HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled

Make a holiday rental home or villa in the Florentine Hills, Italy your home away from home

The Florentine Hills are a forgotten corner of Tuscany, a stunning, peaceful region which has been the retreat of Florentine noblemen since the city was founded. This is a region of picture book landscapes, untarnished medieval villages, authentic Florentine villas and fertile vineyards.

Things to do on holiday in the Florentine Hills, Italy

Holidays to Florence, especially the Florentine Hills are peaceful, relaxing breaks, where indulging in good living, mouthwatering gastronomy and fine wines mean you can fully unwind whether you are staying in Florence accommodation for a weekend break or long family holiday.

The Florentine Hills are a favourite destination for walking holidays. There are group walking and hiking trips, but the flexibility and space provided by a self catering holiday villa in the Florentine Hills is best put to use for a private walking holiday, where you, your family or your friends can stroll through the lush landscape taking in the culture and cuisine at exactly the pace and time that is ideal for your perfect holiday.

Among the groves of the Florentine Hills you can find many opportunities to sample to delicious local wines, which have been being harvested on these slopes since Etruscan times.

There are many magnificent castles and churches in the hills surrounding your Florence holiday villa here, often surrounded by parkland or fishing lakes, which you can fish, but only with a permit.

Places to holiday in the Florentine Hills, Italy

A holiday rental in the Florentine Hills is of course a magnificent way to discover the hidden treasures of Florence, whilst staying in the un-spoilt tranquility of the lush green countryside surrounding the city. The city is most famous for the magnificent artistic heritage and the historic city centre which was declared a UNESCO World Heritage Site. Taking the best produce from the Florentine Hills, the restaurants of Florence are some of the best in Italy, and the city centre is filled with fashionable boutiques and large shops.

Weather in the Florentine Hills, Italy

The Florentine Hills are perfect for walking holidays due to the warm temperate climate. Temperatures remain above freezing all year round, and summers are warm, although mountain breezes keep the air fresh.

Travel to the Florentine Hills, Italy

Villas in the Florentine Hills are easily accessible. Flights arrive into Florence International Airport (FLR). Flights arrive daily direct from the UK provided by British Airways.

