Sailing holidays

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Sailing holidays (188)

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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188 Holiday homes

Filters applied: Pets allowed (188)

1 / 7

Linssen 34.9AC - Vermenton houseboat sleeps 6

Yonne / Vermenton

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Air conditioning;
The Linssen 34.9AC is a luxury canal boat with two cabins cruising on the French Inland Waterways. Based on the Nivernais in Burgundy, France's most beautiful canal, you can cruise through scenic countryside, ancient towns and villages, visit Cathedrals and Chateau  …see more

from £241 / night

£1681 - £2690 / week

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from £241 / night

(1) Excellent 

1 / 10

Friesland Province / Earnewald

4 bedroomsSleeps 6Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner; Private garden;
 …see more

from £169 / night

£673 - £1097 / week

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from £169 / night

1 / 41

Province of Barcelona / Sant Adria de Besos

1 bedroomSleeps 63 nights min stay

  • 1 bedroom
  • Sleeps 6
  • 3 nights min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £20 / night

£0 / week

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from £20 / night

(2) Excellent 

1 / 9

KV houseboats Alleppey to Kumarakom - Alappuzha houseboat sleeps 2

Kerala / Alappuzha

3 bedroomsSleeps 21 night min stay

  • 3 bedrooms
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Ask owner if suitable for children;
Welcome to Alleppey Backwater Kerala in the God's Own Country ! . Our new AC Premium houseboat had 3 bed/3 bath,living room, dinning and kitchen. Kv houeboats Servicing every day fom Alleppey to Kumarakom back Alleppey. We are located 2 minutes from Alleppey town. Fa  …see more

from £39 / night

£1146 / week

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from £39 / night

1 / 61

Castrignano del Capo / Santa Maria di Leuca

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £126 / night

£0 / week

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from £126 / night

(20) Excellent 

1 / 41

Lanzarote Yacht Hotel - Marina Rubicon yacht sleeps 6

Playa Blanca / Marina Rubicon

3 bedroomsSleeps 61 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
You have the opportunity to rent a magnificent Yacht-Hotel entire for you! She has 3 double cabins, 2 full bathrooms with hot water shower, galley with vitroceramic hob and microwave oven, fridge, dining room, outside lounge, solarium, cd player and air conditioning. Th  …see more

from £81 / night

£565 - £3295 / week

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from £81 / night

(10) Excellent 

1 / 22

Sail San Blas aboard Cinco - El Porvenir yacht sleeps 8

San Blas Islands / El Porvenir

5 bedroomsSleeps 81 night min stay

  • 5 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
****Please note that prices are calculated on a per person basis, and are full inclusives (food, drinks, ...)**** ****Please contact us for an accurate quote :) **** ****Boat capacity is 8 guests, and children under 8 have a 20% discount**** Cinco is a lovely 47 feet m  …see more

from £382 / night

£2672 - £4382 / week

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from £382 / night

1 / 32

A unique experience in Mallorca - Live the dream!

Port d'Andratx / Cala Llamp

3 bedroomsSleeps 41 night min stay

  • 3 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Swimming pool;
Annette Rosenkilde is a lovely traditional Danish Fishing vessel, converted to a live-a-board cruising and charter vessel. She has a fantastic deck space with dining area, comfortable seating area and sunbeds. There are high bulwarks around the entire deck making her sa  …see more

from £50 / night

£0 / week

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from £50 / night

(16) Very Good 

1 / 24

AMSTERDAM CITY CENTRE HOUSEBOAT - Central Amsterdam houseboat sleeps 4

Amsterdam / Central Amsterdam

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Car not necessary; Some pets are welcome - please contact the owner;
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 £185 / night

£1345 - £2118 / week

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from £185 / night

1 / 43

Kós / Kos Town

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Great for children of all ages ; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £316 / night

£2206 - £5265 / week

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from £316 / night

(14) Very Good 

1 / 19

Adele Marie - Lovely cosy 58ft Narrowboat

Cheshire / Nantwich

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Some pets are welcome - please contact the owner;
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 / 26

