Montegabbro Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

755 Houses

(1) Excellent 

    49

    Casa Francesca

    Colle di Val d'Elsa / Montegabbro

    Colle di Val d'Elsa apartment

    2 5 5 nights min

    • 2 bedrooms
    • sleeps 5
    • 5 nights min
    • Nearest beach 60 mi
    • Child Friendly
    • Ask about pets
    Match: Horse riding Tennis in town All filters match

    Price per night from

    $85

    Price per night from

    $85

    (5) Excellent 

      53

      Rustic apartment in ancient Tuscan village with 2 bedrooms and shaded terrace

      Colle di Val d'Elsa / Montegabbro

      Colle di Val d'Elsa apartment

      2 5 5 nights min

      • 2 bedrooms
      • sleeps 5
      • 5 nights min
      • Nearest beach 60 mi
      • Child Friendly
      • Ask about pets
      Match: Horse riding Tennis in town All filters match

      Price per night from

      $85

      Price per night from

      $85

      Great rentals within 20 miles that match your search

      Distance approx 15.03 km from Montegabbro

        6

        Casa del Lupo

        Province of Pisa / San Dalmazio

        San Dalmazio house

        1 3 1 night min

        • 1 bedroom
        • sleeps 3
        • 1 night min
        • Ask about children
        Match: Horse riding Tennis in town All filters match

        Price per night from

        $92

        Price per night from

        $92

        Distance approx 9.67 km from Montegabbro

        (3) Excellent 

          73

          Ancient VISCONTI Tower

          Province of Florence / Tavarnelle Val di Pesa

          Tavarnelle Val di Pesa apartment

          2 5 min stay varies

          • 2 bedrooms
          • sleeps 5
          • min stay varies
          • Nearest beach 90 mi
          • Swimming pool
          • Child Friendly
          Match: Horse riding Tennis in town All filters match

          Price per night from

          $156

          Price per night from

          $156

          Distance approx 13.56 km from Montegabbro

          (2) Excellent 

            21

            Monache 1, holiday rental with private pool and garden near San Gimignano

            Province of Siena / San Gimignano

            San Gimignano farmhouse

            1 4 min stay varies

            • 1 bedroom
            • sleeps 4
            • min stay varies
            • Nearest beach 45 mi
            • Swimming pool
            • Child Friendly
            Match: Horse riding Tennis in town All filters match

            Price per night from

            $85

            Price per night from

            $85

            Distance approx 5.94 km from Montegabbro

            (1) Excellent 

              13

              Villa La Ripa - Padronale

              Province of Siena / San Gimignano

              San Gimignano villa

              2 4 min stay varies

              • 2 bedrooms
              • sleeps 4
              • min stay varies
              • Nearest beach 70 mi
              • Swimming pool
              • Child Friendly
              Match: Horse riding Tennis in town All filters match

              Price per night from

              $182

              Price per night from

              $182

              Distance approx 15.47 km from Montegabbro

              (1) Excellent 

                36

                Casa Amaia , beautiful Tuscan apartment in Chianti

                Province of Florence / Montaione

                Montaione apartment

                2 6 2 nights min

                • 2 bedrooms
                • sleeps 6
                • 2 nights min
                • Nearest beach 51 mi
                • Swimming pool
                • Child Friendly
                Match: Horse riding Tennis in town All filters match

                Price per night from

                $64

                Responds fast!
                avg. 21 minutes

                Price per night from

                $64

                Distance approx 11.14 km from Montegabbro

                  20

                  Cerbaia Rock Country Resort

                  Province of Siena / Sovicille

                  Sovicille villa

                  8 16 5 nights min

                  • 8 bedrooms
                  • sleeps 16
                  • 5 nights min
                  • Child Friendly
                  • Pet Friendly
                  • Private garden
                  Match: Horse riding Tennis in town All filters match

