Montegabbro Rentals

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475 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

    Price per night from

    $83

    Price per night from

    $83

    Great rentals within 20 miles that match your search

    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

      Price per night from

      $190

      Price per night from

      $190

      Distance approx 19.4 km from Montegabbro

        15

        One bedroom apartment in Tuscan villa with pool, San Galgano Abbey, Siena.

        Province of Siena / Monticiano

        Monticiano apartment

        1 2 min stay varies

        • 1 bedroom
        • sleeps 2
        • min stay varies
        • Nearest beach 60 mi
        • Swimming pool
        • Child Friendly
        Inquire for Rates

        Responds fast!
        avg. 3 hours 40 minutes

        Inquire for Rates

        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
          Inquire for Rates
          Inquire for Rates

          Distance approx 15.28 km from Montegabbro

          (1)  

            8

            eternal in the woods of Tuscany casa d'artista

            Province of Siena / Chiusdino

            Chiusdino apartment

            2 5 min stay varies

            • 2 bedrooms
            • sleeps 5
            • min stay varies
            • Nearest beach 60 mi
            • Ask about pets
            • Private garden
            Inquire for Rates
            Inquire for Rates

            Distance approx 4.92 km from Montegabbro

            (5) Excellent 

              28

              Podere Remignoli Apt Selva

              Province of Siena / San Gimignano

              San Gimignano farmhouse

              3 6 3 nights min

              • 3 bedrooms
              • sleeps 6
              • 3 nights min
              • Beach / lakeside relaxation
              • Nearest beach 80 mi
              • Swimming pool

              Price per night from

              $171

              Price per night from

              $171

              Distance approx 13 km from Montegabbro

                31

                Podere Campaini

                Volterra / Villamagna

                Villamagna b&b

                10 20 2 nights min

                • 10 bedrooms
                • sleeps 20
                • 2 nights min
                • Nearest beach 50 mi
                • Swimming pool
                • Child Friendly

                Price per night from

                $1,267

                Price per night from

                $1,267

                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

                  Price per night from

                  $76

                  Price per night from

                  $76

                  Distance approx 12.9 km from Montegabbro

                    9

                    Apartment Podere Campaini Ivy

                    Volterra / Villamagna

                    Villamagna b&b

                    1 2 min stay varies

                    • 1 bedroom
                    • sleeps 2
                    • min stay varies
                    • Nearest beach 50 mi
                    • Child Friendly
                    • Pet Friendly

                    Price per night from

                    $112

                    Price per night from

                    $112

                    Distance approx 16.19 km from Montegabbro

                    (3) Very Good 

                      33

                      Villa Gaiole

                      Province of Siena / Gaiole in Chianti

                      Gaiole in Chianti villa

                      3 8 7 nights min

                      • 3 bedrooms
                      • sleeps 8
                      • 7 nights min
                      • Nearest beach 107 mi
                      • Swimming pool
                      • Child Friendly

                      Price per night from

                      $119

                      Price per night from

                      $119

                      Distance approx 13.56 km from Montegabbro

                      (4) Excellent 

                        21

                        Monache 4 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

                        Price per night from

                        $89

                        Price per night from

                        $89

                        Distance approx 19.34 km from Montegabbro

                        (3) Excellent 

                          41

                          Classic house in the heart of Tuscany Chianti area

                          Province of Florence / Greve in Chianti

                          Greve in Chianti house

                          3 6 3 nights min

                          • 3 bedrooms
                          • sleeps 6
                          • 3 nights min
                          • Nearest beach 145 mi
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $102

                          Responds fast!
                          avg. 2 hours 13 minutes

                          Price per night from

                          $102

                          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

                            Price per night from

                            $115

                            Price per night from

                            $115

                            Distance approx 11.56 km from Montegabbro

                            (21) Very Good 

                            Certificate of Excellence

                              17

                              Traditional Tuscan-style country house with beautiful pool area, lush gardens and great views, sleeps 4

                              Province of Siena / San Gimignano

                              San Gimignano apartment

                              2 4 4 nights min

                              • 2 bedrooms
                              • sleeps 4
                              • 4 nights min
                              • Beach / lakeside relaxation
                              • Nearest beach 55 mi
                              • Swimming pool

                              Certificate of Excellence

                              Price per night from

                              $129

                              Responds fast!
                              avg. 2 hours 34 minutes

                              Price per night from

                              $129

                              Distance approx 15.09 km from Montegabbro

                                24

                                A Rustic mansard overlooking the Tuscan hills

                                Province of Florence / Greve in Chianti

                                Greve in Chianti penthouse

                                4 7 3 nights min

                                • 4 bedrooms
                                • sleeps 7
                                • 3 nights min
                                • Nearest beach 90 mi
                                • Suitable for children age 5+
                                • Private garden

