Family Friendly Holidays in Italy - Holiday Lettings

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97,086 family friendly properties

(7) Excellent 

    25

    Villa accommodation in Italy with swimming pool

    Province of Ascoli Piceno / Carassai

    4 9 1 night min

    • 4 bedrooms
    • sleeps 9
    • 1 night min
    • Nearest beach 5 km
    • Swimming pool
    • Child friendly

    from £207 / night

    £1,443 / week

    Book View

    from £207 / night

    (83) Excellent 

    Certificate of Excellence

      24

      Holiday apartment in Italy

      Rome / Prati

      1 3 min stay varies

      • 1 bedroom
      • sleeps 3
      • min stay varies
      • Nearest beach 31 km
      • Child friendly
      • Car not necessary
      “Absolutely perfect!” We could not have asked for a better place to stay for our 6 days in Rome! Within 2 blocks to metro, and right outside of the Vatican! Many restaurants/shops within walking. Very large apt with full b/r, bath, kitchen, l/r, and a perfect hostess in Maria Luisa. Spotlessly clean in secure building. Perfect for 2, possibly a third if they sleep on the pull-out. We couldn't believe how lucky we were after talking to others staying in the area in smaller apartments for twice the price. There is nothing we would change, other than our residence here in the US for this lovely place. Thanks, Maria Luisa, for your hospitality.

      Certificate of Excellence

      from £77 / night

      £511 - £675 / week

      Book View

      Responds fast!
      avg. 2 hours 56 minutes

      from £77 / night

      (1) Excellent 

        12

        Sardinia holiday apartment rental

        Budoni / S'Iscala

        2 6 min stay varies

        • 2 bedrooms
        • sleeps 6
        • min stay varies
        • Nearest beach 3 km
        • Child friendly
        • Pet friendly

        from £51 / night

        £256 - £1,420 / week

        Book View

        Responds fast!
        avg. 1 hour 21 minutes

        from £51 / night

          12

          Holiday home in Lazio

          Latina / Borgo Grappa

          2 4 min stay varies

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

          from £72 / night

          £358 - £613 / week

          Book View

          from £72 / night

            30

            Italy holiday villa rental

            Islands of Sicily / Ustica

            2 4 min stay varies

            • 2 bedrooms
            • sleeps 4
            • min stay varies
            • Beach / lakeside relaxation
            • Child friendly
            • Car not necessary

            from £72 / night

            £501 / week

            Book View

            from £72 / night

            (1) Excellent 

              42

              Italy ski apartment to rent.

              Brunico / Riscone

              1 4 min stay varies

              • 1 bedroom
              • sleeps 4
              • min stay varies
              • Ski
              • Child friendly

              from £97 / night

              £679 / week

              Book View

              from £97 / night

              (6) Excellent 

                36

                Italy holiday home rental

                Province of Como / Valsolda

                3 8 3 nights min

                • 3 bedrooms
                • sleeps 8
                • 3 nights min
                • Child friendly
                • Private garden

                from £97 / night

                £680 / week

                Book View

                Responds fast!
                avg. 3 hours 28 minutes

                from £97 / night

                (6) Excellent 

                  47

                  Holiday villa letting

                  Province of Perugia / Tuoro sul Trasimeno

                  8 16 1 night min

                  • 8 bedrooms
                  • sleeps 16
                  • 1 night min
                  • Beach / lakeside relaxation
                  • Nearest beach 4 km
                  • Swimming pool
                  “Wonderful Tuscan experience, perfect villa!” This beautiful villa served as a home base for our family travels throughout Tuscany for a week and I must say that it has been perfect! The pool was wonderful for the children as were the villa’s bedrooms and overall amenities. Most appreciated were the views from the outdoor pergola and from the covered veranda… we spent hours and hours just looking at the lake and enjoying the magnificent sunsets! The grounds offered a truly relaxing atmosphere as well as fun activities such as playing in the pool all day and making our own pizza in the pizza oven in the evenings! What is better than eating a pizza prepared by your own kids? We highly recommend this property to anyone visiting the wonderful town of Cortona, the Trasimeno lake as well as the most fabulous places in Tuscany! We will be back!!

                  from £638 / night

                  £4,466 - £6,514 / week

                  Book View

                  from £638 / night

                  (36) Excellent 

                    77

                    Holiday villa in Tuscany

                    Province of Florence / Florence

                    2 6 3 nights min

                    • 2 bedrooms
                    • sleeps 6
                    • 3 nights min
                    • Nearest beach 100 km
                    • Child friendly
                    • Car not necessary
                    “Relaxing, peaceful,, and a nice walk to the city” We had a wonderful stay. The walk to the city was an easy and lovely 20 monutes. The walk back, though 10 min longer and much of it uphill, was still lovely. Plus, the fort, whiich is on the way, has a bar with a great view.

