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.
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

Holidaymakers searching for holiday rentals in Monteggiori also enquired about villas in Camaiore, villas in Borgo a Mozzano and apartments in Lucca

Make a holiday rental home or cottage in Monteriggioni, Italy your home away from home

Monteriggioni is completely walled medieval town in the Province of Siena in Tuscany – and probably the best known walled town in Italy. Apart from a small amount of work done in the 16th Century, very little has been done to the town since it was built in the 13th Century by the overlords of Siena, making Monteriggioni an interesting and unique location for a self catering holiday.

Things to do in Monteriggioni, Italy

Monteriggioni is so evocative of the medieval period that simply walking around the walled town and admiring the architecture is a major draw for the many tourists that visit every year. The walls and buildings are regarded as the best of their kind in Italy, and when the towers are lit up at night it can even give the appearance that the town is floating above its hilltop location, when viewed from outside of the walls.

The ‘Festa Medievale’ is held on the first weekend of every July, and draws an array of artists and performers from all over the country. Locals dress up in medieval costume and medieval drinks and dishes are available, making for a festival like no other. This is a great time to visit Monteriggioni as it is also when the weather is typically at its best.

The main piazza of the town is dominated by the Piazza Roma – a Romanesque church. Narrow streets lead off the piazza, leading to an eclectic mix of shops, cafes, restaurants, wine tasting parlours and bars, making the city great for exploring, and enabling you to find somewhere without the throngs of tourists that can build up in Piazza Roma. The outlying areas of the town are covered in vineyards, and a wine tasting trip is an essential part of any visit.

Places to visit on holiday in Monteriggioni, Italy

Monteriggioni is an excellent base from which to visit the surrounding towns and cities. The bordering commune of Castellina in Chianti has a huge 14th Century Rocca (Castle) which is well worth a visit, and Colle di Val d’Elsa and Pogginbonsi both have enough tourist attractions of their own to warrant a day trip. The city of Siena is just 15km from Monteriggioni, and has a great mix of art, culture and modern living.

Weather in Monteriggioni, Italy

Summer is the best time for a holiday rental in Monteriggioni, with temperatures regularly upwards of 30C. Winters are a lot colder, and often below 10C. Rainfall is usually heaviest in early spring and autumn.

Flights to Monteriggioni, Italy

The best option for getting to Monteriggioni from the UK is to fly to Florence Airport (FLR), then drive or take the train for the second leg of the journey, which will take around an hour. A second option is to get a budget flight to Pisa. Flights are often cheaper than ones to Florence, but the second leg of the journey twice as long.

Cancel Clear Filters Apply Filters

Property Type

Popular Searches

Payment Options

Facilities

Managed By

Local Area

Property Details

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Monteggiori Holiday Apartments & Villas (300+)

  • 1 - 50 of 300+
Additional service fee may apply.
    • 2 BR
    • 1 BA
    • Sleeps 4
    Cottage #6582319
    1
      • 2 BR
      • 1 BA
      • Sleeps 6
      Apartment #2505883
      1
        • 5 BR
        • 3 BA
        • Sleeps 11
        Villa #6493091
          • 4 BR
          • 2 BA
          • Sleeps 8
          Villa #406151
          9
            • 3 BR
            • 2 BA
            • Sleeps 5
            Multiple rentals Apartment #6775274
            4
              • 2 BR
              • 1 BA
              • Sleeps 4
              Multiple rentals Apartment #6775274
                Exceptional! 5.0/5
                (7 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • Sleeps 4
                Apartment #6390443
                7
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  Chateau / Country House #6569646
                  1
                    Exceptional! 5.0/5
                    (15 reviews)
                    avg/night
                    • 5 BR
                    • 5 BA
                    • Sleeps 11
                    Villa #155812vb
                    15
                      Excellent! 4.7/5
                      (7 reviews)
                      avg/night
                      • 2 BR
                      • 2 BA
                      • Sleeps 5
                      House #6314280
                      7
                        • 3 BR
                        • 3 BA
                        • Sleeps 6
                        Chateau / Country House #1779636
                        1
                          • 1 BR
                          • 1 BA
                          • Sleeps 3
                          Barn #6476692
                          8
                            • 6 BR
                            • 4 BA
                            • Sleeps 12
                            House #530675
                            2
                              • 2 BR
                              • 1 BA
                              • Sleeps 6
                              Chateau / Country House #1934012
                              1
                                • 5 BR
                                • 5 BA
                                • Separate Toilet
                                • Sleeps 12
                                Villa #2039658
                                1
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 5
                                  House #2371143
                                  5
                                    Excellent! 4.7/5
                                    (6 reviews)
                                    avg/night
                                    • 3 BR
                                    • 1 BA
                                    • Sleeps 8
                                    Villa #6426831
                                    6
                                      • 5 BR
                                      • 3 BA
                                      • Sleeps 12
                                      Villa #801350
                                      9
                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        Apartment #6113163
                                        2
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 4
                                          Apartment #6660534
                                          2
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 4
                                            House #2460968
                                              • 1 BR
                                              • 1 BA
                                              • Sleeps 2
                                              Apartment #6569191
                                                • 3 BR
                                                • 4 BA
                                                • Sleeps 8
                                                Villa #502913
                                                14
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 7
                                                  House #6590064
                                                  2
                                                    • 1 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    House #2461768
                                                    2
                                                      • 7 BR
                                                      • 2 BA
                                                      • Sleeps 10
                                                      Villa #2475538
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 7
                                                        House #2371153
                                                        1
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 6
                                                          House #2475503
                                                          1
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Barn #6639225
                                                            8
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 5
                                                              House #2475525
                                                                • 6 BR
                                                                • 5 BA
                                                                • Sleeps 12
                                                                Villa #8131384
                                                                5
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Sleeps 5
                                                                  Multiple rentals Chateau / Country House #1600781
                                                                  22
                                                                    • 2 BR
                                                                    • 1 BA
                                                                    • Sleeps 5
                                                                    Multiple rentals Chateau / Country House #1600781
                                                                    13
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 6
                                                                      Apartment #1302693
                                                                      11
                                                                        • 3 BR
                                                                        • 1 BA
                                                                        • Sleeps 6
                                                                        Apartment #6514458
                                                                        1
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 5
                                                                          Apartment #2417827
                                                                          1
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 5
                                                                            Apartment #6445838
                                                                            5
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Barn #6721222
                                                                              2
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 5
                                                                                House #6610889
                                                                                7
                                                                                  • 4 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 8
                                                                                  Villa #2479323
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Separate Toilet
                                                                                    • Sleeps 11
                                                                                    Villa #1992642
                                                                                    4
                                                                                      • 4 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 7
                                                                                      House #740672
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 5
                                                                                        Barn #1089113
                                                                                        8
                                                                                          • 5 BR
                                                                                          • 6 BA
                                                                                          • Sleeps 12
                                                                                          Farmhouse #1042959
                                                                                          10
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Apartment #528466
                                                                                            1
                                                                                              • Studio
                                                                                              • 1 BA
                                                                                              • Sleeps 2
                                                                                              Apartment #1731755
                                                                                              1
                                                                                                Wonderful! 4.8/5
                                                                                                (9 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 6
                                                                                                House #6408447
                                                                                                9
                                                                                                • 1 - 50 of 300+
                                                                                                 

