Sailing holidays

Sailing holidays (171)

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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171 Holiday homes

Filters applied: Walking holidays (171)

(5) Excellent 

12

Luxury Motor Yacht in Lymington - Lymington yacht sleeps 4

New Forest / Lymington

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
Your luxurious motor yacht is available on an accommodation only basis. She is located at the prettiest marina in Lymington with amazing sea views towards the Isle of Wight. She was commissioned in 2013 and is fitted out to the highest standard. Step through the glass  …see more

from £280 / night

£1960 / week

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from £280 / night

(29) Very Good 

16

Axo Houseboat - Central Amsterdam houseboat sleeps 4

Amsterdam / Central Amsterdam

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Ask about pets
The Axo Houseboat is a self-catering apartment in the heart of the city. You have your own kitchen, bathroom, double bedroom and living room. It's has a light and roomy living area with 2 sofas beds, in case the kids don't want to sleep together, and a large d  …see more

from £179 / night

£1187 - £1553 / week

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from £179 / night

18

Gran Canaria / Mogan

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+

 …see more

from £70 / night

£348 - £540 / week

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from £70 / night

23

Houseboat Finland: Houseboat Comfort 32 m2/ 6 pers - Jyväskylä houseboat sleeps 6

Central Finland / Jyväskylä

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Would you like to spend summer on a peaceful lake, in the pristine wilderness of Finland? On a Houseboat you can easily get to great fishing spots, beaches or discover different Finnish villages and towns . You can sunbath on the roof, make food in the kitchen and take  …see more

from £196 / night

£1566 / week

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from £196 / night

(9) Excellent 

23

Peewit 60ft. Modern Narrowboat - Foxton narrowboat sleeps 4

Market Harborough / Foxton

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
Why not take a stay on my beautiful 60 ft Narrow boat Peewit completely refitted with all the comforts of home, whilst floating on the Northampton and Leicester Line of the Grand Union Canal. Peewit is cruised all year round on the Northampton arm and the Leicester line  …see more

from £80 / night

£520 / week

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from £80 / night

(2) Excellent 

28

A Different Way to Stay! - San Sebastián de la Gomera yacht sleeps 6

La Gomera / San Sebastián de la Gomera

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children age 5+
PLEASE READ THE WHOLE LISTING PLEASE NOTE: The yacht is available for accommodation only and not for any kind of chartered sailing. If you are looking for a different type of holiday accommodation and perhaps a bit off the beaten track, then Brego is just the thing f  …see more

from £45 / night

£315 / week

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from £45 / night

(1) Very Good 

43

Jewel cruise , overnight on the Cat Ba island - Cat Ba yacht sleeps 8

Cat Ba

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
This top quality yacht is perfectly equiped for cruising in the Ha Long Bay, with all moderns conveniences. C.Jewel Island yachts are world renowned for excellent quality – We offer perfect arrangements for both privates parts and crew cabins. For your confort, this y  …see more

from £100 / night

£700 / week

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from £100 / night

(1) Excellent 

14

beautiful 3 bedroom gullet berthed in kas marina - Kas yacht sleeps 5

Antalya Province / Kas

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Looking for a different type of Holiday? Try our Turkish Gullet Accommodation Only. We offer a registered skipper day cruise to one of the beautiful local bays around kaş. on bookings of 3 or more nights. At extra charge, weather permitting. Our beautiful 5 year old  …see more

from £60 / night

£400 - £505 / week

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from £60 / night

(1) Excellent 

16

Yacht 'Lady H' - Port-Saint-Louis-du-Rhone yacht sleeps 4

Bouches-du-Rhone / Port-Saint-Louis-du-Rhone

3 4 3 nights min

  • 3 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
NOTE. PRICES QUOTED INCLUDE FOOD, FUEL, MARINA FEES AND EVEN WINE WITH DINNER. The only added expense is what you choose to spend ashore. A CHANCE FOR A SKIPPERED HOLIDAY AFLOAT. Our 'house' keeps floating and keeps moving so it is difficult to define where we are. Ou  …see more

