Sailing holidays

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Sailing holidays (1025)

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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1,025 Holiday homes

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

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

(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

(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 £67 / night

£417 - £650 / week

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from £67 / 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

(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 £38 / night

£1137 / week

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from £38 / 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 / 15

Yacht sleeps six Braye Harbour Aderney - Newtown - Alderney yacht sleeps 6

Channel Islands / Alderney / Newtown, Alderney

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Not suitable for children;
Presented by Static Boat Holidays. The price is for the whole boat and is exceptionally good value. The boat is situated in Braye harbour, Alderney. She is on a swing mooring, but you have access to a tender and water taxi. She has three double cabins, a kitchen living  …see more

from £104 / night

£675 - £1200 / week

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from £104 / 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 £239 / night

£1667 - £2667 / week

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from £239 / 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

(1) Excellent 

1 / 34

California / Stockton

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 165 km; Not suitable for children; Car advised;
 …see more

from £38 / night

£235 - £372 / week

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from £38 / night

(2) Excellent 

1 / 28

A Different Way to Stay! - San Sebastián de la Gomera yacht sleeps 6

Canary Islands / La Gomera / San Sebastián de la Gomera

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Suitable for children age 5+;
PLEASE READ THE WHOLE LISTING PLEASE NOTE: The yacht is available for accommodation only and not for any kind of chartered sailing. If you are looking for a different type of holiday accommodation and perhaps a bit off the beaten track, then Brego is just the thing f  …see more

from £45 / night

£0 / week

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from £45 / 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

(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 £69 / night

£483 - £769 / week

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from £69 / 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 / 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 £723 / night

£4047 - £5203 / week

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from £723 / 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

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) Excellent 

1 / 11

Sardinia / Province of Olbia-Tempio / 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

(9) Excellent 

1 / 22

Sail San Blas aboard Cinco - El Porvenir yacht sleeps 8

Guna Yala Region / 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 £379 / night

£2652 - £4349 / week

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from £379 / 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

(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 / 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 £76 / night

£910 - £1137 / week

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from £76 / 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

(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 £152 / night

£985 - £1250 / week

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from £152 / 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 / 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

£292 / week

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from £38 / 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

(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 £95 / night

£0 / week

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from £95 / 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

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