Italy Holidays & City Breaks - Holiday Lettings

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Filters applied: City breaks

17,666 properties suitable for city breaks and holidays

(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

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    Responds fast!
    avg. 2 hours 56 minutes

    from £77 / 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

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      from £72 / 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

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        from £103 / 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

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          from £77 / 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

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            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

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              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

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                from £82 / 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

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                  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

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                    from £112 / night

                    (7) Very Good 

                      27

                      Apartment rental in Italy with golf nearby

                      Italian Riviera / Rapallo

                      1 3 2 nights min

                      • 1 bedroom
                      • sleeps 3
                      • 2 nights min
                      • Beach / lakeside relaxation
                      • Air conditioning
                      • Pet friendly

                      from £72 / night

                      £409 / week

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                      from £72 / 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

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                        from £19 / 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

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                          Responds fast!
                          avg. 2 hours 31 minutes

                          from £92 / night

                            28

                            Holiday home in Italy

                            Province of Brescia / Montichiari

                            2 4 2 nights min

                            • 2 bedrooms
                            • sleeps 4
                            • 2 nights min

                            from £82 / night

                            £572 / week

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                            Responds fast!
                            avg. 15 minutes

                            from £82 / 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

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                              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

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                                Responds fast!
                                avg. 2 hours 19 minutes

                                from £81 / night

                                (19) Excellent 

                                  32

                                  Italy holiday villa rental

                                  Italian Riviera / Chiavari

                                  3 6 min stay varies

                                  • 3 bedrooms
                                  • sleeps 6
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Nearest beach 2 km
                                  • Swimming pool
                                  “Excellent holiday home, beautiful gardens and lovely situation.” The house is nicely furnished, well equipped and very comfortable, ideal for self-catering. Six of us welcomed having 3 good bathrooms. Adriana and Thomas were very helpful and made our stay more enjoyable. We did not have a car and walked to local shops in 10 minutes, the town centre in 15 and the station in 25. Chiavari is less touristy and well stocked with shops, bars and restaurants and is an ideal as a base for exploring the Cinque Terre and Portofino penisula. The gardens are perfect for relaxing with views down over the town to the coast. Minor quibbles: the singe beds are quite narrow, the less fit will find the hill to the house steep and those with excellent hearing may hea rtraffic on the motorway. Don't let these put you off - this is a great place to stay.

                                  from £176 / night

                                  £1,230 / week

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                                  from £176 / night

                                  (3) Very Good 

                                    7

                                    Studio rental in Sicily

                                    Province of Palermo / Monreale

                                    Studio 2 2 nights min

                                    • Studio
                                    • sleeps 2
                                    • 2 nights min
                                    • Nearest beach 10 km
                                    • Child friendly
                                    • Car not necessary

                                    from £33 / night

                                    £174 / week

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                                    Responds fast!
                                    avg. 1 hour 12 minutes

                                    from £33 / 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

                                      £644 / week

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                                      Responds fast!
                                      avg. 3 hours 29 minutes

                                      from £92 / night

                                        23

                                        Holiday b&b in Tuscany

                                        Province of Massa Carrara / Cinquale

                                        5 4 min stay varies

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

                                        from £67 / night

                                        £465 / week

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                                        from £67 / night

                                        (16) Very Good 

                                          32

                                          Holiday cottage with swimming pool in Italy

                                          Bracciano / Lake Bracciano

                                          1 2 min stay varies

                                          • 1 bedroom
                                          • sleeps 2
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Nearest beach 0.3 km
                                          • Swimming pool

                                          from £57 / night

                                          £358 - £766 / week

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                                          from £57 / night

                                            15

                                            Holiday apartment in Sicily

                                            Province of Messina / Patti

                                            2 5 2 nights min

                                            • 2 bedrooms
                                            • sleeps 5
                                            • 2 nights min
                                            • Nearest beach 0.3 km
                                            • Child friendly
                                            • Air conditioning

                                            from £72 / night

                                            £501 / week

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                                            from £72 / night

                                              21

                                              Farmhouse rental in Tuscany with swimming pool

                                              Scansano / Poggioferro

                                              4 12 min stay varies

                                              • 4 bedrooms
                                              • sleeps 12
                                              • min stay varies
                                              • Nearest beach 40 km
                                              • Swimming pool
                                              • Child friendly

                                              from £205 / night

                                              £1,226 - £2,248 / week

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                                              from £205 / night

                                              (2) Very Good 

                                                77

                                                Italy holiday apartment rental

                                                Amalfi Coast / Atrani

                                                2 4 min stay varies

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

                                                from £103 / night

                                                £715 / week

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                                                from £103 / night

                                                (15) Excellent 

                                                  37

                                                  Holiday villa in Italy

                                                  Melendugno / Roca Vecchia

                                                  3 6 min stay varies

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 0 km
                                                  • Child friendly

                                                  from £123 / night

                                                  £613 - £2,552 / week

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                                                  from £123 / night

                                                    18

                                                    Veneto holiday cottage rental

                                                    Province of Rovigo / San Martino di Venezze

                                                    6 15 3 nights min

                                                    • 6 bedrooms
                                                    • sleeps 15
                                                    • 3 nights min
                                                    • Swimming pool
                                                    • Ask owner if suitable for children
                                                    • Air conditioning

                                                    from £154 / night

                                                    £1,522 - £12,247 / week

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                                                    from £154 / 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 £618 / night

                                                      £4,667 - £10,578 / week

                                                      Book View

                                                      from £618 / night

                                                      (4) Excellent 

                                                        13

                                                        Holiday townhouse with shared pool in Italy

                                                        Province of Pesaro and Urbino / Cagli

                                                        1 4 3 nights min

                                                        • 1 bedroom
                                                        • sleeps 4
                                                        • 3 nights min
                                                        • Nearest beach 36 km
                                                        • Swimming pool
                                                        • Child friendly