                    from £103 / night

                    £664 - £2,003 / week

                    Book View

                    from £103 / 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

                      £572 / week

                      Book View

                      from £82 / 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 £215 / night

                        £1,502 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 6 minutes

                        from £215 / night

                        (11) Very Good 

                          29

                          Italy holiday apartment rental

                          Lazio / Rome

                          2 6 1 night min

                          • 2 bedrooms
                          • sleeps 6
                          • 1 night min
                          • Nearest beach 35 km
                          • Child friendly
                          • Air conditioning

                          from £154 / night

                          £971 - £1,185 / week

                          Book View

                          Responds fast!
                          avg. 3 hours 5 minutes

                          from £154 / 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 £460 / night

                            £3,167 / week

                            Book View

                            Responds fast!
                            avg. 2 hours 4 minutes

                            from £460 / 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 £179 / night

                              £1,249 - £1,562 / week

                              Book View

                              from £179 / night

                              (19) Very Good 

                                27

                                Apartment accommodation in Italy

                                Province of Syracuse / Syracuse

                                1 4 2 nights min

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

                                from £77 / night

                                £537 / week

                                Book View

                                from £77 / night

                                (2) Excellent 

                                  12

                                  Italy holiday home rental

                                  Islands of Sicily / Ustica

                                  1 2 min stay varies

                                  • 1 bedroom
                                  • sleeps 2
                                  • min stay varies
                                  • Child friendly
                                  • Ask about pets

                                  from £62 / night

                                  £429 / week

                                  Book View

                                  from £62 / night

                                  (1) Excellent 

                                    29

                                    Holiday apartment in Italy

                                    Province of Perugia / Tuoro sul Trasimeno

                                    2 4 3 nights min

                                    • 2 bedrooms
                                    • sleeps 4
                                    • 3 nights min
                                    • Nearest beach 3 km
                                    • Child friendly
                                    • Pet friendly

                                    from £67 / night

                                    £465 / week

                                    Book View

                                    from £67 / night

                                    (2) Very Good 

                                      10

                                      Italy holiday apartment rental

                                      Province of Pisa / Pisa

                                      3 6 4 nights min

                                      • 3 bedrooms
                                      • sleeps 6
                                      • 4 nights min
                                      • Nearest beach 19 km
                                      • Child friendly
                                      • Car not necessary

                                      from £143 / night

                                      £971 / week

                                      Book View

                                      Responds fast!
                                      avg. 51 minutes

                                      from £143 / night

                                        18

                                        Italy ski condo to rent.

                                        Province of Trento / Calavino

                                        2 4 min stay varies

                                        • 2 bedrooms
                                        • sleeps 4
                                        • min stay varies
                                        • Beach / lakeside relaxation
                                        • Ski
                                        • Child friendly

                                        from £62 / night

                                        £358 / week

                                        Book View

                                        Responds fast!
                                        avg. 1 hour 51 minutes

                                        from £62 / night

                                        (16) Very Good 

                                        Certificate of Excellence

                                          41

                                          Italy holiday townhouse rental

                                          Cagliari / Cagliari Centre

                                          1 4 min stay varies

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

                                          Certificate of Excellence

                                          from £62 / night

                                          £409 - £644 / week

                                          Book View

                                          Responds fast!
                                          avg. 2 hours 37 minutes

                                          from £62 / 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

                                            £572 / week

                                            Book View

                                            from £82 / night

                                              9

                                              Italy holiday home rental

                                              Province of Salerno / Montecorvino Rovella

                                              2 5 2 nights min

                                              • 2 bedrooms
                                              • sleeps 5
                                              • 2 nights min
                                              • Nearest beach 15 km
                                              • Child friendly
                                              • Pet friendly

                                              from £51 / night

                                              £358 / week

                                              Book View

                                              Responds fast!
                                              avg. 35 minutes

                                              from £51 / night

                                              (1) Excellent 

                                                23

                                                Holiday apartment with shared pool in Umbria

                                                Umbertide / Pierantonio

                                                2 4 1 night min

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

                                                from £102 / night

                                                £708 / week

                                                Book View

                                                from £102 / night

                                                (8) Excellent 

                                                  10

                                                  Holiday home in Italy

                                                  Pisa / Central Pisa

                                                  1 4 1 night min

                                                  • 1 bedroom
                                                  • sleeps 4
                                                  • 1 night min
                                                  • Nearest beach 15 km
                                                  • Child friendly
                                                  • Air conditioning

                                                  from £77 / night

                                                  £562 / week

                                                  Book View

                                                  from £77 / night

                                                    55

                                                    Holiday apartment in Veneto

                                                    Province of Verona / Verona

                                                    3 8 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 8
                                                    • min stay varies
                                                    • Child friendly
                                                    • Car not necessary
                                                    • Air conditioning

