Apartments in Province of Ascoli Piceno and B&Bs – Holiday Lettings - Holiday Rentals Province of Ascoli Piceno

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661 Holiday homes

    13

    Holiday apartment in Ripatransone

    Province of Ascoli Piceno / Ripatransone

    1 4 3 nights min

    • 1 bedroom
    • sleeps 4
    • 3 nights min
    • Swimming pool
    • Child friendly
    • Private garden

    from £71 / night

    £494 / week

    Book View

    from £71 / night

      7

      Monteprandone holiday villa rental

      Province of Ascoli Piceno / Monteprandone

      3 8 7 nights min

      • 3 bedrooms
      • sleeps 8
      • 7 nights min
      • Beach / lakeside relaxation
      • Nearest beach 4 km
      • Swimming pool

      from £303 / night

      £1,410 - £2,659 / week

      Book View

      from £303 / night

      (7) Excellent 

        25

        Villa accommodation in Carassai 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

        (5) Excellent 

          27

          Holiday apartment in Montefiore dell'Aso

          Province of Ascoli Piceno / Montefiore dell'Aso

          3 6 min stay varies

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

          from £94 / night

          £631 - £1,137 / week

          Book View

          Responds fast!
          avg. 1 hour 4 minutes

          from £94 / night

            22

            Holiday apartment with shared pool in Appignano del Tronto

            Province of Ascoli Piceno / Appignano del Tronto

            3 6 4 nights min

            • 3 bedrooms
            • sleeps 6
            • 4 nights min
            • Nearest beach 25 km
            • Swimming pool
            • Child friendly

            from £126 / night

            £882 / week

            Book View

            from £126 / night

            (11) Excellent 

              21

              Ortezzano holiday b&b rental

              Province of Ascoli Piceno / Ortezzano

              2 6 1 night min

              • 2 bedrooms
              • sleeps 6
              • 1 night min
              • Nearest beach 20 km
              • Swimming pool
              • Child friendly

              from £66 / night

              £454 / week

              Book View

              from £66 / night

              (11) Excellent 

                19

                Holiday apartment with swimming pool in Offida

                Province of Ascoli Piceno / Offida

                2 4 min stay varies

                • 2 bedrooms
                • sleeps 4
                • min stay varies
                • Beach / lakeside relaxation
                • Nearest beach 15 km
                • Swimming pool

                from £121 / night

                £806 - £1,410 / week

                Book View

                from £121 / night

                (1) Excellent 

                  16

                  Ascoli Piceno ski b&b to rent.

                  Province of Ascoli Piceno / Ascoli Piceno

                  2 9 1 night min

                  • 2 bedrooms
                  • sleeps 9
                  • 1 night min
                  • Beach / lakeside relaxation
                  • Ski
                  • Child friendly

                  from £56 / night

                  £303 / week

                  Book View

                  Responds fast!
                  avg. 3 hours 59 minutes

                  from £56 / night

                  (3) Very Good 

                    20

                    Holiday villa in Grottammare

                    Province of Ascoli Piceno / Grottammare

                    2 6 5 nights min

                    • 2 bedrooms
                    • sleeps 6
                    • 5 nights min
                    • Beach / lakeside relaxation
                    • Nearest beach 0.5 km
                    • Child friendly

                    from £80 / night

                    £554 - £667 / week

                    Book View

                    from £80 / night

                    (2) Excellent 

                      19

                      San Benedetto Del Tronto holiday apartment rental

                      Province of Ascoli Piceno / San Benedetto Del Tronto

                      1 2 7 nights min

                      • 1 bedroom
                      • sleeps 2
                      • 7 nights min
                      • Nearest beach 0.18 km
                      • Child friendly

                      from £130 / night

                      £907 / week

                      Book View

                      Responds fast!
                      avg. 3 hours 3 minutes

                      from £130 / night

                      (1) Excellent 

                        5

                        Holiday villa rental

                        Province of Ascoli Piceno / Monteprandone

                        3 7 7 nights min

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

                        from £303 / night

                        £2,015 / week

                        Book View

                        from £303 / night

                        (1) Very Good 

                          14

                          Townhouse rental in San Benedetto Del Tronto

                          Province of Ascoli Piceno / San Benedetto Del Tronto

                          1 2 2 nights min

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

                          from £61 / night

                          £353 / week

                          Book View

                          Responds fast!
                          avg. 28 minutes

                          from £61 / night

                          (3) Very Good 

                            26

                            Holiday apartment in Montefiore dell'Aso

                            Province of Ascoli Piceno / Montefiore dell'Aso

                            2 4 2 nights min

                            • 2 bedrooms
                            • sleeps 4
                            • 2 nights min
                            • Nearest beach 11 km
                            • Swimming pool
                            • Child friendly

