

£425 - £785 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Moored on 5 acres of lake and wetland habitat, each houseboat has a private jetty with onshore boathouse and parking. Fishing for Rainbow Trout, with wildlife in abundance. Proximity to North coast makes this a great base for exploring Cornwall and Devon.  …see more

18 Photos

Houseboat | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £119 /night

£827 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Watervilla houseboat stay on a houseboat in Holland more dutch you can not get new watervilla houseboat new stay in the real Holland Stay in a new hip and modern decorated Houseboat/Watervilla in Holland, more Dutch you can not get!  …see more

19 Photos

Narrowboat | 1 Bedroom | sleeps 6

3 Nights min stay

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from £144 /night

£1007 - £1431 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Canal, barge, boat hire, River Thames, Shepperton, Chertsey, Windsor, Thorpe Park, Runnymead, Egham, Marlow, Maidenhead, Clivedon Hall IslandHenley, Day Hire, Holiday Hire, Short Breaks in London, RYA Training Courses for Inland Waterways, Marine VHF Licence, Power 1&2 Great family accommodation on the River Thames Shepperton, Walton, Weybridge, Chertsey, Thorpe Park, Egham  …see more

24 Photos

Yacht | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £226 /night

£1577 - £1840 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • 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

20 Photos

Houseboat | 2 Bedrooms | sleeps 4

Very Good 4/5 

2 Nights min stay

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from £89 /night

£620 - £972 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The ship called Berezina is located in the citycenter of the old town of Haarlem. The green Haarlem is situated in between Amsterdam and the beach. The ideal location for exploring the typical Dutch flower fields or the beach and visiting Amsterdam  …see more

20 Photos

Houseboat | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £120 /night

£839 - £1131 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The center houseboat for 1-4 guests, moored five minutes walking from Central Station in a quiet, wide canal in the middle of the old centre of Amsterdam, contains a living-area with fold-out couch, built-in kitchen, luxury bathroom and one bedroom with king size bed  …see more

24 Photos

Houseboat | 10 Bedrooms | sleeps 20

Excellent 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
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 10 cabins, Free hotel pickup and drop-off included Confirmation will be received at time of booking, Daily Departure!  …see more

6 Photos

Houseboat | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £182 /night

£1272 - £1855 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car advised
  • No pets allowed
Luxury holiday motor cruiser, for the ultimate boating experience with a difference. Offering 5 * boating accommodation with luxury soft furnishing, equipment and service. Optional extras included, Day trips, Beauty treatments, Chefs etc etc.  …see more

13 Photos

Houseboat | 1 Bedroom | sleeps 2

2 Nights min stay

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from £53 /night

£371 - £451 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 236 km
  • Not suitable for children
  • Car advised
  • No pets allowed
Static, classical 1940's Ex Royal Navy pinnace, sleeps 2, with pretty canal or river views, moored on the canal du midi, in quiet location of Moissac, Tarn et Garonne,France  …see more

22 Photos

Yacht | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £53 /night

£370 - £1750 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Olive is a 46ft Bluewater Cruiser Irwin MkIII sailing yacht that is fully equipped with all the safety equipment required by the Maritime Coastguard Agency for sailing up to 60 miles Offshore.  …see more

18 Photos

Houseboat | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £117 /night

£818 - £1015 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury family accommodation Aireys Inlet, Great Ocean Road. Modern and family friendly, heaps of space inside and out. Walk to beaches and cafes. Trampoline, cricket pitch, basketball ring, rumpus room. Fully equipped kitchen, coffee machine, 2 tvs, bbq, fireplace.  …see more

16 Photos

Houseboat | 2 Bedrooms | sleeps 7

Min stay varies

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Luxury 65ft long canal boat. Sleeps up to 7. Equipped with all mod-cons and beautifully presented internally. Moored on the River Avon on the outskirts of the stunning, historic city of Bath and giving access to the beautiful Avon & Kennett Canal.  …see more

4 Photos

Yacht | 4 Bedrooms | sleeps 10

1 night min stay

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from £301 /night

£2103 - £3505 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for over 5s only
  • Car advised
  • No pets allowed
barca a vela. imbarcazione, yacht, vacanza al mare, arcipelago toscano  …see more

4 Photos

Yacht | 3 Bedrooms | sleeps 6

1 night min stay

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from £138 /night

£964 - £2191 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for over 5s only
  • Car advised
  • No pets allowed
Barca, barca a vela, imbarcazione, yacht, casa sull'acqua, abitare sull'acqua, soggiorno al mare  …see more

11 Photos

Yacht | 3 Bedrooms | sleeps 6

1 night min stay

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from £88 /night

£614 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
Yacht a vela confortevole lussuosa, ormeggiata in posizione strategica tra Napoli e Sorrento. Una barca, posto fantastico anche solo per dormirci ed utilizzarla come hotel galleggiante per splendidi soggiorni.  …see more

6 Photos

Narrowboat | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £607 /night

£4249 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • Pets welcome
Vous souhaitez passer des vacances sur l'eau, découvrir la Bourgogne, éventuellement faire une croisière d'un jour, notre "MS Niagara" vous attend. Détente et relaxation, mais aussi une étape sportive le long du chemin de halage en vélo tout terrain sont au rendez-vous. La location concerne hébergement seul - repas non-inclus. Possibilités de faire des croisières journalières.  …see more

21 Photos

Narrowboat | 2 Bedrooms | sleeps 4

1 night min stay

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from £51 /night

£351 - £789 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
Pour son environnement : -Avec le Grau du Roi à votre porte, vous pourrez profiter d'un authentique port de pêche sur la Méditerranée et de larges plages de sable, toutes dotées d'un grand parking. Au sein des remparts d' Aigues Mortes, vous trouverez un grand choix de restaurants, boutiques de luxe, ...  …see more

17 Photos

Yacht | 4 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £22 /night

£154 - £1665 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
beautiful 12mt sailboat full equipped, located in San Leone turistic harbour, we offer a very relax accomodation in pacefull place.  …see more

8 Photos

Houseboat | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £101 /night

£701 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Not suitable for children
  • Car advised
  • Pets welcome
  • Private garden
Je loue ma maison pour periodes de vacances a des persones de confience.  …see more

12 Photos

Houseboat | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £246 /night

£1718 - £2716 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
Una vacanza anche breve ma intensa, in uno dei posti più belli della Sardegna,dove la natura e meravigliosa in tutte le stagioni, e il clima mediterraneo con il sole che ti scalada anche in inverno.  …see more

4 Photos

Yacht | 6 Bedrooms | sleeps 8

1 night min stay

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from £97 /night

£675 - £2699 / 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
Yacht catamaran à voile " pas plus qu'à fond " chambres d'hôtes tout confort sur un emplacement privilégié à flot. 4 Chambres séparés. Prestations ; Parking sécurisé et sous vidéo pour votre véhicule, TV, MP3 , CD, WIFI, électronique marine co  …see more