Cottages in Fife and Self catering accommodation - Holiday Rentals Fife - Holiday Lettings

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2,058 Holiday homes

(4) Excellent 

    11

    Holiday home in Crail

    Fife / Crail

    2 4 min stay varies

    • 2 bedrooms
    • sleeps 4
    • min stay varies
    • Nearest beach 0.1 km
    • Child friendly
    • Car not necessary

    from £75 / night

    £573 - £991 / week

    Book View

    from £75 / night

    (22) Excellent 

      13

      Holiday cottage in Crail

      Fife / Crail

      2 4 3 nights min

      • 2 bedrooms
      • sleeps 4
      • 3 nights min
      • Beach / lakeside relaxation
      • Nearest beach 0.1 km
      • Child friendly

      from £85 / night

      £595 / week

      Book View

      from £85 / night

      (2) Excellent 

        32

        Apartment rental in Pittenweem with golf nearby

        Fife / Pittenweem

        2 4 min stay varies

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

        from £121 / night

        £659 - £716 / week

        Book View

        from £121 / night

        (16) Very Good 

        Certificate of Excellence

          13

          Holiday cottage in Leven

          Levenmouth / Leven

          1 2 3 nights min

          • 1 bedroom
          • sleeps 2
          • 3 nights min
          • Beach / lakeside relaxation
          • Nearest beach 0.2 km
          • Child friendly

          Certificate of Excellence

          from £58 / night

          £275 - £401 / week

          Book View

          Responds fast!
          avg. 51 minutes

          from £58 / night

            12

            Home letting in Fernie

            Fife / Fernie

            2 4 7 nights min

            • 2 bedrooms
            • sleeps 4
            • 7 nights min
            • Child friendly
            • Pet friendly

            from £63 / night

            £438 - £856 / week

            Enquire View

            from £63 / night

            (18) Excellent 

            Certificate of Excellence

              43

              Holiday cottage in St Monans

              Fife / St Monans

              3 6 min stay varies

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

              Certificate of Excellence

              from £99 / night

              £552 - £1,070 / week

              Book View

              Responds fast!
              avg. 2 hours 8 minutes

              from £99 / night

              (1) Excellent 

                30

                Holiday home with golf nearby in Cellardyke

                Fife / Cellardyke

                2 4 min stay varies

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

                from £103 / night

                £682 - £716 / week

                Book View

                from £103 / night

                  18

                  Home rental in Anstruther with golf nearby

                  Fife / Anstruther

                  3 6 min stay varies

                  • 3 bedrooms
                  • sleeps 6
                  • min stay varies
                  • Child friendly
                  • Pet friendly

                  from £144 / night

                  £745 / week

                  Book View

                  from £144 / night

                  (19) Very Good 

                    35

                    Holiday cottage rental

                    Fife / St Monans

                    3 6 3 nights min

                    • 3 bedrooms
                    • sleeps 6
                    • 3 nights min
                    • Beach / lakeside relaxation
                    • Nearest beach 3 km
                    • Child friendly
                    “East Neil cottage” Well appointed and lovely old fisherman cottage with large upstairs loung. Great selection of toys and books for kids and adults. Up a lane from the harbour with a nice enclosed garden. Ideal location for touring the east Neuk and further afield.

                    from £138 / night

                    £859 / week

                    Book View

                    from £138 / night

                      21

                      Lathones holiday home rental

                      St Andrews / Lathones

                      3 7 2 nights min

                      • 3 bedrooms
                      • sleeps 7
                      • 2 nights min
                      • Nearest beach 10 km
                      • Child friendly
                      • Private garden

                      from £144 / night

                      £1,002 / week

                      Book View

                      Responds fast!
                      avg. 2 hours 5 minutes

                      from £144 / night

                      (32) Excellent 

                        25

                        Cottage rental in Cellardyke

                        Fife / Cellardyke

                        2 4 min stay varies

                        • 2 bedrooms
                        • sleeps 4
                        • min stay varies
                        • Beach / lakeside relaxation
                        • Nearest beach 0.2 km
                        • Child friendly
                        “What an amazing find.” What an amazing find, a lovely location for a beautifully furnished and well equipped apartment. Every need was provided for, from the wood burning stove to the vases of freshly cut flowers.It was warm, comfortable and very relaxing and we enjoyed the ever changing seascape from the panoramic windows. Brilliant base for exploring this unspoilt area of Scotland with its pretty fishing villages and for walks along the coastal path. Thanks Janis and Ian.