    Exceptional! 5/5
    (12 reviews)
    avg/night
    • 4 BR
    • 4 BA
    • Sleeps 9
    Villa #602659vb
    12
    Viewed 25 times in the last 48 hours
      Excellent! 4.7/5
      (14 reviews)
      avg/night
      • 1 BR
      • 1 BA
      • Sleeps 4
      Apartment #1652839
      14
      Viewed 17 times in the last 48 hours
        Wonderful! 4.9/5
        (12 reviews)
        avg/night
        • 1 BR
        • 1 BA
        • Sleeps 3
        Multiple rentals Farmhouse #5588
        12
        Viewed 17 times in the last 48 hours
          Exceptional! 5/5
          (37 reviews)
          avg/night
          • 3 BR
          • 2 BA
          • Sleeps 10
          Villa #1137514
          37
          Viewed 36 times in the last 48 hours
            Exceptional! 5/5
            (6 reviews)
            avg/night
            • 1 BR
            • 1 BA
            • Sleeps 4
            Multiple rentals Farmhouse #5588
            6
            Viewed 39 times in the last 48 hours
              Exceptional! 5/5
              (15 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 7
              Multiple rentals Farmhouse #5588
              15
              Viewed 85 times in the last 48 hours
                Wonderful! 4.8/5
                (15 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • Sleeps 4
                Multiple rentals Farmhouse #5588
                15
                Viewed 21 times in the last 48 hours
                  • 9 BR
                  • 9 BA
                  • Sleeps 17
                  Villa #6790472
                    Wonderful! 4.9/5
                    (10 reviews)
                    avg/night
                    • 6 BR
                    • 4 BA
                    • Sleeps 15
                    Multiple rentals Farmhouse #5588
                    10
                    Viewed 49 times in the last 48 hours
                      Wonderful! 4.9/5
                      (11 reviews)
                      avg/night
                      • 6 BR
                      • 5 BA
                      • Sleeps 14
                      House #6357167
                      11
                      Viewed 16 times in the last 48 hours
                        Wonderful! 4.8/5
                        (10 reviews)
                        avg/night
                        • 7 BR
                        • 6 BA
                        • Sleeps 15
                        Multiple rentals House #1105126
                        10
                        Viewed 5 times in the last 48 hours
                          • 2 BR
                          • 2 BA
                          • Sleeps 4
                          Multiple rentals Cottage #1105126
                          8
                            • 3 BR
                            • 1 BA
                            • Separate Toilet
                            • Sleeps 8
                            Villa #6712411
                              avg/night
                              • 5 BR
                              • 4 BA
                              • Sleeps 11
                              Multiple rentals House #1105126
                              Viewed 7 times in the last 48 hours
                                • 4 BR
                                • 4 BA
                                • Sleeps 8
                                Villa #1750993
                                  • 5 BR
                                  • 2 BA
                                  • Separate Toilet
                                  • Sleeps 12
                                  House #6705666
                                    avg/night
                                    • 4 BR
                                    • 4 BA
                                    • Sleeps 10
                                    Barn #1478902
                                    Viewed 25 times in the last 48 hours
                                      • 3 BR
                                      • 2 BA
                                      • Separate Toilet
                                      • Sleeps 11
                                      Villa #1679735
                                      Viewed 32 times in the last 48 hours
                                        Exceptional! 5/5
                                        (14 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 5
                                        Villa #6433993
                                        14
                                          Wonderful! 4.9/5
                                          (15 reviews)
                                          avg/night
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 5
                                          Apartment #1733836
                                          15
                                          Viewed 39 times in the last 48 hours
                                            Wonderful! 4.8/5
                                            (8 reviews)
                                            avg/night
                                            • 4 BR
                                            • 3 BA
                                            • Separate Toilet
                                            • Sleeps 8
                                            Villa #829553vb
                                            8
                                            Viewed 27 times in the last 48 hours
                                              Excellent! 4.7/5
                                              (24 reviews)
                                              avg/night
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 4
                                              House #6366337
                                              24
                                              Viewed 8 times in the last 48 hours
                                                Excellent! 4.5/5
                                                (11 reviews)
                                                avg/night
                                                • 2 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Apartment #70444
                                                11
                                                Viewed 26 times in the last 48 hours
                                                  Exceptional! 5/5
                                                  (9 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 5
                                                  Farmhouse #6445668
                                                  9
                                                  Viewed 7 times in the last 48 hours
                                                    Excellent! 4.7/5
                                                    (6 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 7
                                                    Multiple rentals Villa #1034199
                                                    6
                                                    Viewed 26 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (7 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      Cottage #469652vb
                                                      7
                                                      Viewed 11 times in the last 48 hours
                                                        Excellent! 4.7/5
                                                        (10 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 5
                                                        House #1455912
                                                        10
                                                        Viewed 17 times in the last 48 hours
                                                          Exceptional! 5/5
                                                          (4 reviews)
                                                          avg/night
                                                          • 5 BR
                                                          • 5 BA
                                                          • Sleeps 10
                                                          Villa #3872215
                                                          4
                                                          Viewed 18 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (13 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            Apartment #1045114
                                                            13
                                                            Viewed 11 times in the last 48 hours
                                                              Exceptional! 5/5
                                                              (9 reviews)
                                                              avg/night
                                                              • 5 BR
                                                              • 5 BA
                                                              • Separate Toilet
                                                              • Sleeps 10
                                                              Villa #697057vb
                                                              9
                                                              Viewed 13 times in the last 48 hours
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 3
                                                                Apartment #2255421
                                                                1
                                                                Viewed 14 times in the last 48 hours
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 5
                                                                  Farmhouse #1630024
                                                                  2
                                                                  Viewed 20 times in the last 48 hours
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 5
                                                                    Multiple rentals Apartment #71745
                                                                    12
                                                                    Viewed 13 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (19 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 4
                                                                      Multiple rentals House #958714a
                                                                      19
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 3
                                                                        Multiple rentals Villa #1034199
                                                                        3
                                                                        Viewed 11 times in the last 48 hours
                                                                          Excellent! 4.3/5
                                                                          (10 reviews)
                                                                          avg/night
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          Chateau / Country House #6327042
                                                                          10
                                                                          Viewed 15 times in the last 48 hours
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Multiple rentals Villa #71745
                                                                            20
                                                                            Viewed 7 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (5 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 4
                                                                              Farmhouse #458842vb
                                                                              5
                                                                              Viewed 6 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (13 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Chateau / Country House #3651431
                                                                                13
                                                                                Viewed 10 times in the last 48 hours
                                                                                  Wonderful! 4.8/5
                                                                                  (4 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 5
                                                                                  Farmhouse #8150691
                                                                                  4
                                                                                  Viewed 8 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (5 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 5
                                                                                    Multiple rentals Villa #1034199
                                                                                    5
                                                                                    Viewed 13 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (2 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      Villa #629866vb
                                                                                      2
                                                                                      Viewed 5 times in the last 48 hours
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        Villa #675630a
                                                                                        34
                                                                                          Wonderful! 4.9/5
                                                                                          (11 reviews)
                                                                                          avg/night
                                                                                          • 1 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 4
                                                                                          Multiple rentals Apartment #958714a
                                                                                          11
                                                                                            • 3 BR
                                                                                            • 1 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 6
                                                                                            Apartment #1760717
                                                                                            2
                                                                                              Wonderful! 4.9/5
                                                                                              (15 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 9
                                                                                              Multiple rentals Chateau / Country House #493502
                                                                                              15
                                                                                              Viewed 12 times in the last 48 hours
                                                                                                Exceptional! 5/5
                                                                                                (6 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 6
                                                                                                Barn #1707020
                                                                                                6
                                                                                                Viewed 23 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (61 reviews)
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 5
                                                                                                  Studio #6347737
                                                                                                  61
                                                                                                  Viewed 9 times in the last 48 hours
                                                                                                    Excellent! 4.5/5
                                                                                                    (11 reviews)
                                                                                                    avg/night
                                                                                                    • 6 BR
                                                                                                    • 5 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 12
                                                                                                    Villa #6310066
                                                                                                    11
                                                                                                    Viewed 9 times in the last 48 hours
                                                                                                    • 1 - 50 of 300+
                                                                                                     