from £35 / night

£245 - £1155 / week

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from £35 / night

(2) Excellent 

12

Barge ASLAUG, port cabin on new-built barge - Corbie houseboat sleeps 2

Somme / Corbie

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
A highlight of your vacation in the Somme region in Summer 2016 could be a few days "Barge & Breakfast" on the barge ASLAUG. Relax on the sun decks or in the spacious wheelhouse, go to sleep in your peaceful floating cabin and enjoy the wake-up calls of the ducks. "Asla  …see more

from £92 / night

£640 / week

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from £92 / night

(21) Excellent 

29

PORTO DOURO CANAL BOAT HIRE - DOUROVOU LTD - Porto narrowboat sleeps 4

Porto District / Porto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
CANAL BOAT HIRE DOURO RIVER WATER WAY PORTO Portugal.ATTENTION: PLEASE CHECK AVAILABILITY BY EMAIL The company owns a small Marina "Douro Fluvina" at Ferradosa - Sao Joao da Pesqueira.The boat is a 26ft Yachts ideal for a couple or a family with children.You c  …see more

from £166 / night

£566 / week

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from £166 / night

(133) Very Good 

15

Pournami Houseboats - Alappuzha houseboat sleeps 12

Kerala / Alappuzha

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Pournami houseboats has been operating houseboat cruise since 2007 in Alleppey and Kumarakom. We are rated as one of the best houseboat operators in Alleppey. We focus on quality of service provided to our guest. Our new 4 bedroom houseboat is a full featured luxury hou  …see more

from £235 / night

£1385 / week

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from £235 / night

(1) Excellent 

9

Sunseeker Apache 45 - Ta' Xbiex yacht sleeps 4

Island of Malta / Ta' Xbiex

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Book Sunseeker Apache 45 'Pamaca' for a holiday to remember.One of the most powerful and elegant boats in the entire Sunseeker range, this twin engine 660HP muscle boat is the Mustang of the Marina and available for overnight stays onboard. Pure luxury with very comfort  …see more

from £87 / night

£603 / week

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from £87 / night

(16) Excellent 

22

PORTO DOURO VALLEY SAIL YACHT CRUISES WITH SKIPPER - Porto yacht sleeps 4

Porto District / Porto

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
YACHT CHARTER DOURO RIVER WATER WAY PORTO Portugal.ATTENTION: PLEASE CHECK AVAILABILITY BY EMAIL The company owns a small Marina "Douro Fluvina" at Ferradosa - Sao Joao da Pesqueira.Our boats are 28ft Yachts ideal for a couple or a family with children.You can  …see more

from £166 / night

£653 / week

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from £166 / night

(28) Very Good 

24

AMSTERDAM CITY CENTRE HOUSEBOAT - Central Amsterdam houseboat sleeps 4

Amsterdam / Central Amsterdam

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
This beautiful Amsterdam city centre canal houseboat, that is conveniently situated between central station and Dam Square, is a perfect place for couples, friends or a family to explore and enjoy the beauties of the amazing city.The houseboat has a relaxed living area  …see more

from £174 / night

£1827 - £2192 / week

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from £174 / night

15

Tortola / Road Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £1539 / night

£10770 / week

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from £1539 / night

(8) Excellent 

17

Painted Lady - Holsworthy houseboat sleeps 4

Devon / Holsworthy

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
Devon Houseboats offer a unique opportunity to stay aboard a wide beam canal barge without the worry of locks and waterways. The barges are custom built to offer the maximum comfort and style for four people sleeping in two cabins. Both cabins have their own en suite s  …see more

from £92 / night

£475 - £565 / week

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from £92 / night

(13) Excellent 

24

Boat&Breakfast de Dageraad - Eastern Docklands houseboat sleeps 4

Amsterdam / Eastern Docklands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Child friendly
Welcome on board our fully renovated boat & breakfast, 'de Dageraad' (Dutch for 'daybreak'). We offer two luxury, 100% smoke-free rooms, both featuring amenities such as floor heating, en suite bathroom, LCD-television, and free Wifi. In the morning, we serve a home-m  …see more

from £200 / night

£1400 / week

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from £200 / night

(9) Excellent 

16

Province of Naples / Sorrento

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £278 / night

£1740 - £6087 / week

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from £278 / night

(15) Very Good 

19

Adele Marie - Lovely cosy 58ft Narrowboat - Nantwich narrowboat sleeps 4

Cheshire / Nantwich

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
Have you ever dreamed of taking to the canals in a lovely narrowboat, floating peacefully amongst the splendour of our idyllic countryside? Well now you can… Our lovely 58ft narrowboat, ‘Adele Marie’ is available for hire from September 2015. You can hire for a s  …see more

