Villas with a pool Italy | Apartments to rent with swimming facilities | Holiday Lettings

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

Filters applied: Swimming pool

31,970 Holiday homes

(4) Excellent 

    45

    Holiday villa rental

    Province of Florence / San Casciano in Val di Pesa

    8 16 1 night min

    • 8 bedrooms
    • sleeps 16
    • 1 night min
    • Nearest beach 90 km
    • Swimming pool
    • Child friendly

    from £1,113 / night

    £7,790 - £10,594 / week

    Book View

    from £1,113 / night

    (10) Excellent 

      26

      Home letting in Italy with swimming pool

      Province of Imperia / Apricale

      2 5 min stay varies

      • 2 bedrooms
      • sleeps 5
      • min stay varies
      • Nearest beach 13 km
      • Swimming pool
      • Child friendly

      from £178 / night

      £1,246 - £1,558 / week

      Book View

      from £178 / night

      (4) Very Good 

        14

        Umbria holiday villa rental

        Province of Perugia / Citta di Castello

        5 14 7 nights min

        • 5 bedrooms
        • sleeps 14
        • 7 nights min
        • Swimming pool
        • Child friendly
        • Ask about pets

        from £306 / night

        £2,140 / week

        Book View

        from £306 / night

        (8) Excellent 

          39

          Holiday villa in Italy

          Florence / Central Florence

          5 10 1 night min

          • 5 bedrooms
          • sleeps 10
          • 1 night min
          • Nearest beach 98 km
          • Swimming pool
          • Child friendly
          “Relaxing and beautiful” I would recommend the Villa Fontanine as it was well appointed and the owners thought of everything. The views were spectacular and the mornings were delightful out by the pool. I even chanced upon seeing a baby deer down in the field. We hired a chef one night and had a relaxing dinner. The train was easy into town. And for those that were concerned there was no American coffee maker there is! Although after drinking espresso I think I agree with the comment that we drink brown water! I am contemplating booking again!

          from £441 / night

          £3,084 - £5,295 / week

          Book View

          from £441 / night

            29

            Villa rental in Italy with swimming pool

            Province of Florence / San Godenzo

            6 13 min stay varies

            • 6 bedrooms
            • sleeps 13
            • min stay varies
            • Swimming pool
            • Child friendly
            • Pet friendly

            from £459 / night

            £3,159 / week

            Book View

            Responds fast!
            avg. 2 hours 2 minutes

            from £459 / night

              11

              Holiday home with shared pool in Italy

              Province of Turin / Nichelino

              2 4 1 night min

              • 2 bedrooms
              • sleeps 4
              • 1 night min
              • Swimming pool
              • Child friendly
              • Pet friendly

              from £82 / night

              £571 / week

              Book View

              from £82 / night

              (12) Excellent 

                47

                Holiday villa with swimming pool in Italy

                Province of Florence / Greve in Chianti

                9 18 1 night min

                • 9 bedrooms
                • sleeps 18
                • 1 night min
                • Nearest beach 130 km
                • Swimming pool
                • Child friendly

                from £619 / night

                £4,672 - £10,589 / week

                Book View

                from £619 / night

                (11) Excellent 

                  25

                  Home rental in Puglia with swimming pool

                  Province of Brindisi / Ceglie Messapica

                  2 8 7 nights min

                  • 2 bedrooms
                  • sleeps 8
                  • 7 nights min
                  • Nearest beach 15 km
                  • Swimming pool
                  • Child friendly

                  from £109 / night

                  £764 - £1,579 / week

                  Book View

                  from £109 / night

                    14

                    Holiday apartment with shared pool in Italy

                    Province of Alessandria / Tagliolo Monferrato

                    2 4 2 nights min

                    • 2 bedrooms
                    • sleeps 4
                    • 2 nights min
                    • Swimming pool
                    • Child friendly
                    • Private garden

