Winter sun breaks| Apartments, villas with pools and more

Winter sun breaks (1692)

Want to leave the winter chill far behind you?Start 2015 with a wonderful winter sun holiday in a toasty warm destination. Whether you’re after watersports, exotic tours or simply a private pool to lounge around, we’ve got it covered.



You can leave your winter clothes at home when you book one of these gorgeous holiday homes, all set in super-sunny locations. Check out our property options for all types of traveller – escape the winter chill by nabbing a chic party palace in the Canary Islands, an elegant sunbather’s villa in Thailand or a rustic house in the Californian hills.



Whether you head to the Med or plan an escape much further afield, you won’t regret booking that slice of winter sunshine – especially when you’re showing off your tan!


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1,692 Holiday homes

Filters applied: Penthouse (2,531)

(13) Excellent 

14

Holiday penthouse in Cospicua (Bormla)

Island of Malta / Cospicua (Bormla)

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Ask owner if suitable for children
“Amazing Apartment & Location” We have recently returned from our stay in Malta, we had an amazing time. It's a luxury apartment, extremely well equipped with spectacular views from the terrace where we had breakfast every morning, what a way to star  …see more

from £136 / night

£950 / week

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from £136 / night

(35) Excellent 

43

Penthouse rental in Funchal

Madeira / Funchal

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Wonderful holiday apartment” We spent a month on the wonderful island of Madeira staying in this lovely apartment. It is situated centrally in Funchal with all ameneties to hand, it is clean and well kept and has all the essentials you need for your s  …see more

from £53 / night

£301 - £424 / week

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from £53 / night

(7) Excellent 

22

Holiday penthouse in Nerja

Costa del Sol / Nerja

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Excellent apartment, superb location” My extended family and I stayed in this apartment for 2 weeks in July. We were 6 grownups with 5 kids aged 2 to 13 years. The apartment with its 5 bedrooms and 3 WCs and spacious living- and dining-rooms was jus  …see more

from £85 / night

£594 - £1187 / week

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from £85 / night

(12) Excellent 

33

Holiday penthouse with shared pool, golf nearby in Puerto de la Duquesa

Manilva / Puerto de la Duquesa

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Swimming pool
“A delightful stay, one of the best” A really beautiful appointed, and comfortable apartment. Everything you could wish for. All amenities close by. Would highly recommend a stay here, a credit to the owners Tony & Rosie.  …see more

from £47 / night

£325 - £475 / week

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from £47 / night

(1) Excellent 

33

Holiday penthouse in La Mairena

Marbella / La Mairena

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Lovely property situated in the "Village" of La Mairena above Marbella. An attico apartment with beautiful views down the mountain to the mediterranean. Has modern and aesthetic furniture including artwork from local artists. It is straight down the hill to Elviria a  …see more

from £40 / night

£280 - £600 / week

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from £40 / night

(3) Excellent 

10

State of Sao Paulo / Sao Vicente

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £45 / night

£300 - £343 / week

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from £45 / night

(9) Very Good 

22

Penthouse rental in Marbella with shared pool, golf nearby

Costa del Sol / Marbella

3 7 5 nights min

  • 3 bedrooms
  • Sleeps 7
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Bright and completely new-build apartment with large roof top terrace and sea view, in an elegant area of Marbella - San Pedro3 bedroom on same level with double or separate beds. Fully fitted open kitchen to lounge with large terrace. Nespresso coffee maker, TV, wa  …see more

from £92 / night

£573 - £1272 / week

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from £92 / night

(3) Very Good 

18

Marbella Town holiday penthouse rental

Marbella / Marbella Town

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Located in the Skol building on Marbella promenade, this self catering corner penthouse is ideal for your holiday.1 bedrooms with 2 single beds, 1 bathroom with bath, separate kitchen facing the sea, 2 terraces for sunbathing and al fresco dining, large living room  …see more

