Sailing holidays

Sailing holidays (408)

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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408 Holiday homes

(5) Very Good 

11

Holiday houseboat in Alappuzha

Kerala / Alappuzha

3 2 1 night min

  • 3 bedrooms
  • Sleeps 2
  • 1 night min
  • 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 fully covered glass which PROTECT FROM MOSQUITO AND INSECT in the night. We are located 2 minutes from Alleppey town  …see more

from £81 / night

£1130 / week

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from £81 / night

(4) Excellent 

42

Holiday yacht in Unterterzen

Canton of St. Gallen / Unterterzen

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
You’ll love MAYA because sleeping overnight on a beautiful classic yacht, is a night to remember. FULLY HEATED, privacy, romantic soft lit atmosphere, you'll find the cosy, comforting great nights sleep much needed to recharge your batteries for your next da  …see more

from £52 / night

£359 / week

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from £52 / night

(6) Very Good 

32

Holiday houseboat in Alappuzha

Kerala / Alappuzha

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
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  …see more

from £162 / night

£1130 / week

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from £162 / night

(5) Excellent 

12

Holiday yacht in Lymington

New Forest / Lymington

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
“Luxury living on a yacht” Myself and 3 friends stayed on this beautiful boat, moored ideally with no boats in front of us, giving us a perfect view across to the Isle of Wight. The yacht was clean, had 2 bathrooms and showers, and a well equipped kit  …see more

from £280 / night

£1960 / week

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from £280 / night

(7) Excellent 

28

Yacht rental in San Sebastián de la Gomera

La Gomera / San Sebastián de la Gomera

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children age 5+
Yacht La Gomera Marina San Sebastian Luxury Fiestas Holiday Accommodation Garajonay National Park. Comfortable. Sea. Beach. Valle Gran Rey. Sea view.  …see more

from £49 / night

£343 / week

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from £49 / night

23

Holiday houseboat in Jyväskylä

Central Finland / Jyväskylä

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Houseboat are easy to navigate. They are the comfort of a first class summer cottage. Wide range of different activities available for children and other family members. You will explore many unique cultural and natural attractions along your route. Pets are allowed.&l  …see more

from £265 / night

£1535 - £2304 / week

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from £265 / night

15

Newtown, Alderney holiday yacht accommodation

Alderney / Newtown, Alderney

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Car not necessary
alderneychannel islandsalderney weekfishing alderneybeachwatersideboat<br />Simon who owns the boat will meet you from your flight and take you to your accommodation  …see more

from £104 / night

£675 / week

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from £104 / night

(13) Excellent 

24

Houseboat rental in Amsterdam

Amsterdam / Eastern Docklands

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Child friendly
Two luxury, 100% smoke-free rooms on a boat, and en suite bathrooms, free WiFI. After a busy day in the center you can enjoy the grand view of the eastern docklands on the deck terrace on a nice summer day.  …see more

from £180 / night

£1257 / week

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from £180 / night

(11) Excellent 

40

Yacht accommodation in Puerto Calero

Lanzarote / Puerto Calero

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Perfect!” I arrived in Puerto Calero by boat, having sailed from Spain via Morocco. I wanted to stay for a longer period in Puerto Calero so booked Vientos Del Sur after a recommendation from a friend. A perfect choice. The boat is comfortable with an  …see more

from £52 / night

£359 - £503 / week

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from £52 / night

(3) Excellent 

43

San Diego holiday houseboat rental

California / San Diego

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly
Enjoy 2 Kayaks and a Paddle Boat, plus 2 Bikes. We have over 70 ratings with 5 stars each on another site. We are also on FaceBook, search SDPelicanPlace.  …see more

from £201 / night

£1406 / week

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from £201 / night

(1) Excellent 

14

Kas holiday yacht rental

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

(9) Very Good 

24

Houseboat accommodation in Henley-on-Thames

Oxfordshire / Henley-on-Thames

3 11 3 nights min

  • 3 bedrooms
  • Sleeps 11
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“An incredibly relaxing holiday in perfect comfort on a beautiful part of the Thames.” From start to finish this turned out to beat many 5 star hotel holidays we had all taken. Firstly the hosts are attentive, lovely and fun. They gave us 2 informed fa  …see more

from £250 / night

£1510 - £2160 / week

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from £250 / 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