                    from £143 / night

                    £571 / week

                    Book View

                    from £143 / night

                    (35) Excellent 

                      19

                      Holiday villa rental

                      Cefalu / Sant'Ambrogio

                      3 6 4 nights min

                      • 3 bedrooms
                      • sleeps 6
                      • 4 nights min
                      • Beach / lakeside relaxation
                      • Nearest beach 1 km
                      • Swimming pool
                      “Stunning villa in friendly village with beautiful views” We had a superb week in Villa Mara at the very beginning of April. The villa overlooks the sea. Its views are stunning and it is set in the rocky hillside overlooking the sea. It is on 2 different levels (the top level having 2 storeys) and then beneath the level with the pool (the bottom level) the garden continues down the hill in fairly steep terraces. We travelled with 2 children (nearly 3 and nearly 5) who are sure footed with a good ratio of adult per child (3 adults) and the garden and villa really captivated the children's and our imagination - they loved playing in it but perhaps if you had a crawler or younger child it would be less relaxing (although each level outdoors was gated so this wouldn't necessarily be a problem). For us, it was absolutely perfect. The children enjoyed picking lemons from the lemon tree whenever we needed one for drinks etc! They loved the pool and the decking next to it made it a safe area to play around. They enjoyed playing up and down the steps and making dens in different places. There were all sorts of interesting plants and many different things to look at. We were met and helped out by Giuseppe, who was very kind and welcoming and answered all our questions. The children adored him and were very excited whenever they saw him and we also liked him a lot. The views were beautiful and everything was clean. The beds were comfortable. San Ambrogio is a friendly village with a pizzeria and very close to the much busier but also lovely town of Cefalu. The time of year we travelled to Sicily was lovely - lots of flowers in blossom and enough of a buzz around Cefalu to make it fun but not so heaving with people that we couldn't park etc. We found it warm during the day (T-shirts and shorts, fine for playing on the beach and in the sea) but needed jumpers in the evening. The pool wasn't warm because of the time of year but we used it a few times for short periods of time and it was good fun and, like everything else, beautifully maintained and clean. I would recommend this property rental very highly.

                      from £89 / night

                      £623 - £2,456 / week

                      Book View

                      from £89 / night

                      (8) Excellent 

                        40

                        Holiday home rental

                        Fivizzano / Pieve San Paolo

                        4 9 7 nights min

                        • 4 bedrooms
                        • sleeps 9
                        • 7 nights min
                        • Swimming pool
                        • Ask owner if suitable for children
                        • Private garden

                        from £213 / night

                        £1,489 - £1,575 / week

                        Book View

                        from £213 / night

                        (5) Excellent 

                          24

                          Holiday villa in Italy

                          Province of Florence / Montelupo Fiorentino

                          8 17 min stay varies

                          • 8 bedrooms
                          • sleeps 17
                          • min stay varies
                          • Nearest beach 55 km
                          • Swimming pool
                          • Child friendly

                          from £286 / night

                          £1,834 - £4,382 / week

                          Book View

                          from £286 / night

                          (3) Excellent 

                            17

                            Marche holiday villa rental

                            Province of Macerata / Cingoli

                            4 8 1 night min

                            • 4 bedrooms
                            • sleeps 8
                            • 1 night min
                            • Swimming pool
                            • Child friendly
                            • Ask about pets

                            from £310 / night

                            £1,792 / week

                            Book View

                            from £310 / night

                            (2) Very Good 

                              12

                              Villa rental in Veneto with swimming pool

                              Province of Rovigo / San Martino di Venezze

                              16 30 1 night min

                              • 16 bedrooms
                              • sleeps 30
                              • 1 night min
                              • Nearest beach 40 km
                              • Swimming pool
                              • Child friendly

                              from £1,429 / night

                              £9,079 / week

                              Book View

                              from £1,429 / night

                                18

                                Italy holiday hotel apartment rental

                                Province of Taranto / Torricella

                                1 3 min stay varies

                                • 1 bedroom
                                • sleeps 3
                                • min stay varies
                                • Beach / lakeside relaxation
                                • Nearest beach 0 km
                                • Swimming pool