from £80 / night

£713 - £1835 / week

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from £80 / night

(1) Excellent 

5

Lucy Joe - Worsley narrowboat sleeps 4

Salford / Worsley

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Lucy Joe Sleeps upto 4 - Wheelchair access availableA beautifully finished boat, Lucy Joe has been designed with space, luxury and comfort in mind. A fixed double bed at the back supplemented by a luxurious double sofa bed at the front and spacious wet room, galley and  …see more

from £150 / night

£795 / week

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from £150 / night

(26) Excellent 

11

Float by Boat narrowboat retreat - Rugby narrowboat sleeps 6

Warwickshire / Rugby

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask owner if suitable for children
  • Car not necessary
  • Ask about pets
*Skippered Hotel-boat* *Crewed Breaks, Holidays & Retreats* *Day Trips* Spirited Away, a hosted narrowboat, is the perfect place to slow down, get closer to nature and experience the unique British waterways. Prices are fully inclusive, with gorgeous boat-made meals,  …see more

from £140 / night

£980 / week

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from £140 / night

12

HOUSE BOAT ROYAL LODGE - Srinagar houseboat sleeps 8

Kashmir / Srinagar

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
My.hosue Boat is located in peace and quiet place..and five minutes from Ghat .07 Dal Lake..you will get completry pickup from ghat no.07,till my hosue boat..and i am good reviews in tripadvisor highlly recomended..and we are very polite with guests..thanks for chosing  …see more

from £12 / night

£81 - £108 / week

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from £12 / night

23

Province of Cagliari / Cagliari

2 4 1 night min

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

 …see more

from £60 / night

£392 - £1031 / week

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from £60 / night

(1) Excellent 

30

Classic yacht houseboat in beautiful Saint Lucia - Marigot Bay houseboat sleeps 2

Castries Quarter / Marigot Bay

3 2 4 nights min

  • 3 bedrooms
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
This is an opportunity to experience life in our private classic 41 foot yacht which is moored to the dock in beautiful Marigot Bay in Saint Lucia. We also have a 4x4 jeep available if you wish to go out and explore the island. The boat has a classic teak wood interior  …see more

from £70 / night

£485 / week

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from £70 / night

(3) Excellent 

67

CARIBBEAN CREWED LUXURY MOTOR YACHT CHARTER 57ft' - Road Town yacht sleeps 6

Tortola / Road Town

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Allinclusivecharter provides the perfect getaway on your own private crewed luxury motor yacht in the Caribbean area. Being the only guests on our board, you are treated like royalty. Do what you really want, when you want. Your voyage is personalized and is a customize  …see more

from £1847 / night

£12693 - £22385 / week

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from £1847 / night

(1) Excellent 

16

Swallow Tail - Holsworthy houseboat sleeps 4

Devon / Holsworthy

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
Swallow Tail offers a unique opportunity to stay aboard a traditional canal barge without the worry of locks and waterways. She is custom built to offer the maximum comfort and style for 4 people sleeping in two cabins. Both cabins have their own shower/wc, the doubl  …see more

from £100 / night

£450 - £565 / week

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from £100 / night

(25) Excellent 

21

Houseboat Ms. Luctor - Central Amsterdam houseboat sleeps 2

Amsterdam / Central Amsterdam

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 15 km
  • Car not necessary
  • Private garden
Close to Central Station (canal district) you will find the Amsterdam Bed & Breakfast houseboat MS Luctor, exclusively suitable for two guests. An original "klipperaak", built in 1913, now converted into a comfortable, stylish and high class apartment, moored  …see more

from £118 / night

£679 - £731 / week

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from £118 / night

(8) Excellent 

17

Motor Yacht Dandy - Ciutat Vella yacht sleeps 10

Barcelona / Ciutat Vella

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
This stunning 24m. (82ft) Astondoa Motor Yacht was built in 2001 and is rented out as a floating apartment with the possibility to be chartered out to sea from the Barcelona Royal Yacht Club.The Club is a gated community and has 24-7 security guards and CCTV. The locati  …see more