                                                        from £102 / night

                                                        £613 / week

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                                                        Responds fast!
                                                        avg. 44 minutes

                                                        from £102 / night

                                                        (12) Excellent 

                                                          22

                                                          Holiday villa with swimming pool in Italy

                                                          Province of Terni / Morre

                                                          3 6 7 nights min

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • 7 nights min
                                                          • Nearest beach 110 km
                                                          • Swimming pool
                                                          • Child friendly

                                                          from £190 / night

                                                          £1,328 - £2,656 / week

                                                          Book View

                                                          from £190 / night

                                                          (4) Very Good 

                                                          Certificate of Excellence

                                                            11

                                                            Italy holiday home let

                                                            Iseo / Clusane sul Lago

                                                            3 7 2 nights min

                                                            • 3 bedrooms
                                                            • sleeps 7
                                                            • 2 nights min
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 5 km
                                                            • Child friendly

                                                            Certificate of Excellence

                                                            from £82 / night

                                                            £572 / week

                                                            Book View

                                                            from £82 / night

                                                            (2) Excellent 

                                                              33

                                                              Italy holiday villa rental

                                                              Province of Florence / Florence

                                                              4 8 min stay varies

                                                              • 4 bedrooms
                                                              • sleeps 8
                                                              • min stay varies
                                                              • Nearest beach 120 km
                                                              • Swimming pool
                                                              • Child friendly

                                                              from £402 / night

                                                              £2,810 - £4,247 / week

                                                              Book View

                                                              from £402 / night

                                                              (7) Very Good 

                                                                8

                                                                Piedmont holiday apartment rental

                                                                Province of Turin / Prarostino

                                                                1 2 1 night min

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • 1 night min
                                                                • Child friendly
                                                                • Ask about pets

                                                                from £51 / night

                                                                £286 / week

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                                                                from £51 / night

                                                                  15

                                                                  Holiday apartment in Italy

                                                                  Province of Milan / Parabiago

                                                                  1 2 1 night min

                                                                  • 1 bedroom
                                                                  • sleeps 2
                                                                  • 1 night min
                                                                  • Child friendly
                                                                  • Air conditioning
                                                                  • Ask about pets

                                                                  from £36 / night

                                                                  £235 / week

                                                                  Book View

                                                                  from £36 / night

                                                                  (8) Excellent 

                                                                    20

                                                                    Holiday farmhouse accommodation

                                                                    Province of Rieti / Poggio Moiano

                                                                    3 6 3 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • 3 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Nearest beach 10 km
                                                                    • Child friendly

                                                                    from £133 / night

                                                                    £562 / week

                                                                    Book View

                                                                    from £133 / night

                                                                    (1) Excellent 

                                                                      13

                                                                      Holiday farmhouse in Italy

                                                                      Province of Macerata / Cingoli

                                                                      9 2 2 nights min

                                                                      • 9 bedrooms
                                                                      • sleeps 2
                                                                      • 2 nights min
                                                                      • Nearest beach 40 km
                                                                      • Air conditioning

                                                                      from £72 / night

                                                                      £501 / week

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                                                                      from £72 / night

                                                                      (4) Excellent 

                                                                        21

                                                                        Holiday townhouse in Italy

                                                                        Italian Riviera / Sanremo

                                                                        1 4 2 nights min

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • 2 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Child friendly
                                                                        • Air conditioning

                                                                        from £43 / night

                                                                        £301 / week

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                                                                        Responds fast!
                                                                        avg. 42 minutes

                                                                        from £43 / night

                                                                        (1) Excellent 

                                                                          16

                                                                          Holiday villa in Italy

                                                                          Province of Terni / Terni

                                                                          3 7 2 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 7
                                                                          • 2 nights min
                                                                          • Nearest beach 100 km
                                                                          • Child friendly
                                                                          • Pet friendly

                                                                          from £113 / night

                                                                          £613 - £1,471 / week

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                                                                          from £113 / night

                                                                          (1) Excellent 

                                                                            23

                                                                            B&b letting in Italy

                                                                            Province of Rieti / Toffia

                                                                            1 2 1 night min

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • 1 night min
                                                                            • Child friendly
                                                                            • Ask about pets
                                                                            • Private garden

                                                                            from £30 / night

                                                                            £208 / week

                                                                            Book View

                                                                            from £30 / night

                                                                              24

                                                                              Holiday farmhouse rental

                                                                              Province of Pistoia / Quarrata

                                                                              3 7 min stay varies

                                                                              • 3 bedrooms
                                                                              • sleeps 7
                                                                              • min stay varies
                                                                              • Nearest beach 70 km
                                                                              • Swimming pool
                                                                              • Child friendly

                                                                              from £143 / night

                                                                              £920 - £1,277 / week

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                                                                              Responds fast!
                                                                              avg. 57 minutes

                                                                              from £143 / night

                                                                              (2) Excellent 

                                                                                11

                                                                                Holiday apartment in Lombardy

                                                                                Province of Varese / Casorate Sempione

                                                                                2 4 1 night min

                                                                                • 2 bedrooms
                                                                                • sleeps 4
                                                                                • 1 night min
                                                                                • Beach / lakeside relaxation
                                                                                • Child friendly
                                                                                • Car not necessary

                                                                                from £132 / night

                                                                                £923 / week

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                                                                                from £132 / 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 £2,043 / night

                                                                                  £14,300 / week

                                                                                  Book View

                                                                                  from £2,043 / night

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