Villas in Oia and Apartments - Holiday Lettings - Holiday Rentals Oia

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856 Holiday homes

    6

    Holiday apartment with shared pool in Oia

    Santorini / Oia

    2 4 1 night min

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

    from £121 / night

    £846 / week

    Book View

    from £121 / night

    (5) Excellent 

      53

      Oia holiday villa rental

      Santorini / Oia

      3 8 2 nights min

      • 3 bedrooms
      • sleeps 8
      • 2 nights min
      • Beach / lakeside relaxation
      • Nearest beach 0.2 km
      • Swimming pool

      from £977 / night

      £6,155 - £6,860 / week

      Book View

      Responds fast!
      avg. 3 hours 27 minutes

      from £977 / night

        21

        Holiday villa rental

        Santorini / Oia

        2 4 1 night min

        • 2 bedrooms
        • sleeps 4
        • 1 night min
        • Swimming pool
        • Child friendly
        • Car not necessary

        from £310 / night

        £2,165 / week

        Book View

        from £310 / night

        (15) Excellent 

          34

          Apartment rental in Oia

          Santorini / Oia

          2 3 1 night min

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

          from £162 / night

          £1,128 / week

          Book View

          Responds fast!
          avg. 3 hours 22 minutes

          from £162 / night

          (15) Excellent 

            37

            Oia holiday apartment rental

            Santorini / Oia

            1 4 1 night min

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

            from £162 / night

            £1,128 / week

            Book View

            Responds fast!
            avg. 3 hours 22 minutes

            from £162 / night

            (9) Excellent 

              18

              Holiday villa in Oia

              Santorini / Oia

              2 5 3 nights min

              • 2 bedrooms
              • sleeps 5
              • 3 nights min
              • Nearest beach 4 km
              • Car not necessary
              • Air conditioning

              from £464 / night

              £3,243 / week

              Book View

              Responds fast!
              avg. 1 hour 55 minutes

              from £464 / night

                14

                Oia holiday private room rental

                Santorini / Oia

                1 4 1 night min

                • 1 bedroom
                • sleeps 4
                • 1 night min
                • Swimming pool
                • Child friendly
                • Air conditioning

                from £97 / night

                £677 / week

                Book View

                from £97 / night

                  18

                  Holiday villa in Oia

                  Santorini / Oia

                  2 4 1 night min

                  • 2 bedrooms
                  • sleeps 4
                  • 1 night min
                  • Child friendly
                  • Air conditioning

                  from £271 / night

                  £1,897 / week

                  Book View

                  from £271 / night

                  (2) Very Good 

                    20

                    Holiday villa in Oia

                    Santorini / Oia

                    1 4 min stay varies

                    • 1 bedroom
                    • sleeps 4
                    • min stay varies
                    • Nearest beach 0.5 km
                    • Child friendly
                    • Air conditioning

                    from £91 / night

                    £635 - £1,028 / week

                    Book View

                    Responds fast!
                    avg. 2 hours 49 minutes

                    from £91 / night

                    (5) Excellent 

                      60

                      Holiday villa with shared pool in Oia

                      Santorini / Oia

                      2 6 2 nights min

                      • 2 bedrooms
                      • sleeps 6
                      • 2 nights min
                      • Beach / lakeside relaxation
                      • Nearest beach 0 km
                      • Swimming pool

                      from £715 / night

                      £4,505 / week

                      Book View

                      Responds fast!
                      avg. 3 hours 27 minutes

                      from £715 / night

                        9

                        Holiday studio in Oia

                        Santorini / Oia

                        Studio 2 2 nights min

                        • Studio
                        • sleeps 2
                        • 2 nights min
                        • Nearest beach 1 km
                        • Car not necessary
                        • Air conditioning

                        from £252 / night

                        £1,763 / week

                        Book View

                        from £252 / night

                        (1) Excellent 

                          45

                          Villa letting in Oia with shared pool

                          Santorini / Oia

                          3 6 2 nights min

                          • 3 bedrooms
                          • sleeps 6
                          • 2 nights min
                          • Beach / lakeside relaxation
                          • Swimming pool
                          • Child friendly