from £783 / night

£5479 / week

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from £783 / night

(4) Excellent 

24

Authentic ship Vrouwe Johanna - Amsterdam houseboat sleeps 12

North Holland Province / Amsterdam

3 12 2 nights min

  • 3 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
In a unique countryside setting, overnight in a hundred years authentic sailing ship and yet the bustling center of Amsterdam nearby!The ship is located just 15 minutes outside the center of Amsterdam, Durgerdam.Our Apartment is easily accessible by car, bicycle and pub  …see more

from £457 / night

£3044 - £4035 / week

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from £457 / night

11

Cruisebarge 'easyvie' on the Canals in SW France. - Montauban houseboat sleeps 8

Tarn-et-Garonne / Montauban

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 200 km
  • Ask owner if suitable for children
  • Car not necessary
Cruisebarge 'easyvie' cruises the canals and rivers of South West France between the historic city of Montauban and the charming town of Moissac. Enjoy a unique cruise experience aboard 'easyvie' as she slowly makes her way between the towns and villages enroute stayin  …see more

from £1491 / night

£10435 / week

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from £1491 / night

(51) Excellent 

28

Star Narrowboat Holidays - Unique Narrowboat Hire - Worsley narrowboat sleeps 4

Salford / Worsley

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
Now taking bookings for 2017. From 1st Nov 2016 to 30th Mar 2017 'Gloria' is booked for a static houseboat hire at our base - we still have availability for our other boat 'Queenie' for those months. For the most accurate info on prices please see our website. We off  …see more

from £170 / night

£1190 / week

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from £170 / night

18

Syracuse / Ortigia

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation

 …see more

from £79 / night

£548 / week

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from £79 / night

(37) Very Good 

24

Huong Hai Sealife Cruise - Halong Bay houseboat sleeps 50

Quang Ninh Province / Halong Bay

50 50 1 night min

  • 50 bedrooms
  • Sleeps 50
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Two Day & One Night cruising to untouched the mystery of Bai Tu Long Bay Vietnam By Huong Hai Sealife Cruise - A unique cruise to explore Bai Tu Long’s gorgeous sites and local life. The Huong Hai Sealife Vessel with modern luxury facilities offers an overnight cruise  …see more

from £139 / night

£2047 / week

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from £139 / night

(4) Excellent 

18

Watervilla Humpy Dumpy - Oost-knollendam houseboat sleeps 6

North Holland Province / Oost-knollendam

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
In the infinity of life take out time for the soul.Dreamy days and quiet nights a romantic getaway a place to call a 'home' away from 'home'an epitome of peace and serenity.That would describe "humpy dumpy"A watervilla/houseboat in Netherla  …see more

from £218 / night

£870 / week

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from £218 / night

(1) Excellent 

7

Syros / Hermoupolis

5 14 7 nights min

  • 5 bedrooms
  • Sleeps 14
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+

 …see more

from £1367 / night

£9566 / week

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from £1367 / night

(2) Very Good 

50

21 M yacht,4 cabins for 8 guests,car available - Barcelona Beach yacht sleeps 8

Barcelona / Barcelona Beach

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
A large motor yacht with 4 guest cabins and 3 guest bathrooms situated in Marina Port Forum, between 2 beaches, and about a 45 minute walk along the ocean to the center of Barcelona. Each cabin has individual air conditioning and heating, a safe box, and a private bathr  …see more

from £66 / night

£392 - £1670 / week

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from £66 / night

22

Olive - Dartmouth yacht sleeps 8

Devon / Dartmouth

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
Why not stay on a beautiful Yacht instead?! 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. The Owners have small children a  …see more

from £71 / night

£495 - £1495 / week

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from £71 / night

19

Province of Grosseto / Porto Ercole

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £314 / night

£1653 / week

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from £314 / night

18

Private Yacht Double G Tuscany - Portoferraio yacht sleeps 6

Elba Island / Portoferraio

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Air conditioning
Perfect match between style and comfort, history and design, "Double G" is a charming 60ft Akhir model motor yacht, built by "Cantieri di Pisa" in 1982.The Akhir was created following an innovative concept and modern design, but entirely handcrafted  …see more

from £435 / night

£2435 / week

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from £435 / night

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