                                from £44 / night

                                £306 - £841 / week

                                Book View

                                Responds fast!
                                avg. 3 hours 55 minutes

                                from £44 / night

                                (3) Very Good 

                                  13

                                  Holiday villa with shared pool in Piedmont

                                  Province of Asti / Scurzolengo

                                  2 4 1 night min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 1 night min
                                  • Swimming pool
                                  • Child friendly
                                  • Private garden

                                  from £77 / night

                                  £535 / week

                                  Book View

                                  Responds fast!
                                  avg. 45 minutes

                                  from £77 / night

                                  (4) Excellent 

                                    33

                                    Holiday villa rental

                                    Province of Fermo / Montelparo

                                    7 12 7 nights min

                                    • 7 bedrooms
                                    • sleeps 12
                                    • 7 nights min
                                    • Nearest beach 30 km
                                    • Swimming pool
                                    • Child friendly

                                    from £240 / night

                                    £1,682 - £2,140 / week

                                    Book View

                                    Responds fast!
                                    avg. 2 hours 13 minutes

                                    from £240 / night

                                    (20) Very Good 

                                      27

                                      Villa rental in Italy with swimming pool

                                      Alghero / Salondra

                                      3 6 min stay varies

                                      • 3 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Nearest beach 10 km
                                      • Swimming pool

                                      from £112 / night

                                      £846 - £2,670 / week

                                      Book View

                                      Responds fast!
                                      avg. 36 minutes

                                      from £112 / night

                                      (3) Excellent 

                                        18

                                        Holiday villa with shared pool, golf nearby in Italy

                                        City of Venice / Venice

                                        12 28 2 nights min

                                        • 12 bedrooms
                                        • sleeps 28
                                        • 2 nights min
                                        • Nearest beach 30 km
                                        • Swimming pool
                                        • Child friendly

                                        from £2,038 / night

                                        £14,264 / week

                                        Book View

                                        from £2,038 / night

                                        (3) Average 

                                          15

                                          Holiday apartment with shared pool in Italy

                                          Lignano Sabbiadoro / Lignano Pineta

                                          3 6 min stay varies

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

                                          from £45 / night

                                          £313 - £1,114 / week

                                          Book View

                                          from £45 / night

                                          (66) Excellent 

                                            49

                                            Italy holiday villa rental

                                            Province of Arezzo / Anghiari

                                            5 10 7 nights min

                                            • 5 bedrooms
                                            • sleeps 10
                                            • 7 nights min
                                            • Nearest beach 66 km
                                            • Swimming pool
                                            • Child friendly
                                            “Best holiday ever!” Several reasons why this was literally the best holiday ever. * The most fantastic friendly service from the owners Di and Leigh who couldn't do enough for us * The most stunning location - the sort that every time you look up from your book by the pool you need to pinch yourself * A house full of character and charm * A fully stocked wine cellar of hand picked wines by Leigh who REALLY knows his wines * The option to have the lovely next door neighbour pop round and cook you a fantastic traditional italian meal * A truly breathtakingly beautiful hilltop village down the road (Anghiari). * And I got proposed to by the pool over looking some of the most beautiful views I have seen. Now you can't beat that! Lovely couple and lovely place.

                                            from £346 / night

                                            £2,416 - £3,470 / week

                                            Book View

                                            from £346 / night

                                              20

                                              B&b rental in Tuscany with shared pool

                                              Buonconvento / Chiusure

                                              6 14 3 nights min

                                              • 6 bedrooms
                                              • sleeps 14
                                              • 3 nights min
                                              • Nearest beach 87 km
                                              • Swimming pool
                                              • Child friendly

                                              from £112 / night

                                              £866 / week

                                              Book View

                                              from £112 / night

                                              (31) Excellent 

                                                22

                                                Holiday b&b with shared pool in Italy

                                                Province of Olbia-Tempio / Olbia

                                                1 3 2 nights min

                                                • 1 bedroom
                                                • sleeps 3
                                                • 2 nights min
                                                • Beach / lakeside relaxation
                                                • Nearest beach 18 km
                                                • Swimming pool

