San Casciano in Val di Pesa Rentals

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8,348 Houses

(2) Excellent 

    21

    Tuscan Country house in the chianti area with pool

    Province of Florence / San Casciano in Val di Pesa

    San Casciano in Val di Pesa house

    6 12 min stay varies

    • 6 bedrooms
    • sleeps 12
    • min stay varies
    • Child Friendly
    • Pet Friendly

    Price per night from

    $396

    Price per night from

    $396

      28

      Gorgeous independent house, in Chianti, with pool

      Province of Florence / San Casciano in Val di Pesa

      San Casciano in Val di Pesa house

      3 6 7 nights min

      • 3 bedrooms
      • sleeps 6
      • 7 nights min
      • Swimming pool
      • Child Friendly
      • Pet Friendly

      Price per night from

      $207

      Price per night from

      $207

      (7) Excellent 

        22

        Casa vacanze Bellavista

        Province of Florence / San Casciano in Val di Pesa

        San Casciano in Val di Pesa farmhouse

        1 4 3 nights min

        • 1 bedroom
        • sleeps 4
        • 3 nights min
        • Child Friendly
        • Pet Friendly

        Price per night from

        $82

        Price per night from

        $82

        (3) Very Good 

          28

          Restored Farmhouse w/Pool among Chianti vineyards

          Province of Florence / San Casciano in Val di Pesa

          San Casciano in Val di Pesa house

          6 12 7 nights min

          • 6 bedrooms
          • sleeps 12
          • 7 nights min
          • Nearest beach 70 mi
          • Swimming pool
          • Child Friendly

          Price per night from

          $485

          Price per night from

          $485

            60

            Villa la Mandragola

            Province of Florence / San Casciano in Val di Pesa

            San Casciano in Val di Pesa villa

            6 12 min stay varies

            • 6 bedrooms
            • sleeps 12
            • min stay varies
            • Swimming pool
            • Child Friendly
            • Air conditioning

            Price per night from

            $459

            Price per night from

            $459

              20

              Chianti barn Independent

              Province of Florence / San Casciano in Val di Pesa

              San Casciano in Val di Pesa cottage

              2 5 2 nights min

              • 2 bedrooms
              • sleeps 5
              • 2 nights min
              • Nearest beach 80 mi
              • Child Friendly
              • Pet Friendly

              Price per night from

              $115

              Price per night from

              $115

                10

                Chianti- Florence - Bedroom with bathroom 2+1 peop

                San Casciano in Val di Pesa / Campoli in Chianti

                Campoli in Chianti b&b

                1 3 2 nights min

                • 1 bedroom
                • sleeps 3
                • 2 nights min

                Price per night from

                $64

                Price per night from

                $64

                  61

                  Tagliafune

                  Province of Florence / San Casciano in Val di Pesa

                  San Casciano in Val di Pesa villa

                  5 10 7 nights min

                  • 5 bedrooms
                  • sleeps 10
                  • 7 nights min
                  • Swimming pool
                  • Child Friendly

                  Price per night from

                  $684

                  Price per night from

                  $684

                    23

                    Tuscan Castello sleeps up to 26. Private pool.

                    Province of Florence / San Casciano in Val di Pesa

                    San Casciano in Val di Pesa castle

                    11 16 min stay varies

                    • 11 bedrooms
                    • sleeps 16
                    • min stay varies
                    • Swimming pool
                    • Child Friendly

                    Price per night from

                    $1,560

                    Price per night from

                    $1,560

                    (2) Excellent 

                      12

                      Vichiaccio - Il Fienile

                      San Casciano in Val di Pesa / Campoli in Chianti

                      Campoli in Chianti farmhouse

                      1 5 2 nights min

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

                      Price per night from

                      $166

                      Price per night from

                      $166

                      (1) Excellent 

                        90

                        Typical house in Chianti

                        Province of Florence / San Casciano in Val di Pesa

                        San Casciano in Val di Pesa house

                        3 6 3 nights min

                        • 3 bedrooms
                        • sleeps 6
                        • 3 nights min
                        • Nearest beach 161 mi
                        • Child Friendly
                        • Ask about pets

