Vacation Rentals with Pool in Santorini

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Filtering by: Swimming pool

369 vacation rentals

(2) Very Good 

    40

    Courtyard of the Stars Villa, renovated 19th c winery

    Santorini / Emporio

    Emporio villa

    4 10 3 nights min

    • 4 bedrooms
    • sleeps 10
    • 3 nights min
    • Nearest beach 6 mi
    • Swimming pool
    • Child Friendly

    Price per night from

    $325

    Responds fast!
    avg. 35 minutes

    Price per night from

    $325

    (32) Excellent 

      28

      LOCATION LOCATION LOCATION-PRIVATE POOL with views to INFINITY- House/Villa

      Santorini / Imerovigli

      Imerovigli villa

      3 8 min stay varies

      • 3 bedrooms
      • sleeps 8
      • min stay varies
      • Nearest beach 5 mi
      • Swimming pool
      • Child Friendly
      “Awesome, Beautiful - Villa Santorini” Our family stayed at Villa Santorini for a week in august 2013. Before our arrival the owners communicated with detail what to expect, things to see and even helped us with travel information for our stop-over in
      …see more

      Price per night from

      $626

      Responds fast!
      avg. 3 hours 49 minutes

      Price per night from

      $626

      (16) Very Good 

        21

        Rodakas Hotel, Family Friendly Rent, 12 guests occupancy .

        Santorini / Akrotiri

        Akrotiri hotel apartment

        4 12 min stay varies

        • 4 bedrooms
        • sleeps 12
        • min stay varies
        • Beach / lakeside relaxation
        • Nearest beach 0 mi
        • Swimming pool
        “An amazing weekend with an amazing host!” The service was amazing! Maria took such good care of us. As a piece of advice always take her advice, she could have gotten us a rental car for 50 euro, but we ended up trying to do it on our own and it cost
        …see more

        Price per night from

        $204

        Price per night from

        $204

        (20) Excellent 

          32

          ANTELMI VILLA CALDERA FIROSTEFANI

          Santorini / Firostefani

          Firostefani villa

          4 10 2 nights min

          • 4 bedrooms
          • sleeps 10
          • 2 nights min
          • Nearest beach 3 mi
          • Swimming pool
          • Child Friendly

          Price per night from

          $1,111

          Responds fast!
          avg. 3 hours 45 minutes

          Price per night from

          $1,111

            27

            Red Cliff Villa

            Santorini / Akrotiri

            Akrotiri villa

            2 6 1 night min

            • 2 bedrooms
            • sleeps 6
            • 1 night min
            • Beach / lakeside relaxation
            • Nearest beach 0.3 mi
            • Swimming pool

            Price per night from

            $722

            Responds fast!
            avg. 59 minutes

            Price per night from

            $722

            (1) Excellent 

              15

              Du Soleil Suite Santorini

              Santorini / Vlichada

              Vlichada house

              1 3 min stay varies

              • 1 bedroom
              • sleeps 3
              • min stay varies
              • Nearest beach 0.5 mi
              • Swimming pool
              • Child Friendly

              Price per night from

              $70

              Responds fast!
              avg. 3 hours 11 minutes

              Price per night from

              $70

              (7) Excellent 

                24

                BLUEDOME CAVEHOUSE OIA SANTORINI

                Santorini / Oia

                Oia villa

                2 6 2 nights min

                • 2 bedrooms
                • sleeps 6
                • 2 nights min
                • Nearest beach 1 mi
                • Swimming pool
                • Child Friendly

                Price per night from

                $836

                Responds fast!
                avg. 2 hours 6 minutes

                Price per night from

                $836

                (7) Excellent 

                  35

                  VERY SPACIOUS - View - cave house for 6 people - jacuzzi - 3bdr: Spiti Barbara

                  Santorini / Firostefani

                  Firostefani house

                  3 6 5 nights min

                  • 3 bedrooms
                  • sleeps 6
                  • 5 nights min
                  • Beach / lakeside relaxation
                  • Nearest beach 7 mi
                  • Swimming pool

                  Price per night from

                  $614

                  Price per night from

                  $614

                    9

                    Livas Villa (1 bedroom), sea view, private pool & free car rental

                    Cyclades / Santorini

                    Santorini villa

                    1 5 min stay varies

                    • 1 bedroom
                    • sleeps 5
                    • min stay varies
                    • Beach / lakeside relaxation
                    • Nearest beach 0.4 mi
                    • Swimming pool