Florida Keys / Key West

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 0.2 km; Not suitable for children; Air conditioning;
 …see more

from £611 / night

£3817 / week

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from £611 / night

1 / 11

Narrowboat on the beautiful Kennet and Avon canal

Wiltshire / Devizes

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
Our lovely four berth traditional Narrowboat is ideally located at Devizes on the beautiful Kennet and Avon canal for a week or two's holiday or a short break.The boat is a traditional Narrowboat with a practical layout, from the stern (back) you have the engine ro  …see more

from £110 / night

£475 / week

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from £110 / night

(126) Very Good 

1 / 15

Pournami Houseboats - Alappuzha houseboat sleeps 12

Kerala / Alappuzha

4 bedroomsSleeps 121 night min stay

  • 4 bedrooms
  • Sleeps 12
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 4 km; Great for children of all ages ;
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 £233 / night

£1375 / week

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from £233 / night

1 / 14

Italian Riviera / Lavagna

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Air conditioning;
 …see more

from £190 / night

£841 - £1387 / week

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from £190 / night

1 / 7

Kenora District / Lake of the Woods

4 bedroomsSleeps 53 nights min stay

  • 4 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
 …see more

from £221 / night

£1547 / week

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from £221 / night

(13) Excellent 

1 / 12

Annie's Boat (bed & boat) - Eastern Docklands houseboat sleeps 2

Amsterdam / Eastern Docklands

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
Annie's Boat is suitable for 2 people and maximum 2 children.Children up to 12 years stay for free. For children up to the age of 3 years there is a cot present. For children from 3 up to 12 years is a thick luxury air mattress (2x 1pers. mattress) of very good qua  …see more

from £101 / night

£505 / week

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from £101 / night

(1) Excellent 

1 / 16

Swallow Tail - Holsworthy houseboat sleeps 4

Devon / Holsworthy

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Great for children of all ages ;
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 - £830 / week

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from £100 / night

1 / 47

Kós / Kos Town

10 bedroomsSleeps 227 nights min stay

  • 10 bedrooms
  • Sleeps 22
  • 7 nights min stay
Key info: Great for children of all ages ; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £673 / night

£4706 - £9412 / week

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from £673 / night

(8) Excellent 

1 / 17

Painted Lady - Holsworthy houseboat sleeps 4

Devon / Holsworthy

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Great for children of all ages ;
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 £100 / night

£475 - £830 / week

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from £100 / night

(5) Excellent 

1 / 23

bed & boat, apartment on houseboat, Amsterdam

North Holland Province / Amsterdam

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Not suitable for children; Car not necessary; Some pets are welcome - please contact the owner;
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 £97 / night

£631 / week

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from £97 / night

(8) Good 

1 / 13

Klaziena Houseboat - Central Amsterdam houseboat sleeps 6

Amsterdam / Central Amsterdam

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Car not necessary; Some pets are welcome - please contact the owner;
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 £269 / night

£1677 - £2030 / week

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from £269 / night

(3) Excellent 

1 / 32

San Blas Experience for groups "Yacht Rendezvous"

Guna Yala Region / San Blas Islands

4 bedroomsSleeps 6Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Ask owner if suitable for children; Car advised; Some pets are welcome - please contact the owner;
Enjoy a luxurious yacht trip with me & my small family through San Blas! I have room for 6 guests in 3 beds. This price is for 3 room for 6 people including food and drink. Please contact us for an accurate quote. With me you can: - Have 3 Italian cooked meals a day -  …see more

from £642 / night

£3436 - £4586 / week

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from £642 / night

1 / 8

Formentera / La Savina

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £248 / night

£1736 - £2324 / week

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from £248 / night

1 / 72

England / Cornwall

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £75 / night

£525 / week

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from £75 / night

(15) Excellent 

1 / 29

PORTO DOURO CANAL BOAT HIRE - DOUROVOU LTD

Porto District / Porto

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: 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 £160 / night

