Sailing holidays

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Sailing holidays (179)

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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179 Holiday homes

Filters applied: Walking holidays (179)

(24) Excellent 

1 / 11

Float by Boat narrowboat retreat - Rugby narrowboat sleeps 6

Warwickshire / Rugby

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Ask owner if suitable for children; Car not necessary; Ask about pets;
*Skippered Hotel-boat* *Crewed Breaks, Holidays & Retreats* *Day Trips* Spirited Away, a hosted narrowboat, is the perfect place to slow down, get closer to nature and experience the unique British waterways. Prices are fully inclusive, with gorgeous boat-made meals,  …see more

from £140 / night

£980 / week

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from £140 / night

(1) Very Good 

1 / 9

Kate Boats: Esma Frances - Southam narrowboat sleeps 6

Warwickshire / Southam

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Pet friendly;
Esma Frances is an elegant semi-traditional style boat fitted out to the very highest standard, providing luxury accommodation for up to six people.The forward lounge features a dining area with comfortable seating which converts into a double berth, or two single berth  …see more

Pricing unknown

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1 / 24

Bouches-du-Rhone / Sausset-les-Pins

2 5 Min 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 £74 / night

£453 / week

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from £74 / night

1 / 9

Aude / Marseillette

4 8 1 night min stay

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Nearest beach 35 km; Child friendly ; Car advised;
 …see more

from £87 / night

£522 / week

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from £87 / night

1 / 12

Connie - Damazan houseboat sleeps 4

Lot-et-Garonne / Damazan

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
Beautifully restored Dutch Barge with 2 double cabins, shower room with loo and basin.Open plan galley, dining area and saloon.Wheelhouse with dinette.Galley has double sink, 2 fridges, microwave, 4 burner hob, oven, kettle etc.There is a private garden with summer kitc  …see more

Pricing unknown

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Pricing unknown

(2) Very Good 

1 / 6

week-end for two on boat - Draveil houseboat sleeps 2

Essonne / Draveil

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Not suitable for children; Car not necessary; No pets allowed;
Stay on this welcoming houseboat, which has three levels:Sun deckNatural level: lounge, living room- kitchenLower deck: one bedroom and its en suite bathroom and separate WC form the guest suite, at the front of the boat. Owner lives at the back. There is also a one per  …see more

from £61 / night

£348 / week

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from £61 / night

1 / 11

Cruisebarge 'easyvie' on the Canals in SW France.

Tarn-et-Garonne / Montauban

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 200 km; Ask owner if suitable for children; Car not necessary;
Cruisebarge 'easyvie' cruises the canals and rivers of South West France between the historic city of Montauban and the charming town of Moissac. Enjoy a unique cruise experience aboard 'easyvie' as she slowly makes her way between the towns and villages enroute stayin  …see more

from £1491 / night

£10435 / week

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from £1491 / night

(4) Excellent 

1 / 9

Holiday Yacht In Southampton Hampshire - Southampton yacht sleeps 5

Hampshire / Southampton

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Child friendly ;
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

(2) Excellent 

1 / 12

Barge ASLAUG, port cabin on new-built barge

Somme / Corbie

1 2 2 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 £92 / night

£640 / week

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from £92 / night

(1) Excellent 

1 / 5

Lucy Joe - Worsley narrowboat sleeps 4

Salford / Worsley

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
Lucy Joe Sleeps upto 4 - Wheelchair access availableA beautifully finished boat, Lucy Joe has been designed with space, luxury and comfort in mind. A fixed double bed at the back supplemented by a luxurious double sofa bed at the front and spacious wet room, galley and  …see more

from £150 / night

£795 / week

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from £150 / 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 4 3 nights min stay

  • 3 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Child friendly ;
NOTE. PRICES QUOTED INCLUDE FOOD, FUEL, MARINA FEES AND EVEN WINE WITH DINNER. The only added expense is what you choose to spend ashore. A CHANCE FOR A SKIPPERED HOLIDAY AFLOAT. Our 'house' keeps floating and keeps moving so it is difficult to define where we are. Ou  …see more

from £35 / night

£245 - £1155 / week

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from £35 / night

1 / 4

Province of Cagliari / Villaputzu

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Suitable for children age 5+;
 …see more

from £435 / night

£3044 / week

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from £435 / night

(2) Excellent 

1 / 6

Kate Boats: Patricia Helen - Warwick narrowboat sleeps 8

Warwickshire / Warwick

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Child friendly ; Pet friendly;
Sleeping up to 8 people, she is a 66 foot semi-traditional narrowboat with a 5 foot well deck providing an outside seating area. Patricia Helen would qualify as a 5 star narrowboat as a 4 – 6 berth, but the addition of bunks drops her to a 4 star.Once inside there is  …see more