                    Price per night from

                    $262

                    Price per night from

                    $262

                    (2) Excellent 

                      23

                      Ammos Oia Mansion

                      Santorini / Oia

                      Oia villa

                      2 6 3 nights min

                      • 2 bedrooms
                      • sleeps 6
                      • 3 nights min
                      • Swimming pool
                      • Child Friendly
                      • Air conditioning

                      Price per night from

                      $719

                      Price per night from

                      $719

                      (6) Excellent 

                        9

                        Felicity Villas - Victoria

                        Santorini / Kamari

                        Kamari villa

                        3 5 2 nights min

                        • 3 bedrooms
                        • sleeps 5
                        • 2 nights min
                        • Nearest beach 0.2 mi
                        • Swimming pool
                        • Child Friendly

                        Price per night from

                        $454

                        Price per night from

                        $454

                        (42) Excellent 

                          71

                          Mansion Sophia in Santorini- Car & Private Transfer included

                          Santorini / Megalochori

                          Megalochori villa

                          2 4 3 nights min

                          • 2 bedrooms
                          • sleeps 4
                          • 3 nights min
                          • Beach / lakeside relaxation
                          • Nearest beach 7 mi
                          • Swimming pool
                          “Perfect Spot!” Mansion Sophia is not just well-appointed; it is elegant and at the perfect spot in Santorini. Located so close to the best beaches of the island and all the beautiful attractions like the excavations of akrotiri, yet enjoyably quiet aw
                          …see more

                          Price per night from

                          $325

                          Responds fast!
                          avg. 2 hours 39 minutes

                          Price per night from

                          $325

                            48

                            Winery Villa

                            Santorini / Finikia

                            Finikia villa

                            3 8 3 nights min

                            • 3 bedrooms
                            • sleeps 8
                            • 3 nights min
                            • Beach / lakeside relaxation
                            • Nearest beach 1 mi
                            • Swimming pool

                            Price per night from

                            $396

                            Responds fast!
                            avg. 1 hour 40 minutes

                            Price per night from

                            $396

                            (14) Very Good 

                              42

                              ABELOMILOS EXCLUSIVE VILLA

                              Santorini / Imerovigli

                              Imerovigli villa

                              2 6 min stay varies

                              • 2 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Beach / lakeside relaxation
                              • Nearest beach 0 mi
                              • Swimming pool

                              Price per night from

                              $209

                              Price per night from

                              $209

                              (13) Very Good 

                                46

                                Luxury Villa at Oia with amazing view and pool

                                Santorini / Oia

                                Oia villa

                                3 9 3 nights min

                                • 3 bedrooms
                                • sleeps 9
                                • 3 nights min
                                • Beach / lakeside relaxation
                                • Nearest beach 3 mi
                                • Swimming pool
                                “Discover this Jewel” After sailing around the Greek Islands on a charter we decided on a land holiday in the beautiful Oia. We are a group of 2 familes 8 persons from the moment our host met us at our transport everything we done to settle us into o
                                …see more

                                Price per night from

                                $758

                                Price per night from

                                $758

                                (7) Excellent 

                                  23

                                  Holiday Villa in Fira, Santorini

                                  Santorini / Fira

                                  Fira villa

                                  2 6 2 nights min

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

                                  Price per night from

                                  $506

                                  Responds fast!
                                  avg. 2 hours 51 minutes

                                  Price per night from

                                  $506

                                  (1) Excellent 

                                    13

                                    Timedrops Santorini Byzantine Villa

                                    Santorini / Emporio

                                    Emporio villa

                                    1 3 min stay varies

                                    • 1 bedroom
                                    • sleeps 3
                                    • min stay varies
                                    • Swimming pool
                                    • Ask about children
                                    • Ask about pets

                                    Price per night from

                                    $196

                                    Responds fast!
                                    avg. 2 hours 35 minutes

                                    Price per night from

                                    $196

                                    (7) Excellent 

                                      19

                                      Hector Cave house

                                      Santorini / Oia

                                      Oia cave house

                                      1 5 2 nights min

                                      • 1 bedroom
                                      • sleeps 5
                                      • 2 nights min
                                      • Swimming pool
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $392