                  Price per night from

                  $1,169

                  Price per night from

                  $1,169

                  Distance approx 13.59 km from Montegabbro

                    19

                    Luxury Villa, spacious and comfortable, with

                    Province of Florence / Montaione

                    Montaione villa

                    4 12 7 nights min

                    • 4 bedrooms
                    • sleeps 12
                    • 7 nights min
                    • Nearest beach 60 mi
                    • Swimming pool
                    • Child Friendly
                    Match: Horse riding Tennis in town All filters match

                    Price per night from

                    $520

                    Price per night from

                    $520

                    Distance approx 15.46 km from Montegabbro

                    (8) Excellent 

                      13

                      Old England nel Chianti

                      Province of Florence / Montespertoli

                      Montespertoli apartment

                      3 6 1 night min

                      • 3 bedrooms
                      • sleeps 6
                      • 1 night min
                      • Nearest beach 80 mi
                      • Child Friendly
                      Match: Horse riding Tennis in town All filters match

                      Price per night from

                      $78

                      Price per night from

                      $78

                      Distance approx 18.61 km from Montegabbro

                      (3) Very Good 

                        30

                        Villa Le Torri. Apartment Lily, swimming pool, Chianti, 15 min from Florence

                        Province of Florence / Impruneta

                        Impruneta house

                        3 8 min stay varies

                        • 3 bedrooms
                        • sleeps 8
                        • min stay varies
                        • Swimming pool
                        • Child Friendly
                        • Air conditioning
                        Match: Horse riding Tennis in town All filters match

                        Price per night from

                        $240

                        Responds fast!
                        avg. 2 hours 40 minutes

                        Price per night from

                        $240

                        Distance approx 11.29 km from Montegabbro

                          12

                          VILLA DELLA CERTOSA

                          Province of Florence / Gambassi Terme

                          Gambassi Terme b&b

                          5 2 1 night min

                          • 5 bedrooms
                          • sleeps 2
                          • 1 night min
                          • Child Friendly
                          • Air conditioning
                          • Private garden
                          Match: Horse riding Tennis in town All filters match

                          Price per night from

                          $111

                          Price per night from

                          $111

                          Distance approx 10.31 km from Montegabbro

                          (2) Very Good 

                            30

                            Detached house with private pool near Florence. Quiet area and panoramic views

                            Tavarnelle Val di Pesa / San Donato in Poggio

                            San Donato in Poggio house

                            3 6 min stay varies

                            • 3 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Swimming pool
                            • Child Friendly
                            • Pet Friendly
                            Match: Horse riding Tennis in town All filters match

                            Price per night from

                            $231

                            Price per night from

                            $231

                            Distance approx 12.34 km from Montegabbro

                              25

                              Nice apt in Siena & Wifi

                              Province of Siena / Siena

                              Siena apartment

                              3 6 min stay varies

                              • 3 bedrooms
                              • sleeps 6
                              • min stay varies
                              • Child Friendly
                              Match: Horse riding Tennis in town All filters match

                              Price per night from

                              $140

                              Price per night from

                              $140

                              Distance approx 14.76 km from Montegabbro

                              (1) Average 

                                25

                                montaione country house -Dante

                                Province of Florence / Montaione

                                Montaione apartment

                                2 4 min stay varies

                                • 2 bedrooms
                                • sleeps 4
                                • min stay varies
                                • Swimming pool
                                • Child Friendly
                                • Pet Friendly
                                Match: Horse riding Tennis in town All filters match

                                Price per night from

                                $107

                                Responds fast!
                                avg. 3 hours 1 minutes

                                Price per night from

                                $107

                                Distance approx 16.15 km from Montegabbro

                                  18

                                  House Chianti 4

                                  Province of Siena / Gaiole in Chianti

                                  Gaiole in Chianti apartment

                                  2 5 7 nights min

                                  • 2 bedrooms
                                  • sleeps 5
                                  • 7 nights min
                                  • Nearest beach 107 mi
                                  • Swimming pool
                                  • Child Friendly
                                  Match: Horse riding Tennis in town All filters match

