List your home
Apply filters
£ to

49 Holiday homes in Monteriggioni

Reset search

Show results on map

Also consider

Coastal Cottages
222 properties
Sardinia
478 properties
Tuscany
3,181 properties
Lake Garda Area
103 properties
Lake Como Area
494 properties
Sicily
634 properties
Rome
2,489 properties
Florence
963 properties
Trapani
516 properties
Venice, Veneto
500 properties
Amalfi Coast
463 properties
Lucca
431 properties
Cortona
430 properties
Palermo
401 properties
Sorrento, Campania
353 properties
Cefalu
317 properties
San Gimignano
297 properties
Taormina
271 properties
Greve in Chianti
268 properties
Syracuse
257 properties

Filters applied: Under 5s (49)

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
49 Results  |  
15 Photos

Farmhouse | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £61 /night

£424 - £636 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
L'agriturismo è situato in modo da poter raggiungere con facilità i luoghi di maggiore interesse artistico : Siena, Volterra, Firenze, Monteriggioni, San Gimignano ecc... La zona è molto tranquilla, adatta al relax o a passeggiate  …see more

18 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £49 /night

£340 - £624 / week

View

Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Our farm is the only one with a horse on the property, offers a beautiful view, surrounded by green gardens, with a wood-burning oven in the central courtyard and have WI-FI internet access. We offer many services and activities of a different kind, for everyone.  …see more

17 Photos

Villa | 1 Bedroom | sleeps 4

Excellent 5/5 

Short stays welcome

Add to shortlist

from £134 /night

£933 - £1188 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Wonderful Villa with private pool overlooking the castle of Monteriggioni  …see more

Featured properties

17 Photos

Farmhouse | 1 Bedroom | sleeps 2

2 Nights min stay

Add to shortlist

from £61 /night

£424 - £636 / week

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
luogo molto tranquillo,adatto al relax o a passeggiate. L'agriturismo è situato in modo da poter raggiungere in poco tempo le principali città d'arte della Toscana : Siena, Firenze, San Gimignano, Volterra , Monteriggioni ecc...  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

Add to shortlist

from £58 /night

£400 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Outside of the Magione Agriturismo, a large, fenced garden will allow children to play in complete safety, while also offering the opportunity to dine outside enjoying the barbecues for guests.  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £136 /night

£950 - £1425 / week

View

Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Charming holiday apartment in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area.  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £101 /night

£704 - £1069 / week

View

Key info:

  • Suitable for children of all ages
  • Pets welcome
Podere Staggia is a splendid farm house (18 th century) located on the top of a hill. The apartment of this farmhouse offers you the unique and rare possibility to enjoy an old, large (170 m2) and luminous house in the Siena area with a 360° open view. Ideal place for a family or a group of friends to enjoy quiet and restful holidays.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 11

Short stays welcome

Add to shortlist

from £240 /night

£1680 - £3596 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Splendid 18th century mansion with typical Sienese architecture. It is situated next to the historical village of Basciano. The house position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena.  …see more

18 Photos

Apartment | 3 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £136 /night

£950 - £1468 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
The Villa is situated in a splendid 18th century mansion, with typical Sienese architecture. The property position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena (6 km away).  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £43 /night

£297 - £509 / week

View

Key info:

  • Nearest beach 80 km
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The apartment is an excellent starting point for excursions on foot or mountain bike in the via Francigena or Montagnola senese.Siena is about 13 km, Monteriggioni approx. 8 km. you can do excursions also to s. Gimignano, Colle di Val D'elsa, Casole, s. Galgano  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £138 /night

£960 - £1280 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Make Stomemmano the destination, not just the base for your Tuscan holiday!  …see more

8 Photos

Farmhouse | 6 Bedrooms | sleeps 12

3 Nights min stay

Add to shortlist

from £343 /night

£2400 - £3680 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
The Farm house Tinaione is an ideal locations for a riunion of big family or for a group holiday as it has all the comfort in the rustic simple tuscan way for 12 persons, the appartament is very charmy and the owner knows exately how to look after you. The infinity pool with the stunning views of the tuscan landscape is the perfect setting holiday!  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 8

1 night min stay

Add to shortlist

from £117 /night

£815 - £1900 / week

View

Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday apartments in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area. In our restaurant is possible to enjoy: Breakfast Dinner Wine tasting  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

Add to shortlist

from £128 /night

£891 - £1188 / week

View

Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday suite apartment in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes from Siena, San Gimignano and Florence. Fantastic view from terrace. Shared pool  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

Add to shortlist

from £111 /night

£772 - £1010 / week

View

Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday apartments in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area. In our restaurant is possible to take: Breakfast Dinner Wine tasting  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

Add to shortlist

from £85 /night

£594 - £832 / week

View

Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday apartments in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area. In our restaurant is possible to take: Breakfast Dinner Wine tasting  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £80 /night

£560 - £1003 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Monteriggioni with 3 bedrooms sleeps 6  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £68 /night

£476 - £885 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Monteriggioni with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £47 /night

£328 - £632 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Monteriggioni with 1 bedrooms sleeps 2  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £104 /night

£723 - £760 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
The house Casa Il Cocchio is a gracious apartment of 100 square meters (about 1076 square feet), for six people, with patio, shared swimming pool and four-hectare (about ten-acre) park  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £80 /night

£560 - £1008 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Monteriggioni with 3 bedrooms sleeps 6  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £57 /night

£398 - £773 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Monteriggioni with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £70 /night

£488 - £920 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Monteriggioni with 3 bedrooms sleeps 5  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £51 /night

£353 - £650 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Monteriggioni with 1 bedrooms sleeps 2  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £454 /night

