Sailing holidays

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Sailing holidays (446)

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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446 Holiday homes

(6) Very Good 

1 / 28

Yonne / Joigny

4 12 1 night min stay

  • 4 bedrooms
  • Sleeps 12
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Pet friendly;
 …see more

from £108 / night

£755 / week

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from £108 / night

1 / 5

EXPECTATIONS43 CATAMARAN - French Harbour yacht sleeps 4

Roatan / French Harbour

3 4 1 night min stay

  • 3 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
SAILING CATAMARAN LOCATED CARIBBEAN 43 FEET LONG AND 25 FEET WIDE SET UP FOR DIVING, FISHING. UP TO 4 GUESTS ON DAY TOURS UP TO 20 PERSON. YOU WILL TRAVEL FROM PORT TO PORT TO ENJOY LOCAL PLACES TO SEE. LOT OF NICE SNORKELING LET US SHOW YOU ROATAN OR BELIZ  …see more

from £1050 / night

£4199 / week

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from £1050 / night

(15) Excellent 

1 / 14

Yacht Ngoma - Prickly Bay yacht sleeps 4

St. George's / Prickly Bay

2 4 5 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Child friendly ;
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

Featured properties

(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

(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

1 / 19

Province of Fermo / Porto San Giorgio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Car advised;
 …see more

from £432 / night

£2156 / week

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from £432 / night

1 / 6

Blazing Star - Nieuwpoort yacht sleeps 4

West Flanders Province / Nieuwpoort

3 4 2 nights min stay

  • 3 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; No pets allowed;
Blazing Star est un voilier classique de 18 m de long construit en 1930 au charme fou, confortable et luxueux.Il est situé au KYCN, à proximité de la Ville et de la plage. A bord, vous vivrez une expérience inoubliable. Blazing Star is a 61-foot classical yacht des  …see more

from £130 / night

£906 / week

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from £130 / night

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

£449 / week

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from £74 / night

(5) Very Good 

1 / 22

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

Essonne / Draveil

3 6 4 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 £130 / night

£690 - £1380 / week

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from £130 / night

(7) Excellent 

1 / 56

Wooden Sail Boat with Air Conditioning and WiFi

Province of Alicante / El Barrio

2 2 3 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 £44 / night

£259 / week

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from £44 / 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 £216 / night

£863 / week

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from £216 / night

1 / 5

Island of Malta / Ta' Xbiex

3 4 1 night min stay

  • 3 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Air conditioning;
 …see more

from £345 / night

£2414 / week

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from £345 / 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 £194 / night

£1552 - £1940 / week

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from £194 / night

1 / 4

HALKIDIKI GOLDEN YACHTS - Nea Fokea yacht sleeps 6

Halkidiki Region / Nea Fokea

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Air conditioning;
LUXURY VACATIONS... FOR YOUR EYES ONLYEnjoy the luxury of a motor boat with daily or multi-day cruises to Chalkidiki, Skiathos, Skopelos, Alonissos. Flee away from the crowded beaches and discover secluded bays ideal for swimming. Relax and enjoy the sun on the deck as  …see more

from £1294 / night

£9052 / week

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from £1294 / night

(27) Very Good 

1 / 16

Houseboat Pride of Leyden. - Leiden houseboat sleeps 3

South Holland Province / Leiden

2 3 3 nights min stay

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 27 km; Child friendly ;
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 £102 / night

£686 - £794 / week

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from £102 / night

(3) Good 

1 / 11

Marne-la-Vallee / Torcy

3 6 2 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 £69 / night

£432 - £673 / week

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from £69 / night

1 / 11

all seasons houseboats - Kariba houseboat sleeps 14

Mashonaland West Province / Kariba

4 14 1 night min stay

  • 4 bedrooms
  • Sleeps 14
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
We have houseboats in kariba for family get-aways , honeymoon or fishing get-aways. There is a choice of three comfortable houseboats to suit your needs for that unforgettable experience.be you a gang of fisherman wanting to take on the ferocious tiger fish or a nature  …see more

from £306 / night

£1909 / week

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from £306 / 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 / 11

Boat House - Kumarakom houseboat sleeps 4

Kerala / Kumarakom

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Child friendly ;
Your houseboat will be a traditional kettuvallam with two en-suite air-conditioned bedrooms. It is built and furnished from local materials, and we provide you with a luxury cruise whilst minimising our impact on the fragile ecosystems of the backwaters. It runs very qu  …see more

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1 / 13

Elba Island / Campo nell'Elba

1 5 1 night min stay

  • 1 bedroom
  • Sleeps 5
  • 1 night min stay
Key info: Beach / lakeside relaxation; Not suitable for children; No pets allowed;
 …see more

from £38 / night

£302 / week

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from £38 / night

(1) Excellent 

1 / 4

Arrondissement of Le Marin / Le Marin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
 …see more