                                                                                                Recent Reviews

                                                                                                Stunning Tuscan Villa

                                                                                                5 of 5
                                                                                                My wife and I and friends spent an unforgettable time at the Villa Montebello. Everything was perfect, the manicured garden, sparkling pool and stunningly decorated and restored rooms, with the most comfortable beds. There were 6 bedrooms to choose from, and a lovly big lounge with satelite TV and unlimeted WI FI. We were withing walking distance of 2 local resturants, and only 5 Km from the village, a further 5 took us to the beach. We also visited Rome by Train from Pietrasanta, and there is ample free parking at the train station. Florence and Pisa are also just an hour by train, and relay worth the trip.All in all a stunning stay and thank you from Myself and Lee Anne to Thomas who advised us about all to do and even booked restaurants for us. We will be back.
                                                                                                • Review Submitted: 26-Oct-2016
                                                                                                • Date of Stay: Aug 2016

                                                                                                Incredible villa, Sonia was very friendly and helpful!!

                                                                                                5 of 5
                                                                                                We were 11 adults and 2 young children and we loved our stay here. Would definitely stay again
                                                                                                • Review Submitted: 21-Sep-2016
                                                                                                • Date of Stay: Sep 2016

                                                                                                Stunning Property in a Secluded Location

                                                                                                4 of 5
                                                                                                There really is so much to like about this beautiful property, but we did have some issues that stopped this being a 5 star review. One of our top criteria was a place with wifi. The listing said it had wifi (restricted data) in all rooms and on the lower terrace. Out of a 7 day stay, we actually had 1 day and 2 hours of wifi with a very weak signal. This was a big issue for our 17 year daughter. The wifi is not up to the job of streaming anything and basic browsing was a challenge. If we had known this before, we would have booked elsewhere. Between the 2 bedrooms we had a bathroom. The overflow on the toilet ran for 5 days and nights after we told the manager, and it was only due to a visit from the local water authority that it was fixed. The continual noise at night was not enjoyable! Similarly, the local bells chimed every hour and half hour throughout the night. Regarding the ‘maximum privacy’, the manager had family staying during our visit. They used the upper terrace near the pool for morning and evening meals. They were lovely and we enjoyed many a conversation with them, but it was not the maximum privacy we expected or wanted. The walls between the manager’s property and ours were divided by a curtained door. Every conversation was clearly audible and it was as though they were in the room with us. Given the price of the villa, we strongly feel that the wifi, overflow and privacy issues were unreasonable. Now on to the good stuff! The villa itself was faultless. It was immaculately clean, very tastefully decorated and had all the facilities and more that we could need. There was plenty of room for the three of us and the villa was cool enough regardless of the wonderful 32º temperatures. The pool was unheated but this was a good thing! It was great to cool down in. The garden had lemon and plum trees and was beautiful. On the night we arrived, we were very fortunate to see the annual village procession and festival, which ended in a spectacular firework display over the mountains. As for the mountains, the views were incredible - despite the large pylon in the garden next door which is missing from the photos. The 'adventure' of a drive to the villa is not for the faint-hearted. It is 15+ minutes of blind corners and hairpin bends, with sheer drops on one side and walls on the other. This is a great place to stay if you don’t mind the drive. It really is lovely and there is plenty around within a reasonable driving distance.
                                                                                                • Review Submitted: 13-Sep-2016
                                                                                                • Date of Stay: Aug 2016