Guest houses in Southsea and Estates - Holiday Lettings - Holiday Rentals Southsea

Close

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

1,765 Holiday homes

(25) Very Good 

38

Holiday apartment in Southsea

Portsmouth / Southsea

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“perfect for big family” This is what I have been loking for.... I had 10 people coming to my wedding from abroad. It was an extended family consisting of grandparents, parents, grandchildren, teenagers. I wanted them to live close by and this was just ideal. The accomodation is lovely, tastefully furnished, lovely kitchens and bathrooms. COOP is jsut across the road- perfect for small shoppinng for breakfast. Appr 10 minutes walk to the seaside. Excellent. would recormmend to anybody. Will use you again in the future.

from £113 / night

£544 - £945 / week

Book View

from £113 / night

(69) Excellent 

19

Holiday apartment in Southsea

Portsmouth / Southsea

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“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 £125 / night

£900 - £1,040 / week

Book View

Responds fast!
avg. 3 hours 35 minutes

from £125 / night

9

Southsea holiday home rental

Portsmouth / Southsea

5 5 7 nights min

  • 5 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Suitable for children age 5+

from £123 / night

£859 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £123 / night

(7) Very Good 

13

Holiday home in Southsea

Portsmouth / Southsea

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £115 / night

£573 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £115 / night

(5) Average 

12

Southsea holiday home rental

Portsmouth / Southsea

3 4 4 nights min

  • 3 bedrooms
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £126 / night

£642 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £126 / night

(16) Very Good 

25

Apartment letting in Southsea

Portsmouth / Southsea

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £102 / night

£714 / week

Book View

Responds fast!
avg. 40 minutes

from £102 / night

(1) Excellent 

17

Holiday apartment in Southsea

Portsmouth / Southsea

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 1 km
  • Car not necessary
  • Private garden

from £86 / night

£401 - £481 / week

Book View

Responds fast!
avg. 59 minutes

from £86 / night

(6) Very Good 

9

Holiday home in Southsea

Portsmouth / Southsea

4 4 4 nights min

  • 4 bedrooms
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly

from £161 / night

£745 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £161 / night

(4) Very Good 

13

Holiday home in Southsea

Portsmouth / Southsea

4 4 4 nights min

  • 4 bedrooms
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £144 / night

£687 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £144 / night

(53) Very Good 

Certificate of Excellence

26

Holiday apartment in Southsea

Portsmouth / Southsea

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary
“Christmas at Lauralee House” Our stay was so much fun we decided to stay again and booked before we even finished our visit! We're coming back for New Year

Certificate of Excellence

from £86 / night

£602 / week

Book View

from £86 / night

(18) Very Good 

22

Holiday home rental in Portsmouth

Portsmouth / Southsea

4 6 7 nights min

  • 4 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £88 / night

£615 / week

Book View

Responds fast!
avg. 1 hour 26 minutes

from £88 / night

(9) Excellent 

45

Southsea holiday apartment rental

Portsmouth / Southsea

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Car not necessary

from £98 / night

£584 - £876 / week

Book View

Responds fast!
avg. 3 hours 55 minutes

from £98 / night

(21) Excellent 

20

Holiday apartment in Southsea

Portsmouth / Southsea

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £121 / night

£790 - £1,157 / week

Book View

Responds fast!
avg. 3 hours 9 minutes

from £121 / night

(26) Excellent 

18

Apartment rental in Southsea with golf nearby

Portsmouth / Southsea

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £46 / night

£325 - £545 / week

Enquire View

from £46 / night

(16) Excellent 

Certificate of Excellence

24

Holiday apartment in Southsea

Portsmouth / Southsea

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies

Certificate of Excellence

from £86 / night

£401 - £481 / week

Book View

Responds fast!
avg. 59 minutes

from £86 / night

(4) Excellent 

23

Holiday apartment rental

Portsmouth / Southsea

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Car not necessary

from £86 / night

£401 - £487 / week

Book View

Responds fast!
avg. 59 minutes

from £86 / night

(3) Average 

12

Holiday home in Southsea

Portsmouth / Southsea

4 5 4 nights min

  • 4 bedrooms
  • sleeps 5
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £149 / night