                          from £761 / night

                          £4,794 / week

                          Book View

                          Responds fast!
                          avg. 3 hours 27 minutes

                          from £761 / night

                          (27) Excellent 

                            10

                            Oia holiday cave house rental

                            Santorini / Oia

                            1 4 3 nights min

                            • 1 bedroom
                            • sleeps 4
                            • 3 nights min
                            • Beach / lakeside relaxation
                            • Ask owner if suitable for children

                            from £242 / night

                            £1,692 / week

                            Book View

                            from £242 / night

                            (1) Excellent 

                              42

                              Holiday villa in Oia

                              Santorini / Oia

                              3 8 1 night min

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

                              from £162 / night

                              £1,128 / week

                              Book View

                              Responds fast!
                              avg. 3 hours 22 minutes

                              from £162 / night

                              (15) Excellent 

                                32

                                Oia holiday apartment rental

                                Santorini / Oia

                                1 4 1 night min

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

                                from £162 / night

                                £1,128 / week

                                Book View

                                Responds fast!
                                avg. 3 hours 22 minutes

                                from £162 / night

                                  8

                                  Oia holiday villa rental

                                  Santorini / Oia

                                  1 4 1 night min

                                  • 1 bedroom
                                  • sleeps 4
                                  • 1 night min
                                  • Swimming pool
                                  • Child friendly
                                  • Air conditioning

                                  from £806 / night

                                  £5,640 / week

                                  Book View

                                  from £806 / night

                                  (1) Excellent 

                                    12

                                    Holiday villa in Oia

                                    Santorini / Oia

                                    1 2 2 nights min

                                    • 1 bedroom
                                    • sleeps 2
                                    • 2 nights min

                                    from £403 / night

                                    £2,820 / week

                                    Book View

                                    from £403 / night

                                    (4) Very Good 

                                      25

                                      Oia holiday villa rental

                                      Santorini / Oia

                                      1 4 min stay varies

                                      • 1 bedroom
                                      • sleeps 4
                                      • min stay varies
                                      • Nearest beach 0.5 km
                                      • Child friendly
                                      • Air conditioning

                                      from £91 / night

                                      £635 - £1,028 / week

                                      Book View

                                      Responds fast!
                                      avg. 2 hours 49 minutes

                                      from £91 / night

                                      (9) Very Good 

                                        37

                                        Oia holiday villa rental

                                        Santorini / Oia

                                        2 6 1 night min

                                        • 2 bedrooms
                                        • sleeps 6
                                        • 1 night min
                                        • Beach / lakeside relaxation
                                        • Nearest beach 1 km
                                        • Child friendly

                                        from £182 / night

                                        £1,269 / week

                                        Book View

                                        Responds fast!
                                        avg. 3 hours 22 minutes

                                        from £182 / night

                                        (8) Very Good 

                                          57

                                          Holiday home in Oia

                                          Santorini / Oia

                                          2 6 3 nights min

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

                                          from £222 / night

                                          £1,239 - £1,793 / week

                                          Book View

                                          from £222 / night

                                            12

                                            Holiday apartment rental

                                            Santorini / Oia

                                            1 3 1 night min

                                            • 1 bedroom
                                            • sleeps 3
                                            • 1 night min
                                            • Child friendly
                                            • Air conditioning
                                            • Pet friendly

                                            from £167 / night

                                            £1,164 / week

                                            Book View

                                            from £167 / night

                                              10

                                              Holiday home in Oia

                                              Santorini / Oia

                                              1 3 min stay varies

                                              • 1 bedroom
                                              • sleeps 3
                                              • min stay varies
                                              • Child friendly

                                              from £303 / night

                                              £2,115 / week

                                              Book View

                                              from £303 / night

                                                16

                                                Private room letting in Oia with shared pool

                                                Santorini / Oia

                                                1 3 1 night min

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

                                                from £95 / night

                                                £663 / week

                                                Book View

                                                from £95 / night

                                                  9

                                                  Oia holiday cave house let

                                                  Santorini / Oia

                                                  1 2 min stay varies

                                                  • 1 bedroom
                                                  • sleeps 2
                                                  • min stay varies
                                                  • Nearest beach 2 km
                                                  • Air conditioning

