Sailing holidays

Sailing holidays (332)

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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332 Holiday homes

Filters applied: Water sports (332)

23

Houseboat Finland: Houseboat Comfort 32 m2/ 6 pers - Jyväskylä houseboat sleeps 6

Central Finland / Jyväskylä

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • 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 / week

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from £194 / night

4

The Sandgroper - Tonnerre houseboat sleeps 2

Yonne / Tonnerre

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about pets
Canal Boat in France! Enjoy the Burgundy canals and rivers on our beautifully restored boat. Our boat is based in Tonnerre, Burgundy which is located on the Canal de Bourgogne (Burgundy Canal). Cruise through some beautiful villages, including Ancy Le Franc, Tanlay, Mon  …see more

from £190 / night

£1294 / week

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from £190 / night

22

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

Essonne / Draveil

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning
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 £173 / night

£776 - £1380 / week

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from £173 / night

(5) Excellent 

12

Luxury Motor Yacht in Lymington - Lymington yacht sleeps 4

New Forest / Lymington

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
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

4

Province of Messina / Furnari

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £61 / night

£345 / week

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from £61 / night

(9) Very Good 

24

Boat Geanna - Henley-on-Thames houseboat sleeps 11

Oxfordshire / Henley-on-Thames

3 11 3 nights min

  • 3 bedrooms
  • Sleeps 11
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • 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 - £2110 / week

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from £250 / night

(133) Very Good 

15

Pournami Houseboats - Alappuzha houseboat sleeps 12

Kerala / Alappuzha

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • 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 £235 / night

£1385 / week

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from £235 / night

(20) Excellent 

29

PORTO DOURO CANAL BOAT HIRE - DOUROVOU LTD - Porto narrowboat sleeps 4

Porto District / Porto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • 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

(10) Excellent 

22

Sail San Blas aboard Cinco - El Porvenir yacht sleeps 8

San Blas Islands / El Porvenir

5 8 1 night min

  • 5 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Ask about pets
****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 £385 / night

£2693 - £4416 / week

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from £385 / night

(30) Excellent 

14

Lalarukh Group of Houseboats - Srinagar houseboat sleeps 15

Kashmir / Srinagar

6 15 1 night min

  • 6 bedrooms
  • Sleeps 15
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
All our houseboats reflect the traditions of Kashmir with hand carved wooden interiors and woolen Kashmir carpets. We can offer you a single, double, twin or triple room all ensuite with a dining room, living room and television in each boat. There are fans throughout a  …see more

from £47 / night

£324 / week

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from £47 / night

(15) Excellent 

14

Yacht Ngoma - Prickly Bay yacht sleeps 4

St. George's / Prickly Bay

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • 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

(1) Very Good 

43

Jewel cruise , overnight on the Cat Ba island - Cat Ba yacht sleeps 8

Cat Ba

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • 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 £100 / night

£700 / week

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from £100 / night

(4) Excellent 

18

Watervilla Humpy Dumpy - Oost-knollendam houseboat sleeps 6

North Holland Province / Oost-knollendam

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
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

18

Deramore classic motor yacht master cabin - Punta Ala yacht sleeps 2

Castiglione Della Pescaia / Punta Ala

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Air conditioning
This is an alternative to staying in a hotel, experiencing the glamour of being on a yacht, 1 cabin with ensuite bathroom in an Elegant Classic Motor Yacht 77ft with large sunbathing spaces, sitting room, dining room, outdoor dining and lounge areas. Mored in the elegan  …see more

from £216 / night

£1294 / week

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from £216 / night

20

Arrondissement of Le Marin / Le Marin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £259 / night

£1811 / week

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from £259 / night

18

Deramore classic motor yacht Superior room - Punta Ala yacht sleeps 2

Castiglione Della Pescaia / Punta Ala

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Ask about pets
This is an alternative to staying in a hotel, experiencing the glamour of being on a yacht, master cabin with ensuite bathroom in an Elegant Classic Motor Yacht 77ft with large sunbathing spaces, sitting room, dining room, outdoor dining and lounge areas. Mored in the e  …see more

from £259 / night

£1466 - £2673 / week

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from £259 / night

(3) Excellent 

10

Province of Barletta-Andria-Trani / Trani

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £87 / night

£604 / week

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from £87 / night

(16) Excellent 

22

PORTO DOURO VALLEY SAIL YACHT CRUISES WITH SKIPPER - Porto yacht sleeps 4

Porto District / Porto

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
YACHT CHARTER DOURO RIVER WATER WAY PORTO Portugal.ATTENTION: PLEASE CHECK AVAILABILITY BY EMAIL The company owns a small Marina "Douro Fluvina" at Ferradosa - Sao Joao da Pesqueira.Our boats are 28ft Yachts ideal for a couple or a family with children.You can  …see more

from £164 / night

£647 / week

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from £164 / night

(7) Excellent 

56

Wooden Sail Boat with Air Conditioning and WiFi - El Barrio yacht sleeps 2

Province of Alicante / El Barrio

2 2 3 nights min

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 200 km
  • Car not necessary
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

(1) Excellent 

11

Olbia / Pittulongu

5 5 5 nights min

  • 5 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £87 / night

£604 / week

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from £87 / night

5

Charente-Maritime / La Rochelle

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Suitable for children age 5+

 …see more

from £117 / night

£815 / week

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from £117 / night

(1) Excellent 

15

Boat Gema - A beautiful narrowboat on Thames - Henley-on-Thames narrowboat sleeps 8