Pricing unknown

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Pricing unknown

1 / 11

KOMODO PHINISI - Labuan Bajo houseboat sleeps 8

Flores / Labuan Bajo

4 8 1 night min stay

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Air conditioning;
The pinisi or phinisi is a traditional Indonesian two-masted sailing ship. It was mainly built by the Konjo tribe, a sub-ethnic group of Bugis-Makassar mostly residents at the Bulukumba regency of South Sulawesi but was, and still is used widely by the Bugis and Makassa  …see more

from £2291 / night

£15283 / week

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from £2291 / night

1 / 9

Yacht Bavariya 44 Alaniya - Konakli yacht sleeps 6

Alanya / Konakli

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Not suitable for children; No pets allowed;
Corporate holiday on a yacht. Custom yachts. Sailing school. Boat Type ... - Bavaria 44.- Bavaria 44. Corporate holiday on a yacht. Custom yachts. Sailing school. Boat Type ... - Bavaria 44.Corporate holiday on a yacht. Custom yachts. Sailing school. Type of boat - Bava  …see more

from £348 / night

£2348 / week

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from £348 / night

1 / 6

Kate Boats: Jemima - Central Warwick narrowboat sleeps 6

Warwick / Central Warwick

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Pet friendly;
Jemima is a cruiser stern narrowboat.The forward lounge features a dining area with comfortable seating which converts into a double berth, or two single berths. In this area is the usual entertainment area, with a tv and dvd player, and radio with cd.The U shaped galle  …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

1 / 19

Meander K - La Linea de la Concepcion yacht sleeps 6

Andalucia / La Linea de la Concepcion

3 6 2 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Child friendly ;
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 £218 / night

£1522 / week

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from £218 / night

1 / 23

Houseboat Finland: Houseboat Comfort 32 m2/ 6 pers

Central Finland / Jyväskylä

2 6 2 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; 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 £196 / night

£1566 - £1957 / week

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from £196 / night

(1) Excellent 

1 / 7

Syros / Hermoupolis

5 14 7 nights min stay

  • 5 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; No pets allowed;
 …see more

from £1367 / night

£9566 / week

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from £1367 / night

(49) Excellent 

1 / 28

Star Narrowboat Holidays - Worsley narrowboat sleeps 4

Salford / Worsley

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Car not necessary; Pet friendly;
From Nov 2016 to Mar 2017 'Gloria' is available for a 4 month static houseboat hire only - have you ever fancied living on a houseboat for a while?? For the most accurate info on prices please see our website. We offer different rates depending on whether you use the b  …see more

from £170 / night

£1190 / week

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from £170 / night

1 / 6

Kate Boats: Alexander - Southam narrowboat sleeps 6

Warwickshire / Southam

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Pet friendly;
Alexander offers spacious prestige accommodation for up to six people. The forward cabin houses two people in convertible beds – either one double or two singles, and there are two other cabins, each with shower room and double bed. The steel hull narrowboat features  …see more

Pricing unknown

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Pricing unknown

1 / 19

Province of Grosseto / Porto Ercole

2 2 1 night min stay

  • 2 bedrooms
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Child friendly ;
 …see more

from £314 / night

£1653 / week

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from £314 / night

(7) Excellent 

1 / 23

Peewit 60ft. Modern Narrowboat - Foxton narrowboat sleeps 4

Market Harborough / Foxton

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; 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

(127) Very Good 

1 / 15

Pournami Houseboats - Alappuzha houseboat sleeps 12

Kerala / Alappuzha

4 12 1 night min stay

  • 4 bedrooms
  • Sleeps 12
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 4 km; Child friendly ;
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 / 11

Southampton Hampshire Yacht - Southampton yacht sleeps 5

Hampshire / Southampton

3 5 2 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Child friendly ;
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 / 9

Lefkada / Vasiliki

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Child friendly ; No pets allowed;
 …see more

from £87 / night

£603 / week

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from £87 / night

(2) Very Good 

1 / 20

Bluebell Narrowboat Holidays - Lancaster narrowboat sleeps 4

Lancashire / Lancaster

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 0.2 km; Child friendly ; Car not necessary;
Spend a relaxing, picturesque week or two cruising s through the idyllic, peaceful Lancashire countryside. Bluebell is 35ft long, 6ft 10 inches wide and sleeps four comfortably. Her size makes her perfect for beginners or experienced canal enthusiasts.Bluebell has one f  …see more

from £125 / night

£820 / week

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from £125 / night

(13) Excellent 

1 / 21

Houseboat Ms. Luctor - Central Amsterdam houseboat sleeps 2

Amsterdam / Central Amsterdam

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Nearest beach 15 km; Not suitable for children; Car not necessary;
Close to Central Station (canal district) you will find the Amsterdam Bed & Breakfast houseboat MS Luctor, exclusively suitable for two guests. An original "klipperaak", built in 1913, now converted into a comfortable, stylish and high class apartment, moored  …see more

from £118 / night

£227 - £679 / week

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from £118 / night

1 / 11

Arrondissement of Le Marin / Le Marin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Child friendly ;
 …see more