                                                  from £222 / night

                                                  £1,511 - £3,455 / week

                                                  Book View

                                                  from £222 / night

                                                    77

                                                    Oia holiday villa rental

                                                    Santorini / Oia

                                                    4 10 3 nights min

                                                    • 4 bedrooms
                                                    • sleeps 10
                                                    • 3 nights min
                                                    • Nearest beach 2 km
                                                    • Child friendly
                                                    • Car not necessary

                                                    from £403 / night

                                                    £2,820 / week

                                                    Book View

                                                    from £403 / night

                                                    (11) Very Good 

                                                      35

                                                      Oia holiday villa rental

                                                      Santorini / Oia

                                                      4 8 1 night min

                                                      • 4 bedrooms
                                                      • sleeps 8
                                                      • 1 night min
                                                      • Child friendly
                                                      • Air conditioning
                                                      • Ask about pets

                                                      from £303 / night

                                                      £2,115 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 1 hour 35 minutes

                                                      from £303 / night

                                                      (4) Very Good 

                                                        30

                                                        Holiday apartment in Oia

                                                        Santorini / Oia

                                                        2 4 1 night min

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

                                                        from £172 / night

                                                        £1,199 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 3 hours 22 minutes

                                                        from £172 / night

                                                          19

                                                          Holiday home in Oia

                                                          Santorini / Oia

                                                          1 3 2 nights min

                                                          • 1 bedroom
                                                          • sleeps 3
                                                          • 2 nights min
                                                          • Nearest beach 2 km
                                                          • Air conditioning

                                                          from £141 / night

                                                          £957 - £1,204 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 3 hours 18 minutes

                                                          from £141 / night

                                                          (53) Very Good 

                                                            11

                                                            Oia holiday studio rental

                                                            Santorini / Oia

                                                            Studio 3 3 nights min

                                                            • Studio
                                                            • sleeps 3
                                                            • 3 nights min
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 1 km
                                                            • Suitable for children age 5+

                                                            from £197 / night

                                                            £1,375 / week

                                                            Book View

                                                            from £197 / night

                                                            (3) Excellent 

                                                              40

                                                              Villa rental in Oia

                                                              Santorini / Oia

                                                              4 11 1 night min

                                                              • 4 bedrooms
                                                              • sleeps 11
                                                              • 1 night min
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 1 km
                                                              • Child friendly

                                                              from £474 / night

                                                              £3,314 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 3 hours 22 minutes

                                                              from £474 / night

                                                                16

                                                                Holiday home in Oia

                                                                Santorini / Oia

                                                                1 2 2 nights min

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • 2 nights min
                                                                • Air conditioning

                                                                from £141 / night

                                                                £794 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 3 hours 18 minutes

                                                                from £141 / night

                                                                (9) Very Good 

                                                                  32

                                                                  Holiday apartment in Oia

                                                                  Santorini / Oia

                                                                  1 3 1 night min

                                                                  • 1 bedroom
                                                                  • sleeps 3
                                                                  • 1 night min
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 1 km
                                                                  • Child friendly

                                                                  from £151 / night

                                                                  £1,058 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 3 hours 22 minutes

                                                                  from £151 / night

                                                                  (1) Excellent 

                                                                    8

                                                                    Holiday villa in Oia

                                                                    Santorini / Oia

                                                                    1 3 1 night min

                                                                    • 1 bedroom
                                                                    • sleeps 3
                                                                    • 1 night min
                                                                    • Child friendly
                                                                    • Air conditioning

                                                                    from £252 / night

                                                                    £1,763 / week

                                                                    Book View

                                                                    from £252 / night

                                                                      16

                                                                      Holiday villa in Oia

                                                                      Santorini / Oia

                                                                      1 2 1 night min

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • 1 night min
                                                                      • Child friendly
                                                                      • Car not necessary
                                                                      • Air conditioning

                                                                      from £261 / night

                                                                      £1,826 / week

                                                                      Book View

                                                                      from £261 / night

                                                                      (6) Very Good 

                                                                        32

                                                                        Cave house rental in Oia

                                                                        Santorini / Oia

                                                                        2 5 2 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 5
                                                                        • 2 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Nearest beach 0.25 km
                                                                        • Child friendly

                                                                        from £227 / night

                                                                        £1,511 - £3,203 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 3 hours 33 minutes

                                                                        from £227 / night

                                                                          6

                                                                          Holiday home rental

                                                                          Santorini / Oia

                                                                          1 2 3 nights min

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • 3 nights min
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          from £177 / night

