Long Haul ❘ 10,000+ villas, condos and apartments in the sun

Long Haul (79)

Add some sunshine to your winter by jetting off to one of these much loved winter sun destinations. Choose from an active water sports holiday, an exotic tour of a far off place or just kicking back and relaxing while topping up on some much needed vitamin D.


High on the winter sun hit list are diving at some of the world’s top dive sites in Egypt or Thailand, or soaking up the sights in Mexico, Argentina or Brazil. Go on safari in Tanzania or South Africa, or just chill in a Caribbean paradise in St Lucia or Barbados. If you don’t mind a long haul flight, join the thousands exploring the beaches, vistas and warm welcomes of Australia and New Zealand.



For something a little closer to home, the Canary Islands are bathed in sunshine all year round, making your winter sun break just a short flight away.


View larger map

Also consider

Luxury Villas
2,684 properties
Coastal Cottages
222 properties
Pet Friendly Cottages
27,095 properties
Romantic Breaks
3,207 properties
Group Holidays
17,143 properties
Log Cabin Holidays
238 properties
Rural Retreats
12,438 properties
City Breaks
8,475 properties
Holiday Cottages
17,239 properties
Villas in Spain
11,248 properties
Villas in Tenerife
707 properties
Gites in France
8,131 properties
Holiday Cottages in Cornwall
2,983 properties
London Holiday Apartments
941 properties
Florida Villas
905 properties
Villas in Ibiza
349 properties
Villas in Portugal
4,126 properties
Villas in Turkey
2,202 properties
Villas in Malta
455 properties
Lake District Cottages
940 properties

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

79 Holiday homes

Filters applied: Penthouse

(1) Excellent 

25

Holiday penthouse in Plettenberg Bay

Western Cape / Plettenberg Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Wonderful light filled home.” We hate filling these things out because no one sees things as we each do. This unit was large, well kept, well furnished for any need. It can accommodate 2-3 couples, but it was only us, and we adored everything about
…see more

from £147 / night

£1147 / week

Book View

from £147 / night

(3) Very Good 

20

Penthouse rental in Karon

Phuket / Karon

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children

from £107 / night

£898 / week

Book View

from £107 / night

(1) Excellent 

18

Thesen Island holiday penthouse rental

Knysna / Thesen Island

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning

from £150 / night

£1050 - £1260 / week

Book View

from £150 / night

18

Holiday penthouse rental

Chiang Mai Province / Chiang Mai

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary

from £45 / night

£332 - £394 / week

Book View

from £45 / night

(8) Very Good 

14

Holiday penthouse with swimming pool in Camps Bay

Cape Town / Camps Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £302 / night

£2156 - £5173 / week

Book View

from £302 / night

15

Bang Tao Beach holiday penthouse let

Choeng Thale / Bang Tao Beach

2 6 30 nights min

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £84 / night

£585 / week

Book View

from £84 / 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
  • Nearest beach 1 km
  • Child friendly

from £70 / night

£462 - £835 / week

Book View

from £70 / night

22

Penthouse rental in Khao Tao with swimming pool

Prachuap Khiri Khan Province / Khao Tao

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £112 / night

£779 / week

Book View

from £112 / night

(6) Excellent 

24

Bang Tao Beach holiday penthouse rental

Choeng Thale / Bang Tao Beach

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £193 / night

£1347 / week

Book View

from £193 / night

36

Cape Town Central holiday penthouse rental

Cape Town / Cape Town Central

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

from £449 / night

£5051 / week

Book View

from £449 / night

20

Holiday penthouse with shared pool in Bangrak

Ko Samui / Bangrak

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £95 / night

£665 / week

Book View

from £95 / 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 £74 / night

£518 - £992 / week

Book View

from £74 / night

24

Penthouse rental in Patong with shared pool

Kathu / Patong

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £35 / night

£242 / week

Book View

from £35 / night

(2) Excellent 

39

Holiday penthouse accommodation

Dubai / Dubai Marina

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £198 / night

£1386 / week

Book View

from £198 / night

23

Holiday penthouse with swimming pool in Khao Tao

Prachuap Khiri Khan Province / Khao Tao

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £152 / night

£1058 / week

Book View

from £152 / night

23

Ramsgate holiday penthouse let

KwaZulu-Natal / Ramsgate

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly

from £48 / night

£331 / week

Book View

from £48 / night

12

Holiday penthouse rental

Clifton / Clifton

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £247 / night

£1724 / week

Enquire View

from £247 / night

11

Central Cape Town holiday penthouse rental

Cape Town / Central Cape Town

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £194 / night

£1358 / week

Enquire View

from £194 / night

24

Holiday penthouse with shared pool in Lapu Lapu

Mactan Island / Lapu Lapu

1 2 30 nights min

  • 1 bedroom
  • Sleeps 2
  • 30 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £43 / night