Pricing unknown

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1 / 18

Lavagna Milu Boats and Breakfast 2 - Lavagna yacht sleeps 6

Italian Riviera / Lavagna

2 6 1 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Not suitable for children; No pets allowed;
Here's to you this beautiful gem! Gobbi 365-375 with 6 beds- 2 double bedrooms with separate bathrooms - Kitchen - Convertible sofa under blanket - Outdoor bench with large tableIdeal for large family or group of friends.You can use it as a house on the sea! And th  …see more

from £216 / night

£1466 / week

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from £216 / night

(9) Excellent 

1 / 14

Yate Alba - Isla Chiloe yacht sleeps 10

Los Lagos Region / Isla Chiloe

5 10 3 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
The Alba is a traditionally made wooden 66 foot motor boat that provides full accommodations for 10 guests with all inclusive service, incredible meals, the best chilean wines and international spirits, our guests are tended by 4-5 (fluent English speaking Captain, Coas  …see more

from £2138 / night

£14962 - £21375 / week

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from £2138 / 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 £345 / night

£2328 / week

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from £345 / night

1 / 7

Magnesia Region / Volos

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £156 / night

£953 / week

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from £156 / night

1 / 20

Arrondissement of Le Marin / Le Marin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £259 / night

£1811 / week

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from £259 / night

(1) Excellent 

1 / 11

Olbia / Pittulongu

5 5 5 nights min stay

  • 5 bedrooms
  • Sleeps 5
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
 …see more

from £87 / night

£604 / week

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from £87 / night

1 / 14

Wooden Gulet boat - Bozburun yacht sleeps 8

Mugla Province / Bozburun

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
Gulet yachting Cruise (ketch) - Sailing Cruising - Yacht charterA day, a few days or a weekly sailing trip for 6-8 people or less (3 cabins).ATTENTION :- The price per night is for all the boat (it has to be devided between the passengers, 8 passengers maximum).- Meals  …see more

from £185 / night

£1294 - £2156 / week

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from £185 / night

(5) Excellent 

1 / 9

A bord de Touaou croisières - Noumea yacht sleeps 6

Grand Terre / Noumea

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
Venez visiter la Nouvelle Calédonie par la mer !Yves vous guidera à travers les récifs pour vous faire découvrir les plus beaux sites du lagon calédonien, l'île des pins ou les îles Loyautés.Plutôt que de changer d'hôtel ou de gîte chaque jour, sur  …see more

from £730 / night

£5106 / week

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from £730 / 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) Excellent 

1 / 19

Private Yacht in St Vincent and the Grenadines

St. Vincent and the Grenadines / Mayreau

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; No pets allowed;
A Private Yacht: KALIMBA, A 2012 Beneteau Oceanis 45 foot. This private yacht, with skipper, will take you on the cruise of a lifetime around the spectacular Grenadine Islands. Starting from Grenada, or picking you up at the location of your choice, the itinerary is up  …see more

from £500 / night

£3000 / week

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from £500 / night

1 / 7

Halong Bay exellent houseboat 2days 1night

Quang Ninh Province / Halong Bay

15 35 1 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 / 10

Luxury Canal Boat Hire - Evesham narrowboat sleeps 4

Worcestershire / Evesham

2 4 6 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
We are a small family company, just down river from Stratford Upon Avon on one of the prettiest stretches of the British waterways. we welcome all of our visitors with a glass of bubbly to send you on your way on our narrowboat along with full tuition on how to operate  …see more

from £649 / night

£799 / week

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from £649 / night

1 / 13

TULUB - El Porvenir yacht sleeps 8

San Blas Islands / El Porvenir

4 8 2 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Car not necessary;
Multihull / trimaran of 54 feet with 4 doubles cabins with skipper and stewardess (cooker) in all inclusive at board. Holidays on a big multi-hulls, in the virgins San Blas Islands, 8 guests maxi in all inclusive, visit of the Indians Kuna villages and snorkelling.Sail  …see more

from £156 / night

£1087 / week

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from £156 / night

1 / 4

Kumarakom Heritage Houseboats - Kumarakom houseboat sleeps 4

Kerala / Kumarakom

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Air conditioning;
Exploring the backwaters of Kumarakom and Alleppey, Heritage Houseboats boasts a thatched roof, comfortable rooms and a view of the beautiful Vembanad Lake. It offers paid WiFi in all areas and 24-hour front desk to assist guests at all hours. The large houseboats feat  …see more

from £125 / night

£800 / week

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from £125 / night

(15) Excellent 

1 / 29

PORTO DOURO CANAL BOAT HIRE - DOUROVOU LTD

Porto District / Porto

2 4 2 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 £164 / night

£561 / week

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from £164 / night

1 / 7

Linssen 34.9AC - Vermenton houseboat sleeps 6

Yonne / Vermenton

2 6 7 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 £247 / night

£1725 - £2500 / week

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from £247 / night

1 / 8

Province of Rimini / Cattolica

4 6 1 night min stay

  • 4 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Not suitable for children; No pets allowed;
 …see more

from £104 / night

£690 / week

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from £104 / night

1 / 15

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

Alderney / Newtown, Alderney

3 6 Min 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 / 6

Arrondissement of Le Marin / Le Marin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Not suitable for children;
 …see more

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