Sailing holidays

Sailing holidays (161)

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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161 Holiday homes

Filters applied: Washing machine (161)

(7) Excellent 

56

Wooden Sail Boat with Air Conditioning and WiFi - El Barrio yacht sleeps 2

Province of Alicante / El Barrio

2 2 3 nights min

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 200 km
  • Car not necessary
Classic wooden sailing yacht right in the city center of Alicante...10 meters LOA 4 meters beam, good for two people, one double bed and 2 singles... great views. Close to restaurants and bars. Very close to he beach. Secure parking inside the marina, security and vi  …see more

from £44 / night

£259 / week

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from £44 / night

(8) Excellent 

77

Woontjalk Zuidenwind Houseboat - Amsterdam houseboat sleeps 5

North Holland Province / Amsterdam

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 25 km
  • Child friendly
  • Pet friendly
A fully equipped appartment in a lovely old cargo ship in the port of Amsterdam. From deck you have a full view on the National Maritime Museum and the Mill of Brewery 't IJ. By foot it takes 5 minutes walk to the famous canals of the old city and 10 minutes to CS (tr  …see more

from £130 / night

£906 / week

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from £130 / night

(8) Good 

13

Klaziena Houseboat - Central Amsterdam houseboat sleeps 6

Amsterdam / Central Amsterdam

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
Minimum stay over New Years Eve is at the moment 5 nights.Modern 3 bedroom houseboat on the Amstel and right in the centre of town, means you couldn't be better placed. Experience a truly Dutch way of living by staying on a Houseboat. The Dutch love their canals a  …see more

from £276 / night

£1720 - £2082 / week

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from £276 / night

(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

(22) Excellent 

20

Pantheos Romantic Houseboat - Jordaan houseboat sleeps 4

Amsterdam / Jordaan

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This was a truly unique experience to stay on a houseboat. I grew up in Amsterdam but never had the opportunity to stay or even visit a houseboat. I stayed here for 10 days at the end of April and was very fortunate to be blessed with great weather. My stay was excellen  …see more

from £156 / night

£1207 - £2328 / week

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from £156 / night

(7) Excellent 

8

Alaska / Wrangell

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Car not necessary

 …see more

from £77 / night

£508 / week

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from £77 / night

(5) Very Good 

22

house boat on the Seine near Paris - Draveil narrowboat sleeps 6

Essonne / Draveil

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning
Three levelsSun deckNatural level: loungeLiving room- kitchenLower deck 3 bedrooms 2 full bathrooms, one cabinOne bedroom and its en suite bathroom and separate WC form the guest suite.Step out and you are in the leisure park with many sports and recreation opportunitie  …see more

from £173 / night

£776 - £1380 / week

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from £173 / 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 £173 / night

£1811 - £2173 / week

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from £173 / night

(1) Excellent 

11

Olbia / Pittulongu

5 5 5 nights min

  • 5 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £87 / night

£604 / week

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from £87 / night

(2) Excellent 

26

Floating House in San Diego Bay - San Diego houseboat sleeps 4

California / San Diego

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Suitable for children age 5+
Sleep on the water! Enjoy this unique opportunity to stay at Pelican Place - a floating home on this beautiful bay. Enjoy this 84 sq meters floating 2-story home. House sleeps 4 adults or 2 adults with up to 3 children works well too. House details: On the bottom f  …see more

from £192 / night

£1341 / week

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from £192 / night

(5) Excellent 

23

bed & boat, apartment on houseboat, Amsterdam - Amsterdam houseboat sleeps 2

North Holland Province / Amsterdam

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary
  • Ask about pets
Are you looking for a comfortable apartment for 2 people? Our apartment is a self-contained part of a water villa. It has a living room and open plan kitchen with all modern equipment. The living room has patio doors directly to the water. On the ground floor there is a  …see more

from £100 / night

£647 / week

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from £100 / night

(12) Excellent 

17

Devolu - Meudon houseboat sleeps 8

Hauts-de-Seine / Meudon

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning
Ever wondered what it would be like to live on a houseboat? Devolu offers you a convenient base to visit the sites of Paris, go to Disneyland and the Chateau de Versailles while coming home each day to an amazing experience of another kind. One of the most luxurious b  …see more

from £250 / night

£1500 - £1850 / week

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from £250 / night

14

De Hoop | Amsterdam Houseboats - Central Amsterdam houseboat sleeps 4

Amsterdam / Central Amsterdam

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
A beautiful houseboat, in the center of Amsterdam. Well maintained, cozy houseboat moored on a common center located in the Plantage district of Amsterdam, a stone's throw from Artis Zoo, the Amstel and Waterloo square with several terraces and restaurants within easy  …see more

from £151 / night

£1057 / week

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from £151 / 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 £453 / night

£3018 - £3621 / week

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from £453 / 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

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

(5) Excellent 

12

Bouches-du-Rhone / Marseille

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £156 / night

£1087 / week

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from £156 / 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

47

Kós / Kos Town

10 22 7 nights min

  • 10 bedrooms
  • Sleeps 22
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £690 / night

£4828 - £6638 / week

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from £690 / night

49

21 M yacht, 4 cabins for 8 guests, car available - Barcelona yacht sleeps 10

Province of Barcelona / Barcelona

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets
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 £63 / night