£297 / week

Book View

from £43 / night

(2) Average 

24

Holiday penthouse letting

Phuket / Karon

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £113 / night

£664 / week

Book View

from £113 / night

(1) Excellent 

30

Holiday penthouse with shared pool in Bangrak Beach

Bophut / Bangrak Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly

from £154 / night

£916 - £2693 / week

Book View

from £154 / night

(3) Very Good 

37

Holiday penthouse rental

Clifton / Clifton

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £308 / night

£2154 / week

Enquire View

from £308 / night

13

Holiday penthouse with swimming pool in Surin Beach

Phuket / Surin Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £368 / night

£2560 - £3339 / week

Book View

from £368 / night

74

Kathu holiday penthouse rental

Phuket / Kathu

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £56 / night

£390 / week

Book View

from £56 / night

(2) Excellent 

24

Kata Beach holiday penthouse rental

Karon / Kata Beach

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Fabulous stay with stunning views” We had a lovely four days stay at this penthouse apartment! The views were stunning and well worth watching the sunset in the evening from the outside area. We had Selly a private chef cook for us one evening which I
…see more

from £334 / night

£2337 / week

Book View

from £334 / night

23

Penthouse letting in Kathu

Phuket / Kathu

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning

from £78 / night

£546 / week

Book View

from £78 / night

16

Holiday penthouse rental

Choeng Thale / Bang Tao Beach

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £290 / night

£1981 / week

Book View

from £290 / night

(37) Excellent 

89

Holiday penthouse rental

Bequia / Richmond

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0.75 km
  • Swimming pool
  • Car not necessary
“An ideal holiday” Tropical Hideaway was utterly delightful in every respect. The brand-new property is beautiful, offering several accommodations, each differently imaginative and carefully equipped with quality furnishings, nestled in a lovely growin
…see more

from £280 / night

£1777 - £2539 / week

Book View

from £280 / night

22

Strand holiday penthouse let

Strand / Greenways

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £216 / night

£1380 / week

Book View

from £216 / night

(1) Excellent 

24

Choeng Thale holiday penthouse rental

Thalang District / Choeng Thale

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £193 / night

£1347 - £1885 / week

Book View

from £193 / night

11

Penthouse rental in Durban with golf nearby

KwaZulu-Natal / Durban

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Air conditioning

from £21 / night

£145 / week

Book View

from £21 / night

21

Holiday penthouse with shared pool in Somone

La Petite Cote / Somone

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Private garden

from £61 / night

£302 / week

Book View

from £61 / night

16

Phuket Town holiday penthouse rental

Phuket / Phuket Town

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £320 / night

£2235 / week

Book View

from £320 / night

24

Holiday penthouse with shared pool in Punta del Este

Maldonado Department / Punta del Este

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £153 / night

£1924 - £2193 / week

Book View

from £153 / night

17

Holiday penthouse with shared pool in Chiang Mai

Chiang Mai Province / Chiang Mai

4 2 1 night min

  • 4 bedrooms
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £62 / night

£416 / week

Book View

from £62 / night

(2)  

10

Holiday penthouse with swimming pool, golf nearby in Ballito

KwaZulu-Natal / Ballito

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £231 / night

£1616 / week

Book View

from £231 / night

13

Penthouse rental in Angeles City

Pampanga Province / Angeles City

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning

from £63 / night

£384 / week

Book View

from £63 / night

25

Penthouse rental in Choeng Thale

Thalang District / Choeng Thale

2 4 3 nights min

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

from £123 / night

£802 / week

Book View

from £123 / night

19

Holiday penthouse accommodation

Prachuap Khiri Khan Province / Khao Tao

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £112 / night

£779 / week

Book View

from £112 / night

19

Bangrak holiday penthouse rental

Ko Samui / Bangrak

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £193 / night

£847 / week

Book View

from £193 / night

1