Sailing holidays

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Sailing holidays (1018)

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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1,018 Holiday homes

1 / 14

Liguria / 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 / 35

Halong Paloma Cruise - Halong Bay houseboat sleeps 46

Quang Ninh Province / Halong Bay

20 bedroomsSleeps 461 night min stay

  • 20 bedrooms
  • Sleeps 46
  • 1 night min stay
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
Housed in a traditional wooden boat, Halong Paloma Cruise offers luxurious cabins with stunning views of the well-known Ha Long Bay, a UNESCO World Heritage Site, as well as a New World Wonder 2011. It has a rooftop sun terrace and provides free Tai Chi lesson on board  …see more

from £188 / night

£0 / week

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from £188 / night

1 / 7

Linssen 34.9AC - Vermenton houseboat sleeps 6

Burgundy / 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

(8) Excellent 

1 / 24

Boat Geanna - Henley-on-Thames houseboat sleeps 11

England / Oxfordshire / Henley-on-Thames

3 bedroomsSleeps 113 nights min stay

  • 3 bedrooms
  • Sleeps 11
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car not necessary;
This is accommodation with a unique difference. Our boat is a luxury 4 star Canal wide beam fitted to an exceptionally high standard. The interior is spacious with a fitted kitchen, complete with all mod coms (inc dishwasher) and beautiful open plan saloon/dining room.  …see more

from £250 / night

£1410 - £2435 / week

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from £250 / night

(3) Excellent 

1 / 40

Luxury Motor Yacht Eucala - East Molesey yacht sleeps 6

England / Surrey / East Molesey

3 bedroomsSleeps 61 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Great for children of all ages ; No pets allowed; Private garden;
Perfectly appointed motor yacht situated in an idyllic palm fronted marina half a mile from Hampton Court Palace, excellent pubs/restaurants and train. Each room has its own toilet and wash room / shower. The kitchen is fully fitted and includes a dishwasher, fridge, f  …see more

from £128 / night

£0 / week

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from £128 / night

1 / 23

Houseboat Finland: Houseboat Comfort 32 m2/ 6 pers

Central Finland / Jyväskylä

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; 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 £190 / night

£1513 - £2269 / week

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from £190 / night

1 / 19

Narrowboat Puzzle - Ely houseboat sleeps 2

England / Cambridgeshire / Ely

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Great for children of all ages ; Car not necessary; No pets allowed;
Puzzle is a luxury bespoke narrowboat, which has been fitted out to the highest standard. She offers all the comforts of a top end luxury flat and is moored in the historic cathedral city of Ely, with excellent rail links to Cambridge and London. Everything on board ha  …see more

from £49 / night

£343 - £1393 / week

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from £49 / night

(5) Excellent 

1 / 12

Luxury Motor Yacht in Lymington - Lymington yacht sleeps 4

England / Hampshire / New Forest / Lymington

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Car advised;
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 £240 / night

£1680 / week

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from £240 / night

1 / 24

Florida / Florida Keys / Key Largo

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £77 / night

£917 - £1146 / week

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from £77 / night

(5) Excellent 

1 / 8

Alaska / Wrangell

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Not suitable for children; Car not necessary; No pets allowed;
 …see more

from £89 / night

£504 / week

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from £89 / night

(27) Very Good 

1 / 12

Houseboat Pride of Leyden. - Leiden houseboat sleeps 3

South Holland Province / Leiden

2 bedroomsSleeps 33 nights min stay

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 27 km; Great for children of all ages ;
PLEASE CONTACT OWNER FOR EXACT PRICES FOR 1, 2 AND 3 PERSONS Houseboat Pride of Leyden is fully equipped with every comfort, from a well stocked kitchen, to central heating and air conditioning, a TV and Wifi internet, and a veranda with a spectacular view. The main be  …see more

from £100 / night

£669 / week

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from £100 / night

1 / 6

Asturias / Pravia / Somado

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Not suitable for children; No pets allowed;
 …see more