                        from £102 / night

                        £470 - £859 / week

                        Book View

                        from £102 / night

                        (2) Excellent 

                          45

                          Holiday home in Cellardyke

                          Fife / Cellardyke

                          5 10 min stay varies

                          • 5 bedrooms
                          • sleeps 10
                          • min stay varies
                          • Child friendly

                          from £247 / night

                          £1,483 - £1,718 / week

                          Book View

                          from £247 / night

                          (12) Excellent 

                            44

                            Holiday home in Pittenweem

                            Fife / Pittenweem

                            4 8 min stay varies

                            • 4 bedrooms
                            • sleeps 8
                            • min stay varies
                            • Beach / lakeside relaxation
                            • Child friendly

                            from £236 / night

                            £944 - £2,123 / week

                            Book View

                            Responds fast!
                            avg. 1 hour 59 minutes

                            from £236 / night

                            (15) Very Good 

                              27

                              Holiday home rental

                              Fife / Pittenweem

                              5 6 min stay varies

                              • 5 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Child friendly
                              • Pet friendly
                              • Private garden
                              “Great house” Had a fantastic stay at the weekend for my dad's birthday, house is brilliant, well equipped and beautiful views. Will definitely be back.

                              from £138 / night

                              £682 - £1,311 / week

                              Book View

                              Responds fast!
                              avg. 3 hours 56 minutes

                              from £138 / night

                              (6) Excellent 

                                16

                                Holiday apartment in St Monans

                                Fife / St Monans

                                1 4 3 nights min

                                • 1 bedroom
                                • sleeps 4
                                • 3 nights min
                                • Beach / lakeside relaxation
                                • Child friendly
                                • Pet friendly

                                from £115 / night

                                £682 - £922 / week

                                Book View

                                Responds fast!
                                avg. 3 hours 57 minutes

                                from £115 / night

                                (10) Excellent 

                                  19

                                  Holiday home with golf nearby in Elie

                                  Fife / Elie

                                  4 8 min stay varies

                                  • 4 bedrooms
                                  • sleeps 8
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Nearest beach 0.1 km
                                  • Child friendly

                                  from £149 / night

                                  £779 - £1,054 / week

                                  Book View

                                  from £149 / night

                                  (27) Excellent 

                                  Certificate of Excellence

                                    25

                                    Holiday cottage with golf nearby in Colinsburgh

                                    Colinsburgh / Charleton

                                    1 2 3 nights min

                                    • 1 bedroom
                                    • sleeps 2
                                    • 3 nights min
                                    • Nearest beach 6 km
                                    • Child friendly
                                    • Private garden

                                    Certificate of Excellence

                                    from £75 / night

                                    £521 / week

                                    Book View

                                    Responds fast!
                                    avg. 2 hours 51 minutes

                                    from £75 / night

                                    (3) Excellent 

                                      27

                                      Holiday apartment rental

                                      Fife / Pittenweem

                                      1 2 3 nights min

                                      • 1 bedroom
                                      • sleeps 2
                                      • 3 nights min

                                      from £68 / night

                                      £413 - £619 / week

                                      Book View

                                      Responds fast!
                                      avg. 33 minutes

                                      from £68 / night

                                      (3) Excellent 

                                        33

                                        Holiday cottage rental

                                        Fife / Lower Largo

                                        1 2 1 night min

                                        • 1 bedroom
                                        • sleeps 2
                                        • 1 night min
                                        • Pet friendly
                                        • Private garden

                                        from £115 / night

                                        £722 / week

                                        Book View

                                        Responds fast!
                                        avg. 1 hour 3 minutes

                                        from £115 / night

                                        (35) Excellent 

                                          17

                                          Apartment rental in Crail

                                          Fife / Crail

                                          2 3 min stay varies

                                          • 2 bedrooms
                                          • sleeps 3
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Nearest beach 0.1 km
                                          • Child friendly
                                          “Great flat with wonderful view” Stayed for four nights in this great little flat in the centre of Crail. The flat was spotless, well equipped and has a fantastic view over the harbour. There was a comprehensive welcome pack waiting for us on arrival, which was a nice touch. Shops and restaurants are all within easy walking distance and there is on-street parking within a few yards of the main door.

