Sailing vacations

Sailing vacations (982)

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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982 Vacation rentals

(5) Very Good 

14

Vacation houseboat in Alappuzha

Kerala / Alappuzha

3 2 1 night min

  • 3 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Ask about children
Welcome to Alleppey Backwater Kerala in the God's Own Country ! . Our new AC Deluxe houseboat had 1bed/1 bath,living room, dinning and kitchen . We are located 2 minutes from Alleppey town. Famed across the world as Venice of the East, Alleppey (Alappuzha) is th  …see more

from $101 / night

$1412 / week

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from $101 / 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 $347 / night

$2174 / week

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from $347 / night

10

Corfu / Gouvia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary

 …see more

from $372 / night

$2609 - $3805 / week

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from $372 / night

(13) Excellent 

24

Vacation yacht in East Molesey

Surrey / East Molesey

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
EXCLUSIVE USE, and available all year round, this perfectly appointed liveaboard moored in the most idyllic palm fronted Hampton Court marina. “Eucala” is a very beautiful and cleverly laid out classic French motor yacht with a really rich heritage. We h  …see more

from $132 / night

$919 / week

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from $132 / night

(5) Excellent 

11

Vacation 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+
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 $275 / night

$1925 / week

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from $275 / night

(3) Good 

11

Marne-la-Vallee / Torcy

3 6 2 nights min

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

 …see more

from $44 / night

$272 - $729 / week

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from $44 / night

(17) Excellent 

12

Vacation houseboat in Amsterdam

Amsterdam / Eastern Docklands

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets
Annie's Boat is suitable for 2 people and maximum 2 children.Children up to 12 years stay for free. For children up to the age of 3 years there is a cot present. For children from 3 up to 12 years is a thick luxury air mattress (2x 1pers. mattress) of very good  …see more

from $131 / night

$653 / week

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from $131 / night

(12) 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
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 $66 / night

$457 - $640 / week

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from $66 / 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 $147 / night

$1028 / week

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from $147 / 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
Boat Gina is the perfect boat for anyone who wants to enjoy boating on the River Thames with all the comforts of home. There is nothing quite like the sense of freedom of cruising at your own pace and mooring up when you feel like it, exploring some of England's mo  …see more

from $314 / night

$1557 - $2000 / week

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from $314 / night

6

Corse-du-Sud / Porto-Vecchio

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 2 mi
  • Car not necessary

 …see more

from $55 / night

$381 / week

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from $55 / night

23

Vacation 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
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 $337 / night

$1952 - $2930 / week

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from $337 / night

(4) Excellent 

7

State of Rio de Janeiro / Angra Dos Reis

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from $275 / night

$1925 / week

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from $275 / night

(19) Excellent 

77

Vacation houseboat in Amsterdam

North Holland Province / Amsterdam

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 25 mi
  • Child friendly
  • Pet friendly
A lovely old cargo ship in the nautic centre of Amsterdam port. Nearby the old city with a beautiful view on the famous canals. The National Maritime Museum and the Mill of Brewery 't IJ in sight. The Artis Zoo, the Nieuwmarkt area with its charming cafés, b  …see more

from $191 / night

$1332 / week

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from $191 / night

(25) Excellent 

20

Vacation houseboat with shared pool in Amsterdam

Amsterdam / Jordaan

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This was a truly unique experience to stay on a houseboat. I grew up in Amsterdam but never had the opportunity to stay or even visit a houseboat. I stayed here for 10 days at the end of April and was very fortunate to be blessed with great weather. My stay was excellen  …see more

from $229 / night

$1522 - $2283 / week

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from $229 / night

(3) Excellent 

43

San Diego Vacation houseboat rental

California / San Diego

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
Sleep on the water! Enjoy this unique opportunity to stay at Pelican Place - a floating home on this beautiful bay. Enjoy this 84 sq meters floating 2-story home. House sleeps 4 adults or 2 adults with up to 3 children works well too. House details: On the bottom f  …see more

from $249 / night

$1743 / week

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from $249 / 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
Aboard Cinco, we want you to feel at home in the perfect setting San Blas islands offer : warm waters, world class snorkeling spots , beautiful empty islands, white sand and coconut trees, great food ;) Guna culture, and most of all, our constant attention to make your  …see more

from $505 / night

$3529 / week

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from $505 / night

29

Yacht rental in Brewers Bay with shared pool

Tortola / Brewers Bay

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Sail La Vie 46 foot Catamaran a perfect blend of lavish & comfortable combined with speed & performance she is perfect for those looking for a luxury yacht vacation. Each Cabin has a Refined & Contemporary Interior. RATE is per cabin for 2 people min 7n.  …see more

from $2000 / night

$7994 / week

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from $2000 / 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 mi
  • 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 $62 / night

$429 / week

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from $62 / night

6

Vacation houseboat in Alappuzha

Kerala / Alappuzha

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • 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 $197 / night

$1311 / week

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from $197 / night

15

Newtown, Alderney Vacation yacht accommodation

Alderney / Newtown, Alderney

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Car not necessary
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 $130 / night

$844 / week

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from $130 / night

(7) Excellent 

56

Vacation 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 mi
  • 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 $55 / night