                                      Price per night from

                                      $392

                                      (2) Very Good 

                                        14

                                        Family friendly , Boutique hotel , in Santorini

                                        Santorini / Akrotiri

                                        Akrotiri hotel apartment

                                        2 6 min stay varies

                                        • 2 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Swimming pool
                                        • Child Friendly
                                        • Air conditioning

                                        Price per night from

                                        $102

                                        Price per night from

                                        $102

                                          23

                                          Guest House Livas

                                          Santorini / Vourvoulos

                                          Vourvoulos villa

                                          1 2 3 nights min

                                          • 1 bedroom
                                          • sleeps 2
                                          • 3 nights min
                                          • Swimming pool
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $297

                                          Price per night from

                                          $297

                                          (2) Excellent 

                                            25

                                            Eolia Villas Superior Villa The Sensation Of An

                                            Santorini / Pyrgos

                                            Pyrgos villa

                                            4 11 3 nights min

                                            • 4 bedrooms
                                            • sleeps 11
                                            • 3 nights min
                                            • Nearest beach 5 mi
                                            • Swimming pool
                                            • Child Friendly

                                            Price per night from

                                            $653

                                            Price per night from

                                            $653

                                              31

                                              Guest House Zephyros

                                              Santorini / Fira

                                              Fira villa

                                              1 2 3 nights min

                                              • 1 bedroom
                                              • sleeps 2
                                              • 3 nights min
                                              • Swimming pool
                                              • Child Friendly

                                              Price per night from

                                              $263

                                              Price per night from

                                              $263

                                              (7) Excellent 

                                                70

                                                Eos Santorini villa with private pool

                                                Santorini / Imerovigli

                                                Imerovigli villa

                                                9 20 3 nights min

                                                • 9 bedrooms
                                                • sleeps 20
                                                • 3 nights min
                                                • Nearest beach 2 mi
                                                • Swimming pool
                                                • Child Friendly
                                                “Excellent place and great hosts” A very nice place to stay and great view of the Airport side of Santorini. The breakfast was located at the main hotel around 5 minutes away but was good food. The owners were very helpful with any questions about thi
                                                …see more

                                                Price per night from

                                                $799

                                                Price per night from

                                                $799

                                                (2) Excellent 

                                                  35

                                                  By the Mill, Caldera, Oia - private, spacious, sunset and volcano views

                                                  Santorini / Oia

                                                  Oia villa

                                                  3 6 2 nights min

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • 2 nights min
                                                  • Swimming pool
                                                  • Child Friendly
                                                  • Car not necessary

                                                  Price per night from

                                                  $758

                                                  Price per night from

                                                  $758

                                                  (2) Excellent 

                                                    12

                                                    Santorini Villa The Birds Apartments for 5 with Free Car

                                                    Santorini / Perissa

                                                    Perissa apartment

                                                    2 5 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 5
                                                    • min stay varies
                                                    • Nearest beach 0.5 mi
                                                    • Swimming pool
                                                    • Child Friendly

                                                    Price per night from

                                                    $157

                                                    Price per night from

                                                    $157

                                                      13

                                                      "Sand" luxury sea front 3 bedroom villa with private pool!

                                                      Santorini / Karterádhos

                                                      Karterádhos villa

                                                      2 7 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 7
                                                      • min stay varies
                                                      • Nearest beach 0.1 mi
                                                      • Swimming pool
                                                      • Child Friendly

                                                      Price per night from

                                                      $286

                                                      Responds fast!
                                                      avg. 1 hour 32 minutes

                                                      Price per night from

                                                      $286

                                                      (3) Very Good 

                                                        39

                                                        Loukas&Emma Family Houses -Three bedroom apartment

                                                        Santorini / Perissa

                                                        Perissa apartment

                                                        3 7 2 nights min

                                                        • 3 bedrooms
                                                        • sleeps 7
                                                        • 2 nights min
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 0.5 mi
                                                        • Swimming pool

                                                        Price per night from

                                                        $260

                                                        Price per night from

                                                        $260

                                                        (22) Excellent 

                                                          70

                                                          Aqua & Terra superior private VILLA hot plunge pool and sea view

                                                          Santorini / Oia

                                                          Oia house

                                                          2 5 2 nights min

                                                          • 2 bedrooms
                                                          • sleeps 5
                                                          • 2 nights min
                                                          • Swimming pool
                                                          • Child Friendly
                                                          • Air conditioning