                                                    from £204 / night

                                                    £1,423 / week

                                                    Book View

                                                    from £204 / night

                                                      24

                                                      Holiday apartment with golf nearby in Italy

                                                      Manerba del Garda / Montinelle

                                                      2 4 1 night min

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

                                                      from £82 / night

                                                      £572 / week

                                                      Book View

                                                      from £82 / night

                                                      (5) Excellent 

                                                        18

                                                        Italy holiday b&b rental

                                                        Province of Novara / Oleggio Castello

                                                        1 4 1 night min

                                                        • 1 bedroom
                                                        • sleeps 4
                                                        • 1 night min
                                                        • Child friendly
                                                        • Air conditioning
                                                        • Pet friendly

                                                        from £65 / night

                                                        £451 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 1 minutes

                                                        from £65 / 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 £110 / night

                                                          £765 - £1,583 / week

                                                          Book View

                                                          from £110 / 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 £307 / night

                                                            £2,146 / week

                                                            Book View

                                                            from £307 / night

                                                              12

                                                              Apartment rental in Italy with shared pool

                                                              Province of Siena / Radicondoli

                                                              1 2 3 nights min

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • 3 nights min
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Pet friendly

                                                              from £112 / night

                                                              £785 / week

                                                              Book View

                                                              from £112 / night

                                                              (2) Excellent 

                                                                7

                                                                Ski b&b to rent in Italy

                                                                Province of Brescia / Ono San Pietro

                                                                6 48 1 night min

                                                                • 6 bedrooms
                                                                • sleeps 48
                                                                • 1 night min
                                                                • Nearest beach 40 km
                                                                • Ski
                                                                • Child friendly

                                                                from £19 / night

                                                                £129 / week

                                                                Book View

                                                                from £19 / night

                                                                (4) Excellent 

                                                                  27

                                                                  Italy holiday home rental

                                                                  Castiglione di Sicilia / Solicchiata

                                                                  1 4 3 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 4
                                                                  • 3 nights min
                                                                  • Nearest beach 25 km
                                                                  • Swimming pool
                                                                  • Child friendly

                                                                  from £72 / night

                                                                  £501 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 29 minutes

                                                                  from £72 / night

                                                                    11

                                                                    Holiday villa in Sicily

                                                                    Alcamo / Alcamo Marina

                                                                    3 7 7 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 7
                                                                    • 7 nights min
                                                                    • Child friendly
                                                                    • Air conditioning
                                                                    • Private garden

                                                                    from £66 / night

                                                                    £460 - £562 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 3 hours 38 minutes

                                                                    from £66 / night

                                                                    (6) Excellent 

                                                                      36

                                                                      Holiday villa in Abruzzo

                                                                      Province of Chieti / Ortona

                                                                      3 9 min stay varies

                                                                      • 3 bedrooms
                                                                      • sleeps 9
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Child friendly
                                                                      • Private garden

                                                                      from £92 / night

                                                                      £613 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 2 hours 31 minutes

                                                                      from £92 / night

                                                                      (4) Excellent 

                                                                        12

                                                                        B&b rental in Italy

                                                                        Province of Latina / Sperlonga

                                                                        1 2 2 nights min

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

                                                                        from £143 / night

                                                                        £1,001 / week

                                                                        Book View

                                                                        from £143 / 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 £113 / night

                                                                          £818 - £3,392 / week

                                                                          Book View

                                                                          from £113 / night

                                                                          (1) Excellent 

                                                                            30

                                                                            Apartment accommodation in Italy

                                                                            Province of La Spezia / La Spezia

                                                                            1 4 1 night min

                                                                            • 1 bedroom
                                                                            • sleeps 4
                                                                            • 1 night min
                                                                            • Child friendly
                                                                            • Car not necessary
                                                                            • Pet friendly

                                                                            from £72 / night

                                                                            £327 / week

                                                                            Book View

                                                                            from £72 / 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 £442 / night

                                                                              £3,091 - £5,308 / week

                                                                              Book View

                                                                              from £442 / night

                                                                              (10) Excellent 

                                                                                23

                                                                                Holiday apartment in Italy

                                                                                Province of Chieti / Francavilla Al Mare

                                                                                2 7 min stay varies

                                                                                • 2 bedrooms
                                                                                • sleeps 7
                                                                                • min stay varies
                                                                                • Beach / lakeside relaxation
                                                                                • Nearest beach 0.1 km
                                                                                • Child friendly

                                                                                from £81 / night

                                                                                £565 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 2 hours 19 minutes

                                                                                from £81 / night

                                                                                (2) Very Good 

                                                                                  23

                                                                                  Italy holiday home rental

                                                                                  Province of Rovigo / Melara

                                                                                  1 3 3 nights min

                                                                                  • 1 bedroom
                                                                                  • sleeps 3
                                                                                  • 3 nights min
                                                                                  • Child friendly
                                                                                  • Air conditioning
                                                                                  • Private garden

                                                                                  from £40 / night

                                                                                  £224 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 2 hours 38 minutes

                                                                                  from £40 / night

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