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Sailing holidays (154)

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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154 Results  |  
19 Photos

Yacht | 3 Bedrooms | sleeps 6

1 night min stay

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from £190 /night

£1325 - £2650 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Based in the town of La Linea for the best tapas bars and cafes. Perfect for visiting Gibraltar. A well maintained and clean yacht. Food is included. Bedding and towels provided.  …see more

12 Photos

Yacht | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £58 /night

£403 - £594 / week

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Key info:

  • Suitable for children over
  • Car not necessary
  • No pets allowed
Experience life on the water on-board a 31 ft sailboat. Ideal accommodation for couples, small groups or families. Located in the desirable marina of Ocean Village, one of the most peaceful and upmarket areas in Southampton, and just a short walk from the city center. Marinas and boats can be hazardous places. Guests stay on the boat at their own risk.  …see more

21 Photos

Yacht | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

1 night min stay

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from £67 /night

£467 - £2011 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Air conditioning
  • Some pets are welcome - please contact the owner
You have the opportunity to rent a magnificent Yacht-Hotel entire for you docked in Marina Rubicón, one of the most beautiful and luxury marinas in the Canary Islands.  …see more

Featured properties

21 Photos

Houseboat | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £88 /night

£616 - £667 / 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

12 Photos

Yacht | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £122 /night

£848 - £1272 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Car not necessary
  • Air conditioning
  • No pets allowed
We are a family run business and our boat Vivione111 is a Luxury Yacht moored in the harbour of Duquesa. Costa Del Sol Boat Holidays let you explore this beautiful region of Spain and stay in the Luxury of Puerto de la Duquesa, with it's Golf Courses, bars, restaurants. On either side of the Marina are two blue flag beaches with, beach bars and sun beds for hire,  …see more

24 Photos

Yacht | 2 Bedrooms | sleeps 3

Excellent 5/5 

2 Nights min stay

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from £33 /night

£231 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 200 km
  • Suitable for children over
  • Car not necessary
  • No pets allowed
Unique experience.... the best area to stay when in Alicante city....  …see more

21 Photos

Yacht | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £35 /night

£242 - £1355 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Pets welcome
It is almost impossible to talk about Lanzarote without a reference to the sea. To enjoy a unique experience staying onboard a sailing yacht slightly and sweetly rocked by the sea is something that we will remember our entire life. Enjoy a different holiday! We are LGBT friendly and proud of it. Pets are welcome, sheltered place on deck will be provided.  …see more

8 Photos

Yacht | 5 Bedrooms | sleeps 9

1 night min stay

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from £109 /night

£757 - £3102 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
The new Sunborn hotel and large casino are litteraly next door as well as best restaurants in Gibraltar. The dolphins are active in the water here all year round and their are many ways to take a tour . Only 600 mtrs from the airport with lights bags is a short walk, The dolphins are active in the water here all year round and their are many ways to take a tour .  …see more

8 Photos

Yacht | 1 Bedroom | sleeps 1

Excellent 5/5 

1 night min stay

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from £53 /night

£371 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Only 600 mtrs from the airport with lights bags is a short walk, their are traditional buses available and taxis waiting at the airport . The dolphins are active in the water here all year round and their are many ways to take a tour .  …see more

21 Photos

Houseboat | 7 Bedrooms | sleeps 14

2 Nights min stay

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from £397 /night

£2779 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Car advised
  • Some pets are welcome - please contact the owner
Large houseboat, 7 bedrooms, fully equipped kitchen. On the water, next to a park. Free parking. Near the center of Amsterdam  …see more

11 Photos

Yacht | 3 Bedrooms | sleeps 6

Good 3.5/5 

2 Nights min stay

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from £43 /night

£300 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car advised
  • No pets allowed
bateau logement appartement au bord de l'eau Proche Paris, piscine, divertissements de prévenir si vous avez des invités surprises, non les imposer bateau en pleine nature = insectes, birds  …see more

20 Photos

Narrowboat | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

5 Nights min stay

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from £98 /night

£684 - £1026 / 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

Yacht | 1 Bedroom | sleeps 2

1 night min stay

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from £73 /night

£509 / week

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Only 600 mtrs from the airport with lights bags is a short walk, their are traditional buses available and taxis waiting at the airport . The dolphins are active in the water here all year round and their are many ways to take a tour.  …see more

11 Photos

Yacht | 1 Bedroom | sleeps 2

Good 3.5/5 

1 night min stay

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from £73 /night

£509 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Only 600 mtrs from the airport with lights bags is a short walk, their are traditional buses available and taxis waiting at the airport . The dolphins are active in the water here all year round and their are many ways to take a tour.  …see more

18 Photos

Houseboat | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

1 night min stay

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from £72 /night

£500 - £1614 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Aqua Jumbo Houseboats provide eco-friendly houseboat tour packages in Kumarakom and Alleppey backwaters.We operate a fleet of one-bedroom ,two - bedrooms houseboats for couples,families and all age groups.Apart from night trip,we offer day cruise in backwaters. Children under 5 yrs stay free of charge & children over 5 yrs or adult is charged 1200 with extra mattress  …see more