                                  Price per night from

                                  $67

                                  Price per night from

                                  $67

                                  Distance approx 9.58 km from Montegabbro

                                    47

                                    farmhouse Giulia

                                    Province of Florence / Tavarnelle Val di Pesa

                                    Tavarnelle Val di Pesa villa

                                    3 8 min stay varies

                                    • 3 bedrooms
                                    • sleeps 8
                                    • min stay varies
                                    • Nearest beach 90 mi
                                    • Swimming pool
                                    • Child Friendly
                                    Match: Horse riding Tennis in town All filters match

                                    Price per night from

                                    $397

                                    Price per night from

                                    $397

                                    Distance approx 10.61 km from Montegabbro

                                    (22) Excellent 

                                      61

                                      Villa Castellare de Sernigi stunning sunsets

                                      Province of Florence / Tavarnelle Val di Pesa

                                      Tavarnelle Val di Pesa villa

                                      6 14 min stay varies

                                      • 6 bedrooms
                                      • sleeps 14
                                      • min stay varies
                                      • Nearest beach 90 mi
                                      • Swimming pool
                                      • Child Friendly
                                      Match: Horse riding Tennis in town All filters match

                                      Price per night from

                                      $1,297

                                      Price per night from

                                      $1,297

                                      Distance approx 11.73 km from Montegabbro

                                      (1) Excellent 

                                        20

                                        Il castagno

                                        Province of Siena / Radicondoli

                                        Radicondoli apartment

                                        4 9 2 nights min

                                        • 4 bedrooms
                                        • sleeps 9
                                        • 2 nights min
                                        • Nearest beach 60 mi
                                        • Swimming pool
                                        • Child Friendly
                                        Match: Horse riding Tennis in town All filters match

                                        Price per night from

                                        $182

                                        Responds fast!
                                        avg. 3 hours 23 minutes

                                        Price per night from

                                        $182

                                        Distance approx 2.8 km from Montegabbro

                                          17

                                          Apartment bruco

                                          Province of Siena / Colle di Val d'Elsa

                                          Colle di Val d'Elsa farmhouse

                                          1 4 min stay varies

                                          • 1 bedroom
                                          • sleeps 4
                                          • min stay varies
                                          • Swimming pool
                                          • Child Friendly
                                          • Pet Friendly
                                          Match: Horse riding Tennis in town All filters match
                                          Inquire for Rates
                                          Inquire for Rates

                                          Distance approx 11.73 km from Montegabbro

                                          (9) Excellent 

                                            20

                                            Il Bel Canto Bed and Breakfast

                                            Province of Siena / Radicondoli

                                            Radicondoli apartment

                                            3 9 min stay varies

                                            • 3 bedrooms
                                            • sleeps 9
                                            • min stay varies
                                            • Nearest beach 60 mi
                                            • Swimming pool
                                            • Child Friendly
                                            Match: Horse riding Tennis in town All filters match
                                            Inquire for Rates

                                            Responds fast!
                                            avg. 3 hours 23 minutes

                                            Inquire for Rates

                                            Distance approx 4.96 km from Montegabbro

                                            (4) Very Good 

                                              14

                                              RONDINE apartment in beautiful countryside

                                              Province of Siena / Poggibonsi

                                              Poggibonsi apartment

                                              1 3 5 nights min

                                              • 1 bedroom
                                              • sleeps 3
                                              • 5 nights min
                                              • Nearest beach 80 mi
                                              • Swimming pool
                                              • Child Friendly
                                              Match: Horse riding Tennis in town All filters match

                                              Price per night from

                                              $78

                                              Responds fast!
                                              avg. 3 hours 9 minutes

                                              Price per night from

                                              $78

                                              Distance approx 0.1 km from Montegabbro

                                              (34) Excellent 

                                                35

                                                Amazing Tuscan holiday apartment in the historical Town centre of Colle di Val d'Elsa, sleeps 4

                                                Province of Siena / Colle di Val d'Elsa

                                                Colle di Val d'Elsa apartment

                                                2 4 2 nights min

                                                • 2 bedrooms
                                                • sleeps 4
                                                • 2 nights min
                                                • Nearest beach 50 mi
                                                • Child Friendly
                                                • Pet Friendly
                                                Match: Horse riding Tennis in town All filters match

