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

777 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: Cycling trips Horse riding 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: Cycling trips Horse riding All filters match

      Price per night from

      $85

      Price per night from

      $85

      Great rentals within 20 miles that match your search

      Distance approx 15.47 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: Cycling trips Horse riding All filters match

        Price per night from

        $64

        Responds fast!
        avg. 21 minutes

        Price per night from

        $64

        Distance approx 18.49 km from Montegabbro

        (1) Excellent 

          15

          Typical Tuscan dwelling of 1860

          Province of Pisa / Montecatini Val di Cecina

          Montecatini Val di Cecina house

          4 7 min stay varies

          • 4 bedrooms
          • sleeps 7
          • min stay varies
          • Nearest beach 25 mi
          • Child Friendly
          • Pet Friendly
          Match: Cycling trips Horse riding All filters match

          Price per night from

          $65

          Price per night from

          $65

          Distance approx 10.62 km from Montegabbro

            10

            Romantic villa in chianti between Florence and Siena

            Certaldo / Marcialla

            Marcialla b&b

            7 18 1 night min

            • 7 bedrooms
            • sleeps 18
            • 1 night min
            • Swimming pool
            • Child Friendly
            • Ask about pets
            Match: Cycling trips Horse riding All filters match

            Price per night from

            $775

            Price per night from

            $775

            Distance approx 16.5 km from Montegabbro

            (23) Excellent 

              23

              Fabulous 4 bed apartment near Volterra, Tuscany

              Province of Pisa / Volterra

              Volterra apartment

              4 8 min stay varies

              • 4 bedrooms
              • sleeps 8
              • min stay varies
              • Nearest beach 30 mi
              • Swimming pool
              • Child Friendly
              Match: Cycling trips Horse riding All filters match

              Price per night from

              $255

              Responds fast!
              avg. 1 hour 22 minutes

              Price per night from

              $255

              Distance approx 3.3 km from Montegabbro

              (1) Average 

                24

                VILLA shared with 10 beds and twin SUITE

                Province of Siena / Poggibonsi

                Poggibonsi castle

                7 12 3 nights min

                • 7 bedrooms
                • sleeps 12
                • 3 nights min
                • Nearest beach 80 mi
                • Swimming pool
                • Child Friendly
                Match: Cycling trips Horse riding All filters match

                Price per night from

                $648

                Price per night from

                $648

                Distance approx 6.55 km from Montegabbro

                  24

                  Apartment in rural incorporated castle of Villa

                  Province of Siena / Monteriggioni

                  Monteriggioni farmhouse

                  2 8 3 nights min

                  • 2 bedrooms
                  • sleeps 8
                  • 3 nights min
                  • Nearest beach 80 mi
                  • Child Friendly
                  • Pet Friendly
                  Match: Cycling trips Horse riding All filters match

                  Price per night from

                  $85

                  Price per night from

                  $85

                  Distance approx 6.8 km from Montegabbro

                  (25) Excellent 

                    19

                    BEST VIEW in SAN GIMIGNANO CITY Tuscany Sunny 1 bedroom PODERE MAGIONE FARM HOU

                    Province of Siena / San Gimignano

                    San Gimignano apartment

                    1 3 3 nights min

                    • 1 bedroom
                    • sleeps 3
                    • 3 nights min
                    • Nearest beach 72 mi
                    • Child Friendly
                    • Private garden
                    Match: Cycling trips Horse riding All filters match

                    Price per night from

                    $85

                    Responds fast!
                    avg. 3 hours 15 minutes

                    Price per night from

                    $85

                    Distance approx 12.84 km from Montegabbro

                      15

                      Artist Villa

                      Province of Florence / Montaione

                      Montaione villa

                      19 30 2 nights min

                      • 19 bedrooms
                      • sleeps 30
                      • 2 nights min
                      • Nearest beach 70 mi
                      • Child Friendly
                      • Pet Friendly
                      Match: Cycling trips Horse riding All filters match