from £38 / night

£295 / week

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from £38 / night

(20) Excellent 

1 / 19

Kokomo Sailing - summer discounted rates

Guna Yala Region / San Blas Islands / El Porvenir

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Car not necessary;
Join us on our 42' Sailboat in the magical islands in the San Blas. These islands are off the Panama Caribbean coast and home to the indigenous Kuna Indians. There are 340 islands that are covered with sandy beaches and palm trees. We love to sail and we'll do  …see more

from £119 / night

£962 - £3527 / week

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from £119 / night

(4) Excellent 

1 / 9

Holiday Yacht In Southampton Hampshire - Southampton yacht sleeps 5

England / Hampshire / Southampton

3 bedroomsSleeps 51 night min stay

  • 3 bedrooms
  • Sleeps 5
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Great for children of all ages ;
An excellent well cared for 37 foot sailing yacht, located in Port Hamble Marina, Hamble village, Southampton. Port Hamble is situated in the heart of the village of Hamble which is a yachting paradise for sailors and visitors alike. The yacht is very user friendly and  …see more

from £125 / night

£750 - £1380 / week

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from £125 / night

(8) Good 

1 / 13

Klaziena Houseboat - Central Amsterdam houseboat sleeps 6

North Holland Province / 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

(29) Excellent 

1 / 12

Oasis Houseboat - Central Amsterdam houseboat sleeps 4

North Holland Province / Amsterdam / Central Amsterdam

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Suitable for children age 5+; No pets allowed;
This friendly houseboat is a complete floating apartment. There is a lounge room, open-plan kitchen, separate bedroom with double bed, and bathroom with full-length bath and shower. Perfect for 2 people, with a sofa bed for 2 more guests.Situated on the beautiful Raamgr  …see more

from £169 / night

£1009 - £1597 / week

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from £169 / night

(8) Very Good 

1 / 30

Bahamas / Out Islands / Andros

3 bedroomsSleeps 62 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Nearest beach 3 km; Ask owner if suitable for children; Car advised;
 …see more

from £172 / night

£1489 - £2130 / week

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from £172 / night

(2) Excellent 

1 / 9

North Carolina / North Carolina Coast / Outer Banks / Roanoke Island / Manteo

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £152 / night

£955 - £1146 / week

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from £152 / night

1 / 41

Catalunia / 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 £19 / night

£0 / week

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from £19 / night

(3) Good 

1 / 11

Ile-de-France / Seine-et-Marne / Marne-la-Vallee / Torcy

3 bedroomsSleeps 62 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Car advised;
 …see more

from £68 / night

£421 - £656 / week

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from £68 / night

(7) Excellent 

1 / 56

Wooden Sail Boat with Air Conditioning and WiFi

Valenciana / Province of Alicante / El Barrio

2 bedroomsSleeps 23 nights min stay

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 200 km; Not suitable for children;
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 £43 / night

£253 / week

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from £43 / night

1 / 23

Nemesis Sailing Yacht - Karfas yacht sleeps 6

Northeast Aegean Islands / Chios / Karfas

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; Car not necessary;
Another day....another bay Starting from only 50€ / person per day you can charter your own yacht! We welcome sailors of all abilities and can provide you with an option to sail with a professional skipper. Affordable luxury combined with great people from all over th  …see more

from £202 / night

£1412 - £2000 / week

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from £202 / night

(15) Excellent 

1 / 14

Yacht Ngoma - Prickly Bay yacht sleeps 4

Grenada / Saint George Parish / St. George's / Prickly Bay

2 bedroomsSleeps 45 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
The boat we are running at the moment is a Lavezzi 40 built in La Rochelle to our specification and we've been sailing her for 10 years around the caribbean islands.The space we are offering to you is the Port (left - if you are standing on the boat facing forward)  …see more

from £140 / night

£980 - £3920 / week

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from £140 / night

(3) Excellent 

1 / 19

Louisiana / Morgan City

3 bedroomsSleeps 102 nights min stay

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min stay
Key info: Great for children of all ages ; Pets welcome;
 …see more

from £153 / night

£993 - £1260 / week

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from £153 / night

(7) Excellent 

1 / 23

Peewit 60ft. Modern Narrowboat - Foxton narrowboat sleeps 4

England / Leicestershire / Market Harborough / Foxton

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
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 - £540 / week