                                                Price per night from

                                                $104

                                                Responds fast!
                                                avg. 10 minutes

                                                Price per night from

                                                $104

                                                Distance approx 13.64 km from Montegabbro

                                                  15

                                                  Borgoiano Three-room apartment

                                                  Province of Florence / Montaione

                                                  Montaione apartment

                                                  2 6 min stay varies

                                                  • 2 bedrooms
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Nearest beach 60 mi
                                                  • Swimming pool
                                                  • Child Friendly
                                                  Match: Horse riding Tennis in town All filters match
                                                  Inquire for Rates
                                                  Inquire for Rates

                                                  Distance approx 8.78 km from Montegabbro

                                                  (10) Excellent 

                                                    25

                                                    The Senesina

                                                    Province of Siena / Siena

                                                    Siena apartment

                                                    2 6 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Nearest beach 100 mi
                                                    • Child Friendly
                                                    Match: Horse riding Tennis in town All filters match

                                                    Price per night from

                                                    $91

                                                    Price per night from

                                                    $91

                                                    Distance approx 19.81 km from Montegabbro

                                                    (1) Excellent 

                                                      23

                                                      Podere Santa Maria-House Ada

                                                      Province of Siena / Chiusdino

                                                      Chiusdino farmhouse

                                                      2 5 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 5
                                                      • min stay varies
                                                      • Nearest beach 38 mi
                                                      • Swimming pool
                                                      • Child Friendly
                                                      Match: Horse riding Tennis in town All filters match

                                                      Price per night from

                                                      $78

                                                      Responds fast!
                                                      avg. 1 hour 13 minutes

                                                      Price per night from

                                                      $78

                                                      Distance approx 10.18 km from Montegabbro

                                                      (2) Very Good 

                                                        27

                                                        Restored Barn - country home

                                                        Monteriggioni / Quercegrossa

                                                        Quercegrossa barn

                                                        1 3 min stay varies

                                                        • 1 bedroom
                                                        • sleeps 3
                                                        • min stay varies
                                                        • Nearest beach 80 mi
                                                        • Swimming pool
                                                        • Child Friendly
                                                        Match: Horse riding Tennis in town All filters match

                                                        Price per night from

                                                        $109

                                                        Price per night from

                                                        $109

                                                        Distance approx 11.51 km from Montegabbro

                                                          33

                                                          il Paluffo Stillo House

                                                          Province of Florence / Certaldo

                                                          Certaldo apartment

                                                          2 6 2 nights min

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • 2 nights min
                                                          • Nearest beach 109 mi
                                                          • Swimming pool
                                                          • Child Friendly
                                                          Match: Horse riding Tennis in town All filters match

                                                          Price per night from

                                                          $269

                                                          Responds fast!
                                                          avg. 3 hours 14 minutes

                                                          Price per night from

                                                          $269

                                                          Distance approx 19.45 km from Montegabbro

                                                          (1) Excellent 

                                                            12

                                                            Agriturismo I Moricci-Pendolin

                                                            Peccioli / Fabbrica

                                                            Fabbrica finca

                                                            1 3 2 nights min

                                                            • 1 bedroom
                                                            • sleeps 3
                                                            • 2 nights min
                                                            • Swimming pool
                                                            • Child Friendly
                                                            • Pet Friendly
                                                            Match: Horse riding Tennis in town All filters match

                                                            Price per night from

                                                            $117

                                                            Price per night from

                                                            $117

                                                            Distance approx 10.28 km from Montegabbro

                                                            (20) Excellent 

                                                              23

                                                              - LA CASA DEI NONNI - Only you and your family

                                                              Province of Siena / Monteguidi

                                                              Monteguidi cottage

                                                              2 5 min stay varies

                                                              • 2 bedrooms
                                                              • sleeps 5
                                                              • min stay varies
                                                              • Nearest beach 60 mi
                                                              • Swimming pool
                                                              • Child Friendly
                                                              Match: Horse riding Tennis in town All filters match