                      Price per night from

                      $2,903

                      Price per night from

                      $2,903

                      Distance approx 16.24 km from Montegabbro

                        32

                        Casa Borgo

                        Province of Siena / Gaiole in Chianti

                        Gaiole in Chianti apartment

                        1 4 7 nights min

                        • 1 bedroom
                        • sleeps 4
                        • 7 nights min
                        • Nearest beach 105 mi
                        • Swimming pool
                        • Child Friendly
                        Match: Cycling trips Horse riding All filters match

                        Price per night from

                        $64

                        Price per night from

                        $64

                        Distance approx 15.16 km from Montegabbro

                        (90) Very Good 

                          40

                          Apartment Spiga, 3 Bedroom apartment in the Heart of Tuscany Hills

                          Province of Pisa / Volterra

                          Volterra villa

                          5 6 min stay varies

                          • 5 bedrooms
                          • sleeps 6
                          • min stay varies
                          • Nearest beach 50 mi
                          • Swimming pool
                          • Child Friendly
                          Match: Cycling trips Horse riding All filters match
                          “Awesome location and lovely property” We stayed for a week in September and thoroughly enjoyed our stay. Katia and Fernando couldn't have been more welcoming (and even invited us in to their home with their family and friends for traditional wood fire

                          Price per night from

                          $82

                          Price per night from

                          $82

                          Distance approx 3 km from Montegabbro

                            18

                            Farmhouse La Pieve -Casale charming

                            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
                            • Air conditioning
                            • Private garden
                            Match: Cycling trips Horse riding All filters match

                            Price per night from

                            $221

                            Price per night from

                            $221

                            Distance approx 10.02 km from Montegabbro

                              27

                              Tuscany Apartment in Old Chianti Farmhouse

                              Province of Siena / Castellina In Chianti

                              Castellina In Chianti apartment

                              2 8 5 nights min

                              • 2 bedrooms
                              • sleeps 8
                              • 5 nights min
                              • Child Friendly
                              Match: Cycling trips Horse riding All filters match

                              Price per night from

                              $145

                              Price per night from

                              $145

                              Distance approx 8.57 km from Montegabbro

                                7

                                Fattoria Bassetto Prince Apartment

                                Province of Florence / Certaldo

                                Certaldo apartment

                                2 4 2 nights min

                                • 2 bedrooms
                                • sleeps 4
                                • 2 nights min
                                • Child Friendly
                                • Pet Friendly
                                Match: Cycling trips Horse riding All filters match

                                Price per night from

                                $169

                                Price per night from

                                $169

                                Distance approx 12.93 km from Montegabbro

                                  18

                                  Beautiful holiday home in the countryside

                                  Province of Florence / Montaione

                                  Montaione house

                                  2 4 min stay varies

                                  • 2 bedrooms
                                  • sleeps 4
                                  • min stay varies
                                  • Nearest beach 80 mi
                                  • Swimming pool
                                  • Child Friendly
                                  Match: Cycling trips Horse riding All filters match

                                  Price per night from

                                  $169

                                  Price per night from

                                  $169

                                  Distance approx 17.49 km from Montegabbro

                                  (1) Excellent 

                                    62

                                    PODERE MONTELUCCI - GAIOLE IN CHIANTI

                                    Province of Siena / Gaiole in Chianti

                                    Gaiole in Chianti villa

                                    5 10 7 nights min

                                    • 5 bedrooms
                                    • sleeps 10
                                    • 7 nights min
                                    • Child Friendly
                                    • Pet Friendly
                                    Match: Cycling trips Horse riding All filters match

                                    Price per night from

                                    $611

                                    Price per night from

                                    $611

                                    Distance approx 3.28 km from Montegabbro

                                      9

                                      La Francigena B&B

                                      Poggibonsi / Staggia Senese

                                      Staggia Senese apartment

                                      2 7 min stay varies

                                      • 2 bedrooms
                                      • sleeps 7
                                      • min stay varies
                                      • Nearest beach 73 mi
                                      • Swimming pool
                                      • Child Friendly
                                      Match: Cycling trips Horse riding All filters match
                                      Inquire for Rates
                                      Inquire for Rates