                        Price per night from

                        $153

                        Price per night from

                        $153

                        (28) Excellent 

                          22

                          Dreamy Tuscan Farmhouse near Florence, Podere la V

                          Province of Florence / San Casciano in Val di Pesa

                          San Casciano in Val di Pesa villa

                          3 6 min stay varies

                          • 3 bedrooms
                          • sleeps 6
                          • min stay varies
                          • Swimming pool
                          • Child Friendly
                          • Air conditioning
                          “Let's Go Back Soon!” The villa is beautiful, cheerful, and we felt at home. Ilaria keeps Podera very clean. Podera is fully equipped and updated. Ilaria and Rafael are the best hosts one can imagine, full of useful information about the area. They ar

                          Price per night from

                          $319

                          Price per night from

                          $319

                            14

                            GIALLO Immersed in the countryside, with pool

                            Province of Florence / San Casciano in Val di Pesa

                            San Casciano in Val di Pesa apartment

                            1 2 5 nights min

                            • 1 bedroom
                            • sleeps 2
                            • 5 nights min
                            • Nearest beach 90 mi
                            • Swimming pool
                            • Child Friendly

                            Price per night from

                            $141

                            Price per night from

                            $141

                            (34) Excellent 

                              31

                              Perfect Tuscany Chianti Vineyard Villa-Great Views-Visit Wineries-Casa San Vito

                              Province of Florence / San Casciano in Val di Pesa

                              San Casciano in Val di Pesa villa

                              3 7 3 nights min

                              • 3 bedrooms
                              • sleeps 7
                              • 3 nights min
                              • Child Friendly
                              • Car not necessary
                              “Casa San Vito - Beautiful, comfortable and perfectly situated villa” My son, daughter-in-law and grandchildren (ages 10 and 16) and I arrived at Casa San Vito after a great 6 days in Rome and Naples. Situated amidst grape vineyards and olive orchard

                              Price per night from

                              $117

                              Responds fast!
                              avg. 2 hours 41 minutes

                              Price per night from

                              $117

                              (2) Excellent 

                                16

                                Cosy apartment in the center of Sancasciano in Val di Pesa, Chianti area of Tuscany. Tony&Francesca

                                Province of Florence / San Casciano in Val di Pesa

                                San Casciano in Val di Pesa apartment

                                2 5 2 nights min

                                • 2 bedrooms
                                • sleeps 5
                                • 2 nights min
                                • Nearest beach 81 mi
                                • Child Friendly
                                • Air conditioning

                                Price per night from

                                $128

                                Price per night from

                                $128

                                  24

                                  TORRE - in the countryside with pool

                                  Province of Florence / San Casciano in Val di Pesa

                                  San Casciano in Val di Pesa apartment

                                  2 4 min stay varies

                                  • 2 bedrooms
                                  • sleeps 4
                                  • min stay varies
                                  • Swimming pool
                                  • Child Friendly
                                  • Pet Friendly

                                  Price per night from

                                  $166

                                  Price per night from

                                  $166

                                    30

                                    Poggiosanto

                                    Province of Florence / San Casciano in Val di Pesa

                                    San Casciano in Val di Pesa apartment

                                    2 6 min stay varies

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

                                    Price per night from

                                    $294

                                    Price per night from

                                    $294

                                      40

                                      Castle in Chianti with swimming pool near Florence

                                      Province of Florence / San Casciano in Val di Pesa

                                      San Casciano in Val di Pesa villa

                                      11 15 7 nights min

                                      • 11 bedrooms
                                      • sleeps 15
                                      • 7 nights min
                                      • Nearest beach 120 mi
                                      • Swimming pool
                                      • Child Friendly

                                      Price per night from

                                      $1,253

                                      Price per night from

                                      $1,253

                                        17

                                        BLU - tuscan country house with pool

                                        Province of Florence / San Casciano in Val di Pesa

                                        San Casciano in Val di Pesa apartment

                                        1 4 min stay varies

                                        • 1 bedroom
                                        • sleeps 4
                                        • min stay varies
                                        • Nearest beach 95 mi
                                        • Swimming pool
                                        • Child Friendly

                                        Price per night from

                                        $128

                                        Price per night from

                                        $128

                                        (1) Excellent 

                                          32

                                          In the heart of Tuscany, Renaissance Villa with pool and views, Chianti and Sien

                                          Province of Florence / San Casciano in Val di Pesa

                                          San Casciano in Val di Pesa villa

                                          11 20 5 nights min

                                          • 11 bedrooms
                                          • sleeps 20
                                          • 5 nights min
                                          • Swimming pool
                                          • Ask about children
                                          • Air conditioning