                                                                                                    Recent Reviews

                                                                                                    Best of Both possible worlds.

                                                                                                    5 of 5
                                                                                                    Able to get up in the morning after a great nights sleep and explore country side of olive groves and woods and morning animals on a path adjoining property. Then breakfast and a cup ot tea overlooking Florence in the distance. And down to Florence and all its magnificence on the local bus in charming Fiesole, after which , totally exhausted, back up to the property and a glass of wine and a dip in the pool. Daniella is great. Did a wonderful restoration job on the Villa retaining its native charm and yet providing all modern conveniences. She is a wonderful host and full of the Italian charm that my wife and I have come to appreciate. Being a landscape architect she has created beautiful grounds and warm and charming living conditions. Sincerely, Mr. and Mrs. Allan Boutin, NYC
                                                                                                    • Review Submitted: Apr 28, 2017
                                                                                                    • Date of Stay: Apr 2017

                                                                                                    Fabulous, outstanding property, close to Florence

                                                                                                    4 of 5
                                                                                                    We absolutely loved the Watchtower - It is a stunning property, very spacious and with all amenities. Additionally, it is decorated with many interesting artifacts from around the world. For our group of 8, with 2 couples and 4 singles each had our own bedroom and bathroom. The kitchen is fully equipped. There are 4 courtyards and beautiful grounds with swimming pool. It is walking distance to restaurants and to a larger town. It is about a 9 minute drive from Florence and very close to Siena, and in Chianti country. The owner, whom lives on the property was very gracious, accommodating, and helpful. I cannot recommend this property enough - It is absolutely fabulous!
                                                                                                    • Review Submitted: Nov 16, 2016
                                                                                                    • Date of Stay: Oct 2016