Oxfordshire / Henley-on-Thames

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Suitable for children age 5+
  • Pet friendly
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 - £1540 / week

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from £303 / night

(21) Excellent 

41

Lanzarote Yacht Hotel - Marina Rubicon yacht sleeps 6

Playa Blanca / Marina Rubicon

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • 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 £84 / night

£585 - £3409 / week

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from £84 / night

(9) Excellent 

16

Province of Naples / Sorrento

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £275 / night

£1725 - £6035 / week

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from £275 / night

(1) Excellent 

14

beautiful 3 bedroom gullet berthed in kas marina - Kas yacht sleeps 5

Antalya Province / Kas

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Looking for a different type of Holiday? Try our Turkish Gullet Accommodation Only. We offer a registered skipper day cruise to one of the beautiful local bays around kaş. on bookings of 3 or more nights. At extra charge, weather permitting. Our beautiful 5 year old  …see more

from £60 / night

£400 - £505 / week

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from £60 / night

23

Nemesis Sailing Yacht - Karfas yacht sleeps 6

Chios / Karfas

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Car not necessary
Another day....another bay Starting from only 50€ / person per day you can charter your own yacht! We welcome sailors of all abilities and can provide you with an option to sail with a professional skipper. Affordable luxury combined with great people from all over th  …see more

from £207 / night

£1449 - £1569 / week

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from £207 / night

15

Tortola / Road Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £1539 / night

£10770 / week

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from £1539 / night

(5) Excellent 

25

LUXURY HOUSEBOAT. - Puerto Rico Resort houseboat sleeps 3

Gran Canaria / Puerto Rico Resort

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Spectacular luxury houseboat for up to 3 people (2 adults and 1 child).In the best private and exclusive port in Gran Canaria ( ANFI DEL MAR ), this houseboat will do your holidays unforgettable forever.With all which you need to have a relax and wonderful stay: beach w  …see more

from £130 / night

£906 / week

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from £130 / night

18

Deramore classic motor yacht Connected Rooms - Punta Ala yacht sleeps 4

Castiglione Della Pescaia / Punta Ala

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
This is an alternative to staying in a hotel, experiencing the glamour of being on a yacht, 2 cabins in an Elegant Classic Motor Yacht 77ft with large sunbathing spaces, sitting room, dining room, outdoor dining and lounge areas. Mored in the elegant marina of Punta Ala  …see more

from £302 / night

£1552 / week

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from £302 / night

20

Marseille / Les calanques

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+

 …see more

from £35 / night

£216 - £302 / week

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from £35 / night

(10) Excellent 

40

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

Lanzarote / Puerto Calero

2 4 1 night min

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

from £52 / night

£363 - £1992 / week

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from £52 / night

18

Gran Canaria / Mogan

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+

 …see more

from £69 / night

£345 - £535 / week

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from £69 / night

5

Bali Villa and Yacht - Serangan yacht sleeps 50

Denpasar / Serangan

6 50 1 night min

  • 6 bedrooms
  • Sleeps 50
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
We offer you beautiful, well maintained yachts. Our larger yacht is a 48 Ft Sea Dancer Cruise that holds up to 12 comfortably. Our smaller yacht is a 12,5 mt Istina Boat named the Bali Villa and Yacht that holds up to 10 comfortably. We can accommodate large groups util  …see more

from £2856 / night

£19988 / week

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from £2856 / night

13

Halong Deluxe Cruises - Halong Bay yacht sleeps 32

Quang Ninh Province / Halong Bay

14 32 1 night min

  • 14 bedrooms
  • Sleeps 32
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ski
The boutique beauty of the cruise will charm all the guests at the first glance. Among hundreds of boats and cruises in Halong Bay. We can say for sure that the Deluxe Cruise is the unique one which was designed specially like a Royal Palace, Totally different with any  …see more

from £254 / night

£1777 / week

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from £254 / night

(13) Excellent 

24

Boat&Breakfast de Dageraad - Eastern Docklands houseboat sleeps 4

Amsterdam / Eastern Docklands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Child friendly
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 £199 / night

£1388 / week

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from £199 / night

(1) Excellent 

30

Classic yacht houseboat in beautiful Saint Lucia - Marigot Bay houseboat sleeps 2

Castries Quarter / Marigot Bay

3 2 4 nights min

  • 3 bedrooms
  • Sleeps 2
  • 4 nights min
  • 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 £70 / night

£485 / week

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from £70 / night

7

Lefkada / Lefkada Town

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £72 / night

£500 / week

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from £72 / night

(2) Excellent 

11

Houseboat Mercurius - Amsterdam houseboat sleeps 4

North Holland Province / Amsterdam

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
Have breakfast, lunch and diner in the steering cabin watching the boats pass by like you are a part of Amsterdam. The ultimate Amsterdam experience! Our well equipped apartment with lots of light and high ceilings give you a very spacious feeling with a great view on  …see more

from £242 / night

£1690 / week

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from £242 / night

(1) Excellent 

87

Sceal Eile - Dublin 2 houseboat sleeps 4

Dublin / Dublin 2

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Car not necessary
You must contact Dublin Barge Hire at least 48 hours before you arrive to arrange a time to meet at the marina etc €250 damage deposit if cruising. €100 damage deposit if using the barge for accommodation only. NO CRUISING OCT-MARCH Central Heating for those who do  …see more

from £113 / night

£966 - £1457 / week

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from £113 / night

(2) Excellent 

30

San Blas Islands / El Porvenir

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning

 …see more

from £1077 / night

£7539 / week

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from £1077 / night

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