Winter sun breaks| Apartments, villas with pools and more

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Winter sun breaks (2306)

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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$195 Average

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2,306 Holiday homes

Filters applied: Guest house (5,070)

(1) Excellent 

1 / 11

Holiday guest house in Vancouver

British Columbia / Vancouver

2 bedroomsSleeps 72 nights min stay

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min stay

from $153 / night

$994 - $1166 / week

Book Book View

from $153 / night

(14) Excellent 

1 / 24

Holiday guest house with swimming pool, golf nearby in Killaloe, Port Douglas

Port Douglas / Killaloe, Port Douglas

4 bedroomsSleeps 83 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay

from $270 / night

$1888 - $2392 / week

Book Book View

from $270 / night

(7) Very Good 

1 / 29

Holiday guest house in Au Cap

Au Cap / Pointe Au Sel

4 bedroomsSleeps 81 night min stay

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay

from $223 / night

$1561 / week

Book Book View

from $223 / night

Featured properties

1 / 18

Guest house rental in Brisbane

Queensland / Brisbane

5 bedroomsSleeps 121 night min stay

  • 5 bedrooms
  • Sleeps 12
  • 1 night min stay

from $173 / night

$1079 - $1381 / week

Book Book View

from $173 / night

1 / 17

Cascais holiday guest house rental

Cascais / Bairro do Rosario

6 bedroomsSleeps 221 night min stay

  • 6 bedrooms
  • Sleeps 22
  • 1 night min stay

from $669 / night

$3611 - $4533 / week

Book Book View

from $669 / night

(10) Excellent 

1 / 25

Negril holiday guest house rental

Westmoreland Parish / Negril

4 bedroomsSleeps 161 night min stay

  • 4 bedrooms
  • Sleeps 16
  • 1 night min stay

from $501 / night

$3500 - $14000 / week

Book Book View

from $501 / night

(2) Excellent 

1 / 38

Bangkok City holiday guest house rental

Bangkok / Bangkok City

10 bedroomsSleeps 221 night min stay

  • 10 bedrooms
  • Sleeps 22
  • 1 night min stay

from $16 / night

$0 / week

Book Book View

from $16 / night

(2) Excellent 

1 / 21

Kyoto holiday guest house let

Kyoto Prefecture / Kyoto

2 bedroomsSleeps 52 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay

from $350 / night

$2450 / week

Book Book View

from $350 / night

(1) Excellent 

1 / 42

Holiday guest house in Bangkok

Bangkok / Sathorn

7 bedroomsSleeps 221 night min stay

  • 7 bedrooms
  • Sleeps 22
  • 1 night min stay

from $16 / night

$0 / week

Book Book View

from $16 / night

(10) Excellent 

1 / 30

Benalmadena holiday guest house rental

Malaga Province / Benalmadena

1 bedroomSleeps 33 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 3 nights min stay

from $223 / night

$1561 - $1951 / week

Book Book View

from $223 / night

(1) Excellent 

1 / 9

Holiday guest house in Ubud

Bali / Ubud

4 bedroomsSleeps 81 night min stay

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay

from $121 / night

$800 / week

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from $121 / night

1 / 15

Coquitlam holiday guest house rental

British Columbia / Coquitlam

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay

from $115 / night

$0 / week

Book Book View

from $115 / night

(2) Very Good 

1 / 39

Holiday guest house with golf nearby in Weston

Saint James Parish / Weston

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from $98 / night

$0 / week

Book Book View

from $98 / night

(6) Excellent 

1 / 39

Guest house rental in Saint-Gilles-Les-Bains with shared pool

Arrondissement of Saint-Paul / Saint-Gilles-Les-Bains

1 bedroomSleeps 44 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 4 nights min stay

from $134 / night

$892 / week

Book Book View

from $134 / night

(4) Excellent 

1 / 22

Guest house letting in Jaipur

Rajasthan / Jaipur

5 bedroomsSleeps 501 night min stay

  • 5 bedrooms
  • Sleeps 50
  • 1 night min stay

from $25 / night

$151 - $3570 / week

Book Book View

from $25 / night

(4) Excellent 

1 / 17

Holiday guest house with golf nearby in Seven Mile Beach

Grand Cayman / Seven Mile Beach

6 bedroomsSleeps 17Min stay varies

  • 6 bedrooms
  • Sleeps 17
  • Min stay varies

from $1786 / night

$12501 - $35001 / week

Book Book View

from $1786 / night

(7) Excellent 

1 / 29

Holiday guest house in Peniche

Leiria District / Peniche

4 bedroomsSleeps 101 night min stay

  • 4 bedrooms
  • Sleeps 10
  • 1 night min stay

from $23 / night

$836 / week

Book Book View

from $23 / night

(1) Very Good 

1 / 26

Holiday guest house with shared pool, golf nearby in Marrakech

Marrakech / Medina

8 bedroomsSleeps 231 night min stay

  • 8 bedrooms
  • Sleeps 23
  • 1 night min stay

from $51 / night

$340 - $6224 / week

Book Book View

from $51 / night

1 / 8

Holiday guest house in Vancouver

British Columbia / Vancouver

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $146 / night

$956 - $1147 / week

Book Book View

from $146 / night

(2) Excellent 

1 / 18

Holiday guest house rental

Westmoreland Parish / Negril

4 bedroomsSleeps 102 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min stay