                            from £70 / night

                            £465 / week

                            Book View

                            Responds fast!
                            avg. 1 hour 4 minutes

                            from £70 / night

                            (6) Excellent 

                              3

                              Holiday b&b rental

                              Province of Ascoli Piceno / Colli Del Tronto

                              1 4 2 nights min

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

                              from £76 / night

                              £529 / week

                              Book View

                              from £76 / night

                              (1) Excellent 

                                18

                                Holiday apartment in Grottammare

                                Province of Ascoli Piceno / Grottammare

                                1 4 min stay varies

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

                                from £44 / night

                                £252 / week

                                Book View

                                Responds fast!
                                avg. 3 hours 44 minutes

                                from £44 / night

                                  13

                                  Holiday apartment in San Benedetto Del Tronto

                                  Province of Ascoli Piceno / San Benedetto Del Tronto

                                  2 8 min stay varies

                                  • 2 bedrooms
                                  • sleeps 8
                                  • min stay varies
                                  • Child friendly
                                  • Air conditioning

                                  from £81 / night

                                  £605 - £1,828 / week

                                  Book View

                                  Responds fast!
                                  avg. 3 hours 52 minutes

                                  from £81 / night

                                  (2) Very Good 

                                    12

                                    Holiday apartment in Grottammare

                                    Province of Ascoli Piceno / Grottammare

                                    1 4 min stay varies

                                    • 1 bedroom
                                    • sleeps 4
                                    • min stay varies
                                    • Beach / lakeside relaxation
                                    • Nearest beach 0.2 km
                                    • Ask owner if suitable for children

                                    from £40 / night

                                    £262 / week

                                    Book View

                                    Responds fast!
                                    avg. 3 hours 44 minutes

                                    from £40 / night

                                      4

                                      Condo rental in Carassai

                                      Province of Ascoli Piceno / Carassai

                                      2 3 1 night min

                                      • 2 bedrooms
                                      • sleeps 3
                                      • 1 night min
                                      • Child friendly
                                      • Ask about pets

                                      from £71 / night

                                      £454 / week

                                      Book View

                                      from £71 / night

                                      (8) Excellent 

                                        24

                                        Holiday apartment in Montefiore dell'Aso

                                        Province of Ascoli Piceno / Montefiore dell'Aso

                                        1 4 min stay varies

                                        • 1 bedroom
                                        • sleeps 4
                                        • min stay varies
                                        • Beach / lakeside relaxation
                                        • Nearest beach 12 km
                                        • Swimming pool

                                        from £58 / night

                                        £373 - £524 / week

                                        Book View

                                        Responds fast!
                                        avg. 1 hour 4 minutes

                                        from £58 / night

                                          32

                                          Holiday apartment with swimming pool in Montalto delle Marche

                                          Province of Ascoli Piceno / Montalto delle Marche

                                          1 2 7 nights min

                                          • 1 bedroom
                                          • sleeps 2
                                          • 7 nights min
                                          • Nearest beach 23 km
                                          • Swimming pool
                                          • Child friendly

                                          from £137 / night

                                          £353 / week

                                          Book View

                                          from £137 / night

                                          (1) Excellent 

                                            31

                                            Holiday condo in San Benedetto Del Tronto

                                            Province of Ascoli Piceno / San Benedetto Del Tronto

                                            2 3 min stay varies

                                            • 2 bedrooms
                                            • sleeps 3
                                            • min stay varies
                                            • Beach / lakeside relaxation
                                            • Nearest beach 1 km
                                            • Child friendly

                                            from £39 / night

                                            £268 / week

                                            Book View

                                            Responds fast!
                                            avg. 3 hours 26 minutes

                                            from £39 / night

                                            (1) Excellent 

                                              7

                                              Cupra Marittima holiday apartment rental

                                              Province of Ascoli Piceno / Cupra Marittima

                                              2 6 7 nights min

                                              • 2 bedrooms
                                              • sleeps 6
                                              • 7 nights min
                                              • Swimming pool
                                              • Child friendly
                                              • Car not necessary

                                              from £65 / night

                                              £454 - £1,159 / week

                                              Book View

                                              from £65 / night

                                              (1) Excellent 

                                                14

                                                Holiday apartment in San Benedetto Del Tronto

                                                Province of Ascoli Piceno / San Benedetto Del Tronto

                                                2 6 min stay varies

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

                                                from £92 / night

                                                £642 / week

                                                Book View

                                                Responds fast!
                                                avg. 1 hour 37 minutes

                                                from £92 / night

                                                (7) Excellent 

                                                  27

                                                  Holiday apartment in Offida

                                                  Province of Ascoli Piceno / Offida

                                                  1 2 2 nights min

                                                  • 1 bedroom
                                                  • sleeps 2
                                                  • 2 nights min
                                                  • Nearest beach 15 km
                                                  • Child friendly
                                                  • Car not necessary

