Montegabbro Rentals

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417 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: Fishing Horse riding All filters match

    Price per night from

    $84

    Price per night from

    $84

    These homes match some but not all of your filters. Clear all filters

    (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
      1 of 2 match: Fishing, Horse riding 1 of 2 filters match

      Price per night from

      $84

      Price per night from

      $84

      Great rentals within 20 miles that match your search

      Distance approx 14.61 km from Montegabbro

      (4) Very Good 

        16

        Tuscan holiday hotel apartment rental with sauna and swimming pool

        Province of Pisa / San Dalmazio

        San Dalmazio hotel apartment

        1 4 min stay varies

        • 1 bedroom
        • sleeps 4
        • min stay varies
        • Nearest beach 45 mi
        • Swimming pool
        • Child Friendly
        Match: Fishing Horse riding All filters match
        Inquire for Rates
        Inquire for Rates

        Distance approx 12.68 km from Montegabbro

          28

          The Corner - Weingut Podere Cortilla

          Province of Pisa / Volterra

          Volterra condo

          1 4 7 nights min

          • 1 bedroom
          • sleeps 4
          • 7 nights min
          • Nearest beach 40 mi
          • Swimming pool
          • Child Friendly
          Match: Fishing Horse riding All filters match

          Price per night from

          $122

          Price per night from

          $122

          Distance approx 11.33 km from Montegabbro

          (10) Excellent 

            32

            Rustic home Il Torrione, private garden and pool

            Province of Siena / Radicondoli

            Radicondoli house

            3 6 7 nights min

            • 3 bedrooms
            • sleeps 6
            • 7 nights min
            • Nearest beach 50 mi
            • Swimming pool
            • Child Friendly
            Match: Fishing Horse riding All filters match

            Price per night from

            $147

            Price per night from

            $147

            Distance approx 13.27 km from Montegabbro

              27

              Castello Buondelmonti

              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
              Match: Fishing Horse riding All filters match

              Price per night from

              $1,265

              Price per night from

              $1,265

              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: Fishing Horse riding All filters match

                Price per night from

                $257

                Responds fast!
                avg. 2 hours 29 minutes

                Price per night from

                $257

                Distance approx 18.7 km from Montegabbro

                (1) Excellent 

                  11

                  Ribocciolo

                  Province of Grosseto / Montieri

                  Montieri apartment

                  3 6 1 night min

                  • 3 bedrooms
                  • sleeps 6
                  • 1 night min
                  • Beach / lakeside relaxation
                  • Child Friendly
                  • Pet Friendly
                  Match: Fishing Horse riding All filters match

                  Price per night from

                  $270

                  Price per night from

                  $270

                  Distance approx 6.8 km from Montegabbro

                  (2) Very Good 

                    28

                    BEST VIEW in SAN GIMIGNANO CITY Tuscany Landsc.3 bedro.PODERE MAGIONE FARM HOUSE

                    Province of Siena / San Gimignano

                    San Gimignano farmhouse

                    3 8 3 nights min

                    • 3 bedrooms
                    • sleeps 8
                    • 3 nights min
                    • Nearest beach 72 mi
                    • Child Friendly
                    • Private garden
                    Match: Fishing Horse riding All filters match

                    Price per night from

                    $251

                    Responds fast!
                    avg. 3 hours 7 minutes

                    Price per night from

                    $251

                    Distance approx 13.58 km from Montegabbro

                    (3) Excellent 

                      36

                      Villa in the town of Iano, 4 bedrooms with 4 bathrooms, A/C, Wi-Fi, private pool

                      Province of Florence / Montaione

                      Montaione villa

                      4 8 min stay varies

                      • 4 bedrooms
                      • sleeps 8
                      • min stay varies
                      • Nearest beach 70 mi
                      • Swimming pool
                      • Child Friendly
                      Match: Fishing Horse riding All filters match

                      Price per night from

                      $239

                      Price per night from

                      $239

                      Distance approx 4.13 km from Montegabbro

                        52

                        Villa Senese

                        Poggibonsi / Staggia Senese

                        Staggia Senese villa

                        6 14 min stay varies

                        • 6 bedrooms
                        • sleeps 14
                        • min stay varies
                        • Nearest beach 110 mi
                        • Swimming pool
                        • Child Friendly
                        Match: Fishing Horse riding All filters match

                        Price per night from

                        $605

                        Price per night from

                        $605

                        Distance approx 13.58 km from Montegabbro

                          24

                          Villa walking distance from the village of Iano. Sleeps 8 pax, A/C, Wi-Fi & pool

                          Province of Florence / Montaione

                          Montaione villa

                          4 8 min stay varies

                          • 4 bedrooms
                          • sleeps 8
                          • min stay varies
                          • Nearest beach 113 mi
                          • Swimming pool
                          • Child Friendly
                          Match: Fishing Horse riding All filters match