                                                          Price per night from

                                                          $523

                                                          Responds fast!
                                                          avg. 2 hours 19 minutes

                                                          Price per night from

                                                          $523

                                                          (6) Excellent 

                                                            21

                                                            Tramountana Villa (3 bedrooms), sea view, private pool, and free car rental

                                                            Santorini / Vourvoulos

                                                            Vourvoulos villa

                                                            3 6 min stay varies

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 0.4 mi
                                                            • Swimming pool

                                                            Price per night from

                                                            $675

                                                            Price per night from

                                                            $675

                                                            (2) Excellent 

                                                              13

                                                              PERFECT FAMILY ESCAPE VILLA - Car included

                                                              Santorini / Mesaria

                                                              Mesaria villa

                                                              2 6 3 nights min

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • 3 nights min
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 3 mi
                                                              • Swimming pool

                                                              Price per night from

                                                              $389

                                                              Price per night from

                                                              $389

                                                                14

                                                                Monolithos Pool Villa by the Beach

                                                                Santorini / Monolithos

                                                                Monolithos villa

                                                                3 8 3 nights min

                                                                • 3 bedrooms
                                                                • sleeps 8
                                                                • 3 nights min
                                                                • Beach / lakeside relaxation
                                                                • Nearest beach 0.5 mi
                                                                • Swimming pool

                                                                Price per night from

                                                                $497

                                                                Responds fast!
                                                                avg. 1 hour 53 minutes

                                                                Price per night from

                                                                $497

                                                                  24

                                                                  Timedrops Santorini Pirate Luxury Villa

                                                                  Santorini / Emporio

                                                                  Emporio villa

                                                                  2 3 min stay varies

                                                                  • 2 bedrooms
                                                                  • sleeps 3
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Ask about pets

                                                                  Price per night from

                                                                  $183

                                                                  Responds fast!
                                                                  avg. 2 hours 35 minutes

                                                                  Price per night from

                                                                  $183

                                                                  (2) Excellent 

                                                                    12

                                                                    Romantic Villa Expansive View - Car included

                                                                    Santorini / Mesaria

                                                                    Mesaria villa

                                                                    2 5 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 5
                                                                    • min stay varies
                                                                    • Nearest beach 3 mi
                                                                    • Swimming pool
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $402

                                                                    Price per night from

                                                                    $402

                                                                    (8) Excellent 

                                                                      30

                                                                      White Cave Private Villa

                                                                      Santorini / Pyrgos

                                                                      Pyrgos villa

                                                                      4 9 min stay varies

                                                                      • 4 bedrooms
                                                                      • sleeps 9
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Swimming pool
                                                                      • Child Friendly

                                                                      Price per night from

                                                                      $458

                                                                      Price per night from

                                                                      $458

                                                                        17

                                                                        Windmill Villas - Master Blue Windmill

                                                                        Santorini / Imerovigli

                                                                        Imerovigli villa

                                                                        2 6 min stay varies

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Beach / lakeside relaxation
                                                                        • Swimming pool
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $392

                                                                        Price per night from

                                                                        $392

                                                                          24

                                                                          Mansion Sophia

                                                                          Santorini / Megalochori

                                                                          Megalochori house

                                                                          2 4 3 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • 3 nights min
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $336

                                                                          Price per night from

                                                                          $336

                                                                          (7) Excellent 

                                                                            30

                                                                            270 Oia's View Cavehouse VII private swimming pool, sunset view

                                                                            Santorini / Oia

                                                                            Oia villa

                                                                            2 4 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 4
                                                                            • min stay varies
                                                                            • Beach / lakeside relaxation
                                                                            • Swimming pool
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $273

                                                                            Price per night from

                                                                            $273

                                                                            (4) Excellent 

                                                                              36

                                                                              Eolia Villas Senior Villa The Sensation Of An Ethereal Private Paradise

                                                                              Santorini / Pyrgos

                                                                              Pyrgos villa

                                                                              4 11 3 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 11
                                                                              • 3 nights min
                                                                              • Nearest beach 3 mi
                                                                              • Swimming pool
                                                                              • Child Friendly

                                                                              Price per night from

                                                                              $588

                                                                              Price per night from

                                                                              $588