                                Price per night from

                                $280

                                Responds fast!
                                avg. 2 hours 55 minutes

                                Price per night from

                                $280

                                Distance approx 13.83 km from Montegabbro

                                  9

                                  Apartment Podere Campaini Rosa

                                  Volterra / Villamagna

                                  Villamagna b&b

                                  2 4 min stay varies

                                  • 2 bedrooms
                                  • sleeps 4
                                  • min stay varies
                                  • Child Friendly
                                  • Air conditioning
                                  • Pet Friendly

                                  Price per night from

                                  $153

                                  Price per night from

                                  $153

                                  Distance approx 11.84 km from Montegabbro

                                  (1) Excellent 

                                    21

                                    Farm house Podere la Cava

                                    San Casciano in Val di Pesa / Campoli in Chianti

                                    Campoli in Chianti barn

                                    2 4 min stay varies

                                    • 2 bedrooms
                                    • sleeps 4
                                    • min stay varies
                                    • Private garden
                                    Inquire for Rates
                                    Inquire for Rates

                                    Distance approx 17.4 km from Montegabbro

                                      11

                                      Montericco

                                      Montaione / Alberi

                                      Alberi townhouse

                                      4 8 min stay varies

                                      • 4 bedrooms
                                      • sleeps 8
                                      • min stay varies
                                      • Nearest beach 80 mi
                                      • Swimming pool
                                      • Child Friendly
                                      Inquire for Rates
                                      Inquire for Rates

                                      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

                                        Price per night from

                                        $345

                                        Price per night from

                                        $345

                                        Distance approx 5.42 km from Montegabbro

                                        (2) Very Good 

                                          12

                                          Podere Remignoli Apt Luna

                                          Province of Siena / San Gimignano

                                          San Gimignano farmhouse

                                          1 2 3 nights min

                                          • 1 bedroom
                                          • sleeps 2
                                          • 3 nights min
                                          • Beach / lakeside relaxation
                                          • Nearest beach 80 mi
                                          • Swimming pool

                                          Price per night from

                                          $115

                                          Price per night from

                                          $115

                                          Distance approx 4.77 km from Montegabbro

                                            20

                                            Podere Remignoli Apt. Tartuca

                                            Province of Siena / San Gimignano

                                            San Gimignano farmhouse

                                            3 6 3 nights min

                                            • 3 bedrooms
                                            • sleeps 6
                                            • 3 nights min
                                            • Child Friendly
                                            • Pet Friendly

                                            Price per night from

                                            $172

                                            Price per night from

                                            $172

                                            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

                                              Price per night from

                                              $128

                                              Price per night from

                                              $128

                                              Distance approx 11.08 km from Montegabbro

                                                14

                                                Casa BLU

                                                Gambassi Terme / Localita la sciolta

                                                Localita la sciolta apartment

                                                1 3 4 nights min

                                                • 1 bedroom
                                                • sleeps 3
                                                • 4 nights min
                                                • Nearest beach 45 mi
                                                • Swimming pool
                                                • Air conditioning

                                                Price per night from

                                                $102

                                                Price per night from

                                                $102

                                                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

                                                  Price per night from

                                                  $89

                                                  Price per night from

                                                  $89

                                                  Distance approx 14.53 km from Montegabbro

                                                    15

                                                    Agriturismo Sant'Anna app. La Carraia

                                                    Province of Pisa / Pomarance

                                                    Pomarance finca

                                                    2 4 min stay varies

                                                    • 2 bedrooms
                                                    • sleeps 4
                                                    • min stay varies
                                                    • Nearest beach 35 mi
                                                    • Swimming pool
                                                    • Child Friendly

                                                    Price per night from

                                                    $102

                                                    Price per night from

                                                    $102

                                                    Distance approx 15.72 km from Montegabbro

                                                      37

                                                      FIENILE COTTAGE, 8-9 pers, Wi-Fi, SwimmingPool

                                                      Province of Florence / Montespertoli

                                                      Montespertoli cottage

                                                      4 9 min stay varies

                                                      • 4 bedrooms
                                                      • sleeps 9
                                                      • min stay varies
                                                      • Swimming pool
                                                      • Child Friendly
                                                      • Pet Friendly

                                                      Price per night from

                                                      $468

                                                      Price per night from

                                                      $468

                                                      Distance approx 18.1 km from Montegabbro

                                                      (2) Excellent 

                                                        30

                                                        san Paolo di Collegalli

                                                        Montaione / Collegalli

                                                        Collegalli villa

                                                        6 12 7 nights min

                                                        • 6 bedrooms
                                                        • sleeps 12
                                                        • 7 nights min
                                                        • Nearest beach 50 mi
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $543

                                                        Price per night from

                                                        $543

                                                        Distance approx 16.24 km from Montegabbro

                                                        (1) Excellent 

                                                          24

                                                          Luxury renovated Tuscan holiday apartment rental i

                                                          Siena / Val di Merse

                                                          Val di Merse apartment

                                                          6 14 min stay varies

                                                          • 6 bedrooms
                                                          • sleeps 14
                                                          • min stay varies
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 70 mi
                                                          • Child Friendly

