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Southsea Holidays & City Breaks - Holiday Lettings

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95 properties suitable for city breaks and holidays

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Holiday apartment in Southsea

Southsea apartment

  • 3 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

“Perfect house in great location.” Steve was really helpful and answered all our questions promptly before we booked, and also provided a nice welcome when we arrived. The house was tastefully presented, clean and well equipped. A 5 minute walk to the seafront was ideal for our young children.

from £140 / night

£800 - £1,100 / week

1 / 19

Holiday home with golf nearby in Southsea

Southsea house

  • 5 bedrooms
  • sleeps 10
  • 3 bathrooms
  • Wi-Fi available

“Beautiful family home” This home was amazing. It has everything you need for a stay and more. The pictures do not do it justice. It is beautiful, spacious, homely, quirky, very well laid out and extremely clean. I would recommend fondly and would stay again.

from £436 / night

£2,519 / week

1 / 19

Southsea holiday apartment rental

Southsea apartment

  • 2 bedrooms
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £138 / night

£825 - £905 / week

1 / 45

Holiday home rental in Portsmouth

Southsea house

  • 4 bedrooms
  • sleeps 6
  • 1 bathroom
  • Wi-Fi available

from £88 / night

£615 / week

1 / 21

Apartment rental in Southsea with golf nearby

Southsea apartment

  • 1 bedroom
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £91 / night

£455 - £630 / week

1 / 20

Great rentals within 20 miles that match your search

Hamble holiday home rental

Hamble house

  • 2 bedrooms
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £92 / night

£642 / week

1 / 12

Gunwharf Quays holiday apartment rental

Gunwharf Quays apartment

  • 2 bedrooms
  • sleeps 4
  • 2 bathrooms
  • Wi-Fi available

from £212 / night

£1,483 / week

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Portsmouth holiday home rental