                                          Price per night from

                                          $1,522

                                          Responds fast!
                                          avg. 2 hours 38 minutes

                                          Price per night from

                                          $1,522

                                          (59) Excellent 

                                            44

                                            "Le Massucce" 2 Bedrooms Farmhouse in Chianti

                                            Province of Florence / San Casciano in Val di Pesa

                                            San Casciano in Val di Pesa farmhouse

                                            2 5 3 nights min

                                            • 2 bedrooms
                                            • sleeps 5
                                            • 3 nights min
                                            • Child Friendly
                                            • Pet Friendly
                                            • Private garden
                                            “Home away from home” This is the perfect place to visit beautiful Tuscany. Close to everything (Florence, Lucas, San Gimignano) and casted away in the country. Beautiful views, peaceful surroundings. The house (more than just an appartment) is simpl

                                            Price per night from

                                            $102

                                            Price per night from

                                            $102

                                              40

                                              Casale del Lago

                                              Province of Florence / San Casciano in Val di Pesa

                                              San Casciano in Val di Pesa house

                                              4 12 min stay varies

                                              • 4 bedrooms
                                              • sleeps 12
                                              • min stay varies
                                              • Swimming pool
                                              • Child Friendly
                                              • Air conditioning

                                              Price per night from

                                              $255

                                              Price per night from

                                              $255

                                                19

                                                CHIARA- in Chianti farmhouse, with pool

                                                Province of Florence / San Casciano in Val di Pesa

                                                San Casciano in Val di Pesa apartment

                                                1 2 5 nights min

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

                                                Price per night from

                                                $124

                                                Price per night from

                                                $124

                                                  44

                                                  The Villa

                                                  Province of Florence / San Casciano in Val di Pesa

                                                  San Casciano in Val di Pesa villa

                                                  4 12 min stay varies

                                                  • 4 bedrooms
                                                  • sleeps 12
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Child Friendly

                                                  Price per night from

                                                  $765

                                                  Price per night from

                                                  $765

                                                    51

                                                    4 bedroom Villa with Pool, Air Con and WiFi - 5229298

                                                    Province of Florence / San Casciano in Val di Pesa

                                                    San Casciano in Val di Pesa villa

                                                    4 12 7 nights min

                                                    • 4 bedrooms
                                                    • sleeps 12
                                                    • 7 nights min
                                                    • Swimming pool
                                                    • Child Friendly
                                                    • Air conditioning

                                                    Price per night from

                                                    $232

                                                    Price per night from

                                                    $232

                                                      35

                                                      Luxury villa Machiavelli

                                                      Province of Florence / San Casciano in Val di Pesa

                                                      San Casciano in Val di Pesa villa

                                                      10 20 7 nights min

                                                      • 10 bedrooms
                                                      • sleeps 20
                                                      • 7 nights min
                                                      • Swimming pool
                                                      • Child Friendly
                                                      • Air conditioning

                                                      Price per night from

                                                      $8,088

                                                      Price per night from

                                                      $8,088

                                                        37

                                                        CHARMING SELF HOUSE

                                                        Province of Florence / San Casciano in Val di Pesa

                                                        San Casciano in Val di Pesa house

                                                        3 5 3 nights min

                                                        • 3 bedrooms
                                                        • sleeps 5
                                                        • 3 nights min
                                                        • Child Friendly
                                                        • Pet Friendly

                                                        Price per night from

                                                        $147

                                                        Price per night from

                                                        $147

                                                          34

                                                          DAVID Mini Suite Perfect Location

                                                          San Casciano in Val di Pesa / Mercatale di Val di Pesa

                                                          Mercatale di Val di Pesa apartment

                                                          1 3 min stay varies

                                                          • 1 bedroom
                                                          • sleeps 3
                                                          • min stay varies
                                                          • Child Friendly
                                                          • Air conditioning

                                                          Price per night from

                                                          $70

                                                          Responds fast!
                                                          avg. 3 hours 45 minutes

                                                          Price per night from

                                                          $70

                                                            5

                                                            Italian Culinary Tours

                                                            Province of Florence / San Casciano in Val di Pesa

                                                            San Casciano in Val di Pesa villa

                                                            5 10 7 nights min

                                                            • 5 bedrooms
                                                            • sleeps 10
                                                            • 7 nights min
                                                            • Child Friendly