                                                          Price per night from

                                                          $382

                                                          Responds fast!
                                                          avg. 1 hour 37 minutes

                                                          Price per night from

                                                          $382

                                                          Distance approx 12.83 km from Montegabbro

                                                            11

                                                            Ground floor apartment for 2 in Tuscan countryside

                                                            Sovicille / San Rocco a Pilli

                                                            San Rocco a Pilli apartment

                                                            1 2 2 nights min

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • 2 nights min

                                                            Price per night from

                                                            $178

                                                            Price per night from

                                                            $178

                                                            Distance approx 15.3 km from Montegabbro

                                                            (2) Excellent 

                                                              24

                                                              La Grotta di Montecastelli

                                                              Province of Pisa / Montecastelli Pisano

                                                              Montecastelli Pisano farmhouse

                                                              7 19 3 nights min

                                                              • 7 bedrooms
                                                              • sleeps 19
                                                              • 3 nights min
                                                              • Nearest beach 50 mi
                                                              • Swimming pool
                                                              • Child Friendly

                                                              Price per night from

                                                              $509

                                                              Price per night from

                                                              $509

                                                              Distance approx 13.88 km from Montegabbro

                                                                16

                                                                Podere la grande querce

                                                                Montaione / Alberi

                                                                Alberi b&b

                                                                2 5 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 5
                                                                • min stay varies
                                                                • Child Friendly
                                                                • Private garden
                                                                Inquire for Rates
                                                                Inquire for Rates

                                                                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

                                                                  Price per night from

                                                                  $267

                                                                  Price per night from

                                                                  $267

                                                                  Distance approx 14.61 km from Montegabbro

                                                                  (1) Excellent 

                                                                    16

                                                                    Il Monastero - Lavanda

                                                                    Province of Pisa / San Dalmazio

                                                                    San Dalmazio hotel apartment

                                                                    1 3 min stay varies

                                                                    • 1 bedroom
                                                                    • sleeps 3
                                                                    • min stay varies
                                                                    • Nearest beach 45 mi
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    Inquire for Rates
                                                                    Inquire for Rates

                                                                    Distance approx 16.11 km from Montegabbro

                                                                    (30) 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
                                                                      “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

                                                                      $1,587

                                                                      Price per night from

                                                                      $1,587

                                                                      Distance approx 7.88 km from Montegabbro

                                                                      (81) Excellent 

                                                                        46

                                                                        Villa Il Santo

                                                                        Barberino Val d'Elsa / Petrognano

                                                                        Petrognano villa

                                                                        8 16 min stay varies

                                                                        • 8 bedrooms
                                                                        • sleeps 16
                                                                        • min stay varies
                                                                        • Nearest beach 90 mi
                                                                        • Swimming pool
                                                                        • Child Friendly
                                                                        “Perfect and Beautiful Experience” Our stay at the villa was such a wonderful experience. The view was breathtaking -- the villa beautiful, luxurious, comfortable, and clean We loved every minute of it. The owners annagloria and her husband, Enzo, were

                                                                        Price per night from

                                                                        $1,581

                                                                        Price per night from

                                                                        $1,581

                                                                        Distance approx 12.66 km from Montegabbro

                                                                          29

                                                                          La Stalla - Weingut Podere Cortilla

                                                                          Province of Pisa / Volterra

                                                                          Volterra condo

                                                                          3 8 7 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 8
                                                                          • 7 nights min
                                                                          • Nearest beach 40 mi
                                                                          • Swimming pool
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $204

                                                                          Price per night from

                                                                          $204

                                                                          Distance approx 17.89 km from Montegabbro

                                                                          (3) Excellent 

                                                                            32

                                                                            Villa il Castellaccio in Greve in Chianti Flat #3

                                                                            Province of Florence / Greve in Chianti

                                                                            Greve in Chianti house

                                                                            2 6 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Nearest beach 113 mi
                                                                            • Swimming pool
                                                                            • Child Friendly
                                                                            “A lovely place!” We had a really lovely holiday. The location is excellent, being in the heart of Chianti, a peaceful place sorrounded by vineyards and olive grooves, but not far from the most beautiful town and villages. The apartment was really char

                                                                            Price per night from

                                                                            $128

                                                                            Price per night from

                                                                            $128

                                                                            Distance approx 11.65 km from Montegabbro

                                                                              6

                                                                              Lovely one bedroom apartment in the heart of the Tuscan hills

                                                                              Province of Florence / Gambassi Terme

                                                                              Gambassi Terme townhouse

                                                                              1 4 3 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 4
                                                                              • 3 nights min
                                                                              • Nearest beach 45 mi
                                                                              • Swimming pool
                                                                              • Child Friendly

                                                                              Price per night from

                                                                              $108

                                                                              Price per night from

                                                                              $108