                                                from £82 / night

                                                £571 / week

                                                Book View

                                                from £82 / night

                                                (20) Very Good 

                                                Certificate of Excellence

                                                  19

                                                  Italy holiday villa accommodation

                                                  Province of Siena / San Gimignano

                                                  3 6 min stay varies

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Nearest beach 30 km
                                                  • Swimming pool
                                                  • Child friendly
                                                  “Lovely family holiday” Really enjoyed it, v family friendly place which was important as we have a six month old. Great location for exploring nearby cities and easy enough to get from Pisa

                                                  Certificate of Excellence

                                                  from £107 / night

                                                  £745 - £1,088 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 2 hours 5 minutes

                                                  from £107 / night

                                                  (1) Excellent 

                                                    30

                                                    Italian Riviera holiday villa rental

                                                    Italian Riviera / Camporosso

                                                    2 5 1 night min

                                                    • 2 bedrooms
                                                    • sleeps 5
                                                    • 1 night min
                                                    • Swimming pool
                                                    • Child friendly
                                                    • Pet friendly

                                                    from £224 / night

                                                    £1,562 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 52 minutes

                                                    from £224 / night

                                                      17

                                                      Apartment rental in Tuscany with shared pool

                                                      Province of Arezzo / Foiano Della Chiana

                                                      2 4 7 nights min

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • 7 nights min
                                                      • Nearest beach 140 km
                                                      • Swimming pool
                                                      • Child friendly

                                                      from £77 / night

                                                      £534 - £921 / week

                                                      Enquire View

                                                      from £77 / night

                                                        40

                                                        Holiday farmhouse in Italy

                                                        Province of Pesaro and Urbino / Cagli

                                                        4 10 min stay varies

                                                        • 4 bedrooms
                                                        • sleeps 10
                                                        • min stay varies
                                                        • Nearest beach 40 km
                                                        • Swimming pool
                                                        • Child friendly

                                                        from £123 / night

                                                        £856 / week

                                                        Book View

                                                        from £123 / night

                                                          16

                                                          Holiday villa in Italy

                                                          Province of Bologna / Granarolo dell'Emilia

                                                          7 12 5 nights min

                                                          • 7 bedrooms
                                                          • sleeps 12
                                                          • 5 nights min
                                                          • Swimming pool
                                                          • Child friendly
                                                          • Air conditioning

                                                          from £214 / night

                                                          £1,498 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 1 hour 1 minutes

                                                          from £214 / night

                                                          (13) Excellent 

                                                            62

                                                            Holiday apartment in Italy

                                                            Province of Olbia-Tempio / Trinita d'Agultu e Vignola

                                                            1 4 min stay varies

                                                            • 1 bedroom
                                                            • sleeps 4
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 5 km
                                                            • Swimming pool

                                                            from £31 / night

                                                            £357 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 2 hours 30 minutes

                                                            from £31 / night

                                                            (3) Very Good 

                                                              9

                                                              Holiday villa with swimming pool in Italy

                                                              Province of Cosenza / Trebisacce

                                                              3 8 1 night min

                                                              • 3 bedrooms
                                                              • sleeps 8
                                                              • 1 night min
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Pet friendly

                                                              from £204 / night

                                                              £1,427 / week

                                                              Book View

                                                              from £204 / night

                                                              (3) Very Good 

                                                                138

                                                                Holiday farmhouse with swimming pool in Puglia

                                                                Province of Lecce / Carpignano Salentino

                                                                4 14 min stay varies

                                                                • 4 bedrooms
                                                                • sleeps 14
                                                                • min stay varies
                                                                • Nearest beach 12 km
                                                                • Swimming pool
                                                                • Ask owner if suitable for children