                          Price per night from

                          $239

                          Price per night from

                          $239

                          Distance approx 5.7 km from Montegabbro

                            20

                            Apartment KIWI - 2 bedrooms

                            Province of Florence / Barberino Val d'Elsa

                            Barberino Val d'Elsa farmhouse

                            2 4 min stay varies

                            • 2 bedrooms
                            • sleeps 4
                            • min stay varies
                            • Nearest beach 85 mi
                            • Swimming pool
                            • Child Friendly
                            Match: Fishing Horse riding All filters match
                            Inquire for Rates
                            Inquire for Rates

                            Distance approx 16.47 km from Montegabbro

                            (1) Excellent 

                              7

                              Apartment in restored farmhouse in Tuscany

                              Province of Pisa / Saline di Volterra

                              Saline di Volterra apartment

                              2 5 1 night min

                              • 2 bedrooms
                              • sleeps 5
                              • 1 night min
                              • Child Friendly
                              • Air conditioning
                              Match: Fishing Horse riding All filters match

                              Price per night from

                              $116

                              Responds fast!
                              avg. 3 hours 3 minutes

                              Price per night from

                              $116

                              Distance approx 18.38 km from Montegabbro

                                27

                                Casa Lucia

                                Province of Pisa / Canneto

                                Canneto house

                                4 8 min stay varies

                                • 4 bedrooms
                                • sleeps 8
                                • min stay varies
                                • Swimming pool
                                • Child Friendly
                                • Private garden
                                Match: Fishing Horse riding All filters match

                                Price per night from

                                $348

                                Price per night from

                                $348

                                Distance approx 8.98 km from Montegabbro

                                (25) Excellent 

                                Certificate of Excellence

                                  26

                                  Lovely detached cottage with view of San Gimignano

                                  Province of Siena / San Gimignano

                                  San Gimignano cottage

                                  2 5 6 nights min

                                  • 2 bedrooms
                                  • sleeps 5
                                  • 6 nights min
                                  • Nearest beach 75 mi
                                  • Child Friendly
                                  • Pet Friendly
                                  Match: Fishing Horse riding All filters match

                                  Certificate of Excellence

                                  Price per night from

                                  $77

                                  Responds fast!
                                  avg. 1 hour 42 minutes

                                  Price per night from

                                  $77

                                  Distance approx 18.32 km from Montegabbro

                                    24

                                    TUSCAN HILLS - TENUTA DI GHIZZANO - FIREPLACE 4 - 5 pax

                                    Peccioli / Ghizzano

                                    Ghizzano house

                                    2 5 2 nights min

                                    • 2 bedrooms
                                    • sleeps 5
                                    • 2 nights min
                                    • Swimming pool
                                    • Child Friendly
                                    • Pet Friendly
                                    Match: Fishing Horse riding All filters match

                                    Price per night from

                                    $129

                                    Price per night from

                                    $129

                                    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: Fishing Horse riding All filters match

                                      Price per night from

                                      $129

                                      Price per night from

                                      $129

                                      Distance approx 16 km from Montegabbro

                                        30

                                        80 m2 apartment in Greve in Chianti (Florence)

                                        Province of Florence / Greve in Chianti

                                        Greve in Chianti apartment

                                        2 6 7 nights min

                                        • 2 bedrooms
                                        • sleeps 6
                                        • 7 nights min
                                        • Nearest beach 80 mi
                                        • Swimming pool
                                        • Child Friendly
                                        Match: Fishing Horse riding All filters match

                                        Price per night from

                                        $147

                                        Price per night from

                                        $147

                                        Distance approx 14.81 km from Montegabbro

                                          50

                                          Private villa with swimming pool in Chiantishire suitable for 10 people.Verdiana

                                          Province of Florence / Greve in Chianti

                                          Greve in Chianti villa

                                          5 10 min stay varies

                                          • 5 bedrooms
                                          • sleeps 10
                                          • min stay varies
                                          • Nearest beach 120 mi
                                          • Swimming pool
                                          • Child Friendly
                                          Match: Fishing Horse riding All filters match

                                          Price per night from

                                          $231

                                          Responds fast!
                                          avg. 2 hours 44 minutes

                                          Price per night from

                                          $231

                                          Distance approx 10.71 km from Montegabbro

                                          (14) Excellent 

                                            55

                                            Country Relais & Spa Le Capanne

                                            Volterra / Ulignano

                                            Ulignano villa

                                            9 22 min stay varies

                                            • 9 bedrooms
                                            • sleeps 22
                                            • min stay varies
                                            • Beach / lakeside relaxation
                                            • Nearest beach 50 mi
                                            • Swimming pool
                                            Match: Fishing Horse riding All filters match