                                                              Price per night from

                                                              $143

                                                              Price per night from

                                                              $143

                                                              Distance approx 18.22 km from Montegabbro

                                                                36

                                                                Two bedrooms apartment with pool near the Chianti village of Cerbaia, apt. #10

                                                                Montespertoli / Montagnana Val di Pesa

                                                                Montagnana Val di Pesa apartment

                                                                2 6 3 nights min

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • 3 nights min
                                                                • Nearest beach 75 mi
                                                                • Swimming pool
                                                                • Child Friendly
                                                                Match: Horse riding Tennis in town All filters match

                                                                Price per night from

                                                                $116

                                                                Price per night from

                                                                $116

                                                                Distance approx 11.58 km from Montegabbro

                                                                (1) Excellent 

                                                                  35

                                                                  Noce della Fonte for 4 persons

                                                                  Province of Siena / Radicondoli

                                                                  Radicondoli apartment

                                                                  2 4 4 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • 4 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 60 mi
                                                                  • Child Friendly
                                                                  Match: Horse riding Tennis in town All filters match

                                                                  Price per night from

                                                                  $130

                                                                  Price per night from

                                                                  $130

                                                                  Distance approx 4.84 km from Montegabbro

                                                                    19

                                                                    Antico Borgo Poggiarello

                                                                    Province of Siena / Monteriggioni

                                                                    Monteriggioni house

                                                                    15 30 min stay varies

                                                                    • 15 bedrooms
                                                                    • sleeps 30
                                                                    • min stay varies
                                                                    • Nearest beach 84 mi
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    Match: Horse riding Tennis in town All filters match
                                                                    Inquire for Rates

                                                                    Responds fast!
                                                                    avg. 2 hours 15 minutes

                                                                    Inquire for Rates

                                                                    Distance approx 13.64 km from Montegabbro

                                                                    (6) Excellent 

                                                                      37

                                                                      Historical Village Centre Stay

                                                                      Province of Florence / Montaione

                                                                      Montaione apartment

                                                                      2 4 2 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • 2 nights min
                                                                      • Nearest beach 60 mi
                                                                      • Child Friendly
                                                                      • Air conditioning
                                                                      Match: Horse riding Tennis in town All filters match

                                                                      Price per night from

                                                                      $91

                                                                      Responds fast!
                                                                      avg. 2 hours 46 minutes

                                                                      Price per night from

                                                                      $91

                                                                      Distance approx 16.04 km from Montegabbro

                                                                        42

                                                                        Villa Le Stagioni !!!EARLY BOOKING DISCOUNT!!!

                                                                        Province of Florence / Montaione

                                                                        Montaione villa

                                                                        17 29 min stay varies

                                                                        • 17 bedrooms
                                                                        • sleeps 29
                                                                        • min stay varies
                                                                        • Nearest beach 105 mi
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        Match: Horse riding Tennis in town All filters match

                                                                        Price per night from

                                                                        $1,051

                                                                        Price per night from

                                                                        $1,051

                                                                        Distance approx 7.2 km from Montegabbro

                                                                          20

                                                                          Castello di Pastine - 5E

                                                                          Province of Florence / Barberino Val d'Elsa

                                                                          Barberino Val d'Elsa apartment

                                                                          1 2 5 nights min

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • 5 nights min
                                                                          • Nearest beach 100 mi
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          Match: Horse riding Tennis in town All filters match

                                                                          Price per night from

                                                                          $91

                                                                          Price per night from

                                                                          $91

                                                                          Distance approx 14.67 km from Montegabbro

                                                                            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
                                                                            Match: Horse riding Tennis in town All filters match

                                                                            Price per night from

                                                                            $117

                                                                            Price per night from

                                                                            $117

                                                                            Distance approx 7.31 km from Montegabbro

                                                                              24

                                                                              SUITE " SERGIO "

                                                                              Province of Siena / Castellina In Chianti

                                                                              Castellina In Chianti farmhouse

                                                                              2 6 min stay varies

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Nearest beach 120 mi
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              Match: Horse riding Tennis in town All filters match
                                                                              Inquire for Rates
                                                                              Inquire for Rates