                                      Distance approx 17.91 km from Montegabbro

                                        11

                                        App. ' Pieve ' Villa di Corsano

                                        Province of Siena / Ville di Corsano

                                        Ville di Corsano apartment

                                        2 6 min stay varies

                                        • 2 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Swimming pool
                                        • Child Friendly
                                        • Ask about pets
                                        Match: Cycling trips Horse riding All filters match
                                        Inquire for Rates
                                        Inquire for Rates

                                        Distance approx 18.23 km from Montegabbro

                                        (2) Excellent 

                                          29

                                          The Ripe-Castelfalfi, Tuscany-detached house

                                          Montaione / Castelfalfi

                                          Castelfalfi house

                                          2 5 7 nights min

                                          • 2 bedrooms
                                          • sleeps 5
                                          • 7 nights min
                                          • Nearest beach 62 mi
                                          • Swimming pool
                                          • Child Friendly
                                          Match: Cycling trips Horse riding All filters match

                                          Price per night from

                                          $210

                                          Price per night from

                                          $210

                                          Distance approx 8.94 km from Montegabbro

                                          (3) Average 

                                            19

                                            Ancient villa in Chianti with pool and wonderview

                                            Province of Siena / Castellina In Chianti

                                            Castellina In Chianti villa

                                            3 6 7 nights min

                                            • 3 bedrooms
                                            • sleeps 6
                                            • 7 nights min
                                            • Nearest beach 97 mi
                                            • Swimming pool
                                            • Child Friendly
                                            Match: Cycling trips Horse riding All filters match

                                            Price per night from

                                            $239

                                            Price per night from

                                            $239

                                            Distance approx 16.12 km from Montegabbro

                                            (41) Excellent 

                                              24

                                              LUXURY APARTMENT WITH PRIVATE GARDEN & VIEWS

                                              Province of Siena / Gaiole in Chianti

                                              Gaiole in Chianti apartment

                                              1 2 min stay varies

                                              • 1 bedroom
                                              • sleeps 2
                                              • min stay varies
                                              • Swimming pool
                                              • Air conditioning
                                              • Private garden
                                              Match: Cycling trips Horse riding All filters match

                                              Price per night from

                                              $131

                                              Responds fast!
                                              avg. 1 hour 10 minutes

                                              Price per night from

                                              $131

                                              Distance approx 13.42 km from Montegabbro

                                                30

                                                Penthouse (G) in the center of Tuscany with Swimming Pool/Whirlpool/Tennis court

                                                Province of Pisa / Montecastelli Pisano

                                                Montecastelli Pisano apartment

                                                3 6 min stay varies

                                                • 3 bedrooms
                                                • sleeps 6
                                                • min stay varies
                                                • Nearest beach 40 mi
                                                • Swimming pool
                                                • Child Friendly
                                                Match: Cycling trips Horse riding All filters match

                                                Price per night from

                                                $143

                                                Price per night from

                                                $143

                                                Distance approx 13.42 km from Montegabbro

                                                  32

                                                  Apartment (F)in the center of Tuscany with Swimming Pool/Whirlpool/Tennis court

                                                  Province of Pisa / Montecastelli Pisano

                                                  Montecastelli Pisano apartment

                                                  1 4 min stay varies

                                                  • 1 bedroom
                                                  • sleeps 4
                                                  • min stay varies
                                                  • Child Friendly
                                                  Match: Cycling trips Horse riding All filters match

                                                  Price per night from

                                                  $111

                                                  Price per night from

                                                  $111

                                                  Distance approx 13.66 km from Montegabbro

                                                  (5) Excellent 

                                                    17

                                                    Monache 3 Farmhouse holiday rental with private pool and garden in San Gimignano

                                                    Province of Siena / San Gimignano

                                                    San Gimignano farmhouse

                                                    2 6 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • min stay varies
                                                    • Nearest beach 45 mi
                                                    • Swimming pool
                                                    • Child Friendly
                                                    Match: Cycling trips Horse riding All filters match