£745 / week

Book View

Responds fast!
avg. 2 hours 54 minutes

from £149 / night

(18) Very Good 

21

Southsea holiday apartment rental

Portsmouth / Southsea

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Fabulous, Self contained flat, with a central location.” This flat is brilliantly located with central Southsea on your doorstep. It is fitted with everything you could need for your holiday and is very clean and tidy. You can leave your car in the secure car park and after a 5 minute walk be on a Hovercraft to the Isle of Wight. There are many resturants to choose from and supermaket locals, all within 2 minutes walk. With bus routes down the road if you choose you can explore Portsmouths Historic Dockyards or shop at the Gunwharfe Center. We had a grea break and will booking again soon!!

from £144 / night

£682 / week

Book View

from £144 / night

(10) Very Good 

27

Townhouse rental in Southsea

Portsmouth / Southsea

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £114 / night

£686 - £1,060 / week

Book View

Responds fast!
avg. 3 hours 9 minutes

from £114 / night

(23) Excellent 

20

Holiday home with golf nearby in Southsea

Portsmouth / Southsea

5 10 3 nights min

  • 5 bedrooms
  • sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £401 / night

£2,233 - £3,206 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £401 / night

(7) Very Good 

18

Cottage rental in Southsea

Portsmouth / Southsea

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly

from £98 / night

£687 - £928 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £98 / night

(5) Very Good 

16

Holiday home in Southsea

Portsmouth / Southsea

3 5 2 nights min

  • 3 bedrooms
  • sleeps 5
  • 2 nights min
  • Suitable for children age 5+

from £144 / night

£1,002 / week

Book View

Responds fast!
avg. 25 minutes

from £144 / night

Great rentals within 20 miles that match your search

Distance approx 14.04 miles from Southsea

(12) Excellent 

23

Holiday cottage in Ventnor

Isle of Wight / Ventnor

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £109 / night

£602 - £1,173 / week

Book View

Responds fast!
avg. 2 hours 57 minutes

from £109 / night

Distance approx 17.83 miles from Southsea

(17) Excellent 

Certificate of Excellence

28

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Private garden

Certificate of Excellence

from £149 / night

£687 - £1,821 / week

Book View

Responds fast!
avg. 2 hours 32 minutes

from £149 / night

Distance approx 9.18 miles from Southsea

(25) Excellent 

19

West Wittering holiday home rental

West Sussex / West Wittering

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.15 km
  • Child friendly

from £128 / night

£900 - £1,950 / week

Enquire View

from £128 / night

Distance approx 9.35 miles from Southsea

(6) Excellent 

21

Townhouse rental in Cowes

Cowes / West Cowes

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child friendly

from £149 / night

£687 - £1,145 / week

Book View

from £149 / night

Distance approx 9.47 miles from Southsea

(13) Very Good 

Certificate of Excellence

16

Holiday home in Sandown

Isle of Wight / Sandown

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

Certificate of Excellence

from £98 / night

£561 - £765 / week

Book View

Responds fast!
avg. 2 hours 46 minutes

from £98 / night

Distance approx 11.36 miles from Southsea

(3) Excellent 

19

Holiday home in Shanklin

Isle of Wight / Shanklin

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £401 / night

£2,634 - £3,564 / week

Book View

Responds fast!
avg. 3 hours 2 minutes

from £401 / night

Distance approx 14.18 miles from Southsea

(26) Excellent 

16

Holiday apartment with golf nearby in Ventnor

Isle of Wight / Ventnor

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £90 / night

£440 - £830 / week

Enquire View

from £90 / night

Distance approx 15.92 miles from Southsea

(4) Excellent 

16

Home rental in Ventnor

Isle of Wight / Ventnor

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £103 / night

£740 - £2,024 / week

Book View

from £103 / night

Distance approx 4.62 miles from Southsea

(4) Excellent 

6

Holiday caravan/mobile home in Hayling Island

Hampshire / Hayling Island

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 0.8 km
  • Swimming pool
  • Child friendly