                                                                from £204 / night

                                                                £1,427 / week

                                                                Book View

                                                                from £204 / night

                                                                (5) Excellent 

                                                                  48

                                                                  Holiday villa in Italy

                                                                  Province of Florence / Greve in Chianti

                                                                  9 20 1 night min

                                                                  • 9 bedrooms
                                                                  • sleeps 20
                                                                  • 1 night min
                                                                  • Nearest beach 100 km
                                                                  • Swimming pool
                                                                  • Child friendly

                                                                  from £826 / night

                                                                  £8,899 - £12,369 / week

                                                                  Book View

                                                                  from £826 / night

                                                                  (1) Excellent 

                                                                    20

                                                                    Holiday apartment with shared pool in Italy

                                                                    Pizzo / Marinella

                                                                    2 5 7 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 5
                                                                    • 7 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Swimming pool
                                                                    • Child friendly

                                                                    from £102 / night

                                                                    £709 / week

                                                                    Book View

                                                                    from £102 / night

                                                                    (34) Excellent 

                                                                      102

                                                                      Manor house rental in Sardinia with shared pool

                                                                      Province of Medio Campidano / Gesturi

                                                                      4 8 3 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • 3 nights min
                                                                      • Nearest beach 40 km
                                                                      • Swimming pool
                                                                      • Child friendly

                                                                      from £92 / night

                                                                      £561 - £5,556 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 2 hours 45 minutes

                                                                      from £92 / night

                                                                        30

                                                                        Holiday apartment with swimming pool, golf nearby in Emilia-Romagna

                                                                        Emilia-Romagna / Province of Parma

                                                                        2 10 1 night min

                                                                        • 2 bedrooms
                                                                        • sleeps 10
                                                                        • 1 night min
                                                                        • Beach / lakeside relaxation
                                                                        • Nearest beach 125 km
                                                                        • Swimming pool

                                                                        from £112 / night

                                                                        £815 - £3,383 / week

                                                                        Book View

                                                                        from £112 / night

                                                                        (5) Excellent 

                                                                          85

                                                                          Holiday apartment rental

                                                                          Province of Florence / Barberino Val d'Elsa

                                                                          3 5 4 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 5
                                                                          • 4 nights min
                                                                          • Nearest beach 100 km
                                                                          • Swimming pool
                                                                          • Child friendly

                                                                          from £82 / night

                                                                          £571 - £1,106 / week

                                                                          Book View

                                                                          from £82 / night

                                                                          (2) Very Good 

                                                                            48

                                                                            Italy holiday villa rental

                                                                            Cilento and Vallo di Diano National Park / Santa Lucia, Cilento

                                                                            2 7 3 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 7
                                                                            • 3 nights min
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Ask about pets

                                                                            from £148 / night

                                                                            £1,035 / week

                                                                            Book View

                                                                            from £148 / night

                                                                            (2) Excellent 

                                                                              12

                                                                              Italy holiday townhouse rental

                                                                              Province of Grosseto / Montemassi

                                                                              2 5 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 5
                                                                              • min stay varies
                                                                              • Nearest beach 20 km
                                                                              • Swimming pool
                                                                              • Child friendly

                                                                              from £92 / night

                                                                              £642 / week

                                                                              Book View

                                                                              from £92 / night

                                                                                9

                                                                                Italy holiday apartment rental

                                                                                Province of Lecce / Muro Leccese

                                                                                1 3 2 nights min

                                                                                • 1 bedroom
                                                                                • sleeps 3
                                                                                • 2 nights min
                                                                                • Beach / lakeside relaxation
                                                                                • Swimming pool
                                                                                • Child friendly

                                                                                from £97 / night

                                                                                £678 / week

                                                                                Book View

                                                                                from £97 / night

                                                                                  17

                                                                                  Italy holiday apartment rental

                                                                                  San Casciano in Val di Pesa / Campoli in Chianti

                                                                                  1 3 3 nights min

                                                                                  • 1 bedroom
                                                                                  • sleeps 3
                                                                                  • 3 nights min
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Air conditioning

                                                                                  from £92 / night

                                                                                  £510 / week

                                                                                  Book View

                                                                                  from £92 / night

                                                                                  Also consider