Sailing holidays

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Sailing holidays (347)

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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347 Holiday homes

Filters applied: Water sports (347)

(8) Excellent 

1 / 24

Boat Geanna - Henley-on-Thames houseboat sleeps 11

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

(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 ;
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 bedroom sleeps two in a king-size bed, the study sleeps one on a  …see more

from £99 / night

£663 - £768 / week

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from £99 / night

(5) Excellent 

1 / 12

Luxury Motor Yacht in Lymington - Lymington yacht sleeps 4

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

(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 £80 / night

£560 - £3267 / week

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from £80 / 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 £188 / night

£1500 - £2250 / week

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from £188 / night

(4) Excellent 

1 / 9

Holiday Yacht In Southampton Hampshire - Southampton yacht sleeps 5

Hampshire / Southampton

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
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 - £1275 / week

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from £125 / 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 £188 / night

£834 - £1375 / week

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from £188 / night

(15) Excellent 

1 / 14

Yacht Ngoma - Prickly Bay yacht sleeps 4

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

(7) Excellent 

1 / 56

Wooden Sail Boat with Air Conditioning and WiFi

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 £42 / night

£250 / week

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from £42 / night

(13) Excellent 

1 / 24

Boat&Breakfast de Dageraad - Eastern Docklands houseboat sleeps 4

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 £192 / night

£0 / week

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from £192 / night

(1) Excellent 

1 / 11

Olbia / Pittulongu

5 bedroomsSleeps 55 nights min stay

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

from £84 / night

£0 / week

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from £84 / night

(1) Excellent 

1 / 15

Boat Gema - A beautiful narrowboat on Thames

Oxfordshire / Henley-on-Thames

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Suitable for children age 5+; Pets welcome;
Cruise and explore some of the most stunning parts of the River Thames at your own pace. Boat Gema is a delightful 4 star narrowboat that has a fresh and modern feel but without losing the quaint charm of an English narrowboat. Cruise to Henley-On-Thames, Marlow and Win  …see more

from £303 / night

£1390 - £1814 / week

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from £303 / night

1 / 22

Gran Canaria / Mogan

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Suitable for children age 5+; No pets allowed;
 …see more

from £42 / night

£250 - £450 / week

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from £42 / night

1 / 24

Bouches-du-Rhone / Sausset-les-Pins

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 5 km; Not suitable for children;
 …see more

from £71 / night

£434 / week

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from £71 / night

1 / 22

Olive - Dartmouth yacht sleeps 8

Devon / Dartmouth

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 6 km; Great for children of all ages ;
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

(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 / 44

52 ft. crewed sailing yacht Blue Sky San Blas Is.

Guna Yala Region / San Blas Islands

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; No pets allowed;
Blue Sky is a 52 ft. crewed sailing yacht located in the stunning San Blas islands off the coast of Panama. Our trips include 3 delicious meals a day, snorkeling and fishing gear, 2 single kayaks, and a chance to visit with the indigenous Guna Indians. We enjoy snorkeli  …see more

from £130 / night

£802 - £5344 / week

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from £130 / 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 £159 / night

£542 / week

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from £159 / night

1 / 23

Nemesis Sailing Yacht - Karfas yacht sleeps 6

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 £200 / night

£1400 - £1984 / week

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from £200 / night

(1) Very Good 

1 / 43

Jewel cruise , overnight on the Cat Ba island

Cat Ba

4 bedroomsSleeps 81 night min stay

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Great for children of all ages ;
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 £92 / night