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from £80 / night

(1) 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

(6) Very Good 

1 / 10

Travenz Two bedroom Houseboat with Balcony

Kerala / Alappuzha

2 bedroomsSleeps 71 night min stay

  • 2 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 6 km; Great for children of all ages ;
ITINERARY» Guests can check in at 12:00 hrs, we will welcome you with welcome drink and start cruise after a short briefing introduction, relax and enjoy the canals, rivers and backwater, at 13:00 hrs houseboat will stop for lunch, with lavish menu of traditional Keral  …see more

from £96 / night

£0 / week

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from £96 / night

1 / 13

Inspiration, Luxury Houseboat on the Water

British Columbia / Sicamous

5 bedroomsSleeps 104 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 4 nights min stay
Key info: Great for children of all ages ; Air conditioning; Pets welcome;
Inspiration is your premium choice for houseboat vacations in the Shuswap. Our newly renovated, ultimate sailing getaway is fully equipped with state of the art technology, premium comfort finishing, and a complete array of luxry amenities. Inspiration is docked at Tw  …see more

from £731 / night

£4094 - £5264 / week

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from £731 / 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) 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 / 11

Scotland / Falkirk District / Falkirk / Banton

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Great for children of all ages ; Car not necessary; Pets welcome;
 …see more

from £153 / night

£1069 - £1578 / week

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from £153 / night

(13) Excellent 

1 / 24

Boat&Breakfast de Dageraad - Eastern Docklands houseboat sleeps 4

North Holland Province / Amsterdam / Eastern Docklands

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 30 km; Great for children of all ages ;
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 £194 / night

£0 / week

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from £194 / night

1 / 22

River Breez Houseboats. 5 Star luxury

South Australia / Mannum

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
River Breez Is a 6-8 berth luxury houseboat moored at Mannum Waters Marina. Just over 1hr from Adelaide & I can arrange transfers for you. Embracing an open design concept with a contemporary interior, our elegance and sophistication will suit the most discerning guest  …see more

from £472 / night

£1486 - £3086 / week

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from £472 / night

1 / 10

England / Cambridgeshire / Ely

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Great for children of all ages ; Car not necessary; No pets allowed;
 …see more

from £153 / night

£1069 - £1578 / week

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from £153 / night

(5) Excellent 

1 / 24

Private studio on new houseboat in the centre

North Holland Province / Amsterdam / De Pijp

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Pets welcome;
Michèle's houseboatIn the centre of Amsterdam, in the museum quarter, you will find Michele's Houseboat. A brand new houseboat moored at the Ruysdaelkade, where you can experience Amsterdam in a unique way: living on the water. The houseboat is divided into  …see more

from £101 / night

£673 / week

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from £101 / night

1 / 3

Louisiana / Lafitte

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Great for children of all ages ; Car not necessary; Pets welcome;
 …see more

from £115 / night

£802 / week

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from £115 / night

(1) Excellent 

1 / 87

Sceal Eile - Dublin 2 houseboat sleeps 4

Province of Leinster / County Dublin / Dublin / Dublin 2

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 3 km; Great for children of all ages ; Car not necessary;
You must contact Dublin Barge Hire at least 48 hours before you arrive to arrange a time to meet at the marina etc €250 damage deposit if cruising. €100 damage deposit if using the barge for accommodation only. NO CRUISING OCT-MARCH Central Heating for those who do  …see more

from £43 / night

£942 - £1421 / week

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from £43 / night

(20) Excellent 

1 / 41

Lanzarote Yacht Hotel - Marina Rubicon yacht sleeps 6

Canary Islands / Lanzarote / 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

(12) Very Good 

1 / 26

Western Cape / Knysna

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £70 / night

£487 - £775 / week

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from £70 / night

(3) Excellent 

1 / 67

CARIBBEAN CREWED LUXURY MOTOR YACHT CHARTER 57ft'

British Virgin Isles / 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

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