4 Photos

Yacht | 3 Bedrooms | sleeps 6

1 night min stay

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from £171 /night

£1197 / week

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Key info:

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

16 Photos

Yacht | 3 Bedrooms | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £35 /night

£240 - £808 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Sailing holidays in Corsica and Sardinia aboard a skippered yacht. A chance to just relax or learn to sail. Kayaking and cycling holidays in France in 2015 using our yacht as your mobile base camp. We like to share our lifestyle with like minded people. Please contact us if you have a query.  …see more

15 Photos

Yacht | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £742 /night

£5194 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
We offer a flavour of our most popular itineraries, which you can undertake on our exclusive yacht charter in Kas, Turkey, but every facet of the trip is up for discussion. We want to offer you the holiday of a lifetime, taking in the sites that you've always dreamed.  …see more

10 Photos

Yacht | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £133 /night

£928 - £1002 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
Falmouth, Mylor, family holidays, bird watching, walking, cornwall, sailing The boat could also be positioned in Falmouth town marina  …see more

7 Photos

Yacht | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £53 /night

£371 - £689 / week

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Key info:

  • Swimming pool
  • Suitable for children over
  • Car not necessary
  • No pets allowed
family breaks boat holiday static boat holiday city break beach break swimming pool This yacht is suitable for a day charter, this can be arranged on arrival.  …see more

7 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £85 /night

£594 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Narrowboat, Leighton buzzard, Bedfordshire,  …see more

4 Photos

Houseboat | 2 Bedrooms | sleeps 7

3 Nights min stay

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from £142 /night

£988 - £1060 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
No license needed, easy to maoeuvre, cruises in the lagoon of Venice.  …see more

19 Photos

Yacht | 2 Bedrooms | sleeps 4

1 night min stay

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from £69 /night

£477 - £1166 / week

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Key info:

  • Beach / lakeside relaxation
  • Ski
  • Not suitable for children
  • Air conditioning
  • No pets allowed
location right in the port of portals  …see more

6 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £83 /night

£578 - £737 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Lucy Joe Sleeps upto 4 - Wheelchair access available A beautifully finished boat, Lucy Joe has been designed with space, luxury and comfort in mind. Stay onboard at our marina as an alternative to an hotel or explore the waterways. A warm welcome awaits.  …see more

10 Photos

Yacht | 1 Bedroom | sleeps 2

Very Good 4/5 

1 night min stay

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from £87 /night

£609 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Only 600 mtrs from the airport their are traditional buses and taxis available. The dolphins are active in the water here all year round and their are many ways to take a tour .  …see more

24 Photos

Yacht | 2 Bedrooms | sleeps 4

Excellent 5/5 

5 Nights min stay

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from £73 /night

£505 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • No pets allowed
Barcelona Balearics Sailing Association organizes sailing cruises in Western Med and rent a Sailing Boat 11mt 50 in Port Olimpic, Barcelona. In front of the city centre, very near to Barrio Gotico and Barceloneta (15minutes walk). Barcelona Balearics Sailing Association organizes sailing cruises in Western Med and rent our38f SailingBoat  …see more

20 Photos

Narrowboat | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £155 /night

£1084 - £1500 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • 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

12 Photos

Narrowboat | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £186 /night

£1300 - £1704 / week

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Key info:

  • Suitable for children over
  • Pets welcome
Enjoy the freedom of a narrowboat holiday,cruising at your own pace on the River Thames on boat Gema. Sleeping up to 8 people in 3 cabins, the boat provides a high standard of accommodation, ideal for family holidays or friends holidaying together. Tuition is provided. The cabins can be made up entirely of single beds or double beds, or a mixture of both.  …see more

9 Photos

Yacht | 1 Bedroom | sleeps 3

2 Nights min stay

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from £62 /night

£428 - £513 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Bateau à quai-centre ville-3pers Location à partir de 2 nuits Nous vous proposons la location d'un bateau pour 3 personnes amarré au centre ville de Strasbourg. Tram direct depuis la Gare, ligne D arrêt Aristide Briand. Le bateau se trouve à 400 mètres de l'arrêt du  …see more

17 Photos

Houseboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £63 /night

£435 - £477 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Great for children of all ages
  • 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

20 Photos

Houseboat | 3 Bedrooms | sleeps 6

1 night min stay

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from £80 /night

£560 - £693 / week

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Key info:

  • Nearest beach 60 km
  • Suitable for children over
  • Car advised
  • Air conditioning
  • No pets allowed
ARMOR, péniche bretonne de caractère datant de 1912, est amarrée sur le canal d'Ille et Rance, à l'écluse de Grugedaine à Chevaigné (35), entre Rennes (12 kms) et Saint Malo (70 kms). Classement préfectoral Meublé de tourisme *** A très bientôt ;o) A votre disposition, sans supplément : - bois pour la cheminée, - 4 vélos adulte - 1 tandem  …see more

6 Photos

Houseboat | 3 Bedrooms | sleeps 3

1 night min stay

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from £26 /night

£180 / week

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Key info:

