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

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1,870 Holiday homes

(70) 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 £120 / night

    £900 - £1,040 / week

    Book View

    Responds fast!
    avg. 2 hours 37 minutes

    from £120 / night

    (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

      (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 24 minutes

        from £115 / 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 24 minutes

          from £123 / night

          (1) Excellent 

            17

            Holiday apartment in Southsea

            Portsmouth / Southsea

            1 2 7 nights min

            • 1 bedroom
            • sleeps 2
            • 7 nights min
            • Nearest beach 1 km
            • Car not necessary
            • Private garden

            from £69 / night

            £481 / week

            Book View

            Responds fast!
            avg. 1 hour 4 minutes

            from £69 / 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 24 minutes

              from £126 / 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 24 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

                  (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 24 minutes

                    from £161 / 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

                      (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 - £1,180 / week

                        Book View

                        from £121 / 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 55 minutes

                          from £88 / night

                          (12) Excellent 

                            45

                            Southsea holiday apartment rental

                            Portsmouth / Southsea

                            2 4 5 nights min

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

                            from £109 / night

                            £647 - £825 / week

                            Book View

                            from £109 / night

                            (16) Excellent 

                            Certificate of Excellence

                              24

                              Holiday apartment in Southsea

                              Portsmouth / Southsea

                              1 2 7 nights min

                              • 1 bedroom
                              • sleeps 2
                              • 7 nights min

                              Certificate of Excellence

                              from £69 / night

                              £481 / week

                              Book View

                              Responds fast!
                              avg. 1 hour 4 minutes

                              from £69 / 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 24 minutes

                                from £149 / 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

                                  (4) Excellent 

                                    23

                                    Holiday apartment rental

                                    Portsmouth / Southsea

                                    1 2 7 nights min

                                    • 1 bedroom
                                    • sleeps 2
                                    • 7 nights min
                                    • Car not necessary

                                    from £70 / night

                                    £487 / week

                                    Book View

                                    Responds fast!
                                    avg. 1 hour 4 minutes

                                    from £70 / night

                                    (19) 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 £126 / night

                                        £819 - £1,409 / week

                                        Book View

                                        from £126 / night

                                        (24) 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

                                          £2,806 / 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 5 nights min

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

                                            from £138 / night

                                            £802 / week

                                            Book View

                                            Responds fast!
                                            avg. 1 hour 47 minutes

                                            from £138 / 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

                                              from £144 / night

                                              Great rentals within 20 miles that match your search

                                              Distance approx 6.78 miles from Southsea

                                              (9) Excellent 

                                                29

                                                Home letting in Bembridge

                                                Bembridge / Bembridge Village

                                                5 10 min stay varies

                                                • 5 bedrooms
                                                • sleeps 10
                                                • min stay varies
                                                • Beach / lakeside relaxation
                                                • Nearest beach 0.7 km
                                                • Child friendly

                                                from £305 / night

                                                £1,489 - £2,462 / week

                                                Book View

                                                Responds fast!
                                                avg. 59 minutes

                                                from £305 / night

                                                Distance approx 10 miles from Southsea

                                                (4) Excellent 

                                                  20

                                                  Holiday bungalow in Warsash

                                                  Hampshire / Warsash

                                                  2 5 3 nights min

                                                  • 2 bedrooms
                                                  • sleeps 5
                                                  • 3 nights min
                                                  • Nearest beach 2 km
                                                  • Child friendly
                                                  • Private garden

                                                  from £103 / night

                                                  £659 - £699 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 3 hours 36 minutes

                                                  from £103 / night

                                                  Distance approx 14.23 miles from Southsea

                                                  (11) Excellent 

                                                  Certificate of Excellence

                                                    14

                                                    Holiday cottage in Ventnor

                                                    Isle of Wight / Ventnor

                                                    2 4 min stay varies

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

                                                    Certificate of Excellence

                                                    from £81 / night

                                                    £527 - £859 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 2 hours 24 minutes

                                                    from £81 / night

                                                    Distance approx 0.1 miles from Southsea Show on Map

                                                      12

                                                      Holiday guest house in Portsmouth

                                                      Hampshire / Portsmouth

                                                      1 2 1 night min

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • 1 night min
                                                      • Nearest beach 2 km
                                                      • Child friendly
                                                      • Car not necessary

                                                      from £30 / night

                                                      £209 / week

                                                      Book View

                                                      from £30 / night

                                                      Distance approx 11.37 miles from Southsea

                                                      (3) Very Good 

                                                        13

                                                        Holiday apartment with golf nearby in Shanklin

                                                        Isle of Wight / Shanklin

                                                        2 3 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 3
                                                        • min stay varies
                                                        • Nearest beach 0.05 km
                                                        • Child friendly

                                                        from £50 / night

                                                        £292 - £668 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 21 minutes

                                                        from £50 / night

                                                        Distance approx 14.83 miles from Southsea

                                                          17

                                                          Holiday home with shared pool in Pagham

                                                          Bognor Regis / Pagham

                                                          2 6 3 nights min

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • 3 nights min
                                                          • Swimming pool
                                                          • Child friendly

                                                          from £81 / night

                                                          £447 - £1,743 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 2 hours 49 minutes

                                                          from £81 / night

                                                          Distance approx 0.1 miles from Southsea Show on Map

                                                            14

                                                            Holiday guest house in Portsmouth

                                                            Hampshire / Portsmouth

                                                            1 2 1 night min

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • 1 night min
                                                            • Child friendly
                                                            • Pet friendly