                                          from £72 / night

                                          £460 - £650 / week

                                          Book View

                                          Responds fast!
                                          avg. 26 minutes

                                          from £72 / night

                                          (6) Very Good 

                                          Certificate of Excellence

                                            17

                                            Holiday cottage in Pittenweem

                                            Fife / Pittenweem

                                            2 4 min stay varies

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

                                            Certificate of Excellence

                                            from £103 / night

                                            £745 / week

                                            Book View

                                            Responds fast!
                                            avg. 5 minutes

                                            from £103 / night

                                              11

                                              Holiday home rental

                                              Fife / Cupar

                                              1 2 7 nights min

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

                                              from £48 / night

                                              £333 - £541 / week

                                              Enquire View

                                              from £48 / night

                                              (9) Very Good 

                                                11

                                                Holiday apartment in Burntisland

                                                Fife / Burntisland

                                                1 4 3 nights min

                                                • 1 bedroom
                                                • sleeps 4
                                                • 3 nights min
                                                • Nearest beach 0.5 km
                                                • Child friendly
                                                • Car not necessary

                                                from £86 / night

                                                £458 / week

                                                Book View

                                                from £86 / night

                                                (14) Excellent 

                                                  13

                                                  Holiday cottage in Pittenweem

                                                  Fife / Pittenweem

                                                  2 4 min stay varies

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

                                                  from £121 / night

                                                  £716 - £745 / week

                                                  Book View

                                                  from £121 / night

                                                  (11) Excellent 

                                                    32

                                                    Home letting in Cellardyke with golf nearby

                                                    Fife / Cellardyke

                                                    3 5 min stay varies

                                                    • 3 bedrooms
                                                    • sleeps 5
                                                    • min stay varies
                                                    • Child friendly
                                                    • Pet friendly

                                                    from £138 / night

                                                    £745 / week

                                                    Book View

                                                    from £138 / night

                                                      33

                                                      Holiday home with shared pool in Kilconquhar

                                                      Fife / Kilconquhar

                                                      4 10 min stay varies

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

                                                      from £109 / night

                                                      £762 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 1 hour 53 minutes

                                                      from £109 / night

                                                      (5) Excellent 

                                                        19

                                                        Holiday home in Pittenweem

                                                        Fife / Pittenweem

                                                        2 6 3 nights min

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • 3 nights min
                                                        • Nearest beach 0 km
                                                        • Child friendly
                                                        • Pet friendly

                                                        from £172 / night

                                                        £802 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 3 hours 45 minutes

                                                        from £172 / night

                                                        (16) Excellent 

                                                          23

                                                          Holiday home with golf nearby in Elie

                                                          Fife / Elie

                                                          3 6 min stay varies

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 0.3 km
                                                          • Child friendly

                                                          from £184 / night

                                                          £1,088 - £1,260 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 3 hours 40 minutes

                                                          from £184 / night

                                                            13

                                                            Home rental in Fernie

                                                            Fife / Fernie

                                                            1 2 7 nights min

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • 7 nights min
                                                            • Child friendly
                                                            • Pet friendly

                                                            from £54 / night

                                                            £378 - £664 / week

                                                            Enquire View

                                                            from £54 / night

                                                            (15) Excellent 

                                                            Certificate of Excellence

                                                              17

                                                              Holiday cottage in Lower Largo

                                                              Fife / Lower Largo

                                                              2 4 min stay varies

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

                                                              Certificate of Excellence

                                                              from £75 / night

                                                              £521 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 1 hour 11 minutes

                                                              from £75 / night

                                                              (3) Excellent 

                                                              Certificate of Excellence

                                                                34

                                                                Lower Largo holiday apartment accommodation

                                                                Fife / Lower Largo

                                                                2 4 2 nights min

                                                                • 2 bedrooms
                                                                • sleeps 4
                                                                • 2 nights min
                                                                • Child friendly
                                                                • Pet friendly
                                                                • Private garden

                                                                Certificate of Excellence

                                                                from £149 / night

                                                                £939 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 1 hour 3 minutes

                                                                from £149 / night

                                                                (14) Excellent 

                                                                  18

                                                                  Anstruther holiday apartment let

                                                                  Fife / Anstruther

                                                                  2 6 2 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 6
                                                                  • 2 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Child friendly
                                                                  • Pet friendly

                                                                  from £144 / night

                                                                  £716 / week

                                                                  Book View

                                                                  from £144 / night

                                                                  (109) Excellent 

                                                                    24

                                                                    Holiday home in St. Andrews

                                                                    Fife / St Andrews

                                                                    3 6 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Beach / lakeside relaxation
                                                                    • Nearest beach 10 km
                                                                    • Child friendly
                                                                    “We'll be back!” Absolutely loved this place, ideal for a quick get away from it all break. Beautifully furnished, well kept and well appointed, this has the right balance of tasteful decoration and relaxed informality. Nice to have bedrooms without TVs, lovely views across corn fields and easy to access the East Neuk of Fife. Our dog was made particularly welcome by the owners dog which made for a very relaxed time.