from £51 / night

£297 - £657 / week

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from £51 / night

(30) Excellent 

21

Holiday penthouse with shared pool, golf nearby in Central Algarve

Albufeira / Central Albufeira

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“Fabulous apartment” Super apartment with a homely feel. Every appliance and more in the kitchen, beautiful and luxurious furnishings in lounge and bedrooms. Huge roof top terrace with sunbeds, patio furniture etc. Steep walk down to old town and bea  …see more

from £58 / night

£400 - £1075 / week

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from £58 / night

53

Denia holiday penthouse rental

Denia / Las Marinas

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
Luxurious Penthouse Apartment with 3 bedrooms, 2 Bathrooms sleeping up to 7 persons, Free WIFI internet access. This is not a duplex penthouse with internal/external steps. It is a Penthouse on one level with a huge wrap around terrace designed for relaxation.Very clo  …see more

from £68 / night

£475 - £795 / week

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from £68 / night

(16) Very Good 

128

Penthouse letting in Buenos Aires

Buenos Aires / Palermo Viejo

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 320 km
  • Swimming pool
  • Car not necessary
“Perfect Location” Whether you're staying a week or a month, the location of this property couldn't be better. You are near to the restaurants, the subway, the train station and even the supermarkets! Being up on the 19th floor means that you are at  …see more

from £96 / night

£620 - £953 / week

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from £96 / night

(3) Very Good 

17

Holiday penthouse with shared pool in Vilamoura

Vilamoura / Laguna Golf, Vilamoura

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Vilamoura has the best Marina on the Algarve coast with many excellent restaurant,cafe/bars and Casino/nightlife activity.It enjoys a great sandy beach ,sporting activities including sailing,golf,tennis,cycling,water sports including a great water fun park,horse riding  …see more

from £90 / night

£595 - £895 / week

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from £90 / night

(5) Excellent 

21

Holiday penthouse with shared pool in Casares

Costa del Sol / Casares

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Air conditioning
One hour drive from Malaga Airport or 25 minutes from Gibraltar20 minutes from Marbella/ Puerto Banus  …see more

from £102 / night

£653 - £1017 / week

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from £102 / night

(5) Excellent 

57

Penthouse rental in Orlando with golf nearby

Orlando / Vista Cay

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
“Awesome As Always” We've stayed at Vista Cay numerous times, and all of the condo's are obviously lovely. Its a safe, clean, central location to see all that Orlando and the surrounding area has to offer. This unit is on the south side of Vista Cay,  …see more

from £75 / night

£524 - £634 / week

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from £75 / night

(3) Excellent 

13

Penthouse accommodation in Speightstown

Saint Peter Parish / Speightstown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Located on the edge of charming and historic Speightstown on the West Coast of Barbados is this fully air conditioned 3 bedroom 3 en suite bathroom, 1,700 sq ft beachfront penthouse duplex apartment with high vaulted ceilings covered and uncovered terrace with sea and b  …see more

from £150 / night

£1000 - £1750 / week

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from £150 / night

(31) Excellent 

18

Holiday penthouse letting

Mijas / La Cala de Mijas

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“What a place! Beyond expectations.” We stayed in this apartment for 11 nights. We all felt very comfortable here, like a home from home. The apartment is well furnished and equipped with everything you could need. The owners and agent in resort co  …see more

from £45 / night

£300 - £550 / week

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from £45 / night

(1) Excellent 

24

Holiday penthouse in Vigo

Province of Pontevedra / Vigo

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Car not necessary
In a beautiful building of the year 1950, our apartment stands up to a panoramic view to the Ria de Vigo. Carefully refurbished in 2007, this apartment has a floor area of 90sg.m and a terrace of 60sg.m with modern facilities in a charming atmosphere. The apartment is i  …see more

from £73 / night

£505 - £721 / week

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from £73 / night

(11) Excellent 

30

Holiday penthouse with shared pool, golf nearby in Puerto Banus

Puerto Banus / Los Flamingos

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Fantastic apartment and location” The apartment was ideal for our family holiday and I would highly recommend it. It is an ideal base to enjoy top class restaurants, beaches, golf and pampering days at local 5 star hotel.  …see more