£411 - £530 / week

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from £69 / night

(10) Excellent 

25

Province of Naples / Sorrento

4 8 Min stay varies

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

 …see more

from £273 / night

£1710 / week

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from £273 / night

(23) Excellent 

41

Holiday yacht with shared pool in Playa Blanca

Playa Blanca / Marina Rubicon

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Beautiful” We had a fantastic one week holiday,the location was stunning and plenty of restaurants to choose from although we found Lani's the best. Jorge and Raquel are lovely and so friendly.  …see more

from £83 / night

£575 - £958 / week

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from £83 / night

(18) Excellent 

27

Holiday yacht in Barcelona

Barcelona / Port Forum

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children age 5+
“BOAT WAS A FABULOUS AND UNIQUE EXPERIENCE FOR US” I organised the trip for my brothers, in laws and couple of friends, we are all in the 45-55 age category and really just enjoyed renting the whole boat to ourselves. We cooked on board, however, the  …see more

from £253 / night

£1765 / week

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from £253 / night

9

North Holland Province / Enkhuizen

5 16 2 nights min

  • 5 bedrooms
  • Sleeps 16
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £257 / night

£1283 - £2992 / week

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from £257 / night

(2) Excellent 

30

Holiday houseboat in Marigot Bay

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 £65 / night

£452 / week

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from £65 / night

(7) Excellent 

56

Holiday yacht in El Barrio

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 £43 / night

£257 / week

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from £43 / night

(38) Very Good 

18

Kumarakom holiday houseboat rental

Kerala / Kumarakom

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Child friendly
“Really great houseboat experience, succeeding our expectations” We are a couple from Germany in our mid-thirties and spent 2 days/1 night at the Jumbo Houseboat early January. We booked from Germany by contacting the owner Akhil directly. Was a bit of  …see more

from £162 / night

£1170 - £2275 / week

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from £162 / night

23

Yacht accommodation in Karfas

Chios / Karfas

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
What's Included?GENERALRental of yachtYacht equipmentAll taxesEnd cleaningYACHT EQUIPMENTDinghy, outboard engine & gasoline.GPS & nautical chartsSheets, blankets & towelsStereo & cockpit speakers<br />Extra Costs:In addition you will also hav  …see more

from £223 / night

£1556 - £2693 / week

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from £223 / night

(5) Very Good 

22

Narrowboat rental in Draveil

Essonne / Draveil

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning
“A peaceful and comfortable sail along the Marne” We had a great time sailing along the Marne and through the locks between Paris and Epernay. The boat is comfortable and well-equipped and the owner/pilot friendly and welcoming. There was food and win  …see more

from £171 / night

£770 - £1368 / week

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from £171 / night

6

Holiday houseboat in Alappuzha

Kerala / Alappuzha

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly
Check into the finest Houseboats in God's own Country with Gold Star Rating Alapuzha (Venice of the East) or Alleppey as it is popularly known is the most prominent township in the backwaters. The Backwaters of Kerala is a network of interconnected canals, rivers  …see more

from £158 / night

£1049 / week

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from £158 / night

(16) Excellent 

22

Porto holiday yacht rental

Porto District / Porto

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“different sailing holiday” good holiday with great scenery good for very avid sailers sailing up and down river would like to do again from port to adriatic really enjoyed and was welcomed by alberto who did his best for every one thank you  …see more

from £163 / night

£642 / week

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from £163 / night

(4) Excellent 

23

Oost-knollendam holiday houseboat rental

North Holland Province / Oost-knollendam

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“Houseboat for relaxation and with exellent view.” We spend 6 days on Humpy Dumpy. It was a great place to arrive home to after exploriating northern Holland during the day. I would have liked to have more time on the boat. using the bikes and renting  …see more

from £214 / night

£855 - £941 / week

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from £214 / night

(1) Excellent 

5

Worsley holiday narrowboat rental

Salford / Worsley

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“What a lovely family weekend!” We arrived and it was thundering, lightning and raining like there was no tomorrow but the central heating on the boat kept us all snug, warm and dried us out quickly. With the freedom to stop and start where and when yo  …see more

from £150 / night

£795 / week

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from £150 / night

(29) Very Good 

16

Leiden holiday houseboat rental

South Holland Province / Leiden

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • 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 £101 / night