from $251 / night

$1500 - $1780 / week

Book Book View

from $251 / night

(6) Excellent 

1 / 18

Porto holiday guest house rental

Porto District / Porto

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from $111 / night

$0 / week

Book Book View

from $111 / night

(1) Good 

1 / 19

Holiday guest house in Auckland

Auckland Region / Auckland

4 bedroomsSleeps 83 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay

from $180 / night

$1295 - $1647 / week

Book Book View

from $180 / night

(8) Excellent 

1 / 27

Holiday guest house in Marsa Alam

Red Sea and Sinai / Marsa Alam

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from $40 / night

$274 - $3338 / week

Book Book View

from $40 / night

(1) Good 

1 / 39

Holiday guest house in Kyoto

Kyoto Prefecture / Kyoto

2 bedroomsSleeps 51 night min stay

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay

from $211 / night

$1400 / week

Book Book View

from $211 / night

1 / 12

Nanaimo holiday guest house rental

Vancouver Island / Nanaimo

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $153 / night

$765 - $1147 / week

Book Book View

from $153 / night

(5) Excellent 

1 / 13

Holiday guest house with shared pool in Port Macquarie

New South Wales / Port Macquarie

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay

from $105 / night

$626 / week

Book Book View

from $105 / night

1 / 16

Holiday guest house in Nanaimo

Vancouver Island / Nanaimo

1 bedroomSleeps 43 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay

from $92 / night

$0 / week

Book Book View

from $92 / night

(1) Excellent 

1 / 28

Holiday guest house with swimming pool in Brejos

Albufeira / Brejos

4 bedroomsSleeps 82 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay

from $313 / night

$2185 - $6242 / week

Book Book View

from $313 / night

(5) Very Good 

1 / 19

Sintra holiday guest house rental

Sintra Municipality / Sintra

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $73 / night

$586 - $1210 / week

Book Book View

from $73 / night

(1) Excellent 

1 / 21

Holiday guest house in Lisbon

Lisbon / Central Lisbon

5 bedroomsSleeps 301 night min stay

  • 5 bedrooms
  • Sleeps 30
  • 1 night min stay

from $17 / night

$118 - $3511 / week

Book Book View

from $17 / night

(5) Excellent 

1 / 39

Holiday guest house in Baleal

Leiria District / Baleal

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $112 / night

$781 - $1873 / week

Book Book View

from $112 / night

(2) Very Good 

1 / 23

Holiday guest house in Caleta De Fuste

Caleta De Fuste / Fuerteventura Golf

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $106 / night

$825 - $1239 / week

Book Book View

from $106 / night

(3) Excellent 

1 / 24

Lisbon holiday guest house rental

Lisbon / Cais do Sodre

12 bedroomsSleeps 30Min stay varies

  • 12 bedrooms
  • Sleeps 30
  • Min stay varies

from $625 / night

$0 / week

Book Book View

from $625 / night

1 / 26

Holiday guest house in Faro

Faro District / Faro

3 bedroomsSleeps 61 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay

from $134 / night

$0 / week

Book Book View

from $134 / night

(2) Excellent 

1 / 18

Guest house rental in Ubeda with swimming pool

Alicante province / Ubeda

8 bedroomsSleeps 19Min stay varies

  • 8 bedrooms
  • Sleeps 19
  • Min stay varies

from $223 / night

$1043 - $1800 / week

Book Book View

from $223 / night

(5) Very Good 

1 / 21

Holiday guest house in Seven Mile Beach

Grand Cayman / Seven Mile Beach

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $160 / night

$1095 - $1955 / week

Book Book View

from $160 / night

(2) Very Good 

1 / 24

Hangnaameedhoo Island holiday guest house rental

Southern Ari Atoll / Hangnaameedhoo Island

4 bedroomsSleeps 123 nights min stay

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min stay

from $490 / night

$3528 / week

Book Book View

from $490 / night

(1) Excellent 

1 / 18

Holiday guest house in St James, Montego Bay

Montego Bay / St James, Montego Bay

3 bedroomsSleeps 62 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $151 / night

$1001 - $1701 / week

Book Book View

from $151 / night

(6) Excellent 

1 / 24

Cascais holiday guest house rental

Cascais / Cascais Centre

5 bedroomsSleeps 30Min stay varies

  • 5 bedrooms
  • Sleeps 30
  • Min stay varies

from $446 / night

$0 / week

Book Book View

from $446 / night

(2) Very Good 

1 / 8

Holiday guest house rental

Puerto Rico / Yabucoa

7 bedroomsSleeps 162 nights min stay

  • 7 bedrooms
  • Sleeps 16
  • 2 nights min stay

from $145 / night

$913 - $15123 / week

Book Book View

from $145 / night

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