                                            Price per night from

                                            $1,604

                                            Responds fast!
                                            avg. 20 minutes

                                            Price per night from

                                            $1,604

                                            Distance approx 13.53 km from Montegabbro

                                              32

                                              The Star in Montefiorile

                                              Province of Siena / Lecchi in Chianti

                                              Lecchi in Chianti house

                                              2 4 7 nights min

                                              • 2 bedrooms
                                              • sleeps 4
                                              • 7 nights min
                                              • Swimming pool
                                              • Child Friendly
                                              • Pet Friendly
                                              Match: Fishing Horse riding All filters match

                                              Price per night from

                                              $181

                                              Price per night from

                                              $181

                                              Distance approx 5.72 km from Montegabbro

                                                22

                                                Vernianello - Type B

                                                Province of Siena / Poggibonsi

                                                Poggibonsi farmhouse

                                                2 4 min stay varies

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

                                                Price per night from

                                                $135

                                                Responds fast!
                                                avg. 3 hours 46 minutes

                                                Price per night from

                                                $135

                                                Distance approx 13.56 km from Montegabbro

                                                (2) Excellent 

                                                  31

                                                  Fabulous farmhouse with gorgeous garden and incredible views of the Siena countryside boasts private pool and terrace

                                                  Province of Siena / San Gimignano

                                                  San Gimignano farmhouse

                                                  8 18 min stay varies

                                                  • 8 bedrooms
                                                  • sleeps 18
                                                  • min stay varies
                                                  • Nearest beach 45 mi
                                                  • Swimming pool
                                                  • Child Friendly
                                                  Match: Fishing Horse riding All filters match

                                                  Price per night from

                                                  $343

                                                  Price per night from

                                                  $343

                                                  Distance approx 11.76 km from Montegabbro

                                                  (2) Excellent 

                                                    21

                                                    La Casa sulle Mura

                                                    Province of Siena / Radicondoli

                                                    Radicondoli guest house

                                                    3 5 4 nights min

                                                    • 3 bedrooms
                                                    • sleeps 5
                                                    • 4 nights min
                                                    • Nearest beach 60 mi
                                                    • Suitable for children age 5+
                                                    • Ask about pets
                                                    Match: Fishing Horse riding All filters match

                                                    Price per night from

                                                    $206

                                                    Price per night from

                                                    $206

                                                    Distance approx 16.11 km from Montegabbro

                                                    (31) Excellent 

                                                      71

                                                      Le Pratola Luxury Villa in Chianti with Heated Pool, top rated reviews.

                                                      Province of Siena / Gaiole in Chianti

                                                      Gaiole in Chianti villa

                                                      5 13 min stay varies

                                                      • 5 bedrooms
                                                      • sleeps 13
                                                      • min stay varies
                                                      • Nearest beach 40 mi
                                                      • Swimming pool
                                                      • Child Friendly
                                                      Match: Fishing Horse riding All filters match
                                                      “Unforgettable Vacation!” My family and I (six of us) stayed at Le Pratola for a week in June. We had such a great time. The villa is beautiful and comfortable, and the views of the Tuscan hills are stunning. The team at Le Pratola is amazing. Laura,

                                                      Price per night from

                                                      $1,601

                                                      Price per night from

                                                      $1,601

                                                      Distance approx 9.45 km from Montegabbro

                                                      (1) Excellent 

                                                        26

                                                        Casa vacanze Certaldo Alto

                                                        Certaldo / Certaldo Alto

                                                        Certaldo Alto apartment

                                                        2 5 2 nights min

                                                        • 2 bedrooms
                                                        • sleeps 5
                                                        • 2 nights min
                                                        • Child Friendly
                                                        • Car not necessary
                                                        • Pet Friendly
                                                        Match: Fishing Horse riding All filters match

                                                        Price per night from

                                                        $129

                                                        Price per night from

                                                        $129

                                                        Distance approx 16.05 km from Montegabbro

                                                        (1) Excellent 

                                                          42

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

                                                          Montaione / Santo Stefano

                                                          Santo Stefano villa

                                                          17 29 min stay varies

                                                          • 17 bedrooms
                                                          • sleeps 29
                                                          • min stay varies
                                                          • Nearest beach 65 mi
                                                          • Swimming pool
                                                          • Child Friendly
                                                          Match: Fishing Horse riding All filters match

                                                          Price per night from

                                                          $1,037

                                                          Price per night from

                                                          $1,037

                                                          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: Fishing Horse riding All filters match

                                                            Price per night from

                                                            $109

                                                            Price per night from

                                                            $109

                                                            Distance approx 14.64 km from Montegabbro

                                                            (13) Excellent 

                                                              69

                                                              Secluded private hideaway in the middle of Chianti vineyards in silent position

                                                              Province of Siena / Gaiole in Chianti

                                                              Gaiole in Chianti villa

                                                              4 10 min stay varies

                                                              • 4 bedrooms
                                                              • sleeps 10
                                                              • min stay varies
                                                              • Nearest beach 110 mi
                                                              • Swimming pool
                                                              • Child Friendly
                                                              Match: Fishing Horse riding All filters match

                                                              Price per night from

                                                              $551

                                                              Responds fast!
                                                              avg. 3 hours 36 minutes

                                                              Price per night from

                                                              $551

                                                              Distance approx 17.97 km from Montegabbro

                                                              (3) Excellent 

                                                                40

                                                                STUNNING 6BR VILLA WITH WONDERFUL POOL AND GROUNDS, JUST MINUTES TO DT FLORENCE!