                                                            from £30 / night

                                                            £209 / week

                                                            Book View

                                                            from £30 / night

                                                            Distance approx 13.64 miles from Southsea

                                                              12

                                                              Holiday chalet with shared pool, golf nearby in Selsey

                                                              West Sussex / Selsey

                                                              1 4 2 nights min

                                                              • 1 bedroom
                                                              • sleeps 4
                                                              • 2 nights min
                                                              • Swimming pool
                                                              • Child friendly

                                                              from £86 / night

                                                              £602 / week

                                                              Book View

                                                              from £86 / night

                                                              Distance approx 9.14 miles from Southsea

                                                                18

                                                                Home rental in Newport

                                                                Isle of Wight / Newport

                                                                4 7 min stay varies

                                                                • 4 bedrooms
                                                                • sleeps 7
                                                                • min stay varies
                                                                • Child friendly

                                                                from £93 / night

                                                                £653 - £1,712 / week

                                                                Book View

                                                                from £93 / night

                                                                Distance approx 9.45 miles from Southsea

                                                                  19

                                                                  Sandown holiday apartment let

                                                                  Isle of Wight / Sandown

                                                                  1 3 7 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 3
                                                                  • 7 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 0.5 km
                                                                  • Suitable for children age 5+

                                                                  from £99 / night

                                                                  £687 / week

                                                                  Book View

                                                                  from £99 / night

                                                                  Distance approx 9.43 miles from Southsea

                                                                  (1) Excellent 

                                                                    11

                                                                    Home rental in Cowes with golf nearby

                                                                    Cowes / West Cowes

                                                                    5 10 2 nights min

                                                                    • 5 bedrooms
                                                                    • sleeps 10
                                                                    • 2 nights min
                                                                    • Nearest beach 0.5 km
                                                                    • Suitable for children age 5+
                                                                    • Car not necessary

                                                                    from £796 / night

                                                                    £5,571 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 3 hours 42 minutes

                                                                    from £796 / night

                                                                    Distance approx 15.31 miles from Southsea

                                                                      7

                                                                      Holiday home in South Harting

                                                                      West Sussex / South Harting

                                                                      1 2 7 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • 7 nights min
                                                                      • Child friendly
                                                                      • Private garden

                                                                      from £57 / night

                                                                      £397 - £510 / week

                                                                      Enquire View

                                                                      from £57 / night

                                                                      Distance approx 11.42 miles from Southsea

                                                                      (57) Excellent 

                                                                        32

                                                                        Holiday cottage rental

                                                                        Isle of Wight / Shanklin

                                                                        2 4 3 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 4
                                                                        • 3 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Nearest beach 0 km
                                                                        • Child friendly

                                                                        from £65 / night

                                                                        £450 / week

                                                                        Enquire View

                                                                        from £65 / night

                                                                        Distance approx 13.94 miles from Southsea

                                                                        (28) Excellent 

                                                                          9

                                                                          East Lavant holiday b&b rental

                                                                          Chichester / East Lavant

                                                                          1 2 2 nights min

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • 2 nights min
                                                                          • Nearest beach 15 km
                                                                          • Ask owner if suitable for children
                                                                          • Car not necessary

                                                                          from £126 / night

                                                                          £687 / week

                                                                          Book View

                                                                          from £126 / night

                                                                          Distance approx 11.84 miles from Southsea

                                                                            11

                                                                            Holiday apartment in Shanklin

                                                                            Isle of Wight / Shanklin

                                                                            2 4 min stay varies

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

                                                                            from £50 / night

                                                                            £350 / week

                                                                            Enquire View

                                                                            from £50 / night

                                                                            Distance approx 11.76 miles from Southsea

                                                                              35

                                                                              Holiday b&b in Shanklin

                                                                              Isle of Wight / Shanklin

                                                                              1 2 2 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • 2 nights min

                                                                              from £113 / night

                                                                              £786 / week

                                                                              Book View

                                                                              from £113 / night

                                                                              Distance approx 13.33 miles from Southsea

                                                                                10

                                                                                Holiday caravan/mobile home in Selsey

                                                                                West Sussex / Selsey

                                                                                2 6 min stay varies

                                                                                • 2 bedrooms
                                                                                • sleeps 6
                                                                                • min stay varies
                                                                                • Child friendly

                                                                                from £109 / night

                                                                                £916 / week

                                                                                Book View

                                                                                from £109 / night

                                                                                Distance approx 9.45 miles from Southsea

                                                                                  9

                                                                                  Home rental in Cowes

                                                                                  Isle of Wight / Cowes

                                                                                  3 8 min stay varies

                                                                                  • 3 bedrooms
                                                                                  • sleeps 8
                                                                                  • min stay varies
                                                                                  • Child friendly
                                                                                  • Private garden

                                                                                  from £92 / night

                                                                                  £642 / week

                                                                                  Book View

                                                                                  from £92 / night

                                                                                  Top Destination reviews

                                                                                  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
                                                                                  25 Rugby Road. **BOOK NOW FOR SUMMER 2019! **
                                                                                  Home from Home

                                                                                  Many thanks to the owner Pam, this house was perfect for our family holiday and accommodated us well for our weeks stay. The house was clean and cosy and had everything we needed. The house was near to the local shops and travel links to the buses and was not far from Fratton Station which was great for getting around on days out. The neighbour Julie was very helpful if we had any questions or problems.see more
                                                                                  40 The Retreat
                                                                                  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. … 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

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