                                                  from £61 / night

                                                  £333 / week

                                                  Book View

                                                  from £61 / night

                                                  (2) Very Good 

                                                    25

                                                    Montalto delle Marche holiday home rental

                                                    Province of Ascoli Piceno / Montalto delle Marche

                                                    1 3 min stay varies

                                                    • 1 bedroom
                                                    • sleeps 3
                                                    • min stay varies
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 25 km
                                                    • Child friendly

                                                    from £66 / night

                                                    £454 - £670 / week

                                                    Book View

                                                    from £66 / night

                                                    (10) Excellent 

                                                      29

                                                      Apartment accommodation in San Benedetto Del Tronto

                                                      Province of Ascoli Piceno / San Benedetto Del Tronto

                                                      2 6 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • min stay varies
                                                      • Beach / lakeside relaxation
                                                      • Child friendly
                                                      • Car not necessary

                                                      from £81 / night

                                                      £554 - £957 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 2 hours 43 minutes

                                                      from £81 / night

                                                      (2) Excellent 

                                                        26

                                                        Holiday cottage in Ascoli Piceno

                                                        Province of Ascoli Piceno / Ascoli Piceno

                                                        3 5 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 5
                                                        • min stay varies
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 36 km
                                                        • Child friendly

                                                        from £91 / night

                                                        £574 - £907 / week

                                                        Book View

                                                        from £91 / night

                                                          4

                                                          Holiday home in Montefiore dell'Aso

                                                          Province of Ascoli Piceno / Montefiore dell'Aso

                                                          3 5 7 nights min

                                                          • 3 bedrooms
                                                          • sleeps 5
                                                          • 7 nights min
                                                          • Beach / lakeside relaxation
                                                          • Suitable for children age 5+
                                                          • Car not necessary

                                                          from £66 / night

                                                          £458 / week

                                                          Book View

                                                          from £66 / night

                                                          (1) Excellent 

                                                            13

                                                            Apartment rental in Cupra Marittima

                                                            Province of Ascoli Piceno / Cupra Marittima

                                                            3 5 7 nights min

                                                            • 3 bedrooms
                                                            • sleeps 5
                                                            • 7 nights min
                                                            • Child friendly
                                                            • Pet friendly

                                                            from £65 / night

                                                            £454 - £1,159 / week

                                                            Book View

                                                            from £65 / night

                                                            (8) Excellent 

                                                              13

                                                              B&b rental in Monteprandone

                                                              Province of Ascoli Piceno / Monteprandone

                                                              1 2 1 night min

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • 1 night min
                                                              • Ask owner if suitable for children
                                                              • Pet friendly

                                                              from £36 / night

                                                              £247 - £353 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 1 hour 11 minutes

                                                              from £36 / night

                                                              (2) Excellent 

                                                                19

                                                                Porto d'Ascoli holiday apartment rental

                                                                San Benedetto Del Tronto / Porto d'Ascoli

                                                                1 5 min stay varies

                                                                • 1 bedroom
                                                                • sleeps 5
                                                                • min stay varies
                                                                • Child friendly
                                                                • Pet friendly

                                                                from £56 / night

                                                                £353 - £816 / week

                                                                Book View

                                                                from £56 / night

                                                                  22

                                                                  Holiday apartment in San Benedetto Del Tronto

                                                                  Province of Ascoli Piceno / San Benedetto Del Tronto

                                                                  2 4 7 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • 7 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Child friendly
                                                                  • Air conditioning

                                                                  from £61 / night

                                                                  £353 - £1,209 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 3 hours 20 minutes

                                                                  from £61 / night

                                                                  (1)  

                                                                    16

                                                                    Ski b&b to rent in Cossignano

                                                                    Province of Ascoli Piceno / Cossignano

                                                                    4 6 7 nights min

                                                                    • 4 bedrooms
                                                                    • sleeps 6
                                                                    • 7 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Nearest beach 15 km
                                                                    • Swimming pool

                                                                    from £72 / night

                                                                    £504 / week

                                                                    Book View

                                                                    from £72 / night

                                                                    (1) Excellent 

                                                                      13

                                                                      Holiday apartment rental

                                                                      Province of Ascoli Piceno / Grottammare

                                                                      2 4 13 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • 13 nights min
                                                                      • Nearest beach 0.15 km
                                                                      • Child friendly
                                                                      • Car not necessary

                                                                      from £43 / night

                                                                      £296 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 38 minutes

                                                                      from £43 / night

                                                                        7

                                                                        Townhouse rental in Cupra Marittima

                                                                        Province of Ascoli Piceno / Cupra Marittima

                                                                        1 4 1 night min

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • 1 night min
                                                                        • Beach / lakeside relaxation
                                                                        • Air conditioning