                                                                Province of Florence / Impruneta

                                                                Impruneta villa

                                                                6 10 1 night min

                                                                • 6 bedrooms
                                                                • sleeps 10
                                                                • 1 night min
                                                                • Nearest beach 120 mi
                                                                • Swimming pool
                                                                • Child Friendly
                                                                Match: Fishing Horse riding All filters match

                                                                Price per night from

                                                                $664

                                                                Price per night from

                                                                $664

                                                                Distance approx 18.04 km from Montegabbro

                                                                  20

                                                                  rent rustic in the hills of Greve in Chianti

                                                                  Province of Florence / Greve in Chianti

                                                                  Greve in Chianti house

                                                                  4 8 2 nights min

                                                                  • 4 bedrooms
                                                                  • sleeps 8
                                                                  • 2 nights min
                                                                  • Child Friendly
                                                                  • Private garden
                                                                  Match: Fishing Horse riding All filters match

                                                                  Price per night from

                                                                  $129

                                                                  Price per night from

                                                                  $129

                                                                  Distance approx 8.47 km from Montegabbro

                                                                    23

                                                                    Le Civette casa vacanze

                                                                    Province of Florence / Barberino Val d'Elsa

                                                                    Barberino Val d'Elsa barn

                                                                    1 4 min stay varies

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • min stay varies
                                                                    • Child Friendly
                                                                    • Pet Friendly
                                                                    • Private garden
                                                                    Match: Fishing Horse riding All filters match
                                                                    Inquire for Rates
                                                                    Inquire for Rates

                                                                    Distance approx 11.56 km from Montegabbro

                                                                    (2) Excellent 

                                                                      53

                                                                      La Fonte: a perfect traditional Tuscan stone house

                                                                      Province of Siena / Radicondoli

                                                                      Radicondoli house

                                                                      3 6 4 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 4 nights min
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 60 mi
                                                                      • Child Friendly
                                                                      Match: Fishing Horse riding All filters match

                                                                      Price per night from

                                                                      $257

                                                                      Price per night from

                                                                      $257

                                                                      Distance approx 15.74 km from Montegabbro

                                                                        12

                                                                        UVA apartment in a Tuscan Farmhouse

                                                                        Province of Florence / Montespertoli

                                                                        Montespertoli apartment

                                                                        1 2 min stay varies

                                                                        • 1 bedroom
                                                                        • sleeps 2
                                                                        • min stay varies
                                                                        • Nearest beach 100 mi
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        Match: Fishing Horse riding All filters match

                                                                        Price per night from

                                                                        $122

                                                                        Price per night from

                                                                        $122

                                                                        Distance approx 9.47 km from Montegabbro

                                                                          15

                                                                          Tognazzi Holiday - The Fileno

                                                                          Province of Florence / Certaldo

                                                                          Certaldo apartment

                                                                          2 6 min stay varies

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • min stay varies
                                                                          • Child Friendly
                                                                          • Pet Friendly
                                                                          Match: Fishing Horse riding All filters match

                                                                          Price per night from

                                                                          $116

                                                                          Price per night from

                                                                          $116

                                                                          Distance approx 19.33 km from Montegabbro

                                                                          (2) Very Good 

                                                                            35

                                                                            Typical house in the heart of Tuscany, Chianti.

                                                                            Province of Florence / Figline e Incisa Valdarno

                                                                            Figline e Incisa Valdarno house

                                                                            3 6 3 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • 3 nights min
                                                                            • Nearest beach 170 mi
                                                                            • Child Friendly
                                                                            • Air conditioning
                                                                            Match: Fishing Horse riding All filters match

                                                                            Price per night from

                                                                            $129

                                                                            Price per night from

                                                                            $129

                                                                            Distance approx 16.49 km from Montegabbro

                                                                              28

                                                                              Chianti -Historic country villa & converted church

                                                                              Province of Florence / Greve in Chianti

                                                                              Greve in Chianti house

                                                                              4 8 6 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 8
                                                                              • 6 nights min
                                                                              • Nearest beach 70 mi
                                                                              • Child Friendly
                                                                              • Private garden
                                                                              Match: Fishing Horse riding All filters match

                                                                              Price per night from

                                                                              $188

                                                                              Price per night from

                                                                              $188