                                                                          £1,234 / week

                                                                          Book View

                                                                          from £177 / night

                                                                            7

                                                                            Oia holiday studio rental

                                                                            Santorini / Oia

                                                                            Studio 3 1 night min

                                                                            • Studio
                                                                            • sleeps 3
                                                                            • 1 night min
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Air conditioning

                                                                            from £101 / night

                                                                            £705 / week

                                                                            Book View

                                                                            from £101 / night

                                                                              6

                                                                              Holiday home in Oia

                                                                              Santorini / Oia

                                                                              1 4 3 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 4
                                                                              • 3 nights min
                                                                              • Child friendly
                                                                              • Air conditioning

                                                                              from £227 / night

                                                                              £1,587 / week

                                                                              Book View

                                                                              from £227 / night

                                                                              (38) Excellent 

                                                                                65

                                                                                Holiday villa with swimming pool in Oia

                                                                                Santorini / Oia

                                                                                3 7 2 nights min

                                                                                • 3 bedrooms
                                                                                • sleeps 7
                                                                                • 2 nights min
                                                                                • Swimming pool
                                                                                • Child friendly
                                                                                • Air conditioning

                                                                                from £1,159 / night

                                                                                £8,108 - £13,395 / week

                                                                                Book View

                                                                                from £1,159 / night

                                                                                  10

                                                                                  Holiday cave house in Oia

                                                                                  Santorini / Oia

                                                                                  1 2 4 nights min

                                                                                  • 1 bedroom
                                                                                  • sleeps 2
                                                                                  • 4 nights min
                                                                                  • Air conditioning

                                                                                  from £116 / night

                                                                                  £811 / week

                                                                                  Book View

                                                                                  from £116 / night

                                                                                  Top Destination reviews

                                                                                  Fava Eco Residences - Gaia Suite
                                                                                  Amazing

                                                                                  Like last year we have to say, that this is a wonderfull place to stay. It is quiet with a large view and the sun downing is amazing! The host was wonderfull - can't be better! … see more
                                                                                  Magic view of the Caldera from Thea Studios
                                                                                  Amazing View with the best access to the pedestrian street.

                                                                                  This rental is awesome. The views are amazing, with the location being just as good. You can walk out your own private entrance from the pedestrian street and within 20 meters find the boat tour counter, a market, 3 restaurants and car/motorbike rental. The operators are ever helpful and are more than willing to help organize anything you wish. Excellent place, and we will be back again when we are next in Santorini!see more
                                                                                  Fava Eco Residences - Anemos Suite
                                                                                  Santorini

                                                                                  This place is a hike to get to. The place was very nice and we were able to sleep 3 people. 2 people upstairs and one downstairs. You could have fit a 4th person on the couch downstairs. The place was very clean. The drawback was that we were told to throw our own garbage out but we couldn't find the trash. The walk out to downtown Oia was tricky at first but we were able to figure our way there. There is a great restaurant near where we stay. I would highly recommend it.see more
                                                                                  Fava Eco Residences - Helios Suite
                                                                                  Most Beautiful Villa with an amazing view

                                                                                  We stayed in Fava for 4 full days and couldn't be happier. A 10 minute walk from Oia - this beautiful cave house came equipped with everything. The location was awesome as it was next to great restaurants, local shops and even bus stops. I would definitely come back here in a heart beat- Thank you Antonis & Ms Eri for an unforgettable experience!see more
                                                                                  OIA SUNSET VILLAS - villa DIAMOND - Pools & Spa
                                                                                  Great Location & personal service

                                                                                  Complex of 5 villas with shared pool, 1 villa with private pool & extended grounds.. great location 5 mins from Oia..fabulous sunsets! Lovely villas, only downside shower rooms are really small! Site Manager Konstantinos will do anything you ask, no job too small, will also book cabs, get shopping/food deliveries, book trips/restaurants etc.see more
                                                                                  OIA SUNSET VILLAS - villa "EMERALD" - Pools & Spa
                                                                                  Everything we could hope for!

                                                                                  Sunset Villas offered everything we needed for our family holiday. The location is beautiful and lives up to the description and photographs. There was plenty to do locally with Oia and Ammoudi Bay just a short walk away. … see more

                                                                                  Also consider