from £153 / night

£848 - £1145 / week

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from £153 / night

(3) Excellent 

18

Leiria District / Nazare

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from £109 / night

£763 - £1145 / week

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from £109 / night

16

Holiday penthouse in Benahavis

Costa del Sol / Benahavis

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Beautifully sea views one level, luxury 2 bedroom penthouse apartment. This apartment is situated in a beautiful, newly established complex which boasts 4 outdoor swimming pools, great views and charming water features running through the lush lansdcaped gardens. The c  …see more

from £112 / night

£662 - £924 / week

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from £112 / night

12

Holiday penthouse in Puerto Naos

La Palma / Puerto Naos

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Ask owner if suitable for children
Bienvenido en Penthouse Carpe Diem. This beautiful penthouse is located in Puerto Naos only a few minutes from the beach and promenade with its restaurants and bars. Penthouse Carpe Diem is ca. 35 m² large and has a spacious terrace of ca. 25 m². You enterthe pentho  …see more

from £34 / night

£232 / week

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from £34 / night

(15) Excellent 

24

Penthouse rental in Benidorm

Benidorm / Poniente Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
Great location in the center of the old town. Situated in a pedestrian street in a fabulous suburb with plenty of british pubs. And less than 5 minutes walking to reach 3 gorgeous beaches.Lovely, comfortable and well equipped apartment to feel as at homeInternet wi-fi a  …see more

from £51 / night

£252 - £534 / week

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from £51 / night

(5) Excellent 

18

Holiday penthouse in Gama

Cantabria / Gama

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
A cozy two-bedroom penthouse. On the first floor, there is the kitchen, a bathroom with shower and a living-room with a dinning area, and a terrace where you can have lovely meals. On the second floor, there are two big bedrooms with a king size bed each. One of the roo  …see more

from £84 / night

£582 / week

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from £84 / night

(5) Excellent 

16

Holiday penthouse in Port de Pollenca

Port de Pollenca / Puerto Pollensa Marina

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“Great location, lovely apartment” Just returned from a week here. The apartment is largely as represented. Location is good - right next to and overlooking the La Gola reserve. Walk to the beach is a minute maybe 2. Good location for just about everyt  …see more

from £106 / night

£736 - £1543 / week

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from £106 / night

(22) Excellent 

65

Holiday penthouse rental

Estepona / Guadalmansa Playa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
“Absolutely Wonderful!” Thank you Chris for a great stay. Apartment is faultless - Beautiful views, safe - friendly guard on gate - underground parking - grounds and pool carefully taken care of - lift and disabled friendly - every facility taken car  …see more

from £40 / night

£250 - £400 / week

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from £40 / night

(19) Excellent 

28

Holiday penthouse in Balmoral

Mosman / Balmoral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Can't get closer to Balmoral Beach” We spent 2 weeks over Christmas at the Oriana on Balmoral Beach. We have 2 young children (2 and 5) and we are very careful about going away - a supposed holiday can easily turn into a nightmare with little ones..  …see more

from £351 / night

£2457 - £4503 / week

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from £351 / night

21

Penthouse rental in Australia & New Zealand

New South Wales / The Entrance

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Seeking uninterrupted ocean views in the lap of luxury? This superb two-storey beachfront penthouse is beautifully furnished, with marble floors throughout, incl. bathrooms and all terraces. The 4 car undercover security parking with direct lift access leads to the 3 be  …see more

from £381 / night

£2661 / week

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from £381 / night

(7) Very Good 

17

Holiday penthouse in Montgat

Province of Barcelona / Montgat

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
( On parle français) ( Parliamo italiano) (weniger Deutsch gesprochen) Modern,sunny and charming 110 m2 top flat with seaview, 10 minutes walking to the beach and train station and very close to Barcelona ( 20 minutes by train to city center). South oriented in a rel  …see more

from £89 / night

£589 - £941 / week

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from £89 / night

19

Alcanada holiday penthouse rental

Alcudia / Alcanada

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Perfect location for summer sports, golf, trekking...Perfect location for summer sports, golf, trekking...  …see more