£3173 - £4808 / week

View

Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
This villa is an elegant 18th century mansion near Siena in the Chianti wine region, perfect for visiting Tuscany and relaxing by the pool during your holidays in Italy. The villa has a vantage position on a hill above the old town of Staggia Senese. From the ...  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £68 /night

£476 - £908 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Monteriggioni with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £68 /night

£472 - £880 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Monteriggioni with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £480 /night

£3360 - £4480 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Staggia with 6 bedrooms sleeps 12  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £56 /night

£392 - £768 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Monteriggioni with 2 bedrooms sleeps 4  …see more

9 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £46 /night

£320 - £616 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Monteriggioni with 1 bedrooms sleeps 2  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £166 /night

£1160 - £2040 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Villa Fragola is a graceful villa surrounded by meadows and by green hills. It sleeps six people. From Villa Fragola you will have a splendid view of the Senesi hills and of the Chiocciola Castle. Villa Fragola is 120 square meters (1290 square feet)  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 7

1 night min stay

Add to shortlist

from £117 /night

£813 - £856 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Fatina is a gracious apartment of 110 square meters (about 1180 square feet) for seven people, with shared pool and garden. It is part of a farming estate surrounded by vineyards, and is located on a hillside 300 meters (about 980 feet) above sea level  …see more

11 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £225 /night

£1570 - £2440 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
Villa near Monteriggioni : Located in the heart of Tuscany, to the south of Florence, Villa Gianni is an attractive, small property, recently renovated and well furnished throughout. There are classic Tuscan views of vineyards and rolling hills from around the villa.  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £68 /night

£472 - £920 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Monteriggioni with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £76 /night

£528 - £952 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Monteriggioni with 3 bedrooms sleeps 6  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

Add to shortlist

from £85 /night

£593 - £624 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Rutilia is a gracious apartment of 80 square meters (about 860 square feet) for four people, with shared pool and garden. It is part of a farming estate surrounded by vineyards, and is located on a hillside 300 meters (about 980 feet) above sea level  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £481 /night

£3362 - £4484 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Staggia with 6 bedrooms sleeps 12  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £128 /night

£896 - £1936 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
elegant villa, located in Tuscany Italy, has a max. capacity of 8 people. This elegant villa is perfect for families and friends  …see more

17 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £150 /night

£1048 - £1696 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
charming house, located in Tuscany Italy, has a max. capacity of 4 people. This stunning villa is perfect for families and friends  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £480 /night

£3360 - £4480 / week

View

Key info:

  • Nearest beach 77 km
  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This grand villa in the Tuscan countryside near Siena is the perfect holiday base for a family or group to explore the region. It has an elegant feel and plenty of indoor & outdoor space- 6 bedrooms, reception rooms, pool, parkland & terraces.  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

Add to shortlist

from £79 /night

£553 - £1196 / week

View

Key info:

  • Suitable for children of all ages
  • No pets allowed
'La Tinaia', 3-room apartment 85 m2, on the ground floor, nice and tasteful furnishings: living/dining room with open fireplace and satellite-TV. Exit to the garden, to the terrace. 1 double bedroom. 1 double bedroom. Exit to the garden. Kitchenette (4 hotplat  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £126 /night

£880 - £1888 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Elegant villa sleeps 8 people, so it is perfect for large families and is located in Tuscany Italy. This property is perfect if you seek a charming holiday. The villa features a swimming pool and an internet connection.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £184 /night

£1288 - £2688 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
charming villa, located in Monteriggioni Tuscany Italy, has a max. capacity of 12 people. This charming villa is perfect for families and friends  …see more

19 Photos

House | 1 Bedroom | sleeps 4

Short stays welcome

Add to shortlist

from £43 /night

£297 - £424 / week

View

Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
The apartment is situated in a residence which rapresent the perfect tuscan style. Centuries ago it was a convent, then it was inhabitated by farmers. It's the perfect place where you can spend your holidays in tranquility and relax, inside the typical Tuscan country.  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £40 /night

£280 - £408 / week

View

Key info:

  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
In campagna per relax e tranquillità, ma a 10 minuti da Siena. Al centro della Toscana, per le migliori escursioni. Proprietario in zona e disponibile per aiuto e informazioni, è felice di accogliere gli ospiti con un assaggio dell'olio di oliva biologico che produce.  …see more

7 Photos

Barn | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £97 /night

£679 - £1060 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Monteriggioni, Siena, fienile, casale, campagna, piscina, giardino, barbecue, caminetto, villetta, Firenze,  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £59 /night

£408 - £492 / week

View

Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Un giro nei dintorni a soli 8 km da Monteriggioni e punto strategico per raggiungere in breve tempo città ricche di arte e bellezza: Siena(4 km) Firenze, San Gimignano, Volterra, Castellina in Chianti, Monteriggioni , Montalcino, Pienza ecc  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

Add to shortlist

from £49 /night

£340 - £552 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Appartamento di 70mq immerso nelle splendide colline del Chianti. La proprietà, con pavimenti in cotto e soffitti a travi, è parte di una casa colonica situata all'interno di un piccolo borgo, Ideale per una vacanza di completo relax o per visitare Siena e dintorni. Principali località turistiche nelle vicinanze: Siena (10 km), Monteriggioni (16 km), San Gimignano (30 km)  …see more

19 Photos

House | 15 Bedrooms | sleeps 30

Min stay varies

Add to shortlist

Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
Poggiarello is a special place to spend a charming holiday in close contact with nature, where is possible to reach in few minutes Siena, San Gimignano, Firenze, Pisa, Lucca, Monteriggioni,Montalcino.  …see more