from £63 / night

£441 / week

Book View

Responds fast!
avg. 54 minutes

from £63 / night

Distance approx 7.64 miles from Southsea

(33) Very Good 

Certificate of Excellence

10

Caravan/mobile home rental in Bembridge with shared pool

Isle of Wight / Bembridge

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £35 / night

£241 / week

Book View

Responds fast!
avg. 2 hours 33 minutes

from £35 / night

Distance approx 8.48 miles from Southsea

(9) Very Good 

Certificate of Excellence

9

Holiday chalet with golf nearby in Sandown

Isle of Wight / Sandown

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £47 / night

£315 - £447 / week

Book View

Responds fast!
avg. 1 hour 13 minutes

from £47 / night

Distance approx 13.32 miles from Southsea

(2) Very Good 

13

Holiday apartment rental

Chichester / Sidlesham

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £132 / night

£682 - £1,185 / week

Book View

from £132 / night

Distance approx 1.72 miles from Southsea Show on Map

31

Holiday apartment in Gosport

Hampshire / Gosport

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly

from £102 / night

£709 - £1,066 / week

Book View

from £102 / night

Distance approx 12.41 miles from Southsea

8

Holiday caravan/mobile home with shared pool in Newtown

Isle of Wight / Newtown

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £52 / night

£401 / week

Book View

Responds fast!
avg. 58 minutes

from £52 / night

Distance approx 4.97 miles from Southsea

27

Holiday home in Seaview

Isle of Wight / Seaview

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Pet friendly

from £122 / night

£557 - £1,243 / week

Book View

from £122 / night

Distance approx 9.89 miles from Southsea

22

Apartment rental in Cowes

Isle of Wight / Cowes

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies

from £105 / night

£490 - £1,561 / week

Book View

from £105 / night

Distance approx 11.61 miles from Southsea

12

Holiday condo in Shanklin

Isle of Wight / Shanklin

2 3 min stay varies

  • 2 bedrooms
  • sleeps 3
  • min stay varies
  • Child friendly

from £73 / night

£287 - £695 / week

Book View

from £73 / night

Distance approx 12.6 miles from Southsea

12

Holiday home in Whitwell

Ventnor / Whitwell

2 3 min stay varies

  • 2 bedrooms
  • sleeps 3
  • min stay varies
  • Child friendly

from £92 / night

£377 - £708 / week

Book View

from £92 / night

Top Destination reviews

40 The Retreat
Excellent again

We returned to 40 The Retreat, having stayed there last April. The house is very comfortable and brilliantly located to explore different aspects of Portsmouth's heritage. The Historic Dockyard is 1.3 miles away and, with an all attractions ticket, can provide several days of activity for all ages. The Isle of Wight is 10 minutes away by Hovercraft - look out for good deals. The beach, Southsea Common and the fun fair are all a short walk away on those sunny days. All round a great location for a multi generation family holiday.see more
Onslow Villa - Great location!
Excellent

Excellent accommodation, couldn't​ have asked for anything better, the place is fantastic, full of high end utility's​ and very spacious throughout. We parked the car on the driveway and never used it again until we left, every thing is within walking distance, 30mins to Gynwharf or 8 by bus. Seafront 5mins and local shops 5 mins. Owners we're very helpful and quick to respond to any questions we had. Fully recommend and we intend to use the place again in the future.see more
See the Sea (The Berkley)
Great trip to Southsea

Brilliant location right on the sea front and really helpful hosts! Would definitely come back Thank you … see more
Lauralee House
Excellent base for exploring Southsea

We stayed here with some friends for Victorious and it couldn't of been better. So close to the common and everything we needed. Parking, comfy beds, hot water and a well equipped kitchen, will definitely be back to do next years Victorious festival in style! … see more
Bright and Airy 2 Bed by the Sea
Central Location, very comfotable

Lovely apartment, very comfortable central location with private parking. Amenities are very good and the welcome pack on arrival was a nice touch. Only negative are the stairs, they are quite steep up to the 3rd floor, these would be unsuitable for the elderly, but we enjoyed our stay there and would definitely return.see more
Kenilworth Court Apartment C
Sorry to leave!

Lovely accommodation and location. Trish made us very welcome and actually changed our booked apartment for one better suited for us. We enjoyed our stay making good use of the local and frequently running bus service from just around the corner. Trish has lovely and well appointed flats along with a beautiful garden and is doing a great job!! Thanks.see more

Also consider