                                                                        from £101 / night

                                                                        £655 / week

                                                                        Book View

                                                                        from £101 / night

                                                                          31

                                                                          Cupra Marittima holiday hotel apartment rental

                                                                          Province of Ascoli Piceno / Cupra Marittima

                                                                          1 4 min stay varies

                                                                          • 1 bedroom
                                                                          • sleeps 4
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Nearest beach 0.05 km
                                                                          • Child friendly

                                                                          from £41 / night

                                                                          £232 - £957 / week

                                                                          Book View

                                                                          from £41 / night

                                                                          (1) Excellent 

                                                                            19

                                                                            Holiday condo rental

                                                                            Province of Ascoli Piceno / San Benedetto Del Tronto

                                                                            2 6 min stay varies

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

                                                                            from £81 / night

                                                                            £655 - £1,511 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 3 hours 52 minutes

                                                                            from £81 / night

                                                                            (3) Very Good 

                                                                              20

                                                                              Ascoli Piceno holiday b&b rental

                                                                              Province of Ascoli Piceno / Ascoli Piceno

                                                                              2 7 1 night min

                                                                              • 2 bedrooms
                                                                              • sleeps 7
                                                                              • 1 night min
                                                                              • Nearest beach 30 km
                                                                              • Child friendly

                                                                              from £51 / night

                                                                              £303 / week

                                                                              Book View

                                                                              from £51 / night

                                                                              (4) Excellent 

                                                                                26

                                                                                Holiday apartment in San Benedetto Del Tronto

                                                                                Province of Ascoli Piceno / San Benedetto Del Tronto

                                                                                1 4 min stay varies

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

                                                                                from £41 / night

                                                                                £202 - £756 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 2 hours 57 minutes

                                                                                from £41 / night

                                                                                (5) Very Good 

                                                                                  10

                                                                                  Holiday b&b in Cupra Marittima

                                                                                  Province of Ascoli Piceno / Cupra Marittima

                                                                                  8 16 1 night min

                                                                                  • 8 bedrooms
                                                                                  • sleeps 16
                                                                                  • 1 night min
                                                                                  • Beach / lakeside relaxation
                                                                                  • Child friendly
                                                                                  • Ask about pets

                                                                                  from £46 / night

                                                                                  £318 / week

                                                                                  Book View

                                                                                  from £46 / night

                                                                                  Top Destination reviews

                                                                                  La culla dei Sabini
                                                                                  Excellent appartment in the city center

                                                                                  Clean and nice well equiped appartment in the city center of Ascoli Piceno. The owners are really helpfull and their homemade cake is delicious. … see more
                                                                                  Il Teatro
                                                                                  We left our heart in Montalto

                                                                                  The month of June in Montalto. It was like out of a novel about Italy! Incredible, spectacular! The best food, people, scenery…. and the lovely Maria! She made our stay and the trip would not have been the same without her enthusiasm for the people and towns of the Le Marche region. Wine-tasting, festivals, suggestions on where to eat, what to see, what to do, plus learning how to make fresh pasta! Overall a fantastic adventure. We will return to Le Marche!see more
                                                                                  Casa Graziosa
                                                                                  Such a beautiful setting, and so relaxing.

                                                                                  Such a beautiful setting, and so relaxing, Casa Graziosa was exactly what our family needed. The house is so welcoming - beautifully done and extremely clean. The perfect place for children and adults. We had another fantastic holiday, the peace and quiet, and sampling the real Italy. Marek 2011 … see more
                                                                                  Country house Tenuta Cocci Grifoni
                                                                                  Beautiful place with fantastic view to discover the marche.

                                                                                  Our family ( parents and 4 children) liked that place on the vinery very much, not only for the fantastic view. We never had such a clean and good furnished appartemet with good equipment in Italy. The host family is extremely friendly, helpful and reachable all time and the best, we had a nice wine tasting for free.see more
                                                                                  Casa italia
                                                                                  Top villa, well presented

                                                                                  We have just returned from 2 weeks holiday here. Having used Holiday Lettings over the last 10 years this is probably the best villa we have had. The photos don't do the view justice! It is very well equipped - for living there rather than just visiting. I like the no breakage deposit but add to fund - we did not break anything but it engenders the right feel and respect. Really good house notes sent prior to going on holiday and the listing gives a really fair representation. The only downside is that restaurants and bigger shops are all 20 minutes drive away- but boy are the restaurants worth it! Great local food, sourced locally as were the wines - so people very much in touch with their traditions and environment. Pool was lovely, the balcony a joy to sit at with that open view. Really efficient dealings with the owners too. I highly recommend this for people who want to chill and eat well,particularly if you like truffles!see more

                                                                                  Also consider