Portsmouth house

  • 3 bedrooms
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £103 / night

£722 / week

1 / 23

Apartment rental in Cowes

Cowes apartment

  • 2 bedrooms
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £155 / night

£802 / week

1 / 20

Pagham holiday apartment rental

Pagham apartment

  • 1 bedroom
  • sleeps 2
  • 1 bathroom
  • Wi-Fi available

from £115 / night

£338 - £1,489 / week

1 / 41

Holiday caravan/mobile home in Bognor Regis

Bognor Regis caravan/mobile home

  • 2 bedrooms
  • sleeps 4
  • 2 bathrooms
  • Wi-Fi available

from £69 / night

£481 / week

1 / 10

Holiday apartment in Old Portsmouth

Old Portsmouth apartment

  • 2 bedrooms
  • sleeps 5
  • 1 bathroom
  • Wi-Fi available

from £128 / night

£750 - £1,249 / week

1 / 24

Holiday barn in Sidlesham

Sidlesham barn

  • 1 bedroom
  • sleeps 2
  • 1 bathroom
  • Wi-Fi available

from £126 / night

£802 / week

1 / 9

Holiday apartment with golf nearby in Lymington

Lymington apartment

  • 3 bedrooms
  • sleeps 6
  • 1 bathroom
  • Wi-Fi available

from £287 / night

£1,718 - £2,680 / week

1 / 6

Holiday apartment in Portsmouth

Portsmouth apartment

  • 4 bedrooms
  • sleeps 6
  • 1 bathroom
  • Wi-Fi available

from £166 / night

£905 / week

1 / 27

Bungalow rental in Bursledon

Bursledon bungalow

  • 3 bedrooms
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £115 / night

£802 / week

1 / 32

Apartment rental in Portsmouth

Portsmouth apartment

  • 3 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £201 / night

£1,432 - £1,592 / week

1 / 14

Winchester holiday cottage accommodation

Winchester cottage

  • 1 bedroom
  • sleeps 2
  • 1 bathroom
  • Wi-Fi available

from £103 / night

£722 / week

1 / 15

Shanklin holiday log cabin rental

Shanklin log cabin

  • 1 bedroom
  • sleeps 3
  • 1 bathroom
  • Wi-Fi available

from £103 / night

£779 - £1,191 / week

1 / 5

Holiday apartment rental

Portsmouth apartment

  • 1 bedroom
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £103 / night

£722 - £802 / week

1 / 15

Portsmouth holiday apartment rental

Portsmouth apartment

  • 2 bedrooms
  • sleeps 9
  • 2 bathrooms
  • Wi-Fi available

from £138 / night

£945 - £1,787 / week

1 / 38

Holiday apartment in Old Portsmouth

Old Portsmouth apartment

  • 2 bedrooms
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £161 / night

£802 - £1,260 / week

1 / 16

Apartment rental in Portsmouth

Portsmouth apartment

  • 2 bedrooms
  • sleeps 5
  • 2 bathrooms
  • Wi-Fi available

from £110 / night

£770 / week

1 / 28

Cottage rental in Portsmouth

Portsmouth cottage

  • 2 bedrooms
  • sleeps 4
  • 1 bathroom
  • Wi-Fi available

from £93 / night

£650 / week

1 / 24

Holiday cottage rental

Lymington cottage

  • 1 bedroom
  • sleeps 2
  • 2 bathrooms
  • Wi-Fi available

from £138 / night

£784 - £882 / week

1 / 25

Holiday home in Wootton

Wootton house

  • 3 bedrooms
  • sleeps 5
  • 2 bathrooms
  • Wi-Fi available

from £137 / night

£441 - £561 / week

1 / 13

Holiday apartment in Shanklin

Shanklin apartment

  • 4 bedrooms
  • sleeps 8
  • 3 bathrooms
  • Wi-Fi available

from £252 / night

£2,039 - £3,390 / week

1 / 24

Shanklin holiday caravan/mobile home rental

Shanklin caravan/mobile home

  • 3 bedrooms
  • sleeps 8
  • 1 bathroom

from £201 / night

£1,374 / week

1 / 11

Bembridge holiday bungalow rental

Bembridge bungalow

  • 3 bedrooms
  • sleeps 6
  • 3 bathrooms
  • Wi-Fi available

from £401 / night

£796 - £1,317 / week

1 / 27

Lymington holiday apartment rental

Lymington apartment

  • 2 bedrooms
  • sleeps 4
  • 2 bathrooms
  • Wi-Fi available

from £102 / night

£714 / week

1 / 35

Holiday home in Ryde

Ryde house

  • 2 bedrooms
  • sleeps 4
  • 2 bathrooms
  • Wi-Fi available

from £117 / night

£818 / week

1 / 16

Holiday home in St Helens

St Helens house

  • 3 bedrooms
  • sleeps 6
  • 1 bathroom
  • Wi-Fi available

from £135 / night

£468 - £1,687 / week

1 / 16

Holiday studio in Portsmouth

Portsmouth studio

  • Studio
  • sleeps 2
  • 1 bathroom
  • Wi-Fi available

from £114 / night

£630 / week

1 / 20

Holiday apartment in Portsmouth

Portsmouth apartment

  • 2 bedrooms
  • sleeps 8
  • 1 bathroom
  • Wi-Fi available

from £138 / night

£962 / week

1 / 82

Holiday home in Seaview

Seaview house

  • 5 bedrooms
  • sleeps 8
  • 3 bathrooms
  • Wi-Fi available

from £315 / night

£2,205 / week

1 / 17

Holiday b&b in Shanklin

Shanklin b&b

  • 1 bedroom
  • sleeps 2
  • 1 bathroom
  • Wi-Fi available

from £92 / night

£642 / week

1 / 58

Portsmouth holiday studio rental

Portsmouth studio

  • Studio
  • sleeps 2
  • 1 bathroom
  • Wi-Fi available

from £114 / night

£630 / week

1 / 21

Holiday home with golf nearby in Hythe

Hythe house

  • 3 bedrooms
  • sleeps 6
  • 3 bathrooms
  • Wi-Fi available

from £127 / night

£890 - £1,195 / week

1 / 26

Oving holiday camper van rental

Oving camper van

  • 3 bedrooms
  • sleeps 5
  • 1 bathroom

from £172 / night

£1,203 / week

1 / 13

Holiday home rental

Shanklin house

  • 3 bedrooms
  • sleeps 6
  • 2 bathrooms
  • Wi-Fi available

from £229 / night

£974 - £1,603 / week

1 / 29

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