                                                            Price per night from

                                                            $1,273

                                                            Price per night from

                                                            $1,273

                                                            (24) Excellent 

                                                              15

                                                              Chianti Tuscany Spectacular Picture Postcard Views-Visit Wineries-Casa Rossa

                                                              Province of Florence / San Casciano in Val di Pesa

                                                              San Casciano in Val di Pesa house

                                                              2 6 min stay varies

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              “Casa Rossa” We thoroughly enjoyed our stay Casa Rossa is a very nice house in the heart of Tuscany. The home is very well kept and Francesco the owner was very helpful. We thoroughly enjoyed our stay and would recommend it to anyone who wants to see

                                                              Price per night from

                                                              $117

                                                              Responds fast!
                                                              avg. 2 hours 41 minutes

                                                              Price per night from

                                                              $117

                                                                11

                                                                Romantic cottage in Chianti for two people

                                                                San Casciano in Val di Pesa / Campoli in Chianti

                                                                Campoli in Chianti apartment

                                                                1 2 2 nights min

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • 2 nights min
                                                                • Private garden

                                                                Price per night from

                                                                $90

                                                                Price per night from

                                                                $90

                                                                  30

                                                                  The Court The Court

                                                                  Province of Florence / San Casciano in Val di Pesa

                                                                  San Casciano in Val di Pesa house

                                                                  7 14 7 nights min

                                                                  • 7 bedrooms
                                                                  • sleeps 14
                                                                  • 7 nights min
                                                                  • Swimming pool
                                                                  • Ask about children
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $756

                                                                  Price per night from

                                                                  $756

                                                                    30

                                                                    7 bedroom Villa with Pool, Air Con and WiFi - 5720928

                                                                    Province of Florence / San Casciano in Val di Pesa

                                                                    San Casciano in Val di Pesa villa

                                                                    7 14 7 nights min

                                                                    • 7 bedrooms
                                                                    • sleeps 14
                                                                    • 7 nights min
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $923

                                                                    Price per night from

                                                                    $923

                                                                      10

                                                                      1 bedroom Apartment with WiFi - 5218262

                                                                      San Casciano in Val di Pesa / Mercatale di Val di Pesa

                                                                      Mercatale di Val di Pesa villa

                                                                      1 2 7 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • 7 nights min
                                                                      • Child Friendly
                                                                      • Ask about pets

                                                                      Price per night from

                                                                      $342

                                                                      Price per night from

                                                                      $342

                                                                        21

                                                                        9 bedroom Villa with Pool, Air Con and WiFi - 5218425

                                                                        Province of Florence / San Casciano in Val di Pesa

                                                                        San Casciano in Val di Pesa apartment

                                                                        9 18 7 nights min

                                                                        • 9 bedrooms
                                                                        • sleeps 18
                                                                        • 7 nights min
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $627

                                                                        Price per night from

                                                                        $627

                                                                          53

                                                                          3 bedroom Apartment with Pool, Air Con and WiFi - 5720894

                                                                          San Casciano in Val di Pesa / Calcinaia

                                                                          Calcinaia apartment

                                                                          3 8 7 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 8
                                                                          • 7 nights min
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $438

                                                                          Price per night from

                                                                          $438

                                                                            22

                                                                            Montignana Apartments - Montignana Apartments Bilo 4 Pax

                                                                            San Casciano in Val di Pesa / Ponte di Gabbiano

                                                                            Ponte di Gabbiano farmhouse

                                                                            1 4 min stay varies

                                                                            • 1 bedroom
                                                                            • sleeps 4
                                                                            • min stay varies
                                                                            • Nearest beach 93 mi
                                                                            • Swimming pool
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $113

                                                                            Price per night from

                                                                            $113

                                                                              48

                                                                              5 bedroom Villa with Pool, Air Con and WiFi - 5720901

                                                                              San Casciano in Val di Pesa / Calcinaia

                                                                              Calcinaia villa

                                                                              5 14 7 nights min

                                                                              • 5 bedrooms
                                                                              • sleeps 14
                                                                              • 7 nights min
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $1,508

                                                                              Price per night from

                                                                              $1,508