£0 / week

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from £92 / night

1 / 5

Charente-Maritime / La Rochelle

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Suitable for children age 5+; No pets allowed;
 …see more

from £114 / night

£795 / week

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from £114 / night

(10) Excellent 

1 / 40

Vientos del Sur Boat-Hotel - Puerto Calero yacht sleeps 4

Lanzarote / Puerto Calero

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Pets welcome;
Do not miss the opportunity of sleeping onboard this beautiful and classic sailing yacht in exclusive for you. Vientos del Sur is rented entirely as a private holiday letting and only you and your friends or familiy will stay onboard. The yacht is equipped with all the  …see more

from £50 / night

£350 - £1925 / week

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from £50 / night

(127) 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 / 20

Marseille / Les calanques

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Suitable for children age 5+; No pets allowed;
 …see more

from £34 / night

£209 - £375 / week

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from £34 / night

(2) Excellent 

1 / 8

Hamble Luxury Yacht in Southampton Hampshire

Hampshire / Southampton

3 bedroomsSleeps 42 nights min stay

  • 3 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Car advised; No pets allowed;
An excellent well cared for 37 foot sailing yacht, located in Port Hamble Marina . 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 a full safety brief will be  …see more

from £125 / night

£750 - £1100 / week

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from £125 / night

1 / 11

Southampton Hampshire Yacht - Southampton yacht sleeps 5

Hampshire / Southampton

3 bedroomsSleeps 52 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 2 nights 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 . 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 a full safety brief will be  …see more

from £125 / night

£750 - £1275 / week

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from £125 / night

(1) Excellent 

1 / 30

Classic yacht houseboat in beautiful Saint Lucia

Castries Quarter / Marigot Bay

3 bedroomsSleeps 24 nights min stay

  • 3 bedrooms
  • Sleeps 2
  • 4 nights min stay
Key info: 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 £65 / night

£0 / week

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from £65 / night

(5) Very Good 

1 / 22

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

Essonne / Draveil

3 bedroomsSleeps 64 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Car not necessary;
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 £125 / night

£667 - £1334 / week

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from £125 / 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

(2) Excellent 

1 / 26

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

California / San Diego

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: 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 £191 / night

£0 / week

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from £191 / 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

(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

(9) Good 

1 / 36

BADYARI PALACE HOUSEBOAT Srinagar Kashmir India

Kashmir / Srinagar

8 bedroomsSleeps 13Min stay varies

  • 8 bedrooms
  • Sleeps 13
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Air conditioning;
Ideal for fun and relaxation, "BADYARI PALACE HOUSEBOAT is located in the Dal Lake area of Srinagar. The hotel lies 1km from the city center and provides accessibility to important town facilities. With its convenient location, the hotel offers easy access to the city's  …see more

from £35 / night

£184 - £245 / week

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from £35 / night

(15) Excellent 

1 / 22

PORTO DOURO VALLEY SAIL YACHT CRUISES WITH SKIPPER

Porto District / Porto

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: 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 £159 / night

£625 / week

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from £159 / night

(2) Excellent 

1 / 11

Houseboat Mercurius - Amsterdam houseboat sleeps 4

North Holland Province / Amsterdam

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Great for children of all ages ; No pets allowed;
Have breakfast, lunch and diner in the steering cabin watching the boats pass by like you are a part of Amsterdam. The ultimate Amsterdam experience! Our well equipped apartment with lots of light and high ceilings give you a very spacious feeling with a great view on  …see more

from £236 / night

£0 / week

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from £236 / night

(1) Excellent 

1 / 19

Meander K - La Linea de la Concepcion yacht sleeps 6

Andalucia / La Linea de la Concepcion

3 bedroomsSleeps 62 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Great for children of all ages ;
A beautiful yacht Jeanneau Sun Odyssey 40.3 providing exceptional space and comfort.Perfect location for visiting Gibraltar. Great for singles, couples and families.Half-day or full day sailing can be arranged for a fee (weather dependent).Three double cabins (one en-su  …see more

from £188 / night

£0 / week

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from £188 / night

(1) Excellent 

1 / 87

Sceal Eile - Dublin 2 houseboat sleeps 4

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 £42 / night

£934 - £1409 / week

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from £42 / night

(4) Excellent 

1 / 32

Amazon River / Manaus

1 bedroomSleeps 61 night min stay

  • 1 bedroom
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Great for children of all ages ;
 …see more

from £13 / night

£86 - £513 / week

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from £13 / night

(3) Excellent 

1 / 10

Province of Barletta-Andria-Trani / Trani

3 bedroomsSleeps 61 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
 …see more

from £84 / night

£0 / week

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from £84 / 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

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