                                                    Price per night from

                                                    $90

                                                    Price per night from

                                                    $90

                                                    Distance approx 13.93 km from Montegabbro

                                                    (1) Very Good 

                                                      11

                                                      Apartment Podere Campaini Tulip

                                                      Volterra / Villamagna

                                                      Villamagna b&b

                                                      2 5 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 5
                                                      • min stay varies
                                                      • Child Friendly
                                                      • Air conditioning
                                                      • Pet Friendly
                                                      Match: Cycling trips Horse riding All filters match

                                                      Price per night from

                                                      $175

                                                      Price per night from

                                                      $175

                                                      Distance approx 19.4 km from Montegabbro

                                                        14

                                                        Attic apartment in Tuscan villa with pool near San Galgano Abbey, Siena.

                                                        Province of Siena / Monticiano

                                                        Monticiano apartment

                                                        1 4 1 night min

                                                        • 1 bedroom
                                                        • sleeps 4
                                                        • 1 night min
                                                        • Nearest beach 60 mi
                                                        • Swimming pool
                                                        • Child Friendly
                                                        Match: Cycling trips Horse riding All filters match

                                                        Price per night from

                                                        $166

                                                        Responds fast!
                                                        avg. 3 hours 40 minutes

                                                        Price per night from

                                                        $166

                                                        Distance approx 15.69 km from Montegabbro

                                                          48

                                                          Nice apt with pool access

                                                          Province of Florence / Montaione

                                                          Montaione apartment

                                                          1 4 min stay varies

                                                          • 1 bedroom
                                                          • sleeps 4
                                                          • min stay varies
                                                          • Nearest beach 60 mi
                                                          • Swimming pool
                                                          • Child Friendly
                                                          Match: Cycling trips Horse riding All filters match

                                                          Price per night from

                                                          $59

                                                          Price per night from

                                                          $59

                                                          Distance approx 3.37 km from Montegabbro

                                                          (7) Average 

                                                            13

                                                            Bed and breakfast Antonio and Francesca

                                                            Poggibonsi / Staggia Senese

                                                            Staggia Senese apartment

                                                            2 3 1 night min

                                                            • 2 bedrooms
                                                            • sleeps 3
                                                            • 1 night min
                                                            • Nearest beach 74 mi
                                                            • Child Friendly
                                                            • Pet Friendly
                                                            Match: Cycling trips Horse riding All filters match

                                                            Price per night from

                                                            $91

                                                            Price per night from

                                                            $91

                                                            Distance approx 8.95 km from Montegabbro

                                                            (7) Excellent 

                                                              22

                                                              Pretty self catering apartment / private terrace:

                                                              Province of Siena / San Gimignano

                                                              San Gimignano apartment

                                                              1 2 3 nights min

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • 3 nights min
                                                              • Nearest beach 96 mi
                                                              • Swimming pool
                                                              • Child Friendly
                                                              Match: Cycling trips Horse riding All filters match
                                                              “The perfect Tuscany setting with the perfect host.” I can not say enough good things about our stay at La Fonte and Maria's efforts to make us feel right at home. Whatever we needed be it directions, day trip suggestions or finding a local dining spo

                                                              Price per night from

                                                              $149

                                                              Price per night from

                                                              $149

                                                              Distance approx 12.91 km from Montegabbro

                                                              (3) Excellent 

                                                                22

                                                                Penthouse with roof terrace: charm and relaxation among the beauties of Siena

                                                                Province of Siena / Siena

                                                                Siena apartment

                                                                4 9 min stay varies

                                                                • 4 bedrooms
                                                                • sleeps 9
                                                                • min stay varies
                                                                • Nearest beach 80 mi
                                                                • Child Friendly
                                                                • Car not necessary
                                                                Match: Cycling trips Horse riding All filters match

                                                                Price per night from

                                                                $234

                                                                Responds fast!
                                                                avg. 2 hours 58 minutes

                                                                Price per night from

                                                                $234

                                                                Distance approx 19.4 km from Montegabbro

                                                                (5) Very Good 

                                                                  96

                                                                  Holiday and wedding villa sleeping 18 near San Galgano Abbey, Siena, Tuscany.