from £122 / night

£847 - £1240 / week

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from £122 / night

(18) Very Good 

64

Penthouse letting in Benalmadena Costa with shared pool

Benalmadena / Benalmadena Costa

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Great Penthouse, great location.” Stayed for 4 weeks in July/Aug 2014. Villa was spotless on arrival. Very spacious with everything you need. 1 of the Aircon units became faulty but was fixed straight away. Location couldn't be any better. 2nd tim  …see more

from £200 / night

£795 - £1395 / week

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from £200 / night

(8) Excellent 

17

Holiday penthouse in Riviera del Sol

Mijas / Riviera del Sol

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Completely newly painted(not the bathroom)and nicely decorated ideal apartment with walking distance to all!  …see more

from £43 / night

£297 - £670 / week

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from £43 / night

(17) Excellent 

19

Holiday penthouse with shared pool in Fuseta

Fuseta / Formosa Village

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
SPECIAL- Water front luxury penthouse apartment, has 2 bedrooms, 2 bathrooms, fully equipped kitchen, lounge with dinning area &living room, central air conditioning. 2 Large terraces with magnificent panoramic views over the village of Fuzeta, Ria Formosa & Ocean.A  …see more

from £56 / night

£386 - £801 / week

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from £56 / night

(20) Very Good 

24

Penthouse rental in Kamala with swimming pool

Kathu / Kamala

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Swimming pool
“Privacy and relaxation” The Penthouse is quit new, clean and comfortable. The rooftop is very nice with its own pool and sauna, great for relaxation. The kitchen has a washing machine but funny enough no hot tap water for the dishes. The three bedro  …see more

from £106 / night

£636 - £1272 / week

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from £106 / night

(2) Excellent 

6

Holiday penthouse with shared pool, golf nearby in Penina

Faro District / Penina

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly
“Excellent apartment with great layout and space.” Amazing is the only word to describe this excellent (huge) and well looked after apartment. 3 bedrooms and bathrooms that were well separated giving plenty of privacy. The balcony was also huge and o  …see more

from £106 / night

£636 - £848 / week

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from £106 / night

(3) Very Good 

18

Province of Lugo / San Cosme de Barreiros

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

 …see more

from £47 / night

£272 - £551 / week

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from £47 / night

(13) Very Good 

20

Penthouse rental in Saint Julian's

Island of Malta / Saint Julian's

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Fabulous Views In A Very Spacious Appartment” This appartment was very spacious. Fantastic views in an ideal location. Definitely needed the air conditioning which worked a treat. Lovely big balcony which was ideal for my elderly parents to sit and wa  …see more

from £65 / night

£450 - £750 / week

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from £65 / night

13

Holiday penthouse in Mossel Bay

Western Cape / Mossel Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Centrally located, panoramic harbour, beach and mountain views, free wi-fi, secure parking, ideal for a family vacation or business trip. Luxury furnishings ensure a comfortable stay.Mossel Bay and the Garden Route offers a variety of activities right here on our doorst  …see more

from £91 / night

£552 - £701 / week

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from £91 / night

(4) Excellent 

19

Penthouse rental in Flic En Flac with indoor pool

Riviere Noire District / Flic En Flac

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Open Sky est un penthouse pied dans l'eau, avec une vue à couper le souffle sur le lagon et l'océan. Si vous recherchez le confort, le calme, le soleil, la plage et la mer, vous serez servis.Un service de nettoyage est compris 3 heures/j, ainsi que la préparation de dél  …see more

from £246 / night

£1899 - £1958 / week

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from £246 / night

(5) Excellent 

16

Costa Blanca / Calpe

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £61 / night

£424 - £763 / week

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from £61 / night

11

Holiday penthouse with shared pool in Marbella Town

Marbella / Marbella Town

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Skol Marbella prime holiday location on the frontline cosy top floor 1 bedroom apartment with quality furniture, fully air con, double sofa bed in lounge, terrace overlooking pool, gardens and sea. East facing, sunny in the morning until 2 pm.fully furnished, fitted  …see more

from £68 / night

£310 - £458 / week

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from £68 / night