£680 - £788 / week

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from £101 / night

(33) Excellent 

14

Holiday houseboat in Srinagar

Kashmir / Srinagar

6 15 1 night min

  • 6 bedrooms
  • Sleeps 15
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Our houseboats are sitiuated on the tranquil Dal Lake, offering stunning views with the Himalaya providing a beautiful mountain backdrop, yet the town centr is within easy reach for all your needs.<br />Our experienced chef serves up delicious home cooked food eve  …see more

from £49 / night

£339 / week

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from £49 / night

(1) Very Good 

43

Holiday yacht in Cat Ba

Cat Ba

4 16 1 night min

  • 4 bedrooms
  • Sleeps 16
  • 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, th  …see more

from £242 / night

£1694 / week

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from £242 / night

(9) Excellent 

17

Holiday houseboat rental

Torridge / Holsworthy

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
Moored on 5 acres of lake and wetland habitat, each houseboat has a private jetty with onshore boathouse and parking. Fishing for Rainbow Trout, with wildlife in abundance. Proximity to North coast makes this a great base for exploring Cornwall and Devon.  …see more

from £81 / night

£500 - £830 / week

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from £81 / night

(3) Excellent 

15

Houseboat rental in Chertsey with golf nearby

Surrey / Chertsey

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Welcome aboard the beautiful widebeam barge The Time Machine, moored in a private garden on the River Thames near Chertsey. 5 mins from Thorpe Park theme park, 15 mins from Heathrow Airport and easy access to the M25, M3 and M4 and the South East. 15 mins drive to Heat  …see more

from £70 / night

£600 - £810 / week

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from £70 / night

(4) Excellent 

13

Narrowboat rental in Henley-on-Thames

Oxfordshire / Henley-on-Thames

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“An amazing family holiday” All information/ communication in the run up to the holiday was very good, we were greeted in a very friendly manner and had a very informative tutorial about the narrowboat and locks which put us at ease and in good sted fo  …see more

from £251 / night

£1245 - £1600 / week

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from £251 / night

(17) Excellent 

23

Yacht rental in San Blas Islands

Guna Yala Region / San Blas Islands

5 8 1 night min

  • 5 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Looking for a lifetime holiday experience, with friends, kids, or just the two of you ? Check us out :) Cinco is a lovely 47 feet monohull with 5 double cabins, and large comfortable areas to relax, enjoy the tropical waters.Your crew, Jaad and Lourdes would be happy to  …see more

from £404 / night

£2823 / week

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from £404 / night

(2) Excellent 

25

Province of Massa Carrara / Marina di Carrara

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km

 …see more

from £513 / night

£3419 - £6112 / week

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from £513 / night

22

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

7 14 2 nights min

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Suitable for children age 5+
Our large houseboat is especially suitable for groups up to 14 people.It's located in a quite neighborhood in the north of Amsterdam but close to the town center.7 bedrooms and a large living area gives you enough space for a joyful time in Amsterdam.Ne  …see more

from £599 / night

£3334 / week

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from £599 / night

(4) Excellent 

29

Amazon River / Manaus

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £22 / night

£170 - £932 / week

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from £22 / night

(15) Excellent 

14

Holiday yacht rental

Bequia / Port Elizabeth

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Imagination is a 46 foot catamaran with 3 double en-suite cabins available for charter in St Vincent and the Grenadines. Half board to all-inc is available. We sail the beautiful islands of the Grenadines such as Bequia, Tobago Cays and Mayreau. Come catch your dinner  …see more

from £968 / night

£5000 - £7259 / week

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from £968 / night

(1) Excellent 

7

Mykonos / Tourlos

5 14 7 nights min

  • 5 bedrooms
  • Sleeps 14
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £1344 / night

£9402 / week

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from £1344 / night

10

Holiday yacht with golf nearby in Venice

City of Venice / Venice

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Credit card accepted  …see more

from £95 / night

£599 - £1804 / week

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from £95 / night

(2) 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 £86 / night

£599 / week

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from £86 / night