£324 - £2733 / week

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from £63 / night

(9) Excellent 

16

Province of Naples / Sorrento

4 8 Min stay varies

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

 …see more

from £275 / night

£1725 - £4569 / week

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from £275 / night

(2) Excellent 

30

San Blas Islands / El Porvenir

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning

 …see more

from £1077 / night

£7539 / week

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from £1077 / night

(6) Excellent 

21

Copenhagen Houseboat - Copenhagen houseboat sleeps 8

Zealand / Copenhagen

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Ask about pets
Have you ever thought about living on a houseboat? Now you can try it.It's different, it's supercool- and right in the heart of Copenhagen. Only 5 min. walking distance to city hall and TIVOLI Garden. 125 square meters inside the passenger ferry build in East  …see more

from £475 / night

£3018 / week

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from £475 / 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

13

House-boat on the Amstel river, Amsterdam Centre - Central Amsterdam houseboat sleeps 4

Amsterdam / Central Amsterdam

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
Luxury house-boat on the most scenic stretch of the Amstel river in central Amsterdam. 3 sleeping cabins (4 or 5 persons max), lounge, kitchen, 1 and half bathrooms. Perfect location nearby Amstel Hotel, Carre theatre, Opera house (Stopera) and museums such as Hermitage  …see more

from £328 / night

£1443 / week

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from £328 / night

24

B316 Bodrum 4 Cabins Luxury Blue Cruise Yachting - Central Bodrum yacht sleeps 8

Bodrum / Central Bodrum

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
2 VIP, and 2 double cabins, Captain cabin, 2 Seperate crew cabins, Fully equipped galley, Indoor and outdoor dining area, bar. VHF Radio, GSM telephone, Full Navigation equipment, Radar, GPS, Depthsounder, DVD/Sterio music system, TV in VIP cabis and saloon, Refrigerato  …see more

from £800 / night

£5594 - £9324 / week

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from £800 / 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 £1478 / night

£10345 / week

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from £1478 / night

(102) Excellent 

34

Houseboat Tante Piet, stay on board with Sietske - Central Amsterdam houseboat sleeps 4

Amsterdam / Central Amsterdam

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
For a relaxing city break with a difference, stay aboard this wonderful houseboat, in the city center of Amsterdam, just off the beaten path but only fifteen minutes walk from Central Station, or five minutes by tram. You will share the boat with your super-relaxed host  …see more

from £87 / night

£518 - £1457 / week

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from £87 / night

(4) Very Good 

10

Ille-et-Vilaine / Rennes

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+

 …see more

from £121 / night

£776 - £1500 / week

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from £121 / 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 £776 / night

£5432 / week

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from £776 / 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 £65 / night

£388 - £1656 / week

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from £65 / night

(4) Excellent 

20

Ille-et-Vilaine / Chevaigne

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 60 km
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £169 / night

£565 / week

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from £169 / night

22

De Cornelia - Amsterdam houseboat sleeps 14

North Holland Province / Amsterdam

7 14 2 nights min

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Suitable for children age 5+
Our large houseboat is especially suitable for groups up to 14 people.It's located in a quite neighborhood in the north of Amsterdam but close to the town center.7 bedrooms and a large living area gives you enough space for a joyful time in Amsterdam.Next to a park  …see more

from £604 / night

£3363 / week

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from £604 / night

22

Naxos / Naxos Town

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Car not necessary

 …see more

from £863 / night

£6035 / week

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from £863 / night

(3) Very Good 

14

KOMODO BOAT CHARTER | fadaelo(dot)com - Labuan Bajo yacht sleeps 12

Flores / Labuan Bajo

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
KOMODO BOAT CHARTER | Manage and Operates more than 20 Fleets, from Phinisi boats, Luxury Yacht, speedboats, and Standard deck boats . We Offer a Day Cruises Charter and Overnight Cruises Charter , including Liveaboard Diving Charter around Komodo National Park. The Phi  …see more

from £1039 / night

£7270 / week

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from £1039 / 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

(1) Excellent 

10

The Historical CUTTY JEAN Cabin 1 - Tigne Point yacht sleeps 2

Sliema / Tigne Point

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Cutty Jean offers you the most exciting combination of stunning settings, fantastic on-board atmosphere and fun.Wake up to the most spectacular view directly over the sea. Have a swim before your first morning coffee, sit back and relax or take your summer adventure to  …see more

from £69 / night

£483 / week

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from £69 / night

10

Houseboat Sweetstar - Srinagar houseboat sleeps 6

Kashmir / Srinagar

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Private garden
Houseboat Sweet Star have their own traditional appeal.Houseboat Sweet Star are anchored on the banks of the River jehlum. Each houseboat is fully furnished and every Houseboats has an attendant boy.Houseboat Sweet Star are furnished in a grand style, with carved furnit  …see more

from £18 / night

£124 / week

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from £18 / night

23

Comfortable, luxurious BOAT-house, close to center - Amsterdam houseboat sleeps 4

North Holland Province / Amsterdam

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Ask owner if suitable for children
The Black Swan is the ideal getaway for a romantic weekend. Its modern and chic design is found in every detail of the houseboat. Just a stone throw away from the famous "Jordaan" area and the city center. The houseboat has a comfortable living room with fully equipped  …see more

from £104 / night

£688 - £1853 / week

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from £104 / night

4

Yacht with 4 bedrooms,sleeps 8,near beaches,center - Barcelona houseboat sleeps 8

Province of Barcelona / Barcelona

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
21 meter yacht located in Port Forum marina, an ultra modern marina with frequent cultural activities, such as big music concerts, an adventure park, marine fair. Located between 2 beaches and about a 45 minute walk along the ocean to the center of Barcelona, Port Forum  …see more

from £242 / night

£1466 / week

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from £242 / night

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