$327 / week

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from $55 / night

(18) Excellent 

27

Vacation 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 mi
  • Suitable for children age 5+
Unique & Special 80ft Boat to stay during your holiday or business trip in Barcelona. Spacious sundecks with Jacuzzi, peaceful surroundings, fully air-conditioned luxury cabins with private bathrooms. Fully equipped kitchen. Only 10 min from center Barcelona, near C  …see more

from $321 / night

$2245 / week

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from $321 / night

12

Grande-Terre Island / Pointe-a-Pitre

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 1 mi

 …see more

from $55 / night

$1087 - $1848 / week

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from $55 / 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
This is a self drive boating holiday with a unique difference. Our boat is a luxury Canal widebeam, fitted to an exceptionally high standard, an ideal holiday for families or groups of friends holidaying together.Pets are welcome too. You pick the boat up from our base  …see more

from $313 / night

$1888 - $2700 / week

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from $313 / 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 mi
  • 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 mo  …see more

from $256 / night

$1789 / week

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from $256 / night

9

Aude / Marseillette

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 35 mi
  • Child friendly
  • Pet friendly

 …see more

from $93 / night

$647 - $761 / week

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from $93 / night

(1) Excellent 

16

Vacation houseboat in Amsterdam

North Holland Province / Amsterdam

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
Welcome to our houseboat named: “Saturnus”. This houseboat is located in front of the Rembrandt house in the old city centre of Amsterdam. Staying on a houseboat is a unique experience, it will allow you to see life from a different perspective: as an inhabi  …see more

from $278 / night

$1941 / week

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from $278 / night

16

San Blas Islands / El Porvenir

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from $132 / night

$918 / week

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from $132 / night

(15) Excellent 

12

Vacation yacht with golf nearby in Puerto de la Duquesa

Manilva / Puerto de la Duquesa

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
Vivione III is our pride and joy, moored in the harbor in Duquesa on the southern coast of Spain's Costa Del Sol. This is the perfect location to enjoy the beautiful surroundings, right in the heart of the harbor, with it's shops, restaurants and nightlife. &  …see more

from $163 / night

$1063 - $1588 / week

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from $163 / night

(21) Excellent 

29

Porto Vacation narrowboat rental

Porto District / Porto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • 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  …see more

from $207 / night

$707 / week

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from $207 / night

(115) Excellent 

36

Vacation houseboat in Amsterdam

Amsterdam / Central Amsterdam

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
For a relaxing city break with a difference, stay aboard this wonderful houseboat, in the city center of Amsterdam, just off the beaten path but only fifteen minutes walk from Central Station, or five minutes by tram. You will share the boat with your super-relaxed host  …see more

from $153 / night

$957 - $1642 / week

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from $153 / night

(5) Excellent 

15

Pangkalan Bun Vacation houseboat rental

Central Kalimantan / Pangkalan Bun

6 10 2 nights min

  • 6 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Air conditioning
Borneo Eco Tour Houseboat is has 3 houseboat. 1 standard houseboat, 1 Deluxe Houseboat and 1 Super Deluxe Houseboat.Standard houseboat with 1 open deck CabinDeluxe Houseboat with 1 Cabin with Air Condition and 1 Open Deck CabinSuper Deluxe Houseboat with 2 C  …see more

from $350 / night

$2188 - $8488 / week

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from $350 / night

(6) Very Good 

32

Vacation houseboat in Alappuzha

Kerala / Alappuzha

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • 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 $172 / night

$1200 / week

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from $172 / night

(32) Excellent 

12

Vacation houseboat rental

Amsterdam / Central Amsterdam

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
This friendly houseboat is a complete floating apartment. There is a lounge room, open-plan kitchen, separate bedroom with double bed, and bathroom with full-length bath and shower. Perfect for 2 people, with a sofa bed for 2 more guests.Situated on the beautifu  …see more

from $218 / night

$1305 - $2283 / week

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from $218 / night

(2) Excellent 

30

Vacation 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 mi
  • 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 $85 / night

$595 / week

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from $85 / night

(2) Excellent 

8

Vacation houseboat in Alappuzha

Kerala / Alappuzha

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • 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 $172 / night

$1200 / week

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from $172 / night

(26) Excellent 

21

Vacation houseboat in Amsterdam

Amsterdam / Central Amsterdam

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 15 mi
  • Car not necessary
  • Private garden
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, moo  …see more

from $158 / night

$914 / week

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from $158 / night

(9) Excellent 

17

Vacation houseboat rental

Torridge / Holsworthy

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Child friendly
Devon Houseboats offer a unique opportunity to stay aboard a wide beam canal barge without the worry of locks and waterways. The barges are custom built to offer the maximum comfort and style for four people sleeping in two cabins. Both cabins have their own en suite s  …see more

from $102 / night

$625 - $1038 / week

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from $102 / night

(6) Excellent 

24

Vacation houseboat in Amsterdam

North Holland Province / Amsterdam

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary
  • Ask about pets
Are you looking for a comfortable apartment for 2 people? Our apartment is a self-contained part of a water villa. It has a living room and open plan kitchen with all modern equipment. The living room has patio doors directly to the water. On the ground floor there is a  …see more

from $125 / night

$816 - $870 / week

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from $125 / night

1