                                                                  Province of Siena / Monticiano

                                                                  Monticiano villa

                                                                  9 18 3 nights min

                                                                  • 9 bedrooms
                                                                  • sleeps 18
                                                                  • 3 nights min
                                                                  • Nearest beach 60 mi
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  Match: Cycling trips Horse riding All filters match

                                                                  Price per night from

                                                                  $1,517

                                                                  Responds fast!
                                                                  avg. 3 hours 40 minutes

                                                                  Price per night from

                                                                  $1,517

                                                                  Distance approx 17.35 km from Montegabbro

                                                                  (5) Excellent 

                                                                    40

                                                                    Farmhouse in Chianti with private pool 16 km from Florence and 5 km from Impruneta

                                                                    Province of Florence / San Casciano in Val di Pesa

                                                                    San Casciano in Val di Pesa finca

                                                                    4 6 min stay varies

                                                                    • 4 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Nearest beach 120 mi
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    Match: Cycling trips Horse riding All filters match

                                                                    Price per night from

                                                                    $182

                                                                    Price per night from

                                                                    $182

                                                                    Distance approx 15.49 km from Montegabbro

                                                                      20

                                                                      Villa in Montespertoli

                                                                      Province of Florence / Montespertoli

                                                                      Montespertoli villa

                                                                      2 5 min stay varies

                                                                      • 2 bedrooms
                                                                      • sleeps 5
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      • Air conditioning
                                                                      Match: Cycling trips Horse riding All filters match
                                                                      Inquire for Rates
                                                                      Inquire for Rates

                                                                      Distance approx 9.17 km from Montegabbro

                                                                      (6) Excellent 

                                                                        22

                                                                        Apartment "Casa Laura"

                                                                        Province of Siena / Monteriggioni

                                                                        Monteriggioni apartment

                                                                        2 5 1 night min

                                                                        • 2 bedrooms
                                                                        • sleeps 5
                                                                        • 1 night min
                                                                        • Nearest beach 100 mi
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        Match: Cycling trips Horse riding All filters match

                                                                        Price per night from

                                                                        $91

                                                                        Price per night from

                                                                        $91

                                                                        Distance approx 19.55 km from Montegabbro

                                                                          46

                                                                          Stunning villa in in Chianti with pool, Le Rose

                                                                          Province of Florence / Figline e Incisa Valdarno

                                                                          Figline e Incisa Valdarno farmhouse

                                                                          1 5 3 nights min

                                                                          • 1 bedroom
                                                                          • sleeps 5
                                                                          • 3 nights min
                                                                          • Nearest beach 130 mi
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          Match: Cycling trips Horse riding All filters match

                                                                          Price per night from

                                                                          $143

                                                                          Price per night from

                                                                          $143

                                                                          Distance approx 4.84 km from Montegabbro

                                                                          (1) Excellent 

                                                                            43

                                                                            AnticoBorgoPoggiarello Otto

                                                                            Province of Siena / Monteriggioni

                                                                            Monteriggioni apartment

                                                                            3 8 1 night min

                                                                            • 3 bedrooms
                                                                            • sleeps 8
                                                                            • 1 night min
                                                                            • Nearest beach 84 mi
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            Match: Cycling trips Horse riding All filters match

                                                                            Price per night from

                                                                            $260

                                                                            Responds fast!
                                                                            avg. 2 hours 15 minutes

                                                                            Price per night from

                                                                            $260

                                                                            Distance approx 9.04 km from Montegabbro

                                                                              10

                                                                              Apartment Oliveta Tuscany Cook

                                                                              Certaldo / Il Pino

                                                                              Il Pino apartment

                                                                              2 4 7 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • 7 nights min
                                                                              • Swimming pool
                                                                              Match: Cycling trips Horse riding All filters match

                                                                              Price per night from

                                                                              $927

                                                                              Price per night from

                                                                              $927