  • Not suitable for children
  • No pets allowed
barca vacanza vela mare divertimento noleggio informazioni al 320/15.36.114  …see more

16 Photos

Narrowboat | 1 Bedroom | sleeps 3

Excellent 5/5 

Short stays welcome

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from £96 /night

£670 - £772 / week

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Key info:

  • Not suitable for children
  • No pets allowed
we are ideally situated for the Wedgwood factory, Trentham Monkey Park, Shugborough, Alton Towers and Drayton Manor Park. We are on the Four Counties Ring on the Trent and Mersey Canal, The Cauldon is just a short distance away from us. a beautiful canal.  …see more

20 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £117 /night

£815 - £941 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Based on the trent and mersey canal Ideal starting point for a different type of holiday  …see more

12 Photos

Houseboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £112 /night

£784 - £1614 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Premium and Luxury houseboats in Alleppey and Kumarakom  …see more

15 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £92 /night

£639 - £734 / week

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Key info:

  • Not suitable for children
  • No pets allowed
We are ideally situated for Wedgeood, Trentham Monkey Park , the Potteries, Alton Towers and Drayton Mannor Park. We are on the Four Counties Ring on the Trent and Mersy Canal from which you can vist Wales, Cheshire, Shropshire and Staffordshire.  …see more

18 Photos

Yacht | 5 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £428 /night

£2992 - £3420 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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

10 Photos

Narrowboat | 1 Bedroom | sleeps 3

3 Nights min stay

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from £103 /night

£716 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Narrowboat onthe lock-free Lancaster canal  …see more

18 Photos

Yacht | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £243 /night

£1697 - £1868 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Luxury Yacht in Vilanova - Sitges, close o beach and city center. 4 bedrooms and 4 baths.  …see more

8 Photos

Yacht | 3 Bedrooms | sleeps 6

1 night min stay

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from £33 /night

£231 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
boat & breakfast in imbarcazione ormeggiata al porticciolo turistico di Marsala Offriamo la possibilità di soggiornare nell'imbarcazione per il pernottamento e la prima colazione scegliendo una sola cabina e la possibilità di avere l'imbarcazione in esclusiva  …see more

9 Photos

Houseboat | 15 Bedrooms | sleeps 30

1 night min stay

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from £180 /night

£1254 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
02 DAYS – 01 NIGHT : PRISTINE BAI TU LONG BAY. 03 DAYS – 02 NIGHTS: THE UNTOUCHED WONDER  …see more

4 Photos

Narrowboat | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £195 /night

£1363 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Narrowboats, River Nene, Boating  …see more

8 Photos

Yacht | 2 Bedrooms | sleeps 5

1 night min stay

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from £345 /night

£2411 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Successful boating holiday on our home confort vedettes Canal du Midi on one of our houseboat to discover Carcassone, Castelnaudary, Toulouse... A day cruise from 250€ ( 2 pers) A bike for a day from 23€ A electric boat for a little trip 1 h  …see more

4 Photos

Yacht | 2 Bedrooms | sleeps 4

1 night min stay

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from £62 /night

£428 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Boat&brekfast  …see more

15 Photos

Yacht | 4 Bedrooms | sleeps 8

1 night min stay

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from £190 /night

£1325 - £1881 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Voilier Sun Odyssey 47 (14,5 m) amarré au port du Marin en Martinique. Ce voilier, confortable présente d'excellentes qualités marines. L'intérieur du voilier est composé d'un carré confortable et de 4 cabines: 3 cabines à lits doubles et une cabine à lits superposés. Frigidaire, four, gazinière, barbecue,  …see more

10 Photos

Yacht | 1 Bedroom | sleeps 1

1 night min stay

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from £39 /night

£270 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
Chambres d'hôtes à bord du Charleston, yacht anglais de 1945, mêlant charme et authenticité. Un choix de cabines, suites, timonerie de 2 à 9 personnes. Possibilité de réserver l'ensemble du yacht pour vos événements ou vos séjours en groupe.  …see more

4 Photos

Yacht | 3 Bedrooms | sleeps 6

1 night min stay

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from £98 /night

£684 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Annette Rosenkilde is a place of complete tranquility; enjoy the sea breeze, explore the underwater life, relax on deck...the choice is yours! We look forward to welcoming you onboard!  …see more

17 Photos

Yacht | 1 Bedroom | sleeps 2

1 night min stay

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from £73 /night

£509 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Chambres d'hôtes à bord du Charleston, yacht anglais de 1945, mêlant charme et authenticité. Un choix de cabines, suites et timonerie de 2 à 8 personnes. Possibilité de réserver l'ensemble du yacht pour vos événements ou vos séjours en groupe.  …see more

4 Photos

Houseboat | 2 Bedrooms | sleeps 4

1 night min stay

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from £86 /night

£599 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
located in the harbor of the historic center of Mantua  …see more

18 Photos

Yacht | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £69 /night

£478 - £656 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
Nothing beats staying on a luxury motor yacht in Downtown Vancouver with all the comforts of home. Warm, quiet, private and yet still within walking distance to hundreds of shops and restaurants.  …see more