Sailing holidays

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Sailing holidays (527)

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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527 Holiday homes

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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 £186 / night

£0 / week

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from £186 / 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

(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 £88 / night

£500 / week

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from £88 / 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 £99 / night

£663 / week

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from £99 / 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

(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) Very Good 

1 / 10

England / Cheshire / Chester / Broxton

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 £152 / night

£1060 - £1565 / week

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from £152 / 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 £167 / night

£667 - £1088 / week

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from £167 / night

1 / 32

A unique experience in Mallorca - Live the dream!

Balearic Islands / Majorca / 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

(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

(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 £118 / night

£955 - £3500 / week

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from £118 / night

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 £188 / night

£834 - £1375 / week

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from £188 / 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

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 £467 / night

£1469 - £3051 / week

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from £467 / 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 / 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 £152 / night

£1060 - £1565 / week

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from £152 / 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 £192 / night

£0 / week

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from £192 / 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 £42 / night

£250 / week

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from £42 / night

(1) Excellent 

1 / 12

Barge ASLAUG, starboard cabin on new-built barge

Picardy / Somme / Corbie

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Not suitable for children; Car advised; No pets allowed;
A highlight of your vacation in the Somme region in Summer 2016 could be a few days "Barge & Breakfast" on the barge ASLAUG. Relax on the sun decks or in the spacious wheelhouse, go to sleep in your peaceful floating cabin and enjoy the wake-up calls of the ducks. "Asla  …see more

from £88 / night

£613 / week

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from £88 / night

(1) Excellent 

1 / 15

Boat Gema - A beautiful narrowboat on Thames

England / 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) Excellent 

1 / 12

Florida / Florida Keys / Key Largo / Tavernier

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Air conditioning;
 …see more

from £122 / night

£1137 / week

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from £122 / night

1 / 38

Georgia / Flowery Branch

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
 …see more

from £107 / night

£0 / week

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from £107 / 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 £171 / night

£1478 - £2114 / week

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from £171 / 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 £76 / night

£0 / week

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from £76 / night

(1) Poor 

1 / 9

Florida / Florida Keys / Key Largo / Tavernier

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 3 km; Great for children of all ages ; Car advised;
 …see more

from £122 / night

£1137 / week

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from £122 / 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 £129 / night

£796 - £5304 / week

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from £129 / 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 £151 / night

£947 - £1137 / week

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from £151 / 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 £637 / night

£3410 - £4551 / week

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from £637 / 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 £80 / night

£560 - £3267 / week

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from £80 / night

1 / 7

Halong Bay exellent houseboat 2days 1night

Quang Ninh Province / Halong Bay

15 bedroomsSleeps 351 night min stay

  • 15 bedrooms
  • Sleeps 35
  • 1 night min stay
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; Air conditioning;
Halong bay 2 days / 1 night on boatDAY 1: HANOI – HALONG BAY (L/D):7:45- 8:30: Pick-up at hotel and start the trip of 3.5 hours to Halong Bay with a 20 minute- short break on half way.12:30- 13:00: Embark on Fantasea Cruise after check-in procedure at the pier and enj  …see more

from £70 / night

£650 / week

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from £70 / night

1 / 7

Corsica / Corse-du-Sud / Porto-Vecchio

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Great for children of all ages ; Air conditioning; Pets welcome;
 …see more

from £250 / night

£0 / week

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from £250 / night

(22) Excellent 

1 / 16

North Holland Province / Amsterdam

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car not necessary;
 …see more

from £155 / night

£1000 / week

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from £155 / night

(1) Excellent 

1 / 5

California / Oceanside

1 bedroomSleeps 22 nights min stay

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

from £98 / night

£0 / week

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from £98 / 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 £100 / night

£667 / week

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from £100 / night

(2) Excellent 

1 / 12

Barge ASLAUG, port cabin on new-built barge

Picardy / Somme / Corbie

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Not suitable for children; Car advised; No pets allowed;
A highlight of your vacation in the Somme region in Summer 2016 could be a few days "Barge & Breakfast" on the barge ASLAUG. Relax on the sun decks or in the spacious wheelhouse, go to sleep in your peaceful floating cabin and enjoy the wake-up calls of the ducks. "Asla  …see more

from £88 / night

£613 / week

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from £88 / night

1 / 30

m/s YUCEBEY-1 - Marmaris houseboat sleeps 10

Turkish Aegean Coast / Mugla Province / Marmaris

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Not suitable for children; Air conditioning; No pets allowed;
For a luxury yacht charter in Turkey, the wooden gulet Yucebey 1 offers one of the most relaxing but luxurious cruising experience along the Turkish Riviera- between Antalya, Marmaris, Bodrum and Kusadasi. Handsomely built in teak and mahogany the beautifully kept boat  …see more

from £834 / night

£5834 - £9625 / week

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from £834 / night

(15) Excellent 

1 / 29

PORTO DOURO CANAL BOAT HIRE - DOUROVOU LTD

Northern Portugal / 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

(14) Excellent 

1 / 20

Pantheos Romantic Houseboat - Jordaan houseboat sleeps 4

North Holland Province / Amsterdam / Jordaan

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
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 £150 / night

£1167 - £2250 / week

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from £150 / night

(1) Excellent 

1 / 30

Classic yacht houseboat in beautiful Saint Lucia

St. 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

(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 £167 / night

£1000 - £1584 / week

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from £167 / night

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