£547 / week

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from £160 / night

(3) Excellent 

1 / 24

Authentic ship Vrouwe Johanna - Amsterdam houseboat sleeps 12

North Holland Province / Amsterdam

3 bedroomsSleeps 122 nights min stay

  • 3 bedrooms
  • Sleeps 12
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; 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 £442 / night

£2942 - £3900 / week

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from £442 / night

(2) Very Good 

1 / 50

21 M yacht,4 cabins for 8 guests,car available

Barcelona / Barcelona Beach

4 bedroomsSleeps 81 night min stay

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Great for children of all ages ;
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 £64 / night

£379 - £1614 / week

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from £64 / night

(15) Excellent 

1 / 13

San Blas Islands / El Porvenir

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car not necessary;
 …see more

from £291 / night

£1909 - £5970 / week

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from £291 / night

(3) Excellent 

1 / 67

CARIBBEAN CREWED LUXURY MOTOR YACHT CHARTER 57ft'

Tortola / Road Town

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; 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 £1833 / night

£12596 - £22214 / week

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from £1833 / night

(24) Excellent 

1 / 11

Float by Boat narrowboat retreat - Rugby narrowboat sleeps 6

Warwickshire / Rugby

3 bedroomsSleeps 61 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Ask owner if suitable for children; Car not necessary; Some pets are welcome - please contact the owner;
*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

£0 / week

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from £140 / night

1 / 49

21 M yacht, 4 cabins for 8 guests, car available

Province of Barcelona / Barcelona

4 bedroomsSleeps 101 night min stay

  • 4 bedrooms
  • Sleeps 10
  • 1 night min stay
Key info: Great for children of all ages ; Air conditioning; Some pets are welcome - please contact the owner;
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 £72 / night

£463 - £2816 / week

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from £72 / night

(5) Excellent 

1 / 21

Copenhagen Houseboat - Copenhagen houseboat sleeps 8

Zealand / Copenhagen

4 bedroomsSleeps 82 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
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 £463 / night

£2942 / week

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from £463 / night

1 / 20

California / Marina del Rey

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Nearest beach 1 km; Swimming pool; Great for children of all ages ;
 …see more

from £77 / night

£0 / week

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from £77 / night

(5) Excellent 

1 / 14

North Holland Province / Amsterdam

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car not necessary;
 …see more

from £227 / night

£2269 - £2434 / week

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from £227 / night

(5) Excellent 

1 / 16

North Holland Province / Amsterdam

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 32 km; Great for children of all ages ; Car not necessary;
 …see more

from £106 / night

£673 - £1538 / week

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from £106 / night

(1) Excellent 

1 / 16

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

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

3 bedroomsSleeps 43 nights min stay

  • 3 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Great for children of all ages ;
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

1 / 58

Virgin Gorda / Spanish Town

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £1833 / night

£12596 - £22214 / week

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from £1833 / night

1 / 13

KV houseboat AC Premium Houseboat - Alappuzha houseboat sleeps 6

Kerala / Alappuzha

12 bedroomsSleeps 61 night min stay

  • 12 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Great for children of all ages ;
Welcome to Alleppey Backwater Kerala in the God's Own Country ! . Our new AC Premium houseboat had 3 bed/3 bath,living room, dinning and kitchen. Kv houeboats Servicing every day fom Alleppey to Kumarakom back Alleppey. We are located 2 minutes from Alleppey town. Fame  …see more

from £77 / night

£0 / week

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from £77 / night

(2) Very Good 

1 / 22

Gulet Rental in Kas-Kalkan and Kekova - Kas yacht sleeps 8

Antalya Province / Kas

4 bedroomsSleeps 81 night min stay

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
We are a family business operating in yachting sector in Kaş for 20 years. We offer one-day and longer yacht tours for our customers.By hiring our gulet, you may spend your time with your family or friend group. During out boat tour, away from the stress of the city,  …see more

from £526 / night

£3362 - £4622 / week

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from £526 / night

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