Pricing unknown

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Pricing unknown

(2) Excellent 

1 / 30

Ducklings Narrowboat Hire - Tewitfield narrowboat sleeps 4

Carnforth / Tewitfield

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Ask owner if suitable for children; Ask about pets;
Ducklings Narrowboat Hire is a small family self drive hire boat business operating on the beautiful Lancaster Canal in Lancashire. We operate from Tewitfield marina in Carnforth at the most Northerly point of the Navigable canal. You can book a holiday with us all yea  …see more

from £125 / night

£750 - £800 / week

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from £125 / night

(10) Very Good 

1 / 12

Black Prince Stoke Prior - Bromsgrove narrowboat sleeps 4

Worcestershire / Bromsgrove

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Suitable for children age 5+; Car not necessary; Ask about pets;
Stoke Prior is situated in Central England in Worcestershire, giving you the opportunity to access the Avon Ring, Stourport Ring and Warwickshire Ring. Please note that we offer a minimum 3-night stay. A holiday on a Black Prince Narrowboat offers an opportunity to h  …see more

from £143 / night

£1004 - £1542 / week

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from £143 / night

(5) Excellent 

1 / 12

Luxury Motor Yacht in Lymington - Lymington yacht sleeps 4

New Forest / Lymington

2 4 2 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 £280 / night

£1960 / week

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from £280 / night

(1) Very Good 

1 / 43

Jewel cruise , overnight on the Cat Ba island

Cat Ba

4 8 1 night min stay

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Child friendly ;
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

£642 / week

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from £92 / night

1 / 18

Gran Canaria / Mogan

2 4 3 nights min stay

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

from £70 / night

£348 - £540 / week

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from £70 / night

(1) Excellent 

1 / 9

Sunseeker Apache 45 - Ta' Xbiex yacht sleeps 4

Island of Malta / Ta' Xbiex

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
Book Sunseeker Apache 45 'Pamaca' for a holiday to remember.One of the most powerful and elegant boats in the entire Sunseeker range, this twin engine 660HP muscle boat is the Mustang of the Marina and available for overnight stays onboard. Pure luxury with very comfort  …see more

from £87 / night

£603 / week

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from £87 / night

1 / 18

Private Yacht Double G Tuscany - Portoferraio yacht sleeps 6

Elba Island / Portoferraio

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Air conditioning;
Perfect match between style and comfort, history and design, "Double G" is a charming 60ft Akhir model motor yacht, built by "Cantieri di Pisa" in 1982.The Akhir was created following an innovative concept and modern design, but entirely handcrafted  …see more

from £435 / night

£2435 / week

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from £435 / night

(1) Excellent 

1 / 7

Yacht in Hamble Southampton England Hampshire

Hampshire / Southampton

3 5 2 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Not suitable for children;
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 / 10

Corse-du-Sud / Ajaccio

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.05 km; Swimming pool;
 …see more

from £485 / night

£3392 - £3827 / week

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from £485 / night

(2) Excellent 

1 / 11

George Vlamis Yachts - Sailing, Cats, MotorYachts

Athens / Alimos

10 10 1 night min stay

  • 10 bedrooms
  • Sleeps 10
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Child friendly ;
Talking about sailing in Greece is already holiday ! You maybe already feel the salty wind caressing your face. And we are there, a family company since 1992, offering personal service, chartering our luxury crewed sailing yachts and / or our bareboat charter yachts. Av  …see more

from £392 / night

£2740 / week

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from £392 / night

(4) Excellent 

1 / 18

Watervilla Humpy Dumpy - Oost-knollendam houseboat sleeps 6

North Holland Province / Oost-knollendam

2 6 3 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Car advised;
In the infinity of life take out time for the soul.Dreamy days and quiet nights a romantic getaway a place to call a 'home' away from 'home'an epitome of peace and serenity.That would describe "humpy dumpy"A watervilla/houseboat in Netherla  …see more

from £218 / night

£870 / week

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from £218 / night

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