                                                                    from £172 / night

                                                                    £773 - £1,088 / week

                                                                    Book View

                                                                    from £172 / night

                                                                      17

                                                                      Holiday home in Glenrothes

                                                                      Fife / Glenrothes

                                                                      3 6 7 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 7 nights min
                                                                      • Child friendly
                                                                      • Pet friendly
                                                                      • Private garden

                                                                      from £71 / night

                                                                      £495 - £939 / week

                                                                      Enquire View

                                                                      from £71 / night

                                                                      (28) Excellent 

                                                                        22

                                                                        St Monans holiday cottage rental

                                                                        Fife / St Monans

                                                                        2 4 min stay varies

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

                                                                        from £105 / night

                                                                        £495 - £750 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 2 hours 21 minutes

                                                                        from £105 / night

                                                                        (11) Excellent 

                                                                          20

                                                                          Anstruther holiday apartment rental

                                                                          Fife / Anstruther

                                                                          2 4 min stay varies

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • min stay varies
                                                                          • Nearest beach 0 km
                                                                          • Child friendly
                                                                          • Private garden

                                                                          from £144 / night

                                                                          £567 - £831 / week

                                                                          Book View

                                                                          from £144 / night

                                                                          (3) Excellent 

                                                                            38

                                                                            Home rental in Lower Largo with golf nearby

                                                                            Fife / Lower Largo

                                                                            2 6 2 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 6
                                                                            • 2 nights min
                                                                            • Child friendly
                                                                            • Pet friendly

                                                                            from £115 / night

                                                                            £716 - £876 / week

                                                                            Book View

                                                                            from £115 / night

                                                                            (18) Very Good 

                                                                              15

                                                                              Holiday home with golf nearby in Pittenweem

                                                                              Fife / Pittenweem

                                                                              3 6 min stay varies

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

                                                                              from £144 / night

                                                                              £773 - £859 / week

                                                                              Book View

                                                                              from £144 / night

                                                                              (1) Excellent 

                                                                                11

                                                                                Kinghorn holiday home rental

                                                                                Fife / Kinghorn

                                                                                1 2 7 nights min

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

                                                                                from £42 / night

                                                                                £289 - £502 / week

                                                                                Enquire View

                                                                                from £42 / night

                                                                                (3) Excellent 

                                                                                  11

                                                                                  Camper van rental in Kirkcaldy

                                                                                  Fife / Kirkcaldy

                                                                                  4 4 min stay varies

                                                                                  • 4 bedrooms
                                                                                  • sleeps 4
                                                                                  • min stay varies
                                                                                  • Child friendly
                                                                                  • Car not necessary
                                                                                  • Pet friendly

                                                                                  from £115 / night

                                                                                  £745 - £1,088 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 55 minutes

                                                                                  from £115 / night

                                                                                  Top Destination reviews

                                                                                  Kittiwake House
                                                                                  Perfectly relaxing !

                                                                                  The most beautiful house in a lovely little fishing village. Looking forward to our next trip already , thank you ! … see more
                                                                                  Curlew Cottage, Shore Street, Cellardyke
                                                                                  Lovely place to stay

                                                                                  Ideal for touring around Fife. Lots to see and do. Great pub grub nearby Amazing beach combing when tide is out. Superb place to stay Would definitely recommend … see more
                                                                                  Canmore Apartment- Luxury One Bedroom Apartment with Private Hot Tub
                                                                                  Miss

                                                                                  We had a lovely stay! Hot tub was amazing, the apartment was very comfortable and we had everything we needed. I also had to change the day I stayed due to personal circumstances and the owners were extremely accommodating. I would have preferred a slightly later check out but I am aware that is available for an extra fee. I will definitely return again.see more
                                                                                  Sea Whisper- spacious home in charming fishing village
                                                                                  Great location, clean, comfortable and dog-friendly!

                                                                                  Everything you could need for a comfortable stay. The property was spotless and obviously well looked after. All village amenities are within a short stroll. Loved Pittenweem and hope to return again soon. We would definitely book this property when we do. … see more
                                                                                  House on the Harbour - peaceful fishing town of Pittenweem, Fife. Sleeps 6-8
                                                                                  Spring break

                                                                                  Lovely weekend spent with friends. House was beautiful. Everything we required was available. A really lovely space to chill. Weather was fabulous as well which was a bonus … see more
                                                                                  Sharps Close 1
                                                                                  Great seaside cottage

                                                                                  I stayed at 2 Sharps close with my kids and elderly parents. It was very comfortable for the 6 of us and our dog. We really enjoyed the walk from Cellardyke into Crail and got the bus back. Would definitely stay there again. … see more

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